Caribbean Vacation Rentals
517 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 (21)
- Bermuda (1)
- British VIrgin Islands (2)
- Cayman Islands (68)
- Dominican Republic (35)
- Jamaica (52)
- Netherlands Antilles (1)
- Puerto Rico (75)
- St. Barths - St. Barts (132)
- St. Lucia (10)
- St. Maarten - St. Martin (30)
- Turks and Caicos Islands (8)
- US Virgin Islands (27)
Top Cities
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Rodney Bay, Gi, St. Lucia
Description: Superior room Unit Description: The superior rooms overlook the pool or garden area. This room is a spacious bedroom area with a king or 2 double ... Learn More
Location: Rodney Bay, Gi, St. Lucia
Description: Superior room Unit Description: The superior rooms overlook the pool or garden area. This room is a spacious bedroom area with a king or 2 double ... Learn More
Rates
$125 - $170 night
$875 - $1190 week
$125 - $170 night
$875 - $1190 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The charming and beautiful two bedroom three bathroom Villa Ylang Ylang is one of the island’s prettiest. The lovely, beautifully furnished living... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The charming and beautiful two bedroom three bathroom Villa Ylang Ylang is one of the island’s prettiest. The lovely, beautifully furnished living... Learn More
Rates
$3490 - $17049 week
$3490 - $17049 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Negril, Westmoreland, Jamaica
Description: Simple cabin sleeps 3 shared bathroom Unit Description: Ideal for couples, singles, or groups of 3, Secrets cabins feature fresh flowers, local ar... Learn More
Location: Negril, Westmoreland, Jamaica
Description: Simple cabin sleeps 3 shared bathroom Unit Description: Ideal for couples, singles, or groups of 3, Secrets cabins feature fresh flowers, local ar... Learn More
Rates
$62 - $238 night
$434 - $1666 week
$62 - $238 night
$434 - $1666 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Nassau, BA, Bahamas
Description: Hotel bedroom - pool or garden view Unit Description: Our hotel room captures the style and feel of the Islands w/ wicker furnishings and brightly... Learn More
Location: Nassau, BA, Bahamas
Description: Hotel bedroom - pool or garden view Unit Description: Our hotel room captures the style and feel of the Islands w/ wicker furnishings and brightly... Learn More
Rates
$140 - $225 night
$980 - $1575 week
$140 - $225 night
$980 - $1575 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The luxurious 2 bedroom Villa Victoria enjoys a tranquil setting in the hills of Vitet - and a spectacular view of the sea. The unique and gorgeous... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The luxurious 2 bedroom Villa Victoria enjoys a tranquil setting in the hills of Vitet - and a spectacular view of the sea. The unique and gorgeous... Learn More
Rates
$7720 - $26602 week
$7720 - $26602 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin
Description: A La Mer is a beautiful, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simp... Learn More
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin
Description: A La Mer is a beautiful, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simp... Learn More
Rates
$214 - $300 night
$1350 - $2450 week
$214 - $300 night
$1350 - $2450 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Santo Domingo, Santo Domingo, Dominican Republic
Description: Standard Room Unit Description: This cozy room includes a queen bed, a full bathroom with shower and tub, a hair dryer, cable TV and a direct dial... Learn More
Location: Santo Domingo, Santo Domingo, Dominican Republic
Description: Standard Room Unit Description: This cozy room includes a queen bed, a full bathroom with shower and tub, a hair dryer, cable TV and a direct dial... Learn More
Rates
$83 - $98 night
$581 - $686 week
$83 - $98 night
$581 - $686 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage, set in it's own private grou... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage, set in it's own private grou... Learn More
Rates
$277 - $349 night
$1937 - $2440 week
$277 - $349 night
$1937 - $2440 week
Condo:
Studio, 1 Bathroom, Sleeps 3
Location: St. Thomas, --, US Virgin Islands
Description: Premium Studio Unit Description: This studio unit features a kitchenette with microwave, refrigerator, coffee maker, two burner stove top and brea... Learn More
Location: St. Thomas, --, US Virgin Islands
Description: Premium Studio Unit Description: This studio unit features a kitchenette with microwave, refrigerator, coffee maker, two burner stove top and brea... Learn More
Rates
$179 - $999 night
$1253 - $6993 week
$179 - $999 night
$1253 - $6993 week
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
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
$205 - $277 night
$1435 - $1937 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/... Learn More
Rates
$180 - $267 night
$1260 - $1866 week
$180 - $267 night
$1260 - $1866 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Negril (jamaica), Westmoreland, Jamaica
Description: Superior Unit Description: Our superior rooms, which include a queen bed or two double beds, have a garden view setting about a two minute walk fr... Learn More
Location: Negril (jamaica), Westmoreland, Jamaica
Description: Superior Unit Description: Our superior rooms, which include a queen bed or two double beds, have a garden view setting about a two minute walk fr... Learn More
Rates
$55 - $150 night
$385 - $1050 week
$55 - $150 night
$385 - $1050 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Runaway Bay, SA, Jamaica
Description: 1 bedroom/ 1 bath cottage Unit Description: This cottage features one air conditioned bedroom with one en-suite bathroom, cable TV, and a living a... Learn More
Location: Runaway Bay, SA, Jamaica
Description: 1 bedroom/ 1 bath cottage Unit Description: This cottage features one air conditioned bedroom with one en-suite bathroom, cable TV, and a living a... Learn More
Rates
$70 - $70 night
$490 - $490 week
$70 - $70 night
$490 - $490 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe beach-front room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ame... Learn More
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe beach-front room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ame... Learn More
Rates
$265 - $360 night
$1855 - $2520 week
$265 - $360 night
$1855 - $2520 week
Home:
3 Bedroom, 0 Bathroom, Sleeps 7
Location: Humacao, East, Puerto Rico
Description: Bring vacation back to your vacation. Renting a home or Villa is a great way to vacation but without Resort Services it is easy to lose the relax... Learn More
Location: Humacao, East, Puerto Rico
Description: Bring vacation back to your vacation. Renting a home or Villa is a great way to vacation but without Resort Services it is easy to lose the relax... Learn More
Rates
$250 - $550 night
$1750 - $3850 week
$250 - $550 night
$1750 - $3850 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this gorgeous two bedroom uber-modern villa boasts expansive outdoor living spaces, stunning views of both Saline and St. Jea... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Hillside in St. Jean, this gorgeous two bedroom uber-modern villa boasts expansive outdoor living spaces, stunning views of both Saline and St. Jea... Learn More
Rates
$17707 - $17707 week
$17707 - $17707 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 10
Location: Master Harbour, Great Exuma, Bahamas
Description: Lovely island home, with lots of privacy. Located on the water just a moment's boat ride from the amazing Elizabeth Harbour where many small reefs ... Learn More
Location: Master Harbour, Great Exuma, Bahamas
Description: Lovely island home, with lots of privacy. Located on the water just a moment's boat ride from the amazing Elizabeth Harbour where many small reefs ... Learn More
Rates
$150 - $310 night
$1050 - $2170 week
$150 - $310 night
$1050 - $2170 week
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