Caribbean Villa Rentals

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Destination Highlights

Map of the Caribbean

Where is The Caribbean

The Caribbean Villa Rentals

"Caribbean..." pronounce it how you like, this word tends to roll off the tongue like a string of island pearls and evokes images of blue skies, crystal clear blue waters, and the most idyllic of tropical beach vacations.  Think of the Caribbean Islands as that tropical region of gorgeous ocean where islands spring from beneath the gentle waves and good vibes dominate the atmosphere morning, noon, and night.

Most guests of Caribbean rental villas think the Caribbean vacation is all about: Sun, sea and sand!  The majority of travelers go to experience the natural beauty of the land and trees, and to enjoy the pure, clean air while soaking in the sun.

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Browse 670 Caribbean vacation rentals

Bumpers Nest at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 6 bedrooms
$1,299 - 32,462 per night
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Villa Casa Del Mar

Petit Cul de Sac, St. Barths
6 bedrooms
$5,358 - 27,658 per night
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Silver Rainbow

Petit Cul de Sac, St. Barths
6 bedrooms
$7,858 - 22,858 per night
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Dunes Villa

Saline, St. Barths
6 bedrooms
$10,000 - 20,000 per night
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Palm Beach Villa

Lorient, St. Barths
5 bedrooms
$4,286 - 20,000 per night
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Seascape

Pointe Milou, St. Barths
From 2 to 6 bedrooms
$1,985 - 19,286 per night
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Villa Lital

Anse des Caye, St. Barths
From 1 to 7 bedrooms
$2,286 - 19,286 per night
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Villa Vitti

Gustavia, St. Barths
3, 4 or 5 bedrooms
$4,000 - 18,572 per night
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Santosha

Long Bay, Anguilla
4 or 7 bedrooms
$8,857 - 17,858 per night
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Villa Good News

Petit Cul de Sac, St. Barths
4 bedrooms
$4,000 - 17,715 per night
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Indian Song Villa

Petit Cul de Sac, St. Barths
6 bedrooms
$6,429 - 17,258 per night
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Wine Note

Saint Jean, St. Barths
3, 4 or 5 bedrooms
$2,143 - 17,143 per night
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My Way Villa

Colombier, St. Barths
3, 4 or 5 bedrooms
$3,572 - 15,715 per night
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Villa Harmony

Maundays Bay, Anguilla
From 4 to 8 bedrooms
$2,900 - 15,000 per night
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Villa Infinity

Maundays Bay, Anguilla
From 4 to 8 bedrooms
$2,900 - 15,000 per night
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Mystique Villa

Maundays Bay, Anguilla
4, 5 or 6 bedrooms
$3,300 - 15,000 per night
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La Danse Des Etoiles

Pointe Milou, St. Barths
3 or 5 bedrooms
$4,572 - 14,858 per night
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Villa Indigo

Little Harbour, Anguilla
8 or 10 bedrooms
$6,707 - 14,221 per night
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Palm Springs Villa

Governeur, St. Barths
2, 3 or 4 bedrooms
$2,643 - 12,858 per night
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Villa Coco Rock

Petit Cul de Sac, St. Barths
From 1 to 6 bedrooms
$1,715 - 12,858 per night
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Artepea Villa

Lurin, St. Barths
From 1 to 4 bedrooms
$2,572 - 12,858 per night
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Cumulus

Lorient, St. Barths
From 1 to 7 bedrooms
$1,700 - 12,850 per night
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Cest La Vie

Terres Basses, St. Martin
6 bedrooms
$5,572 - 12,143 per night
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Cap Au Vent

Pointe Milou, St. Barths
From 1 to 4 bedrooms
$1,700 - 11,786 per night
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Avenstar

Camaruche, St. Barths
3, 4 or 5 bedrooms
$2,143 - 11,429 per night
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Eternity

Flamands, St. Barths
From 1 to 5 bedrooms
$2,143 - 11,429 per night
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Le Manoir de Lorient

Lorient, St. Barths
4 or 5 bedrooms
$2,858 - 11,429 per night
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The View

Colombier, St. Barths
3 or 4 bedrooms
$2,429 - 11,429 per night
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Villa Gustavia

Gustavia, St. Barths
1, 2 or 3 bedrooms
$2,286 - 11,429 per night
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Arushi Villa

Rendezvous Bay, Anguilla
From 1 to 5 bedrooms
$2,200 - 11,000 per night
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Sea Villa

Long Bay, Anguilla
From 1 to 5 bedrooms
$2,400 - 11,000 per night
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Kishti Villa East

Meads Bay Beach, Anguilla
From 3 to 6 bedrooms
$3,500 - 11,000 per night
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Kishti Villa West

Meads Bay Beach, Anguilla
From 3 to 6 bedrooms
$3,500 - 11,000 per night
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La Vie en Rose

Petit Cul de Sac, St. Barths
3, 4 or 5 bedrooms
$2,000 - 10,715 per night
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Sand Villa

Long Bay, Anguilla
From 1 to 4 bedrooms
$2,400 - 10,000 per night
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Ultimacy Villa

Rose Hill, Anguilla
From 2 to 8 bedrooms
$1,000 - 10,000 per night
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Angelique

Saint Jean, St. Barths
From 1 to 4 bedrooms
$1,429 - 10,000 per night
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Villa Papaye

Petit Cul de Sac, St. Barths
4 bedrooms
$2,858 - 10,000 per night
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Wings Villa

Saint Jean, St. Barths
From 1 to 4 bedrooms
$2,286 - 10,000 per night
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Bakea Villa

Anse des Cayes, St. Barths
From 1 to 4 bedrooms
$2,572 - 10,000 per night
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Sky Villa

Long Bay, Anguilla
From 1 to 4 bedrooms
$2,200 - 9,000 per night
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Reef Point

Saint Jean, St. Barths
1, 2 or 3 bedrooms
$1,858 - 8,572 per night
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Villa la Pointe

Gustavia, St. Barths
2, 3, 4, 5, 6 or 8 bedrooms
$857 - 8,571 per night
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Amazing Grace

Providenciales, Grace Bay Beach, Turks and Caicos
5 bedrooms
$4,000 - 8,500 per night
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Coral House

Grace Bay, Turks and Caicos
5 bedrooms
$3,750 - 8,500 per night
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Antigua Villa 26

Jolly Harbour, Antigua
6 bedrooms
$3,000 - 8,000 per night
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Amancaya

Anse des Cayes, St. Barths
From 1 to 5 bedrooms
$1,429 - 7,858 per night
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Arte Villa

Flamands, S. Barths
2, 3 or 4 bedrooms
$1,500 - 7,858 per night
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Belle Bague

Colombier, St. Barths
3 or 4 bedrooms
$2,143 - 7,858 per night
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Lys Blanc Villa

Lurin, St. Barths
1, 2 or 3 bedrooms
$1,336 - 7,858 per night
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Alphane Property

Montjean, St. Barths
From 1 to 5 bedrooms
$2,215 - 7,858 per night
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Eclipse Villa

Vitet, St. Barths
From 3 to 6 bedrooms
$1,214 - 7,857 per night
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Villa K

Anse des Cayes, St. Barths
From 1 to 4 bedrooms
$2,000 - 7,715 per night
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Mothershouse

Providenciales, Babalua Beach, Turks and Caicos
5 or 7 bedrooms
$2,800 - 7,600 per night
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Zenaida

Sandy Hill, Anguilla
From 3 to 7 bedrooms
$1,300 - 7,143 per night
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Arrowmarine

Montjean, St. Barths
2 or 4 bedrooms
$1,429 - 7,143 per night
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West View

Saint Jean, St. Barths
From 1 to 4 bedrooms
$1,786 - 7,143 per night
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Villa Prestige

Gustavia, St. Barths
1, 2 or 3 bedrooms
$3,572 - 7,143 per night
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Serenity Villa

Gustavia, St. Barths
1, 2 or 3 bedrooms
$1,072 - 7,143 per night
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Aquamare Villa 1

Mahoe Bay, Virgin Gorda
5 bedrooms
$2,729 - 7,000 per night
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Aquamare Villa 2

Mahoe Bay, Virgin Gorda
5 bedrooms
$2,429 - 7,000 per night
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Aquamare Villa 3

Mahoe Bay, Virgin Gorda
5 bedrooms
$2,429 - 7,000 per night
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Casa Tigre

Vitet, St. Barths
From 1 to 4 bedrooms
$2,000 - 6,858 per night
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A La Mer Villa

Great Cruz Bay St. John
7 or 9 bedrooms
$4,786 - 6,857 per night
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Stargazer

North Shore, Turks and Caicos
6 bedrooms
$4,500 - 6,750 per night
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Om Villa

Montjean, St. Barths
From 1 to 4 bedrooms
$1,572 - 6,715 per night
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Villa Panama

Saint Jean, St. Barths
4 bedrooms
$2,858 - 6,715 per night
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What Else

Pointe Milou, St. Barths
From 1 to 4 bedrooms
$708 - 6,529 per night
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High Cane

Sandy Lane, St. James, Barbados
4 bedrooms
$3,000 - 6,500 per night
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Bahia DR

Casa de Campo, Dominican Republic
8 bedrooms
$5,000 - 6,500 per night
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Villa Kishti

Black Garden Bay, Anguilla
From 2 to 5 bedrooms
$1,800 - 6,429 per night
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Turtle Villa

Montjean, St. Barths
3, 4 or 5 bedrooms
$1,072 - 6,429 per night
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Blue Swan

Lurin, St. Barths
From 1 to 4 bedrooms
$1,429 - 6,429 per night
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Globe Trotter Villa

Lurin, St. Barths
2, 3 or 4 bedrooms
$1,415 - 6,429 per night
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Fleur de Cactus

Governeur, St. Barths
1, 2 or 3 bedrooms
$2,000 - 6,429 per night
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Villa Marea

Ditleff Point, St John
5 bedrooms
$3,572 - 6,429 per night
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The Point

Covecastles, Shoal Bay, Anguilla
3 or 5 bedrooms
$2,395 - 6,395 per night
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Aliseo

Sandy Lane, St. James, Barbados
From 5 to 9 bedrooms
$2,000 - 6,200 per night
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Villa Paradise

Blowing Point, Anguilla
3, 4, 5 or 7 bedrooms
$1,000 - 6,000 per night
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Villa Valentina

Pointe Milou, St. Barths
From 1 to 4 bedrooms
$1,215 - 6,000 per night
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Lam Villa

Gustavia, St. Barths
1, 2 or 3 bedrooms
$3,143 - 6,000 per night
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Red Rock Villa

Princess Quarters, Virgin Gorda, BVI
1, 2 or 3 bedrooms
$1,300 - 6,000 per night
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Lagon Bleu

Petit Cul de Sac, St. Barths
From 2 to 5 bedrooms
$829 - 5,715 per night
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Acamar Villa

Toiny, St. Barths
1, 2 or 3 bedrooms
$1,358 - 5,715 per night
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Aurea

