1 - 2 Bedroom Caribbean Villas
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1 - 2 Bedroom
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3 Bedroom
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4 - 5 Bedroom
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6 + Bedroom
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Eternity at Glitter Bay
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 475
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The Eternity at Glitter Bay villa is a privately owned and managed luxury condominium and part of...
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Seventh Heaven
Skyline Drive, St. Thomas
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1
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Yes
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No
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$ 330
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Seventh Heaven Villa is a romantic hilltop cottage for two. Nestled on a high ridge in tropical...
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Le Cottage
Terres Basses, St. Martin
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1
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Yes
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Yes
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$ 857
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Le Cottage villa is a gem perched on the crystal clear waters of Plum Bay Beach. This charming St....
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La Fleur Petite
Soufriere, St. Lucia
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1
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Yes
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No
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$ 285
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La Fleur Petite Villa is a charming one bedroom studio cottage resting on a spectacular hillside on...
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Maison Veldkamp
Skyline Drive, St. Thomas
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1
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Yes
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No
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Call for rates
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Maison Veldkamp Villa is one of the most peaceful and private rentals in St. Thomas. This...
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Great Escape
Cayman Kai, Grand Cayman
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1
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Yes
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Yes
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Call for rates
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The Great Escape is true to its name. Nestled on a quiet protected cove is a spacious private home...
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Reeds House # 5
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 385
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Reeds House # 5 is a deluxe ground floor condominium residence in an upscale beachfront building in...
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Green Cay Village
Orient Beach, St. Martin
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1
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Yes
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No
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$ 432
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The villas of The Green Cay Village designed by the architect Jean-Paul Goergler. The style of the...
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Casa Bella
Tropaco Point, North Side, St. Thomas
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1
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Yes
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No
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Call for rates
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Casa Bella Villa is a luxurious St. Thomas house rental perched right on the hillside of Tropaco...
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Villas on the Beach No. 101
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 250
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"Villas on the Beach" is a collection of 18 luxurious condominium-style residences located on the...
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Sea Lark
Peterborg, St. Thomas
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1
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Yes
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No
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Call for rates
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Sea Lark Villa rests on a lush tropical hillside overlooking the remarkable splendor of the...
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Covecastles - Villa
Shoal Bay West, Anguilla
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1
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No
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Yes
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Call for rates
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This collection of three luxury private villas is placed on the exceptional, secluded beachfront of...
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Les Palmiers
Baie Rouge Beach, Terres Basses, St. Martin
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1
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Yes
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Yes
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$ 914
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Les Palmiers Villa is a very romantic St. Martin villa rental. This intimate one bedroom villa is...
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Quantock House
Greenbanks, Tortola
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1
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Yes
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No
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$ 800
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Quantock House Villa is located in one of the most ideal towns to rent Tortola villas. Upon...
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Canefield House
Tortola
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1
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Yes
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No
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$ 715
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Canefield House Villa is the perfect destination for guests looking to rent Caribbean villas on the...
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Reeds House # 10
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 385
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Reeds House # 10 is a deluxe condominium residence located on the white sand beach at Reeds Bay in...
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Ti Moune
Rendezvous Bay, St. John
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1
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Yes
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No
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$ 558
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Exclusive Ti Moune villa is perfectly situated on a pristine hillside on the South Shore that...
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Tequila Sunrise
Anguilla
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1
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Yes
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Yes
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Call for rates
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Tequila Sunrise villa, is a contemporary 5000 sq. ft. beach house on secluded Lover's Cove, Dropsey...
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Lilac Mist at Moon Dance
Negril, Jamaica
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1
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Yes
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Yes
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$ 600
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A 'honeymoon villa", lives up its name, and then some. This 1500 sq ft home on one level is...
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Acacia
Cap Estate, St. Lucia
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1
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Yes
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No
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$ 199
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Acacia Villa is a gorgeous five bedroom Caribbean villa that has recently undergone extensive...
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Clairmont Mill
Clairmont, St. Croix
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1
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Yes
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No
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Call for rates
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Clairmont Mill is an extraordinary and magnificent luxury Caribbean villa that is set atop a breezy...
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La Perla
Baie Rouge Beach, Terres Basses, St. Martin
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1
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Yes
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Yes
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$ 857
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Intimate and seductive, this deluxe villa is located directly on the sands of Baie Rouge. The...
