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Caribbean Vacation Rentals

593 Caribbean Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Caribbean.
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1 bedroom Vacation Rental Apartment in Cruz Bay - Ocean Front
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Rates
$175 - $245 night


Non Smoking


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1 bedroom Vacation Rental Apartment in Bridgetown
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Bridgetown, St. Michael, Barbados
Description: Welcome to the CHI Centre! Here we cater for individuals. Our aim is to please! Your aim is to enjoy! Together we can make it happen! Our Vegetar... Learn More
Rates
$90 - $100 night


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4 bedroom Vacation Rental Home in St. John - Ocean Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Located on the southwest end of Hart Bay, this beachfront villa is a perfect villa for newlyweds, families and small groups. Convenient to the main... Learn More
Rates
$3675 - $6700 week


Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Loiza - Ocean Front
Villa: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Loiza, East, Puerto Rico
Description: Aquatika is a private complex. This penthouse will provide you and your family an unforgettable vacation experience. Step out into the water park r... Learn More
Rates
$1100 - $1100 week


Pet Friendly   Handicap Accessible   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Treasure Beach - Ocean Front
Villa: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Treasure Beach, Jamaica South Coast, Jamaica
Description: Katamah is a small boutique resort in the heart of the Treasure Beach, on the South Coast of Jamaica, an area best known for its unspoiled beaches,... Learn More
Rates
$80 - $120 night


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4 bedroom Vacation Rental Villa in Deve - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 9
Location: Deve, St. Barts, St. Barths - St. Barts
Description: This secluded 4 bedroom villa is perched in the heights of Devé. It boasts three pools and panoramic views over Toiny, which are amazing at sunrise... Learn More
Rates
$5135 - $11456 week


High-Speed Internet


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2 bedroom Vacation Rental Condo in Ocho Rios
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Ocho Rios, Jamaica North Coast, Jamaica
Description: Deluxe beachfront 2 bdrm - all inclusive Unit Description: These suites are in separate 2-story unit with private balcony or patio where one can e... Learn More
Rates
$689 - $950 night
$4823 - $6650 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Room/ Suite in Christ Church - Ocean Front
Room/ Suite: Studio, 1 Bathroom, Sleeps 3
Location: Christ Church, CH, Barbados
Description: Deluxe Ocean Front - Sleeps 3 Unit Description: The vividly cheerful deluxe ocean front rooms offer spectacular and captivating ocean-front views ... Learn More
Rates
$129 - $209 night
$903 - $1463 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Rates
$205 - $277 night
$1435 - $1937 week


High-Speed Internet


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3 bedroom Vacation Rental Villa in Cayman Kai
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Kailypso is a spacious, airy and comfortable home situated on a wide beach inside a little cove in the lovely residential area of Cayman Kai. It is... Learn More
Rates
$384 - $487 night
$2691 - $3408 week


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Studio Vacation Rental Home in The Valley
Home: Studio, 1 Bathroom, Sleeps 4
Location: The Valley, AI, Anguilla
Description: Premium room with Kitchenette Unit Description: Premium Studio room with Kitchenette located on the lower level. Great water views and plenty of ... Learn More
Rates
$260 - $515 night
$1820 - $3605 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Anse des Cayes - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Anse des Cayes, St. Barts, St. Barths - St. Barts
Description: Guests staying at this newly refurbished two bedroom two bathroom beachfront villa enjoy the splendid view that spans across the cove. They can t... Learn More
Rates
$3372 - $9941 week


High-Speed Internet


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2 bedroom Vacation Rental Villa in Vitet - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Hillside in Vitet, this deluxe 2 bedroom villa boasts stunning views of the sea, neighboring St. Maarten and glorious sunsets. Beautifully furnishe... Learn More
Rates
$3466 - $15357 week


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3 bedroom Vacation Rental Condo in Sosua
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Sosua, Puerto Plata, Dominican Republic
Description: 3 bed/2 bath villa Unit Description: These beautiful 3 bedroom, 2 bath villas sit in a tropical setting with its own swimming pool and garden. Thi... Learn More
Rates
$190 - $265 night
$1330 - $1855 week


Non Smoking   Swimming Pool


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Studio Vacation Rental Condo in Negril - Beach Front
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Negril, Jamaica South Coast, Jamaica
Description: Garden View Room Unit Description: These large, spacious rooms are tiled with either marble or granite and are equipped with ceiling fans and air ... Learn More
Rates
$132 - $210 night
$924 - $1470 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in Port of Spain
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Port of Spain, Port of Spain, Trinidad and Tobago
Description: Superior Unit Description: This unit offers all there necessary amenities for a comfortable stay. It is equipped with 2 double beds. This cozy roo... Learn More
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3 bedroom Vacation Rental Villa in St. Jean - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this deluxe villa architecturally evokes a plantation house of yore and has been beautifully and lovingly furnished by its ow... Learn More
Rates
$6369 - $23347 week


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Studio Vacation Rental Condo in Ocho Rios
Condo: Studio, 1 Bathroom, Sleeps 3
Location: Ocho Rios, Jamaica North Coast, Jamaica
Description: Beachfront deluxe - all inclusive Unit Description: These spacious rooms have their own private balcony or patio, full bathroom with bath. Each ro... Learn More
Rates
$210 - $370 night
$1470 - $2590 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Toiny - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Toiny, St. Barts, St. Barths - St. Barts
Description: Toiny‘s rocky coast - which channels that of Brittany - is home to the spectacular 2 bedroom Villa Noé. This architectural gem is ultra modern in ... Learn More
Rates
$6251 - $18295 week


High-Speed Internet


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4 bedroom Vacation Rental Villa in St. Jean - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Situated hillside in St. Jean, the luxurious 4 bedroom Villa Lakshmi possesses a commanding panorama of the island including verdant Saline and its... Learn More
Rates
$16239 - $44145 week


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4 bedroom Vacation Rental Villa in Oyster Pond
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin
Description: Villa Arcadia - Charming 3 BR Villa located in Oyster Pond Estates Villa Arcadia is a charming 3 Bedroom, 3 Bathroom hillside villa in beautiful O... Learn More
Rates
$286 - $400 night
$1700 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Dawn Beach Estates
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: Sea Star is a lovely, 3 Bedroom, 3 Bathroom villa located in the gated community of Dawn Beach home offers exceptional views of the sea and nearby... Learn More
Rates
$286 - $429 night
$1715 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Gustavia - Ocean View
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gustavia, St. Barts, St. Barths - St. Barts
Description: This lovely 3 bedroom villa in Gustavia enjoys a superb location from which guests can walk to the shops, bakeries and restaurants, and take full a... Learn More
Rates
$6298 - $17061 week


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3 bedroom Vacation Rental Villa in Pointe Milou - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Panoramic views abound at the lovely Villa Capri and guests find the sunsets amazing. Located in the very desirable Pt. Milou, this 3 bedroom vill... Learn More
Rates
$3607 - $19470 week


High-Speed Internet


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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Recently updated one bedroom condo on the cove in Cayman Kai! It's located right across from famous Rum Point where there is a restaurant, bar, sho... Learn More
Rates
$150 - $200 night
$1050 - $1400 week


High-Speed Internet


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