Lorient, St. Barths
From 1 to 4 bedrooms
$858 - 5,715 per night
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Villa Lagon Rose

Petit Cul de Sac, St. Barths
3, 4 or 5 bedrooms
$1,143 - 5,715 per night
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Villa Fabrizia

Gustavia, St. Barths
From 3 to 8 bedrooms
$2,000 - 5,714 per night
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Black Pearl

Marigot, St. Barths
2, 3 or 4 bedrooms
$843 - 5,700 per night
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Following Seas at the Tryall Club

Montego Bay, Tryall Club, Jamaica
6 bedrooms
$2,923 - 5,682 per night
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Oui Villa

Petit Cul de Sac, St. Barths
2, 3 or 4 bedrooms
$1,429 - 5,679 per night
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Tatiana

Devé, St. Barths
3, 4 or 5 bedrooms
$1,786 - 5,643 per night
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Vina Villa

Vitet, St. Barths
3, 4 or 5 bedrooms
$1,089 - 5,515 per night
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Barranca 21

Casa de Campo, Dominican Republic
8 bedrooms
$1,600 - 5,500 per night
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Captiva Villa

Marigot, St. Barths
4 bedrooms
$2,429 - 5,429 per night
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Romana

Saint Jean, St. Barths
From 2 to 5 bedrooms
$1,215 - 5,358 per night
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St Bernards Hill House

Belmont, Tortola
5 bedrooms
$3,643 - 5,215 per night
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Mouette

Terres Basses - La Samanna Villas, St. Martin
4 bedrooms
$3,500 - 5,000 per night
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Tiaris

Terres Basses - La Samanna Villas, St. Martin
4 bedrooms
$3,500 - 5,000 per night
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Always

Terres Basses, St. Martin
6 bedrooms
$1,858 - 5,000 per night
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Villa Coyaba

Lockrum Estate, Anguilla
From 3 to 6 bedrooms
$960 - 5,000 per night
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Saving Grace

Providenciales, Grace Bay Beach, Turks and Caicos
5 bedrooms
$2,250 - 5,000 per night
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Flower Hill

Montego Bay, Jamaica
5 or 6 bedrooms
$2,572 - 5,000 per night
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St Helena

Old Queens Fort, St. James, Barbados
5 bedrooms
$2,000 - 5,000 per night
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Castellamonte

Cabrera, Dominican Republic
8 bedrooms
$2,900 - 5,000 per night
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Villa Lagon Vert

Petit Cul de Sac, St. Barths
2 or 3 bedrooms
$1,000 - 5,000 per night
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Villa Lagon Jaune

Petit Cul de Sac, St. Barths
2, 3 or 4 bedrooms
$858 - 5,000 per night
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Villa Bellevue

Marigot, St. Barths
3 or 5 bedrooms
$1,071 - 5,000 per night
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Villa Bellissima

Governeur, St. Barths
1, 2 or 3 bedrooms
$1,358 - 5,000 per night
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Donato Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$858 - 5,000 per night
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Rock U Villa

Lurin, St. Barths
1, 2 or 3 bedrooms
$1,300 - 5,000 per night
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Katitche Point Greathouse

Mahoe Bay, Virgin Gorda
From 1 to 5 bedrooms
$1,100 - 5,000 per night
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Coco Villa

Camaruche, St. Barths
1, 2 or 3 bedrooms
$1,015 - 4,929 per night
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La Plantation

Petite Saline, St. Barths
1, 2 or 3 bedrooms
$1,686 - 4,872 per night
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The Pavilion

Covecastles, Shoal Bay, Anguilla
4 bedrooms
$2,395 - 4,795 per night
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Grand Villa 5

Covecastles, Shoal Bay, Anguilla
5 bedrooms
$2,395 - 4,795 per night
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Longview Manor at Round Hill

Montego Bay, Jamaica
From 4 to 7 bedrooms
$1,786 - 4,786 per night
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Imagine Villa

Marigot, St. Barths
1, 2 or 3 bedrooms
$1,072 - 4,765 per night
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Anani

Little Harbour, Anguilla
3 or 4 bedrooms
$1,455 - 4,715 per night
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Sur Le Port

Gustavia, St. Barths
3, 4 or 5 bedrooms
$243 - 4,715 per night
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Domingue Villa

Pointe Milou, St. Barths
2, 3 or 4 bedrooms
$1,286 - 4,715 per night
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Villa Apache

Saint Jean, St. Barths
2, 3 or 4 bedrooms
$1,057 - 4,714 per night
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Tichka Villa

Flamands, St. Barths
1 or 2 bedrooms
$1,500 - 4,643 per night
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Haystack at the Tryall Club

Montego Bay, Tryall Club, Jamaica
From 5 to 8 bedrooms
$1,559 - 4,611 per night
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Shutters on the Beach

Cul De Sac, Anguilla
3, 4 or 6 bedrooms
$1,300 - 4,600 per night
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Moon Reach

The Garden, St. James, Barbados
5 bedrooms
$2,900 - 4,600 per night
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Whispering Waters on the Beach

Discovery Bay, Jamaica
5 or 7 bedrooms
$2,215 - 4,572 per night
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Axis Villa

Petite Saline, St. Barths
1, 2 or 3 bedrooms
$829 - 4,572 per night
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Ella Villa

Saint Jean, St. Barths
1, 2 or 3 bedrooms
$1,429 - 4,572 per night
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Harmony Hill at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5, 6 or 7 bedrooms
$1,689 - 4,546 per night
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Shambhala

Long Bay Beach, Turks and Caicos
5 bedrooms
$2,000 - 4,500 per night
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Monarda

Petit Cul de Sac, St. Barths
From 2 to 5 bedrooms
$1,072 - 4,429 per night
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Khajuraho Villa

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$1,115 - 4,429 per night
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Avalon

Governeur, St. Barths
1, 2 or 3 bedrooms
$843 - 4,296 per night
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Grand Villa 6

Covecastles, Shoal Bay, Anguilla
2 or 4 bedrooms
$1,195 - 4,295 per night
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Le Caprice

Terres Basses
4 or 5 bedrooms
$1,000 - 4,286 per night
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La Salamandre

Terres Basses, St. Martin
4, 5 or 6 bedrooms
$1,415 - 4,286 per night
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Destiny

Montego Bay, Jamaica
3 or 5 bedrooms
$1,429 - 4,286 per night
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Mahogany Hill at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3, 4 or 5 bedrooms
$1,172 - 4,286 per night
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Lenalee

Flamands, St. Barths
2, 3 or 4 bedrooms
$572 - 4,286 per night
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Panorama Villa

Toiny, St. Barths
2 or 4 bedrooms
$929 - 4,286 per night
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Soleil Levant

Toiny, St. Barth
2 or 4 bedrooms
$857 - 4,286 per night
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La Desirade

Saint Jean, St. Barths
2, 3 or 4 bedrooms
$1,329 - 4,286 per night
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La Rose Des Vents

Grand Cul de Sac, St. Barths
2, 3 or 4 bedrooms
$972 - 4,286 per night
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Nahma

Vitet, St. Barths
From 1 to 4 bedrooms
$858 - 4,286 per night
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Nikki Villa

Saint Jean, St. Barths
1, 2 or 3 bedrooms
$1,143 - 4,286 per night
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Sandcastle

Lime Stone Bay, Anguilla
3 or 4 bedrooms
$1,600 - 4,285 per night
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Summer Breeze

Grand Cul de Sac, St. Barths
2, 3 or 4 bedrooms
$915 - 4,285 per night
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Canoe Cove on the Beach

Old Fort Bay, Ocho Rios, Jamaica
5 or 7 bedrooms
$2,362 - 4,072 per night
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Villa Pasha

Lurin, St. Barths
From 1 to 4 bedrooms
$972 - 4,071 per night
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Kuban Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$600 - 4,029 per night
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Sucrier

Terres Basses - La Samanna Villas, St. Martin
3 bedrooms
$3,000 - 4,000 per night
Villa Rental Details
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Sula Sula

Terres Basses - La Samanna Villas, St. Martin
3 bedrooms
$3,000 - 4,000 per night
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Conch Villa

Providenciales, Grace Bay, Turks and Caicos
3 bedrooms
$2,000 - 4,000 per night
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Elsewhere

Coopers Hill, Sandy Lane Estate, St. James, Barbados
4, 6 or 8 bedrooms
$1,300 - 4,000 per night
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Sunrise Villa

Cabrera, Dominican Republic
8 bedrooms
$1,600 - 4,000 per night
Villa Rental Details
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Nirvana

Lurin, St. Barths
5 bedrooms
$4,000 - 4,000 per night
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Phebus Villa

Saint Jean, St. Barths
1, 2 or 4 bedrooms
$929 - 4,000 per night
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Armor Villa

Montjean, St. Barths
1, 2 or 3 bedrooms
$715 - 4,000 per night
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Villa Le Roc

Petit Cul de Sac, St. Barths
1, 2 or 3 bedrooms
$900 - 4,000 per night
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Fortlands Point on the Beach

Discovery Bay, Jamaica
5, 6 or 7 bedrooms
$2,286 - 3,929 per night
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Triton

Little Harbor, Anguilla
From 3 to 6 bedrooms
$1,800 - 3,900 per night
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Bougainvillea at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,559 - 3,897 per night
Villa Rental Details
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Karma Bay at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4, 5 or 6 bedrooms
$1,299 - 3,897 per night
Villa Rental Details
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Sea Salt at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 5 bedrooms
$1,299 - 3,897 per night
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Viviana at the Tryall Club

Montego Bay, Tryall Club, Jamaica
6 bedrooms
$1,948 - 3,897 per night
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Windward at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4, 5 or 6 bedrooms
$1,559 - 3,897 per night
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Windrush at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 or 6 bedrooms
$2,598 - 3,896 per night
Villa Rental Details
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Esprit de la Mer

Terres Basses, St. Martin
3, 4 or 5 bedrooms
$715 - 3,858 per night
Villa Rental Details
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Blue Palm

Terres Basses, St. Martin
4 or 5 bedrooms
$1,286 - 3,858 per night
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Greatview

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,515 - 3,858 per night
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Keela Wee on the Beach

Discovery Bay, Jamaica
4 or 6 bedrooms
$1,715 - 3,858 per night
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Casaprima Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$1,143 - 3,858 per night
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Bluff House

Sandy Lane St. James, Barbados
6 bedrooms
$2,300 - 3,800 per night
Villa Rental Details
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Caille Blanc

Soufriere, St. Lucia
2, 4 or 5 bedrooms
$1,700 - 3,740 per night
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Seabird

Rendezvous Bay, Anguilla
2, 3 or 4 bedrooms
$780 - 3,720 per night
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La Perla Palais

Terres Basses, St. Martin
3 bedrooms
$2,286 - 3,715 per night
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Libellule