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Fantasea
Cayman Kai, Grand Cayman
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1
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No
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Yes
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Call for rates
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The Fantasea villa is a wonderfully airy beachfront home within easy walking distance of a beach...
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Miramar
Peterborg, St. Thomas
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1
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Yes
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No
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$ 500
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Miramar Villa is a gorgeous hillside St. Thomas house rental that was completely remodeled in 2003...
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Chilterns at Schooner Bay
St. Peter Parish, Barbados
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1
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Yes
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Yes
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$ 300
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Chilterns is a lovely 1 bedroom unit at the luxurious beachfront condominium development of...
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Stargate
Picara Point, Peterborg, St. Thomas
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1
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Yes
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No
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Call for rates
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Stargate Villa is a charming and luxurious St. Thomas villa rental that sits atop a hill on Picara...
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Reeds House # 9
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 385
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Reeds House # 9 is a deluxe condominium residence located on the second floor of a beachfront...
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Smugglers Nest
Cap Estate, St. Lucia
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1
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Yes
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No
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$ 470
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Smugglers Nest Villa is a magnificent St. Lucia vacation home and one of the supreme villas...
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Swallow Villa
L'Anse aux Epines, Grenada
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1
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Yes
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No
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Call for rates
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Swallow Villa is a sophisticated and charming luxury Caribbean villa that is located in beautiful...
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Bird of Paradise
Sandy Hill Bay, Anguilla
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1
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Yes
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No
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$ 2155
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The Bird of Paradise extends a distinctive balance of superb detail, airy calm and tranquil setting...
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Roaring Pavilion Villa & Spa
St Ann's Bay, Jamaica
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1
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Yes
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Yes
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$ 2800
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Roaring Pavilion Villa & Spa is located on a beachfront estate where the Roaring River meets the...
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Leamington Cottage
St. Peter Parish, Barbados
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1
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No
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Yes
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$ 300
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Located on the Leamington Estate, the Leamington Cottage villa occupies an idyllic situation right...
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Reeds House # 1 Penthouse
St. James Parish, Barbados
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1
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Yes
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Yes
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$ 425
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Reeds House is a deluxe condominium residence on four levels with rooftop sundeck with spa pool,...
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MoonCottage
Coral Bay, St. John
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1
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Yes
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No
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$ 536
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MoonCottage Villa is one of the most romantic and secluded Caribbean properties in Coral Bay. It is...
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Diva
Peterborg, St. Thomas
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1
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Yes
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No
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Call for rates
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Diva Villa is a magnificent and very private villa that looks over the sapphire-blue waters of...
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Light Castle
Cap Estate, St. Lucia
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1
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Yes
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No
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$ 245
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Light Castle Villa is a wonderfully designed villa inspired by its name. Brilliant white stucco...
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Arundel
Luck Hill, Tortola
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1
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Yes
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No
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Call for rates
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Arundel Villa is an enchanting and charming location for guests looking to rent Tortola villas in...
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Caribella
Calivigny Gardens, St. David's, Grenada
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1
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Yes
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No
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Call for rates
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Caribella Villa is a stunning and brilliant luxury Caribbean villa that is set amongst an array of...
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Villa Gardenia
St. Thomas
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1
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Yes
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No
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Call for rates
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Villa Gardenia is an exceptional St. Thomas vacation rental. Villa Gardenia rests on a small hill...
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St. Remy
Soufriere, St. Lucia
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1
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Yes
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No
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$ 255
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St. Remy Villa is a wonderful restored French Colonial plantation house located on the west coast...
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Kamalame Cay Group
Kamalame Cay, Bahamas
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1
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Yes
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No
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$ 1180
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Kamalame Cay is a 96-acre private island hideaway with three miles of sugar-soft sandy beach...
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Allure
Peterborg, St. Thomas
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1
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Yes
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No
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Call for rates
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Allure Villa is a breathtaking two level St. Thomas villa rental perched on a cliff in spectacular...
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La Currah
Terres Basses, St. Martin
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1
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No
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No
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$ 280
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La Currah Villa is a charming cottage designed in cream and white. This St. Martin vacation villa...
