Caribbean Vacation Rentals
512 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.
Select a country to narrow your vacation rental search or browse listings below:
- Anguilla (9)
- Aruba (4)
- Bahamas (42)
- Barbados (19)
- Bermuda (1)
- British VIrgin Islands (2)
- Cayman Islands (69)
- Dominican Republic (32)
- Jamaica (51)
- Netherlands Antilles (1)
- Puerto Rico (75)
- St. Barths - St. Barts (133)
- St. Lucia (12)
- St. Maarten - St. Martin (26)
- Turks and Caicos Islands (9)
- US Virgin Islands (27)
Top Cities
Villa:
8 Bedroom, Sleeps
Location: Gros Islet, St. Lucia, St. Lucia
Description: Per night(USD)$199 - $1,600 Per week$1,393 - $11,200 Bedrooms8 Sleeps18 8 Bathrooms 1 Half Bath 12 Reviews MAIN VILLA 6-B... Learn More
Location: Gros Islet, St. Lucia, St. Lucia
Description: Per night(USD)$199 - $1,600 Per week$1,393 - $11,200 Bedrooms8 Sleeps18 8 Bathrooms 1 Half Bath 12 Reviews MAIN VILLA 6-B... Learn More
Rates
$199 - $1600 night
$1393 - $11200 week
$199 - $1600 night
$1393 - $11200 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Chocolate Hole, St. John, US Virgin Islands
Description: Villa IntimaSea, located in Chocolate Bay on the beautiful island of St. John, U.S. Virgin islands, is the ultimate in intimate island vacation spo... Learn More
Location: Chocolate Hole, St. John, US Virgin Islands
Description: Villa IntimaSea, located in Chocolate Bay on the beautiful island of St. John, U.S. Virgin islands, is the ultimate in intimate island vacation spo... Learn More
Rates
$500 - $785 night
$500 - $785 night
Villa:
4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Castries, Cap Estate, St. Lucia
Description: A five thousand square feet villa with spectacular features. The newest, most luxurious villa in Cap Estate St Lucia, with every travelers dream. S... Learn More
Location: Castries, Cap Estate, St. Lucia
Description: A five thousand square feet villa with spectacular features. The newest, most luxurious villa in Cap Estate St Lucia, with every travelers dream. S... Learn More
Rates
$650 - $425 night
$650 - $425 night
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/Bath ground floor villa situated in one of the f... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/Bath ground floor villa situated in one of the f... Learn More
Rates
$315 - $550 night
$2200 - $3500 week
$315 - $550 night
$2200 - $3500 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Montego Bay, Montego Bay, Jamaica
Description: * Includes: 24/7 trip advisor concierge care from online booking continuously until your homecoming * Air conditioned bedrooms * Unlimited Internet... Learn More
Location: Montego Bay, Montego Bay, Jamaica
Description: * Includes: 24/7 trip advisor concierge care from online booking continuously until your homecoming * Air conditioned bedrooms * Unlimited Internet... Learn More
Rates
$142 - $162 night
$994 - $1134 week
$142 - $162 night
$994 - $1134 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: St Thomas, St Thomas, US Virgin Islands
Description: Welcome to Paradise! Welcome to our recently fully renovated condo. The condo has brand new European Kitchen Cabinets, New Bathroom and brand new ... Learn More
Location: St Thomas, St Thomas, US Virgin Islands
Description: Welcome to Paradise! Welcome to our recently fully renovated condo. The condo has brand new European Kitchen Cabinets, New Bathroom and brand new ... Learn More
Rates
$139 - $249 night
$973 - $1699 week
$139 - $249 night
$973 - $1699 week
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
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
$14770 - $58915 week
$14770 - $58915 week
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat dock that’s ideal for a small family or friends. I... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat dock that’s ideal for a small family or friends. I... Learn More
Rates
$359 - $461 night
$2511 - $3229 week
$359 - $461 night
$2511 - $3229 week
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
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
$210 - $400 night
$1260 - $2800 week
Home:
2 Bedroom, 3 Bathroom, Sleeps 5
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Guests enjoy the sensational sea view over Flamands as well as ultimate privacy at Villa Kuban, a beautiful, contemporary three bedroom three and a... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Guests enjoy the sensational sea view over Flamands as well as ultimate privacy at Villa Kuban, a beautiful, contemporary three bedroom three and a... Learn More
Rates
$9952 - $40820 week
$9952 - $40820 week
Condo:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Great Guana Cay, Abaco, Bahamas
Description: 2 bedroom/1 bathroom cottage Unit Description: These two bed, one bath beachfront cottages feature an open plan kitchen-living area. Private decks... Learn More
Location: Great Guana Cay, Abaco, Bahamas
Description: 2 bedroom/1 bathroom cottage Unit Description: These two bed, one bath beachfront cottages feature an open plan kitchen-living area. Private decks... Learn More