Terres Basses, St. Martin
3 or 4 bedrooms
$878 - 3,715 per night
Villa Rental Details
Top

Makana on the Beach

Discovery Bay, Jamaica
4 or 6 bedrooms
$1,858 - 3,715 per night
Villa Rental Details
Top

Moon Dance

South Road, Sandy Lane, St. James, Barbados
4 or 6 bedrooms
$2,050 - 3,700 per night
Villa Rental Details
Top

Round House at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 or 8 bedrooms
$1,351 - 3,677 per night
Villa Rental Details
Top

Villa Ushuaia

Flamands, St. Barths
From 1 to 4 bedrooms
$865 - 3,643 per night
Villa Rental Details
Top

Knockando at Round Hill

Montego Bay, Jamaica
3 or 5 bedrooms
$1,258 - 3,622 per night
Villa Rental Details
Top

Sugar Bay on the Beach

Discovery Bay, Jamaica
3 or 5 bedrooms
$1,286 - 3,619 per night
Villa Rental Details
Top

Windward

Sandy Lane, St. James, Barbados
5 bedrooms
$2,500 - 3,600 per night
Villa Rental Details
Top

Acqua

Terres Basses, St. Martin
From 1 to 5 bedrooms
$615 - 3,572 per night
Villa Rental Details
Top

Antigua Villa 20

Galley Bay Heights, Antigua
3 or 6 bedrooms
$1,429 - 3,572 per night
Villa Rental Details
Top

Antigua Villa 16

Galley Bay Heights, Antigua
3 or 5 bedrooms
$1,429 - 3,572 per night
Villa Rental Details
Top

Au Vent Villa

Pointe Milou, St. Barths
From 1 to 4 bedrooms
$858 - 3,572 per night
Villa Rental Details
Top

Captain Cook

Pointe Milou, St. Barths
From 1 to 4 bedrooms
$715 - 3,572 per night
Villa Rental Details
Top

Soleimane

Vitet, St. Barths
2, 3 or 4 bedrooms
$786 - 3,572 per night
Villa Rental Details
Top

Agave Villa

Vitet, St. Barths
1, 2 or 3 bedrooms
$786 - 3,572 per night
Villa Rental Details
Top

Dasha Villa

Governeur, St. Barths
1, 2 or 3 bedrooms
$800 - 3,572 per night
Villa Rental Details
Top

Murraya Villa

Petite Saline, St. Barths
1, 2 or 3 bedrooms
$1,143 - 3,572 per night
Villa Rental Details
Top

Pajoma Villa

Lurin, St. Barths
1, 2 or 3 bedrooms
$886 - 3,572 per night
Villa Rental Details
Top

Vagabond Villa

Petite Saline, St. Barths
1, 2 or 3 bedrooms
$600 - 3,572 per night
Villa Rental Details
Top

Vague Bleue Villa

Lurin, St. Barths
1, 2 or 3 bedrooms
$800 - 3,572 per night
Villa Rental Details
Top

Cocoland Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$1,000 - 3,572 per night
Villa Rental Details
Top

Matajagui Villa

Flamands, St. Barths
1 or 2 bedrooms
$858 - 3,572 per night
Villa Rental Details
Top

Ti Agave Villa

Vitet, St. Barths
1 bedroom
$358 - 3,572 per night
Villa Rental Details
Top

Rose Dog Villa

Vitet, St. Barths
2, 3 or 4 bedrooms
$858 - 3,571 per night
Villa Rental Details
Top

A Summer Place on the Beach

Discovery Bay, Jamaica
From 4 to 7 bedrooms
$1,572 - 3,500 per night
Villa Rental Details
Top

Kir Royal

Saint Jean, St. Barths
2, 3 or 4 bedrooms
$643 - 3,500 per night
Villa Rental Details
Top

Gouverneur View

Governeur, St. Barths
From 1 to 4 bedrooms
$829 - 3,458 per night
Villa Rental Details
Top

Belle de Nuit

Happy Bay, St. Martin
4 or 5 bedrooms
$858 - 3,429 per night
Villa Rental Details
Top

Malatai on the Beach

Ocho Rios, Jamaica
From 3 to 6 bedrooms
$1,715 - 3,429 per night
Villa Rental Details
Top

Tranquillity on the Beach

Montego Bay, Jamaica
3, 4, 5 or 7 bedrooms
$1,143 - 3,429 per night
Villa Rental Details
Top

Milonga

Marigot, St. Barths
From 1 to 4 bedrooms
$643 - 3,429 per night
Villa Rental Details
Top

Abby Villa

Vitet, St. Barths
1, 2 or 3 bedrooms
$772 - 3,429 per night
Villa Rental Details
Top

Mapou Villa

Petite Saline, St. Barths
1 or 2 bedrooms
$829 - 3,429 per night
Villa Rental Details
Top

Villa Lama

Flamands, St. Barths
2 or 3 bedrooms
$829 - 3,429 per night
Villa Rental Details
Top

Villa Susanna

Trou Rolland, Marigot Bay, St. Lucia
From 1 to 6 bedrooms
$1,500 - 3,300 per night
Villa Rental Details
Top

Dauphin

Terres Basses, St. Martin
4 bedrooms
$1,715 - 3,286 per night
Villa Rental Details
Top

Hidden Bay by the Sea

Runaway Bay, Jamaica
4, 5 or 6 bedrooms
$1,143 - 3,286 per night
Villa Rental Details
Top

Sweet Spot on the Beach

Runaway Bay, Jamaica
4, 5 or 6 bedrooms
$1,215 - 3,286 per night
Villa Rental Details
Top

Mare Blu

Rendez Vous Bay, St. John
From 2 to 6 bedrooms
$1,428 - 3,285 per night
Villa Rental Details
Top

Lolita at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,689 - 3,247 per night
Villa Rental Details
Top

Point of View at the Tryall Club

Montego Bay, Tryall Club, Jamaica
5 bedrooms
$1,559 - 3,247 per night
Villa Rental Details
Top

Great River House

Montego Bay, Jamaica
3 or 5 bedrooms
$1,000 - 3,215 per night
Villa Rental Details
Top

Tequila Sunrise

Lovers Cove, Dropsey Bay, Anguilla
1, 2 or 3 bedrooms
$900 - 3,200 per night
Villa Rental Details
Top

Landmark House

Sandy Lane Beach, St. James, Barbados
4 or 6 bedrooms
$1,800 - 3,200 per night
Villa Rental Details
Top

The Westerings

Royal Westmoreland, St. James, Barbados
5 or 6 bedrooms
$1,800 - 3,200 per night
Villa Rental Details
Top

Vistamar

Sandy Lane, St. James, Barbados
6 bedrooms
$1,600 - 3,200 per night
Villa Rental Details
Top

Villa Mistral

Hart Bay, St. John
5 bedrooms
$2,300 - 3,200 per night
Villa Rental Details
Top

Aquamarie

Little Harbour, Anguilla
3 or 4 bedrooms
$1,850 - 3,190 per night
Villa Rental Details
Top

Hawksview Estate

Hilltop overlooking Hawksnest Bay, North Shore, St. John
5 bedrooms
$2,286 - 3,157 per night
Villa Rental Details
Top

Sariel

English Harbour, Antigua
From 2 to 6 bedrooms
$500 - 3,143 per night
Villa Rental Details
Top

Angelina Villa

Gustavia, St. Barths
From 1 to 4 bedrooms
$1,358 - 3,143 per night
Villa Rental Details
Top

Festival Villa

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$1,215 - 3,143 per night
Villa Rental Details
Top

Florence Villa

Marigot, St. Barths
1, 2 or 3 bedrooms
$786 - 3,143 per night
Villa Rental Details
Top

Gouverneur Cliff

Governeur, St. Barths
1, 2 or 3 bedrooms
$715 - 3,143 per night
Villa Rental Details
Top

Sea Bird Villa

Montjean, St. Barths
1, 2 or 3 bedrooms
$800 - 3,143 per night
Villa Rental Details
Top

Magic Bird Villa

Flamands, St. Barths
1 or 2 bedrooms
$1,000 - 3,143 per night
Villa Rental Details
Top

Villa St John

Chocolate Hole East, St. John, VI
6 bedrooms
$1,571 - 3,143 per night
Villa Rental Details
Top

Roc E Mar Villa

Toiny, St. Barths
1, 2 or 3 bedrooms
$650 - 3,100 per night
Villa Rental Details
Top

Colibri Villa

Long Path, Anguilla
From 2 to 6 bedrooms
$945 - 3,000 per night
Villa Rental Details
Top

Allamanda

Montego Bay, Jamaica
3 or 5 bedrooms
$1,286 - 3,000 per night
Villa Rental Details
Top

Bambu

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,179 - 3,000 per night
Villa Rental Details
Top

Antigua Villa 6

Jolly Harbour, Antigua
4 bedrooms
$1,715 - 3,000 per night
Villa Rental Details
Top

Antigua Villa 24

Daniel Bay, Antigua
From 3 to 6 bedrooms
$1,104 - 3,000 per night
Villa Rental Details
Top

Sunwatch

Sugar Hill Resort, St. James, Barbados
4 or 6 bedrooms
$1,750 - 3,000 per night
Villa Rental Details
Top

Petit Lagon

Petit Cul de Sac, St. Barths
1 or 2 bedrooms
$643 - 3,000 per night
Villa Rental Details
Top

LaVida

Nail Bay, Virgin Gorda
5 bedrooms
$1,715 - 3,000 per night
Villa Rental Details
Top

Bel Ombre

Marigot, St. Barths
1, 2 or 3 bedrooms
$686 - 2,986 per night
Villa Rental Details
Top

Beaches Edge East

Pelican Bay, Anguilla
5 bedrooms
$1,250 - 2,950 per night
Villa Rental Details
Top

Beaches Edge West

Pelican Bay, Anguilla
5 bedrooms
$1,250 - 2,950 per night
Villa Rental Details
Top

Endless Summer

Montego Bay, Jamaica
4, 5 or 6 bedrooms
$1,143 - 2,922 per night
Villa Rental Details
Top

Fairway Manor

Montego Bay, Jamaica
From 3 to 7 bedrooms
$1,010 - 2,915 per night
Villa Rental Details
Top

Beach Villas

Covecastles, Shoal Bay, Anguilla
1 or 3 bedrooms
$895 - 2,900 per night
Villa Rental Details
Top

Saramanda

St. James, Barbados
5 bedrooms
$1,600 - 2,900 per night
Villa Rental Details
Top

Les Trois Jours

Terres Basses, St. Martin
5 or 6 bedrooms
$1,929 - 2,858 per night
Villa Rental Details
Top

Cascades

Terres Basses, St. Martin
4, 5 or 6 bedrooms
$715 - 2,858 per night
Villa Rental Details
Top

Grand View

Terres Basses, St. Martin
From 3 to 6 bedrooms
$686 - 2,858 per night
Villa Rental Details
Top