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Secret Gardens
Picara Point, Peterborg, St. Thomas
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1
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Yes
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No
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Call for rates
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Secret Gardens Villa is a dramatic and luxurious vacation villa nestled in the gorgeous emerald...
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Seagrape Cottage
Little Thatch Island
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1
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No
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Yes
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$ 825
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Seagrape Cottage villa is a secluded and relaxing one bedroom Caribbean vacation home. Seagrape...
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Wesley House Villa
Anguilla
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1
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Yes
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No
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$ 424
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Perched 150 feet above sea level on the east end of Anguilla, the Wesley House Villa features...
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Stone's Throw
Estate Fortuna, St. Thomas
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2
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Yes
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No
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Call for rates
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Stone's Throw Villa is a luxury Caribbean rental right on the west end of beautiful St. Thomas in...
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Bajacu
Providenciales, Turks and Caicos
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2
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Yes
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No
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$ 3000
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Bajacu villa commands an 11 acre hilltop estate, set above the pristine southern shore of...
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Blue Waters
Endeavour Bay, Mustique
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2
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Yes
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No
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$ 1575
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Blue Waters Villa is a charming, one of a kind, Caribbean vacation home in tropical Endeavour,...
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Wesley House Villa
Anguilla
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2
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Yes
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No
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$ 556
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Perched 150 feet above sea level on the east end of Anguilla, the Wesley House Villa features...
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Tryall Club Superior Great House Suites
Montego Bay, Jamaica
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2
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Yes
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No
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$ 475
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Adjacent to the graceful Georgian Great House itself, the 13 Great House Villas look out over the...
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Cockade House
St. Thomas Parish, Barbados
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2
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Yes
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No
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$ 550
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Beautifully transformed by celebrated English designer Oliver Messel, the Cockade House was...
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La Fleur des Pitons
Soufriere, St. Lucia
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2
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Yes
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No
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$ 500
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La Fleur des Pitons Villa is a spacious St. Lucia vacation rental that was completed in 2007. This...
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Plum Point
Terres Basses, St. Martin
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2
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No
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No
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$ 571
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Plum Point Villa is a charming vacation villa located just a few yards away from the sands of Plum...
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Rocina
Plantain Bay, Mustique
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2
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Yes
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Yes
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$ 1575
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Rocina Villa sits on peaceful slope on the western coast of Mustique Island. This beautiful beach...
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Villa Positano
Seven Mile Beach, Grand Cayman
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2
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Yes
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Yes
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Call for rates
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Villa Positano is a deluxe Mediterranean style villa situated on a quiet cul-de-sac in an exclusive...
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Hakuna Matata
Catherineburg, St. John
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2
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Yes
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No
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Call for rates
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Hakuna Matata Villa is one of the most regal and exclusive luxury villas in Catherineburg. This...
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Saline Reef
Cap Estate, St. Lucia
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2
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Yes
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No
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$ 460
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Saline Reef Villa is nestled far above the waters of the Caribbean Sea, on a lush verdant hillside....
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Banana
Peterborg, St. Thomas
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2
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Yes
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No
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Call for rates
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Banana Villa is a newly opened, dramatic and custom built Caribbean vacation rental nestled right...
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Bigger Splash
The Baths, Virgin Gorda
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2
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Yes
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No
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Call for rates
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Bigger Splash villa is a lavish and charming multi-level estate with a prestigious location in The...
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Eternity at Glitter Bay
St. James Parish, Barbados
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2
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Yes
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Yes
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$ 600
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The Eternity at Glitter Bay villa is a privately owned and managed luxury condominium and part of...
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Little Palm, Tryall Club
Montego Bay, Jamaica
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2
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Yes
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No
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$ 520
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Little Palm is an enchanting villa set within lush tropical gardens between the 17th green of the...
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Villa Giorgia
Cap Estate, St. Lucia
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2
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Yes
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No
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$ 365
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Villa Giorgia was judged "Best Caribbean Property in the 2006 International Property Awards". This...
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Senderlea
St. James Parish, Barbados
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2
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Yes
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Yes
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$ 525
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Senderlea Villa is a quaint and cozy two-bedroom vacation home located in St James Parish on the...
