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Caribbean Vacation Rentals

602 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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Central America Vacation Rentals
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Puerto Rico Vacation Rentals
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Listings 1 - 25 of 602
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2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the center of property. Bed configuration: Bedroom 1: ... Learn More
Rates
$330 - $715 night
$2310 - $5005 week


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2 bedroom Vacation Rental Condo in Bavaro - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Bavaro, Punta Cana, Dominican Republic
Description: Ocean View condo of 1,937 SF for rent with huge balcony plus roof terrace overlooking the white sandy Bavaro beaches with a pristine view of the ca... Learn More
Rates
$125 - $140 night
$805 - $5600 week


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1 bedroom Vacation Rental Condo in Cupecoy
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: 1 Bedroom, 1.5 Baths Oceanfront Condominium, located on the 10th floor, with full panoramic view of the Caribbean Sea, lush garden, Simpson Bay lag... Learn More
Rates
$350 - $500 night
$2450 - $4550 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the action, water... Learn More
Rates
$181 - $263 night
$1267 - $1838 week


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5 bedroom Vacation Rental Villa in Pointe Milou - Ocean View
Villa: 5 Bedroom, 7 Bathroom, Sleeps 10
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Listen to the "song of the sea" while gazing at magnificent views from this exquisite five bedroom, seven bathroom luxury villa. The gourmet kitche... Learn More
Rates
$32982 - $70582 week


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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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2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati... Learn More
Rates
$330 - $715 night
$2310 - $5005 week


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3 bedroom Vacation Rental Home in Humacao - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Marbella Club situated in the back of Palmas Del Mar, the most exclusive Ocean Front community; the grounds are direct on the Ocean Front, have Ama... Learn More
Rates
$375 - $900 night
$2450 - $5250 week


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2 bedroom Vacation Rental Home in Humacao
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Very nice villa located in a peaceful and quiet area overlooking lakes and golf course. Located within walking distance to the beach, tennis center... Learn More
Rates
$210 - $400 night
$1260 - $2800 week


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1 bedroom Vacation Rental Condo in Bavaro - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Bavaro, Punta Cana, Dominican Republic
Description: Ocean View condo of 1,722 SF for rent with huge balcony and roof terrace overlooking the white sandy Bavaro beaches with a pristine view of the cal... Learn More
Rates
$110 - $125 night
$700 - $4900 week


Non Smoking


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2 bedroom Vacation Rental Home in St. John - Ocean View
Home: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: High up on the hill overlooking beautiful Fish Bay, is a lovely yellow villa with light purple shutters. Welcome to Daffodil Villa, a lovely two b... Learn More
Rates
$2995 - $4795 week


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4 bedroom Vacation Rental Villa in Orient Bay
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Luxurious 4 BR Villa with amazing 180 degree views of Orient Bay! Luxury 4 Bedroom, 4 1/2 bathroom villa located in the Orient Bay Belle Vue is p... Learn More
Rates
$600 - $729 night
$4200 - $12350 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Little Cayman
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking distance of two small resorts with restaurant,... Learn More
Rates
$500 - $718 night
$3500 - $5023 week


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2 bedroom Vacation Rental Home in St. John - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: Overlooking the incredible Caribbean Sea and within a mile of Cruz Bay, SeaCruz has a secluded and unparalleled view. By day, sunset, or night the... Learn More
Rates
$2900 - $4500 week


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2 bedroom Vacation Rental Condo in Cupecoy
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: The Cliff at Cupecoy 6th Floor *a6*, Stay 7 pay 6 - Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Baths Oceanfront Condominium, on the 6th floor, wit... Learn More
Rates
$405 - $750 night
$2835 - $5250 week


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3 bedroom Vacation Rental Villa in Red Pond Estates - Ocean View
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Red Pond Estates, St. Maarten, St. Maarten - St. Martin
Description: Crystal - Chic and modern 3 BR villa with amazing views of the ocean! Villa Crystal is a very chic and modern 3 bedroom, 3 1/2 bath private villa ... Learn More
Rates
$357 - $572 night
$2143 - $6500 week


Non Smoking   Swimming Pool   High-Speed Internet


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Studio Vacation Rental Condo in Christ Church - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Christ Church, Christ Church, Barbados
Description: Superior island view studio Unit Description: These superior island view studios include a kitchenette, balcony/terrace, two twin beds or a king b... Learn More
Rates
$107 - $160 night
$749 - $1120 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Villa in St. John - Ocean View
Villa: 6 Bedroom, 6 Bathroom, Sleeps 14
Location: St. John, St. John, US Virgin Islands
Description: Securely snuggled into the verdant green hillside of Bordeaux Mountain, Estate Chateau Margot is situated on Bordeaux's eastern slope, approximatel... Learn More
Rates
$4400 - $9400 week


Swimming Pool


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4 bedroom Vacation Rental Villa in St. John - Ocean View
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Now under new ownership this Luxury Villa has been completely remodeled inside and out. Mystic Ridge was designed and built with quality lifestyl... Learn More
Rates
$3700 - $7500 week


Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Providenciales
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Providenciales, Leeward, Turks and Caicos Islands
Description: Modern 2 Bedroom 2 Bathroom Luxury Condo on Provo’s Grace Bay. Located on the exclusive Northern section of Grace Bay in the gated Leeward Communi... Learn More
Rates
$200 - $200 night
$1400 - $1600 week


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Special Offer Oct 1 - Oct 31   LIMITED TIME OFFER! Free transportation to and fro ...
4 bedroom Vacation Rental Villa in Sosua - Ocean View
Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Sosua, Puerto Plata, Dominican Republic
Description: Villa Bethney is a 4,304 sq ft secure and private villa located on almost an acre of land in the international community of La Mulata III in the Do... Learn More
Rates
$245 - $245 night


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Special Offer Aug 13 - Dec 31   20% off the weekly rate of $2,100 for the whole vi ...
4 bedroom Vacation Rental Villa in Runaway Bay
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Runaway Bay, Jamaica North Coast, Jamaica
Description: Whistling Villa is a modern and affordable vacation villa located at Runaway Bay, in the exclusive Cardiff Hall Estate on the North Coast of Jamaic... Learn More
Rates
$75 - $300 night
$525 - $2100 week


Handicap Accessible   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Sapodilla Bay - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Sapodilla Bay, Providenciales, Turks and Caicos Islands
Description: Crystal Sands Villa is HUGE! The Beach Level Suite and the Penthouse Suite can be rented separately or together. Each Crystal Sands Villa Suite h... Learn More
Rates
$2950 - $9500 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in St. John - Ocean View
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: St. John, St. John, US Virgin Islands
Description: CVista is St. John's newest luxury villa located just above Klein Bay on the south side. With over 3353 square feet of outdoor living space and 34... Learn More
Rates
$3900 - $5900 week


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1 bedroom Vacation Rental Apartment in Borderline Condado -Ocean Park
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: First Floor Front Apartment in a Colonial style house Sleep 2 guest: One bedroom with full bed Includes: - 2 guest( Full bed inside room) -AC in ... Learn More
Rates
$65 - $80 night
$455 - $560 week


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