Phoenix at the Tryall Club

Montego Bay, Tryall Club, Jamaica
From 4 to 7 bedrooms
$1,299 - 2,858 per night
Villa Rental Details
Top

Blue Lagoon Villa

Grand Cul de Sac, St. Barths
1, 2 or 3 bedrooms
$500 - 2,858 per night
Villa Rental Details
Top

Casa Zenial

Petite Saline, St. Barths
1, 2 or 3 bedrooms
$643 - 2,858 per night
Villa Rental Details
Top

Amalia Villa

Marigot, St. Barths
1 or 2 bedrooms
$858 - 2,858 per night
Villa Rental Details
Top

le Penthouse

Gustavia, St. Barths
1, 2 or 3 bedrooms
$1,429 - 2,858 per night
Villa Rental Details
Top

Ecume des Jours

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$758 - 2,843 per night
Villa Rental Details
Top

Cricket Villa

Saint Jean, St. Barths
1, 2 or 3 bedrooms
$815 - 2,843 per night
Villa Rental Details
Top

Noble House on the Beach

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,050 - 2,842 per night
Villa Rental Details
Top

Nirvana At the Cliff

St. Maarten, Cupecoy, St. Martin
3 bedrooms
$1,505 - 2,800 per night
Villa Rental Details
Top

Stanford House

Polo Ridge, St. James, Barbados
4 or 5 bedrooms
$1,500 - 2,800 per night
Villa Rental Details
Top

Oceane

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$543 - 2,786 per night
Villa Rental Details
Top

Victoria Villa

Vitet, St. Barths
1 or 2 bedrooms
$868 - 2,786 per night
Villa Rental Details
Top

La Josephine

Terres Basses, St. Martin
From 2 to 7 bedrooms
$415 - 2,772 per night
Villa Rental Details
Top

Villa Batu

The Baths, Virgin Gorda, BVI
From 1 to 4 bedrooms
$800 - 2,750 per night
Villa Rental Details
Top

Dreamin Blue

Happy Bay, St. Martin
2, 3 or 4 bedrooms
$858 - 2,715 per night
Villa Rental Details
Top

Au Coeur du Rocher

Marigot, St. Barths
1, 2 or 3 bedrooms
$543 - 2,715 per night
Villa Rental Details
Top

Caribbean Breeze

Anse des Cayes, St. Barths
1, 2 or 3 bedrooms
$565 - 2,715 per night
Villa Rental Details
Top

Grand Large Villa

Governeur, St. Barths
1, 2 or 3 bedrooms
$758 - 2,715 per night
Villa Rental Details
Top

L Abri Cotier

Pointe Milou, St. Barths
1 or 2 bedrooms
$815 - 2,715 per night
Villa Rental Details
Top

Pimento Hill

Montego Bay, Jamaica
From 3 to 6 bedrooms
$708 - 2,700 per night
Villa Rental Details
Top

Antigua Villa 14

Galley Bay Heights, Antigua
2 or 5 bedrooms
$1,150 - 2,700 per night
Villa Rental Details
Top

Villa los Mangos 18

Casa de Campo, Dominican Republic
6 bedrooms
$1,200 - 2,700 per night
Villa Rental Details
Top

Ted

Dévé, St. Barths
1 or 2 bedrooms
$443 - 2,686 per night
Villa Rental Details
Top

La Koubba Villa

Providenciales, Turks and Caicos
6 or 7 bedrooms
$1,643 - 2,643 per night
Villa Rental Details
Top

Maracuja

Vitet, St. Barths
1, 2 or 3 bedrooms
$679 - 2,643 per night
Villa Rental Details
Top

le Marlin Villa

Gustavia, St. Barths
1, 2 or 3 bedrooms
$587 - 2,629 per night
Villa Rental Details
Top

Caprice

St. James, Barbados
4 bedrooms
$1,600 - 2,600 per night
Villa Rental Details
Top

Atlantis

Cap Estate, St. Lucia
From 1 to 5 bedrooms
$1,100 - 2,590 per night
Villa Rental Details
Top

Aventura Villa

Flamands, St. Barths
From 1 to 4 bedrooms
$715 - 2,572 per night
Villa Rental Details
Top

Helios Villa

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$386 - 2,572 per night
Villa Rental Details
Top

Open Space Villa

Petit Cul de Sac, St. Barths
1 or 2 bedrooms
$572 - 2,572 per night
Villa Rental Details
Top

Sky Vista Villa

Gustavia, St. Barths
1 or 2 bedrooms
$858 - 2,572 per night
Villa Rental Details
Top

Chambord Villa

Petit Cul de Sac, St. Barths
1, 2 or 3 bedrooms
$600 - 2,550 per night
Villa Rental Details
Top

Cielo at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 or 5 bedrooms
$786 - 2,500 per night
Villa Rental Details
Top

Kenyan Sunset Golf Villa

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,015 - 2,500 per night
Villa Rental Details
Top

Tek Time Golf Villa on Cinnamon Hill

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$1,015 - 2,500 per night
Villa Rental Details
Top

Island View Beach House

Jolly Harbour, Antigua
From 1 to 5 bedrooms
$1,143 - 2,500 per night
Villa Rental Details
Top

Antigua Villa 8

Jolly Harbour, Antigua
4 bedrooms
$1,100 - 2,500 per night
Villa Rental Details
Top

Antigua Villa 12

Galley Bay Heights, Antigua
5 bedrooms
$1,500 - 2,500 per night
Villa Rental Details
Top

Eden

Sugar Hill Resort, St. James, Barbados
3, 4 or 5 bedrooms
$1,200 - 2,500 per night
Villa Rental Details
Top

La Vigie

Saint Jean, St. Barths
2, 3 or 4 bedrooms
$858 - 2,500 per night
Villa Rental Details
Top

Cest La Vie St Lucia

Trouya Pointe, St Lucia
From 1 to 5 bedrooms
$400 - 2,500 per night
Villa Rental Details
Top

Villa Rivendell

Peter Bay, St. John
4 bedrooms
$1,250 - 2,475 per night
Villa Rental Details
Top

Sandcastle Villa

Mahoe Bay, Virgin Gorda
2, 4 or 5 bedrooms
$886 - 2,458 per night
Villa Rental Details
Top

Del Mar St Martin

Anse Marcel, St. Martin
3, 4 or 5 bedrooms
$500 - 2,429 per night
Villa Rental Details
Top

Nutmeg

Montego Bay, Jamaica
From 3 to 6 bedrooms
$929 - 2,429 per night
Villa Rental Details
Top

Cactus Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$715 - 2,429 per night
Villa Rental Details
Top

Villa Valley

Vitet, St. Barths
1 or 2 bedrooms
$643 - 2,429 per night
Villa Rental Details
Top

Villa Upside

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$558 - 2,415 per night
Villa Rental Details
Top

Byzance Villa

Colombier, St. Barths
1 or 2 bedrooms
$600 - 2,400 per night
Villa Rental Details
Top

Pavilion

Montego Bay, Jamaica
4 or 5 bedrooms
$829 - 2,386 per night
Villa Rental Details
Top

Casa Azul

Vitet, St. Barths
1, 2 or 3 bedrooms
$629 - 2,358 per night
Villa Rental Details
Top

La Roche Dans L Eau

Grand Fond, St. Barths
1, 2 or 3 bedrooms
$558 - 2,358 per night
Villa Rental Details
Top

Capri Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$429 - 2,358 per night
Villa Rental Details
Top

Beach Dreams

Mahoe Bay, Virgin Gorda
2 or 4 bedrooms
$886 - 2,343 per night
Villa Rental Details
Top

A Villa On The Beach

Mahoe Bay, Virgin Gorda
2 or 4 bedrooms
$886 - 2,343 per night
Villa Rental Details
Top

Beachcomber

Mahoe Bay, Virgin Gorda
2, 4 or 5 bedrooms
$886 - 2,343 per night
Villa Rental Details
Top

Rose of Sharon

Sandy Lane Estate, Sandy Lane, St. James, Barbados
3, 4 or 6 bedrooms
$800 - 2,300 per night
Villa Rental Details
Top

Sandy Cove 402

St. James, Barbados
4 bedrooms
$1,650 - 2,300 per night
Villa Rental Details
Top

Emerald Shores Estate

Providenciales, Turks and Caicos
9 bedrooms
$1,714 - 2,286 per night
Villa Rental Details
Top

Serenity on the Beach

Montego Bay, Jamaica
2, 3 or 4 bedrooms
$975 - 2,286 per night
Villa Rental Details
Top

Escapade Villa

Marigot, St. Barths
1, 2 or 3 bedrooms
$615 - 2,286 per night
Villa Rental Details
Top

Cest la Vue

Pointe Milou, St. Barths
1 or 2 bedrooms
$372 - 2,286 per night
Villa Rental Details
Top

Sea Star

Cabrita Point, St. Thomas USVI
7 bedrooms
$1,400 - 2,249 per night
Villa Rental Details
Top

La Siesta

Terres Basses, St. Martin
3, 4 or 5 bedrooms
$543 - 2,215 per night
Villa Rental Details
Top

Zen Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$929 - 2,215 per night
Villa Rental Details
Top

Vista del Mar at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3 bedrooms
$1,039 - 2,208 per night
Villa Rental Details
Top

Calliaqua

Sugar Hill, St. James, Barbados
3, 4 or 5 bedrooms
$1,000 - 2,200 per night
Villa Rental Details
Top

Half Century House

Plantation Drive, Sugar Hill, St. James, Barbados
3 or 5 bedrooms
$1,000 - 2,200 per night
Villa Rental Details
Top

Blue Horizon Villa

Camaruche, St. Barths
1, 2 or 3 bedrooms
$417 - 2,200 per night
Villa Rental Details
Top

Escape Villa

Lorient, St. Barths
1, 2 or 3 bedrooms
$359 - 2,200 per night
Villa Rental Details
Top

Kyody Villa

Marigot, St. Barths
1 or 2 bedrooms
$372 - 2,200 per night
Villa Rental Details
Top

Samsara

Saint Jean, St. Barths
1 or 2 bedrooms
$686 - 2,158 per night
Villa Rental Details
Top

Jardin Creole

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$643 - 2,143 per night
Villa Rental Details
Top

Goat Hill

Montego Bay, Jamaica
2 or 3 bedrooms
$786 - 2,143 per night
Villa Rental Details
Top

Hillside House on Round Hill

Montego Bay, Jamaica
4 or 5 bedrooms
$929 - 2,143 per night
Villa Rental Details
Top

Nita

Lorient, St. Barths
1, 2 or 3 bedrooms
$543 - 2,143 per night
Villa Rental Details
Top

Les Petits Pois

Colombier, St. Barths
From 1 to 4 bedrooms
$500 - 2,143 per night
Villa Rental Details
Top

Grands Galets Villa

Lurin, St. Barths
1, 2 or 3 bedrooms
$553 - 2,143 per night
Villa Rental Details
Top