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Seaspray
South Sound, Grand Cayman
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2
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Yes
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No
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$ 995
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The Seaspray villa is a deluxe accommodation perfectly positioned on a cliff top giving it the...
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Ventana
Flag Hill, South Central, St. Thomas
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2
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Yes
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No
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Call for rates
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Ventana Villa is a luxurious and regal St. Thomas rental in an upscale neighborhood on a two acre...
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Manana
Seafeathers Bay, Anguilla
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2
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Yes
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No
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$ 700
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Manana villa is located along the edge of the sea, where the waves of the Caribbean collapse onto...
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Cote Sud
St. Thomas
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2
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Yes
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No
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Call for rates
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Cote Sud Villa rests on one and half landscaped acres in an exclusive and beautifully manicured cul...
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Villa Belmont
Port Antonio, Jamaica
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2
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Yes
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No
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Call for rates
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Villa Belmont is one of the loveliest and exclusive residences in Jamaica. Enjoyed by international...
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Morne Trulah
Rodney Bay, St. Lucia
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2
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Yes
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No
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$ 450
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Morne Trulah Villa is a lovely St. Lucia vacation home. This relaxing property offers a commanding...
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Maison Veldkamp
Skyline Drive, St. Thomas
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2
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Yes
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No
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Call for rates
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Maison Veldkamp Villa is one of the most peaceful and private rentals in St. Thomas. This...
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Reeds House # 5
St. James Parish, Barbados
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2
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Yes
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Yes
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$ 510
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Reeds House # 5 is a deluxe ground floor condominium residence in an upscale beachfront building in...
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Green Cay Village
Orient Beach, St. Martin
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2
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Yes
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No
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$ 510
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The villas of The Green Cay Village designed by the architect Jean-Paul Goergler. The style of the...
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Infinity
Skyline Drive, North Central, St. Thomas
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2
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Yes
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No
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$ 1230
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Infinity Villa is an impressive hilltop St. Thomas vacation villa rental ideally located on exotic...
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Zandoli
Cap Estate, St. Lucia
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2
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Yes
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No
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$ 375
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Zandoli Villa is a glamorous St. Lucia vacation villa poised on a verdant acre of hillside...
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Casa Bella
Tropaco Point, North Side, St. Thomas
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2
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Yes
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No
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Call for rates
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Casa Bella Villa is a luxurious St. Thomas house rental perched right on the hillside of Tropaco...
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Villas on the Beach No. 101
St. James Parish, Barbados
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2
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Yes
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Yes
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$ 325
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"Villas on the Beach" is a collection of 18 luxurious condominium-style residences located on the...
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Sea Lark
Peterborg, St. Thomas
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2
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Yes
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No
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Call for rates
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Sea Lark Villa rests on a lush tropical hillside overlooking the remarkable splendor of the...
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Rivendell
Peter Bay, St. John
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2
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Yes
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No
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$ 1360
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Rivendell villa is an exceptional, luxurious private home with a secluded location within lush...
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Island Magic
Mahoe Bay, Virgin Gorda
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2
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Yes
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Yes
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Call for rates
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Island Magic villa is a stunning four-bedroom property that is perfectly placed on a white-sand...
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The Palms at Schooner Bay
St. Peter Parish, Barbados
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2
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Yes
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Yes
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$ 500
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Schooner Bay is a luxurious beachfront condominium development on the West Coast, within walking...
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Villas on the Beach No. 201
St. James Parish, Barbados
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2
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Yes
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Yes
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$ 325
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"Villas on the Beach" is a collection of 18 luxurious condominium-style residences located on the...
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Kamalame Cay Group
Kamalame Cay, Bahamas
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2
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Yes
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No
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$ 2450
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Kamalame Cay is a 96-acre private island hideaway with three miles of sugar-soft sandy beach...
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Roaring Pavilion Villa & Spa
St Ann's Bay, Jamaica
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2
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Yes
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Yes
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$ 2800
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Roaring Pavilion Villa & Spa is located on a beachfront estate where the Roaring River meets the...
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La Paloma
Vigie Peninsula, St. Lucia
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2
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Yes
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No
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$ 360
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La Paloma Villa is a luxurious six bedroom villa that sits proudly on a cliffs edge overlooking the...
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One Beach Road
Pelican Point, St. Thomas
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2
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Yes |