Rates
$160 - $210 night
$1120 - $1470 week
$160 - $210 night
$1120 - $1470 week
Condo:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: EXCLUSIVE BENEFITS: The Cliff official rental office on site with professional personnel, personal check-in, use of our business center, concierge... Learn More
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: EXCLUSIVE BENEFITS: The Cliff official rental office on site with professional personnel, personal check-in, use of our business center, concierge... Learn More
Rates
$455 - $645 night
$3185 - $4515 week
$455 - $645 night
$3185 - $4515 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: The Valley, Anguilla, Anguilla
Description: Standard Room- Top Floor Unit Description: This unit comes with a fully-equipped kitchen, 1 queen size bed in the bedroom, 1 bathroom, 2 lounge ch... Learn More
Location: The Valley, Anguilla, Anguilla
Description: Standard Room- Top Floor Unit Description: This unit comes with a fully-equipped kitchen, 1 queen size bed in the bedroom, 1 bathroom, 2 lounge ch... Learn More
Rates
$180 - $999 night
$1260 - $6993 week
$180 - $999 night
$1260 - $6993 week
Villa:
6 Bedroom, 8 Bathroom, Sleeps 12
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Cliffside on the breezy side of Pointe Milou, the sprawling and spectacular 6 bedroom Villa Seascape lays claim to a panoramic view of the sea and ... Learn More
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Cliffside on the breezy side of Pointe Milou, the sprawling and spectacular 6 bedroom Villa Seascape lays claim to a panoramic view of the sea and ... Learn More
Rates
$24757 - $154383 week
$24757 - $154383 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Rates
$231 - $374 night
$1614 - $2619 week
$231 - $374 night
$1614 - $2619 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Mahoe Beach- Virgin Gorda Bvi, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, US Satellite, TV, DVD, CD, Equal Bedrooms, BBQ / Grill, Sunset View, Walk to Beach, Connecting interior bedrooms, Safe, ... Learn More
Location: Mahoe Beach- Virgin Gorda Bvi, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, US Satellite, TV, DVD, CD, Equal Bedrooms, BBQ / Grill, Sunset View, Walk to Beach, Connecting interior bedrooms, Safe, ... Learn More
Rates
$4935 - $14453 week
$4935 - $14453 week
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
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
$6134 - $10599 week
$6134 - $10599 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Ocho Rios, SA, Jamaica
Description: Efficiency Hotel Room Unit Description: All rooms are large and spacious, air conditioned, and attractively decorated with large balconies in a th... Learn More
Location: Ocho Rios, SA, Jamaica
Description: Efficiency Hotel Room Unit Description: All rooms are large and spacious, air conditioned, and attractively decorated with large balconies in a th... Learn More
Rates
$106 - $150 night
$742 - $1050 week
$106 - $150 night
$742 - $1050 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe pool view room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ameni... Learn More
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe pool view room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ameni... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Humacao, East, Puerto Rico
Description: Crescent Beach has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond Vieques and someti... Learn More
Location: Humacao, East, Puerto Rico
Description: Crescent Beach has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond Vieques and someti... Learn More
Rates
$195 - $350 night
$1155 - $2450 week
$195 - $350 night
$1155 - $2450 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Calamity Cottage is a spacious canal front home with 4 bedrooms and 4 bathrooms overlooking the canal in Marsh Harbour. There is an abundance of e... Learn More
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Calamity Cottage is a spacious canal front home with 4 bedrooms and 4 bathrooms overlooking the canal in Marsh Harbour. There is an abundance of e... Learn More
Rates
$429 - $500 night
$3000 - $3000 week
$429 - $500 night
$3000 - $3000 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Luxurious and exquisite! Mermaid Reef Villas are perfect for the discerning vacationer that appreciates the finer things in life! In the heart of ... Learn More
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Luxurious and exquisite! Mermaid Reef Villas are perfect for the discerning vacationer that appreciates the finer things in life! In the heart of ... Learn More
Rates
$500 - $500 night
$3000 - $3000 week
$500 - $500 night
$3000 - $3000 week
Special Offer Jan 6 - Feb 1 ***CAR INCLUDED***A Daihatsu Terios type of rental ...
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Rates
$35332 - $199915 week
$35332 - $199915 week
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