Villa Lin

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$358 - 2,143 per night
Villa Rental Details
Top

Micalao Villa

Anse des Cayes, St. Barths
1, 2 or 3 bedrooms
$615 - 2,143 per night
Villa Rental Details
Top

Aya Villa

Saint Jean, St. Barths
1 or 2 bedrooms
$529 - 2,143 per night
Villa Rental Details
Top

Le Motu Villa

Grand Cul de Sac, St. Barths
1 or 2 bedrooms
$400 - 2,143 per night
Villa Rental Details
Top

Wastra Villa

Gustavia, St. Barths
1 or 2 bedrooms
$600 - 2,143 per night
Villa Rental Details
Top

Ylang Ylang Villa

Flamands, St. Barths
1 or 2 bedrooms
$415 - 2,143 per night
Villa Rental Details
Top

Colony Club B3

Gustavia, St. Barths
1 or 2 bedrooms
$458 - 2,143 per night
Villa Rental Details
Top

Harbour Light

Gustavia, St. Barths
1 or 2 bedrooms
$700 - 2,143 per night
Villa Rental Details
Top

Ridgemont House

Long Bay Estates, West End, Tortola
3, 4 or 5 bedrooms
$1,000 - 2,143 per night
Villa Rental Details
Top

Blue Beach

Terres Basses, St. Martin
4 bedrooms
$743 - 2,142 per night
Villa Rental Details
Top

Sea Fans

Mahoe Bay, Virgin Gorda
2 or 4 bedrooms
$886 - 2,086 per night
Villa Rental Details
Top

Caribbean Wind

Mahoe Bay, Virgin Gorda
2 or 4 bedrooms
$886 - 2,086 per night
Villa Rental Details
Top

Sea Vous Play

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$446 - 2,072 per night
Villa Rental Details
Top

Wild Orchid

Montego Bay, Jamaica
4 or 5 bedrooms
$1,000 - 2,072 per night
Villa Rental Details
Top

Yellow Bird at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$786 - 2,072 per night
Villa Rental Details
Top

La Belle Creole

Saint Jean, St. Barths
3, 5 or 6 bedrooms
$1,000 - 2,072 per night
Villa Rental Details
Top

Art Villa

Flamands, St. Barths
1, 2 or 3 bedrooms
$572 - 2,072 per night
Villa Rental Details
Top

Adagio Villa

Mahoe Bay, Virgin Gorda
From 1 to 5 bedrooms
$358 - 2,042 per night
Villa Rental Details
Top

Bougainvillea St Thomas

Cabrita Point, St. Thomas
From 2 to 5 bedrooms
$775 - 2,011 per night
Villa Rental Details
Top

Sea Island by Round Hill

Montego Bay, Jamaica
4 or 6 bedrooms
$785 - 2,000 per night
Villa Rental Details
Top

Horizons

South Road, Sandy Lane, St. James, Barbados
5 bedrooms
$1,200 - 2,000 per night
Villa Rental Details
Top

Klairan

Sandy Lane Estate, St. James, Barbados
4 bedrooms
$1,300 - 2,000 per night
Villa Rental Details
Top

Carmen Villa

Vitet, St. Barths
1, 2 or 3 bedrooms
$543 - 2,000 per night
Villa Rental Details
Top

Mirande Villa

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$415 - 2,000 per night
Villa Rental Details
Top

Bali Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$500 - 2,000 per night
Villa Rental Details
Top

La Pura Vida

Dreekets Bay, St. John
From 2 to 5 bedrooms
$857 - 2,000 per night
Villa Rental Details
Top

Mojo Rising

Hart Bay, St. John
2 or 4 bedrooms
$1,071 - 2,000 per night
Villa Rental Details
Top

Vieux Caribe

Providenciales, Taylor Bay, Turks and Caicos
5 or 7 bedrooms
$1,150 - 1,950 per night
Villa Rental Details
Top

Antigua Villa 19

Turtle Bay, Antigua
4 or 5 bedrooms
$1,160 - 1,950 per night
Villa Rental Details
Top

Apiano

Grand Fond, St. Barths
From 1 to 4 bedrooms
$358 - 1,929 per night
Villa Rental Details
Top

Oceana

Sugar Hill Resort Community, St. James, Barbados
4 bedrooms
$1,350 - 1,910 per night
Villa Rental Details
Top

Blue Lagoon

Mahoe Bay, Virgin Gorda
2 or 3 bedrooms
$558 - 1,872 per night
Villa Rental Details
Top

Anantha Asmani

Mount du Cap, Cap Estate, St. Lucia
From 1 to 4 bedrooms
$775 - 1,870 per night
Villa Rental Details
Top

Summertime

Montego Bay, Jamaica
From 3 to 6 bedrooms
$715 - 1,858 per night
Villa Rental Details
Top

Drambuie Estate

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$708 - 1,858 per night
Villa Rental Details
Top

Sunset on the Beach at the Tryall Club

Montego Bay, Tryall Club, Jamaica
3 bedrooms
$715 - 1,858 per night
Villa Rental Details
Top

Roche Brune Villa

Anse des Cayes, St. Barths
1 or 2 bedrooms
$358 - 1,858 per night
Villa Rental Details
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Beach Garden Estate

Chocolate Hole, St.John
2 or 4 bedrooms
$971 - 1,857 per night
Villa Rental Details
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Villa Capri St Lucia

Cap Estate, St. Lucia
From 5 to 9 bedrooms
$1,000 - 1,850 per night
Villa Rental Details
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Windsong

Montego Bay, Jamaica
4 bedrooms
$1,000 - 1,843 per night
Villa Rental Details
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Calypso Shores on the Beach

Montego Bay, Jamaica
3 or 4 bedrooms
$730 - 1,832 per night
Villa Rental Details
Top

Beach Houses

Covecastles, Shoal Bay, Anguilla
1 or 2 bedrooms
$595 - 1,800 per night
Villa Rental Details
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Firefly

Sugar Hill, St. James, Barbados
3 or 4 bedrooms
$1,000 - 1,800 per night
Villa Rental Details
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La Mission

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$643 - 1,786 per night
Villa Rental Details
Top

Cliffside Cottage

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$715 - 1,786 per night
Villa Rental Details
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Villa Luz

Lorient, St. Barths
1, 2 or 3 bedrooms
$515 - 1,786 per night
Villa Rental Details
Top

Wahoo Condo

Gustavia, St. Barths
1 or 2 bedrooms
$858 - 1,786 per night
Villa Rental Details
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Villa Viento

Peterborg, St Thomas
5 bedrooms
$900 - 1,786 per night
Villa Rental Details
Top

On the Rocks

Little Trunk Bay, Virgin Gorda
2, 3 or 4 bedrooms
$986 - 1,772 per night
Villa Rental Details
Top

Crystal Seaview

Chocolate Hole, St. John
From 1 to 5 bedrooms
$571 - 1,771 per night
Villa Rental Details
Top

Belle Mer

Orient Bay, St. Martin
2 or 4 bedrooms
$629 - 1,750 per night
Villa Rental Details
Top

Villa del Sol TCI

Providenciales, Turks and Caicos
3 bedrooms
$1,250 - 1,750 per night
Villa Rental Details
Top

Villa Gros Ilets

Lurin, St. Barths
1 or 2 bedrooms
$486 - 1,725 per night
Villa Rental Details
Top

Baie Longue

Terres Basses, St. Martin
1, 2 or 3 bedrooms
$515 - 1,715 per night
Villa Rental Details
Top

La Savane

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$458 - 1,715 per night
Villa Rental Details
Top

Coral Cove

Discovery Bay, Jamaica
3, 4 or 5 bedrooms
$572 - 1,715 per night
Villa Rental Details
Top

Emerald Seas

Ocho Rios, Jamaica
3, 4 or 5 bedrooms
$643 - 1,715 per night
Villa Rental Details
Top

Antigua Villa 11

Emerald Cove, Antigua
2, 3 or 4 bedrooms
$600 - 1,715 per night
Villa Rental Details
Top

Heloa Villa

Pointe Milou, St. Barths
1, 2 or 3 bedrooms
$372 - 1,715 per night
Villa Rental Details
Top

Sea Sand and Sun

Anse des Cayes, St. Barths
1 or 2 bedrooms
$715 - 1,715 per night
Villa Rental Details
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Heavens Gate

Estate Zootenvall, St. John
From 1 to 4 bedrooms
$450 - 1,714 per night
Villa Rental Details
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Papaya Villa

Long Bay, West End, Tortola
2, 3 or 4 bedrooms
$714 - 1,714 per night
Villa Rental Details
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Leamington House

Road View, St. Peter, Barbados
4 or 5 bedrooms
$1,050 - 1,700 per night
Villa Rental Details
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Villa Panorama

Estate Misgundst, St. Thomas
4 bedrooms
$987 - 1,679 per night
Villa Rental Details
Top

Seven Seas on the Beach

Ocho Rios, Jamaica
4 bedrooms
$1,000 - 1,672 per night
Villa Rental Details
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San Giovanni

Orient Bay, St. Martin
2, 3 or 4 bedrooms
$629 - 1,643 per night
Villa Rental Details
Top

Coconut Cottage

Montego Bay, Jamaica
3, 4 or 5 bedrooms
$679 - 1,643 per night
Villa Rental Details
Top

Parsifal Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$500 - 1,643 per night
Villa Rental Details
Top

Casa Mare St John

Chocolate Hole, St. John
From 1 to 4 bedrooms
$786 - 1,643 per night
Villa Rental Details
Top

Sunset House

Long Bay, Tortola
3, 4 or 5 bedrooms
$714 - 1,643 per night
Villa Rental Details
Top

Mare

Cupecoy, St. Maarten
1 bedroom
$871 - 1,642 per night
Villa Rental Details
Top

Celina Villa

Flamands, St. Barths
1 or 2 bedrooms
$517 - 1,629 per night
Villa Rental Details
Top

Calypso at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$452 - 1,624 per night
Villa Rental Details
Top

Antigua Villa 22

English Harbour, Antigua
6 bedrooms
$1,000 - 1,600 per night
Villa Rental Details
Top

Abrigado

Virgin Grand Estates, St. John
2, 3 or 4 bedrooms
$643 - 1,600 per night
Villa Rental Details
Top

Fairwinds at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$643 - 1,579 per night
Villa Rental Details
Top

Tradewinds at the Tryall Club

Montego Bay, Tryall Club, Jamaica
4 bedrooms
$643 - 1,579 per night
Villa Rental Details
Top

La Perla Bianca

Terres Basses, St. Martin
1 bedroom
$1,000 - 1,572 per night
Villa Rental Details
Top

La Perla Classic

Terres Basses, St. Martin
1 bedroom
$1,000 - 1,572 per night
Villa Rental Details
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Turquoise

Terres Basses, St. Martin
3 or 4 bedrooms
$672 - 1,572 per night
Villa Rental Details
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No Limit

Terres Basses, St. Martin
2 or 3 bedrooms
$515 - 1,572 per night
Villa Rental Details
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Flora

Camaruche, St. Barths
1 or 2 bedrooms
$329 - 1,572 per night
Villa Rental Details
Top

Adamas Villa

Saint Jean, St. Barths
1 or 2 bedrooms
$486 - 1,572 per night
Villa Rental Details
Top

Marigot Bay villa

Marigot, St. Barths
1 or 2 bedrooms
$500 - 1,572 per night
Villa Rental Details
Top

Suite Harbour

Gustavia, St. Barths
1, 2 or 3 bedrooms
$572 - 1,572 per night
Villa Rental Details
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Loblolly

Mahoe Bay, Virgin Gorda
2, 3, 4 or 6 bedrooms
$458 - 1,572 per night
Villa Rental Details
Top

Roc Flamands 11 Villa

Flamands, St. Barths
1, 2 or 3 bedrooms
$565 - 1,543 per night
Villa Rental Details
Top

Bijou Villa

Flamands, St. Barths
1 or 2 bedrooms
$429 - 1,543 per night
Villa Rental Details
Top

Villa Valmarc

Mahoe Bay, Virgin Gorda
2, 3 or 4 bedrooms
$515 - 1,515 per night
Villa Rental Details
Top

Ocean Gem Villa

The Farrington, Anguilla
1, 2 or 3 bedrooms
$500 - 1,500 per night
Villa Rental Details
Top

Villa Capri Turks and Caicos

Providenciales, Turks and Caicos
4 bedrooms
$1,000 - 1,500 per night
Villa Rental Details
Top

Antigua Villa 5

Long Bay, Antigua
From 1 to 4 bedrooms
$400 - 1,500 per night
Villa Rental Details
Top

Angelo

Colombier, St. Barths
1 or 2 bedrooms
$515 - 1,500 per night
Villa Rental Details
Top

Taniko Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$600 - 1,500 per night
Villa Rental Details
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La Belle Epoque

Marigot, St. Barths
1 bedroom
$600 - 1,500 per night
Villa Rental Details
Top

Mango Bay

Catherineberg, North Shore Road, St. John
2, 3 or 4 bedrooms
$715 - 1,500 per night
Villa Rental Details
Top

Bonjour Villa

Saint Jean, St. Barths
1 or 2 bedrooms
$392 - 1,496 per night
Villa Rental Details
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Bellamare

Mahoe Bay, Virgin Gorda
From 1 to 4 bedrooms
$315 - 1,472 per night
Villa Rental Details
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Vialenc Villa

Gustavia, St. Barths
1, 2 or 3 bedrooms
$815 - 1,470 per night
Villa Rental Details
Top

Villa Tamar

Leverick Bay, Virgin Gorda
3 or 4 bedrooms
$658 - 1,458 per night
Villa Rental Details
Top

Windrose Estate

Providenciales, Turks and Caicos
1, 2, 3, 5 or 6 bedrooms
$295 - 1,450 per night
Villa Rental Details
Top

SeaBreeze Villa

Providenciales, Turks and Caicos
4 bedrooms
$995 - 1,450 per night
Villa Rental Details
Top

Scotch on the Rocks

Ocho Rios, Jamaica
3, 4 or 5 bedrooms
$790 - 1,434 per night
Villa Rental Details
Top

Coccinelle

Orient Bay, St. Martin
2, 3 or 4 bedrooms
$629 - 1,429 per night
Villa Rental Details
Top

Antigua Villa 9

Peninsula, Antigua
From 1 to 4 bedrooms
$358 - 1,429 per night
Villa Rental Details
Top

Lataniers Villa

Saint Jean, St. Barths
1, 2 or 3 bedrooms
$358 - 1,429 per night
Villa Rental Details
Top

Papillon Blanc Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$429 - 1,429 per night
Villa Rental Details
Top

Villa Teora

Marigot, St. Barths
1 or 2 bedrooms
$315 - 1,429 per night
Villa Rental Details
Top

Alphane Villa

Montjean, St. Barths
1 bedroom
$500 - 1,429 per night
Villa Rental Details
Top

Amateras

Windy Hill, Virgin Gorda
2 or 4 bedrooms
$714 - 1,429 per night
Villa Rental Details
Top

Almond Hill

Montego Bay, Jamaica
3 or 4 bedrooms
$679 - 1,422 per night
Villa Rental Details
Top

Villa Casa Blanca Saint Barths

Petit Cul de Sac, St. Barths
1 or 2 bedrooms
$458 - 1,408 per night
Villa Rental Details
Top

Villa 21

Petite Saline, St. Barths
1 or 2 bedrooms
$415 - 1,408 per night
Villa Rental Details
Top

Phoenix Villa

Pointe Milou, St. Barths
1 or 2 bedrooms
$343 - 1,400 per night
Villa Rental Details
Top

Anacapri Estate

Cooten Bay, Tortola
2, 3 or 4 bedrooms
$572 - 1,400 per night
Villa Rental Details
Top

Val Andre

Saint Jean, St. Barths
1 or 2 bedrooms
$882 - 1,366 per night
Villa Rental Details
Top

Dieppe Bay House

Falmouth Harbour, Antigua
2, 4 or 5 bedrooms
$572 - 1,358 per night
Villa Rental Details
Top

Anais Villa

Vitet, St. Barths
1, 2 or 3 bedrooms
$286 - 1,358 per night
Villa Rental Details
Top

La Magnifica

Devé, St. Barths
1 or 2 bedrooms
$550 - 1,358 per night
Villa Rental Details
Top

Harbour Loft

Gustavia, St. Barths
1 or 2 bedrooms
$500 - 1,358 per night
Villa Rental Details
Top

Oceana Villa

Vitet, St. Barths
1 or 2 bedrooms
$415 - 1,356 per night
Villa Rental Details
Top

Sunny Side Up Villa

Belmont, Tortola
1, 2 or 3 bedrooms
$524 - 1,356 per night
Villa Rental Details
Top

Sandy Cove 302

Derricks, St. James, Barbados
3 bedrooms
$850 - 1,350 per night
Villa Rental Details
Top

Sandy Cove 201

Derricks, St. James, Barbados
3 bedrooms
$850 - 1,350 per night
Villa Rental Details
Top

Costa Nova Villa

Governeur, St. Barths
1 or 2 bedrooms
$550 - 1,350 per night
Villa Rental Details
Top

Raisiniers Villa

Flamands, St. Barths
1 or 2 bedrooms
$382 - 1,339 per night
Villa Rental Details
Top

Andara Villa

Dreeket's Bay, St. John
1, 2 or 3 bedrooms
$643 - 1,336 per night
Villa Rental Details
Top

La Datcha

Flamands, St. Barths
1, 2 or 3 bedrooms
$839 - 1,296 per night
Villa Rental Details
Top

Mango

Orient Bay, St. Martin
2, 3 or 4 bedrooms
$643 - 1,286 per night
Villa Rental Details
Top

Turquoze

Orient Bay, St. Martin
3 or 4 bedrooms
$658 - 1,286 per night
Villa Rental Details
Top

Rosebud

Anse des Cayes, St. Barths
1 or 2 bedrooms
$358 - 1,286 per night
Villa Rental Details
Top

Apsara Villa

Flamands, St. Barths
1 or 2 bedrooms
$400 - 1,286 per night
Villa Rental Details
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Mahi

Gustavia, St. Barths
1 or 2 bedrooms
$600 - 1,286 per night
Villa Rental Details
Top

Villa Rendezvous

Perched over Rendezvous Bay, St. John
From 1 to 4 bedrooms
$564 - 1,286 per night
Villa Rental Details
Top

Key Lime Villa

Anse des Cayes, St. Barths
1 or 2 bedrooms
$390 - 1,275 per night
Villa Rental Details
Top

White Cedars

Long Path, Anguilla
1, 2 or 3 bedrooms
$589 - 1,265 per night
Villa Rental Details
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Sublime

Providenciales, Silly Creek, Turks and Caicos
1 or 3 bedrooms
$660 - 1,265 per night
Villa Rental Details
Top

La Paloma

Vigie, Castries, St. Lucia
From 1 to 6 bedrooms
$340 - 1,265 per night
Villa Rental Details
Top

Seashore Allure 7

Turner Bay, St. John
3 bedrooms
$960 - 1,260 per night
Villa Rental Details
Top

Seashore Allure 8

Turner Bay, St. John
3 bedrooms
$960 - 1,260 per night
Villa Rental Details
Top

Callisto

Terres Basses, St. Martin
2 or 3 bedrooms
$422 - 1,258 per night
Villa Rental Details
Top

Les Zephyrs

Terres Basses, St. Martin
2 or 3 bedrooms
$415 - 1,258 per night
Villa Rental Details
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Emerald Beach 3

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$700 - 1,250 per night
Villa Rental Details
Top

Emerald Beach 4

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$700 - 1,250 per night
Villa Rental Details
Top

Emerald Beach 5

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$700 - 1,250 per night
Villa Rental Details
Top

Emerald Beach 6

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$700 - 1,250 per night
Villa Rental Details
Top

Reeds House 14

Weston, St. James, Barbados
2 or 3 bedrooms
$695 - 1,250 per night
Villa Rental Details
Top

Hurakan Villa

Colombier, St. Barths
1, 2 or 3 bedrooms
$469 - 1,226 per night
Villa Rental Details
Top

Antigua Villa 10

Near English Harbour, Antigua
3 or 4 bedrooms
$358 - 1,215 per night
Villa Rental Details
Top

Adage Villa

Pointe Milou, St. Barths
1 bedroom
$510 - 1,215 per night
Villa Rental Details
Top

Buddha Bay Villa

Marigot, St. Barths
1 bedroom
$429 - 1,215 per night
Villa Rental Details
Top

Branca

Anse Marcel, St. Martin
1, 2 or 3 bedrooms
$372 - 1,200 per night
Villa Rental Details
Top

Oceana Anguilla

Katouche Bay, Anguilla
1 or 2 bedrooms
$420 - 1,200 per night
Villa Rental Details
Top

Antigua Villa 4

Long Bay, Antigua
1, 2 or 3 bedrooms
$800 - 1,200 per night
Villa Rental Details
Top

Schooner Bay 202

Speightstown, St. Peter, Barbados
1, 2 or 3 bedrooms
$500 - 1,200 per night
Villa Rental Details
Top

L Esprit De La Vie

Rendezvous Bay, St. John
4 bedrooms
$565 - 1,200 per night
Villa Rental Details
Top

Villa Capri St John

Sirenusa, St. John
3 bedrooms
$565 - 1,200 per night
Villa Rental Details
Top

Villa Maranello

Sirenusa, St John
3 bedrooms
$565 - 1,200 per night
Villa Rental Details
Top

Villa Modena

Sirenusa, St. John
3 bedrooms
$565 - 1,200 per night
Villa Rental Details
Top

South Seas Villa

Providenciales, Turks and Caicos
4 or 5 bedrooms
$875 - 1,175 per night
Villa Rental Details
Top

Pelican Vista

Grace Bay Beach, Providenciales, Turks and Caicos
4 bedrooms
$975 - 1,175 per night
Villa Rental Details
Top

Pelican Reef

Mahoe Bay, Virgin Gorda
1, 2 or 3 bedrooms
$386 - 1,158 per night
Villa Rental Details
Top

Topaze

Orient Bay, St. Martin
2 or 3 bedrooms
$600 - 1,143 per night
Villa Rental Details
Top

La Meridienne

Terres Basses, St. Martin
2, 3 or 4 bedrooms
$500 - 1,143 per night
Villa Rental Details
Top

Sea Haven

Discovery Bay, Jamaica
2, 3 or 4 bedrooms
$429 - 1,143 per night
Villa Rental Details
Top

Manon Villa

Colombier, St. Barths
1 or 2 bedrooms
$429 - 1,143 per night
Villa Rental Details
Top

Coral Oasis

Mamey Peak, St. John
1, 2 or 3 bedrooms
$493 - 1,143 per night
Villa Rental Details
Top

Les Sables Villa

Lorient, St. Barths
1 or 2 bedrooms
$543 - 1,129 per night
Villa Rental Details
Top

Azure

Cabrita Point, St. Thomas USVI
3 bedrooms
$499 - 1,121 per night
Villa Rental Details
Top

La Sarabande

Orient Bay, St. Martin
1 or 3 bedrooms
$450 - 1,100 per night
Villa Rental Details
Top

Coral Cove PH15

Paynes Bay, St. James, Barbados
3 bedrooms
$750 - 1,100 per night
Villa Rental Details
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Equinox

Sea Breeze Hills, Cap Estate, St. Lucia
From 1 to 4 bedrooms
$100 - 1,100 per night
Villa Rental Details
Top

Eden View

Gustavia, St. Barths
1 or 2 bedrooms
$358 - 1,086 per night
Villa Rental Details
Top

Seaview Villa

Colombier, St. Barths
1 or 2 bedrooms
$472 - 1,072 per night
Villa Rental Details
Top

Camille Condo

Gustavia, St. Barths
1 bedroom
$429 - 1,072 per night
Villa Rental Details
Top

Adagio

Great Cruz Bay, St. John
1, 2 or 3 bedrooms
$558 - 1,072 per night
Villa Rental Details
Top

In The Stars

Carolina Ridge, St. John
From 1 to 4 bedrooms
$429 - 1,071 per night
Villa Rental Details
Top

Ocean View

Orient Bay, St. Martin
3 bedrooms
$486 - 1,058 per night
Villa Rental Details
Top

Tamarind House

Soufriere, St. Lucia
1, 2 or 3 bedrooms
$550 - 1,045 per night
Villa Rental Details
Top

Island Manor

Hart Bay, St. John
From 1 to 4 bedrooms
$350 - 1,043 per night
Villa Rental Details
Top

Seven Peaks Villa

Cane Garden Bay, Tortola
1, 2 or 3 bedrooms
$486 - 1,043 per night
Villa Rental Details
Top

Anniversary House

Leverick Bay, Virgin Gorda
2 or 4 bedrooms
$515 - 1,043 per night
Villa Rental Details
Top

Latitude Villa

Klein Bay, St. John
1, 2 or 3 bedrooms
$543 - 1,042 per night
Villa Rental Details
Top

Corfu

Cupecoy, St. Maarten
2 or 3 bedrooms
$429 - 1,000 per night
Villa Rental Details
Top

La Perla Sky

St. Maarten, Cupecoy, St. Martin
3 bedrooms
$500 - 1,000 per night
Villa Rental Details
Top

Syriana

Cupecoy, St. Maarten
3 bedrooms
$500 - 1,000 per night
Villa Rental Details
Top

Blue Heaven

Montego Bay, Jamaica
1, 2 or 3 bedrooms
$458 - 1,000 per night
Villa Rental Details
Top

Harbour Sully Villa

Gustavia, St. Barths
1 or 2 bedrooms
$500 - 1,000 per night
Villa Rental Details
Top

Kena Villa

Colombier, St. Barths
1 or 2 bedrooms
$315 - 1,000 per night
Villa Rental Details
Top

Villa La Tortue

Grand Cul de Sac, St. Barths
1 bedroom
$400 - 1,000 per night
Villa Rental Details
Top

Rayon de Soleil

Flamands, St. Barths
1 bedroom
$300 - 1,000 per night
Villa Rental Details
Top

Waterfall

Rendezvous Bay area, St. John
1, 2 or 3 bedrooms
$479 - 1,000 per night
Villa Rental Details
Top

Villa de la Mer

Hull Bay, St. Thomas
3 bedrooms
$695 - 1,000 per night
Villa Rental Details
Top

Ostra Stangatan

Gustavia, St. Barths
1 or 2 bedrooms
$490 - 995 per night
Villa Rental Details
Top

Mongoose Run

Terres Basses, St. Martin
2 or 3 bedrooms
$443 - 986 per night
Villa Rental Details
Top

Luminaria

Carolina Ridge, St. John
1, 2 or 3 bedrooms
$465 - 979 per night
Villa Rental Details
Top

Lorient Sunset

Lorient, St. Barths
1 bedroom
$515 - 972 per night
Villa Rental Details
Top

Murray House

Long Bay, Tortola
1, 2 or 3 bedrooms
$529 - 972 per night
Villa Rental Details
Top

Seashore Allure 5

Turner Bay, St. John
2 bedrooms
$660 - 960 per night
Villa Rental Details
Top

Seashore Allure 6

Turner Bay, St. John
2 bedrooms
$660 - 960 per night
Villa Rental Details
Top

Sapphire Breeze

Great Cruz Bay, St. John
1, 2 or 3 bedrooms
$358 - 958 per night
Villa Rental Details
Top

Villa Papillon

Peterborg, St. Thomas
1, 2 or 3 bedrooms
$60 - 958 per night
Villa Rental Details
Top

Mullins View

Mullins Bay, Barbados
2, 3 or 4 bedrooms
$400 - 950 per night
Villa Rental Details
Top

Emerald Beach 1

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$500 - 950 per night
Villa Rental Details
Top

Emerald Beach 2

Gibbes Beach, St. Peter, Barbados
3 bedrooms
$500 - 950 per night
Villa Rental Details
Top

Old Trees Halcyon

Paynes Bay, St. James, Barbados
2 bedrooms
$600 - 950 per night
Villa Rental Details
Top

Spyglass Villa

Leverick Bay, Virgin Gorda
2 or 3 bedrooms
$358 - 943 per night
Villa Rental Details
Top

Villa Sol Mate

Virgin Grand Estates, St. John
3 bedrooms
$525 - 930 per night
Villa Rental Details
Top

Sunrise

Orient Bay, St. Martin
1, 2 or 3 bedrooms
$400 - 929 per night
Villa Rental Details
Top

Mirador at the Tryall Club

Montego Bay, Tryall Club, Jamaica
1 bedroom
$358 - 929 per night
Villa Rental Details
Top

Paradise View

Saint Jean, St. Barths
1 bedroom
$286 - 929 per night
Villa Rental Details
Top

Unicorn

Fish Bay, St. John
1, 2 or 3 bedrooms
$372 - 929 per night
Villa Rental Details
Top

Villa del Sole

Mahoe Bay, Virgin Gorda
2, 3 or 4 bedrooms
$372 - 929 per night
Villa Rental Details
Top

Antigua Villa 1

Galley Bay Heights, Antigua
1 or 2 bedrooms
$350 - 928 per night
Villa Rental Details
Top

Bright Idea Villa

Providenciales, Turks and Caicos
2, 3 or 4 bedrooms
$625 - 925 per night
Villa Rental Details
Top

Lagoon Cottages at GoldenEye

Ocho Rios, Jamaica
1 bedroom
$620 - 925 per night
Villa Rental Details
Top

Calypsoblu

Frenchmans Bay Estates, St. Thomas
1, 2 or 3 bedrooms
$429 - 914 per night
Villa Rental Details
Top

Villa Taino

Belmont Estates, Tortola
1, 2 or 3 bedrooms
$357 - 914 per night
Villa Rental Details
Top

Residence Du Cap

Cap Estate, St. Lucia
From 1 to 4 bedrooms
$475 - 908 per night
Villa Rental Details
Top

Cap Frehel Villa

Saint Jean, St. Barths
1 bedroom
$582 - 906 per night
Villa Rental Details
Top

Dahouet

Saint Jean, St. Barths
1 bedroom
$582 - 906 per night
Villa Rental Details
Top

Aisling

Cupecoy, St. Maarten
2 or 3 bedrooms
$315 - 900 per night
Villa Rental Details
Top

Reeds House 13

Weston, St. James, Barbados
1 or 2 bedrooms
$425 - 900 per night
Villa Rental Details
Top

Sandy Hill A20

Sugar Hill Resort, St. James, Barbados
3 or 4 bedrooms
$450 - 900 per night
Villa Rental Details
Top

Mahogany Villa

Flamands, St. Barths
1, 2 or 3 bedrooms
$386 - 900 per night
Villa Rental Details
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Greystone

Terres Basses, St. Martin
1, 2 or 3 bedrooms
$286 - 893 per night
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Sunrock Villa

Colombier, St. Barths
1 or 2 bedrooms
$323 - 886 per night
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Cool Runnings

Mahoe Bay, Virgin Gorda
2 or 3 bedrooms
$472 - 886 per night
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Villa Decaj

Golf Park, Cap Estate, St. Lucia
From 1 to 5 bedrooms
$325 - 875 per night
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Alize d Eden

Pointe Milou, St. Barths
1 or 2 bedrooms
$372 - 872 per night
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Coral Cove 11

Paynes Bay, St. James, Barbados
3 bedrooms
$600 - 859 per night
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Acadia

Cupecoy, St. Maarten
1, 2 or 3 bedrooms
$350 - 858 per night
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Baby Blue

Petit Cul de Sac, St. Barths
1 or 2 bedrooms
$500 - 858 per night
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Senna

Gustavia, St. Barths
1 bedroom
$429 - 858 per night
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Eaglesnest

Great Cruz Bay, St. John
1, 2 or 3 bedrooms
$350 - 858 per night
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Coral Breeze

Mullins Bay, St. Peter, Barbados
3 bedrooms
$500 - 850 per night
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Pearl

Mont Vernon III, St. Martin
1 or 2 bedrooms
$329 - 843 per night
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Sea Dream

Happy Bay, St. Martin
3 bedrooms
$386 - 843 per night
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Calypso Del Sol

Chocolate Hole, St. John
1, 2 or 3 bedrooms
$429 - 843 per night
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Maison Miele

Sabbat Point, St. John
1, 2 or 3 bedrooms
$300 - 830 per night
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Moonrise

Cupecoy, St. Maarten
1 or 2 bedrooms
$315 - 829 per night
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Out of the Blue on the Beach

Treasure Beach, Jamaica
4 bedrooms
$600 - 825 per night
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Monchal

Terres Basses, St. Martin
1, 2 or 3 bedrooms
$279 - 809 per night
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Schooner Bay 201

Speightstown, St. Peter, Barbados
2 bedrooms
$500 - 800 per night
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Schooner Bay 206

Speightstown, St. Peter, Barbados
1 or 2 bedrooms
$350 - 800 per night
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Mooncottage

Coral Bay, Calabash Boom area, St. John
1 bedroom
$568 - 800 per night
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Villa Paradisso

Cap Estate, St. Lucia
From 1 to 4 bedrooms
$325 - 798 per night
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Mandavilla

Pocket Money Hill, St. John
1 bedroom
$500 - 786 per night
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Sea Stone

Great Cruz Bay/Maria's Bluff, St. John
1 or 2 bedrooms
$429 - 786 per night
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Dos Sols Villa

Leverick Bay, Virgin Gorda
2, 3 or 4 bedrooms
$372 - 786 per night
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Reef Madness

Coral Bay, St. John
1 or 2 bedrooms
$393 - 783 per night
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Villa Euphoria

Leverick Bay, Virgin Gorda
2, 3 or 4 bedrooms
$429 - 772 per night
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Antigua Villa 3

Long Bay, Antigua
1 or 2 bedrooms
$450 - 770 per night
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Saline Reef

Saline Point, Cap Estate, St. Lucia
1, 2 or 3 bedrooms
$400 - 770 per night
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Mayan Sky

Coral Bay, St. John
1, 2 or 3 bedrooms
$365 - 765 per night
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Marina 360

Cupecoy, St. Maarten
2 bedrooms
$325 - 750 per night
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Bluff Cottage

Sandy Lane, St. James, Barbados
2 bedrooms
$500 - 750 per night
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Coconut Ridge

Sugar Hill, St. James, Barbados
3 bedrooms
$450 - 750 per night
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Linga Awile Cottage on the Beach

Discovery Bay, Jamaica
3 bedrooms
$400 - 743 per night
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Villa Coral St Barths

Lorient, St. Barths
1 bedroom
$286 - 729 per night
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Sea Dream Villa

Leverick Bay, Virgin Gorda
1, 2 or 3 bedrooms
$272 - 729 per night
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Falaise des Oiseaux

Terres Basses, St. Martin
1 or 2 bedrooms
$286 - 722 per night
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Villa Face a la Mer

Grand Cul de Sac, St. Barths
1 or 2 bedrooms
$318 - 715 per night
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Bonbonniere Villa

Pointe Milou, St. Barths
1 bedroom
$500 - 715 per night
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Ginger Thomas

Great Cruz Bay, St. John
1 or 2 bedrooms
$450 - 715 per night
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Ylang Ylang

Cruz Bay, St. John
1 or 2 bedrooms
$450 - 715 per night
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Blue Moon

Cap Estate, St. Lucia
From 1 to 4 bedrooms
$275 - 715 per night
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Smugglers Nest

Smugglers Cove, Cap Estate, St. Lucia
1 or 2 bedrooms
$500 - 715 per night
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Villa Kessi

Cap Estate, St. Lucia
1, 2 or 3 bedrooms
$395 - 710 per night
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Capri

Cupecoy, St. Maarten
3 bedrooms
$410 - 700 per night
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Figueira

Cupecoy, St. Maarten
3 bedrooms
$410 - 700 per night
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La Casita Montego Bay

Montego Bay, Jamaica
2 bedrooms
$358 - 700 per night
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Serendipity

Leverick Bay, Virgin Gorda
1 or 3 bedrooms
$400 - 700 per night
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Villa Colibri St Barths

Pointe Milou, St. Barths
1 bedroom
$358 - 693 per night
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Seashore Allure 1

Turner Bay, St. John
1 bedroom
$465 - 690 per night
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Seashore Allure 4

Turner Bay, St. John
1 bedroom
$465 - 690 per night
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les Terrasses de St Jean 5

Saint Jean, St. Barths
1 bedroom
$272 - 672 per night
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Seashore Allure 2

Turner Bay, St. John
1 bedroom
$435 - 660 per night
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Seashore Allure 3

Turner Bay, St. John
1 bedroom
$435 - 660 per night
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Ava

Cupecoy, St. Maarten
1 or 2 bedrooms
$286 - 650 per night
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Sofia

Cupecoy, St. Maarten
1 or 2 bedrooms
$286 - 650 per night
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Reeds House 9

Weston, St. James, Barbados
1 or 2 bedrooms
$353 - 650 per night
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Adelaides Escape

Cupecoy, St. Maarten
1 or 2 bedrooms
$350 - 643 per night
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Colony Club A2

Gustavia, St. Barths
1 bedroom
$315 - 643 per night
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Magic View Villa

Great Cruz Bay, St. John
1 or 2 bedrooms
$358 - 643 per night
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Esprit

Bordeaux Mountain, St. John
1, 2 or 3 bedrooms
$415 - 629 per night
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Lavender Hill

Cruz Bay, St. John
1 or 2 bedrooms
$395 - 625 per night
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Colony Club A3

Gustavia, St. Barths
1 bedroom
$468 - 619 per night
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Discovery

Mont Vernon III, St. Martin
1, 2 or 3 bedrooms
$358 - 615 per night
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La Bagatelle Villa

Soufriere, St. Lucia
1 or 2 bedrooms
$375 - 605 per night
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Allegria

Providenciales, Turks and Caicos
2 bedrooms
$400 - 600 per night
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Edenhouse

Providenciales, Turks and Caicos
2 bedrooms
$450 - 600 per night
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Blue Moon Villa

Leverick Bay, Virgin Gorda
1 or 2 bedrooms
$258 - 600 per night
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Grace House

Providenciales, Turks and Caicos
3 bedrooms
$399 - 599 per night
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Merlot Villa A

Noord, Aruba
4 bedrooms
$225 - 575 per night
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Colony Club E2

Gustavia, St. Barths
1 bedroom
$272 - 572 per night
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Great House

Marigot Bay, St. Lucia
From 1 to 4 bedrooms
$179 - 570 per night
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Caribbean Pearl

Cupecoy, St. Maarten
1 or 2 bedrooms
$300 - 558 per night
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Angelica

Chocolate Hole, St. John
1 or 2 bedrooms
$265 - 558 per night
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Vista Del Mare

Leverick Bay, Virgin Gorda
1 or 2 bedrooms
$229 - 558 per night
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High Constantia

Coleridge Parry Rd, St. Peter, Barbados
2 bedrooms
$400 - 550 per night
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Sugar Hill D117

Sugar Hill Resort Community, Porter, St. James, Barbados
3 bedrooms
$300 - 550 per night
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Schooner Bay 105

Speightstown, St. Peter, Barbados
1 bedroom
$250 - 550 per night
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Schooner Bay 108

Speightstown, St. Peter, Barbados
1 bedroom
$300 - 550 per night
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Smugglers View

Cap Estate, St. Lucia
1, 2 or 3 bedrooms
$215 - 550 per night
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Villa Chloesa

Cap Estate, St. Lucia
1, 2 or 3 bedrooms
$250 - 550 per night
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Alouette Villa

Vitet, St. Barths
1 bedroom
$258 - 543 per night
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Secret Cove 1

Derricks, St. James, Barbados
2 bedrooms
$445 - 540 per night
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Colony Club D3

Gustavia, St. Barths
1 bedroom
$272 - 535 per night
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La Belle Villa

Coral Bay, St. John
2 bedrooms
$358 - 529 per night
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Merlot Villa B

Noord, Aruba
4 bedrooms
$180 - 525 per night
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Sand Dollar

Cap Estate, St. Lucia
1, 2 or 3 bedrooms
$270 - 523 per night
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Letchi Villa

Lurin, St. Barths
1 bedroom
$286 - 515 per night
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Plaza Vue

Cupecoy, St. Maarten
1 bedroom
$229 - 500 per night
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Schooner Bay 114

Speightstown, St. Peter, Barbados
1 bedroom
$250 - 500 per night
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Schooner Bay 112

Speightstown, St. Peter, Barbados
1 bedroom
$250 - 500 per night
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les Jardins de St Jean

Saint Jean, St. Barths
1 bedroom
$236 - 500 per night
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Scottland House

Smugglers Cove, Tortola
1 or 2 bedrooms
$358 - 500 per night
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Secret Cove 3

Derricks, St. James, Barbados
2 bedrooms
$395 - 495 per night
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Secret Cove 4

Derricks, St. James, Barbados
2 bedrooms
$395 - 495 per night
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Beach View 208

Paynes Bay, St. James, Barbados
1 or 2 bedrooms
$200 - 475 per night
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Sugar Hill B306

Sugar Hill Resort Community, Porter, St. James, Barbados
2 bedrooms
$250 - 450 per night
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Sugar Hill C110

Sugar Hill Resort Community, Porter, St. James, Barbados
1 or 2 bedrooms
$200 - 450 per night
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Sugar Hill C311

Sugar Hill Resort Community, Porter, St. James, Barbados
1 or 2 bedrooms
$200 - 450 per night
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Sugar Hill B107

St. James, Barbados
2 bedrooms
$300 - 450 per night
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Sand Dollar St John

Cruz Bay, Battery Hill, St. John
1 or 2 bedrooms
$230 - 450 per night
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Darcy

Cap Estate, St. Lucia
1 or 2 bedrooms
$215 - 435 per night
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Vista Villa

Leverick Bay, Virgin Gorda
1, 2 or 3 bedrooms
$229 - 429 per night
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La Salamandre Villa

Providenciales, Turks and Caicos
2 bedrooms
$300 - 400 per night
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Sugar Hill C210

Sugar Hill Resort Community, Porter, St. James, Barbados
2 bedrooms
$250 - 400 per night
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Bay House

Coral Bay, St. John
1 or 2 bedrooms
$279 - 400 per night
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Periwinkle

Grace Bay, Turks and Caicos Islands
2 bedrooms
$250 - 399 per night
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Round House Villa

Haulover Bay, St. John
1 or 2 bedrooms
$271 - 361 per night
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Bijou

Providenciales, Turks and Caicos
2 bedrooms
$250 - 350 per night
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Sugar Hill A204

Sugar Hill Resort Community, Porter, St. James, Barbados
1 bedroom
$200 - 350 per night
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Sugar Hill A101

Sugar Hill Resort Community, Porter, St. James, Barbados
1 bedroom
$175 - 300 per night
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Antigua Villa 17

Galley Bay Heights, Antigua
5 bedrooms
Rates on detail page
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Antigua Villa 13

Galley Bay Heights, Antigua
5 bedrooms
Rates on detail page
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Antigua Villa 25

Brown’s Bay, Antigua
4 bedrooms
Rates on detail page
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