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
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd floor (stairs access) apartment in a Colonial style house Includes: - Can sleep up to 3 guest ( Full bed inside room and twin out side) -AC ... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd floor (stairs access) apartment in a Colonial style house Includes: - Can sleep up to 3 guest ( Full bed inside room and twin out side) -AC ... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Villa:
7 Bedroom, 7.5 Bathroom, Sleeps 18
Location: Moonraker Villa, Sile Bay, Anguilla
Description: Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxati... Learn More
Location: Moonraker Villa, Sile Bay, Anguilla
Description: Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxati... Learn More
Rates
$795 - $2350 night
$5950 - $17750 week
$795 - $2350 night
$5950 - $17750 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Under new management and extensively renovated, this affordable and awesome villa, located at the water's edge overlooking the big blue sea is avai... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Under new management and extensively renovated, this affordable and awesome villa, located at the water's edge overlooking the big blue sea is avai... Learn More
Rates
$1900 - $4200 week
$1900 - $4200 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: North Side, Grand Cayman, Cayman Islands
Description: Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury a... Learn More
Location: North Side, Grand Cayman, Cayman Islands
Description: Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury a... Learn More
Rates
$209 - $750 night
$209 - $750 night
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Southampton, Bermuda, Bermuda
Description: You are on a beautiful island, you have had a great day enjoying the wonderful sights.............. do you really want to go back to a 20x20 hote... Learn More
Location: Southampton, Bermuda, Bermuda
Description: You are on a beautiful island, you have had a great day enjoying the wonderful sights.............. do you really want to go back to a 20x20 hote... Learn More
Rates
$620 - $675 night
$4340 - $4725 week
$620 - $675 night
$4340 - $4725 week
Villa:
4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Gros Ilet, None, St. Lucia
Description: Gateway Villas offer Zephre Hill which is a four bedroom luxurious St Lucia Villas perfect for a family looking for an unforgettable St Lucia vacat... Learn More
Location: Gros Ilet, None, St. Lucia
Description: Gateway Villas offer Zephre Hill which is a four bedroom luxurious St Lucia Villas perfect for a family looking for an unforgettable St Lucia vacat... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Room/ Suite:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Oranjestad, Oranjestad, Aruba
Description: 1 King / 1 Bedroom Premium Grand Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, per... Learn More
Location: Oranjestad, Oranjestad, Aruba
Description: 1 King / 1 Bedroom Premium Grand Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, per... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Room/ Suite:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Oranjestad, Oranjestad, Aruba
Description: 2 double bed / One Bedroom Grand Suite Unit Description: These apartment-style suite units are spacious, welcoming and practical, perfect for shor... Learn More
Location: Oranjestad, Oranjestad, Aruba
Description: 2 double bed / One Bedroom Grand Suite Unit Description: These apartment-style suite units are spacious, welcoming and practical, perfect for shor... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Room/ Suite:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Oranjestad, Arkansas, Aruba
Description: 2 bed / One Bedroom Grand Premium Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, pe... Learn More
Location: Oranjestad, Arkansas, Aruba
Description: 2 bed / One Bedroom Grand Premium Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, pe... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Room/ Suite:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Oranjestad, Oranjestad, Aruba
Description: 1 King Size bed / 1 Bedroom Grand Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, pe... Learn More
Location: Oranjestad, Oranjestad, Aruba
Description: 1 King Size bed / 1 Bedroom Grand Suite Unit Description: These ground floor apartment-style suite units are spacious, welcoming and practical, pe... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
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 - $11680 week
$3372 - $11680 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Christ Church, Christ Church, Barbados
Description: Hotel room - garden view Unit Description: Garden view hotel rooms overlook the lush tropical gardens of the hotel. The rooms offer an air conditi... Learn More
Location: Christ Church, Christ Church, Barbados
Description: Hotel room - garden view Unit Description: Garden view hotel rooms overlook the lush tropical gardens of the hotel. The rooms offer an air conditi... Learn More
Rates
$179 - $319 night
$1253 - $2233 week
$179 - $319 night
$1253 - $2233 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Location: Gouverneur, St. Barts, St. Barths - St. Barts
Description: Private and luxurious, the 3 bedroom villa Anastasia boasts spectacular views of Gouverneur Baie as well as the Beach below and has an ambiance tha... Learn More
Rates
$13595 - $92990 week
$13595 - $92990 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Waterfront on the beautiful Baie de Flamands, the 2 bedroom fully air-conditioned Les Embruns is a beach lover’s dream! Elegant and contemporary i... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Waterfront on the beautiful Baie de Flamands, the 2 bedroom fully air-conditioned Les Embruns is a beach lover’s dream! Elegant and contemporary i... Learn More
Rates
$4477 - $20410 week
$4477 - $20410 week
Villa:
5 Bedroom, 5 Bathroom, Sleeps 12
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This spacious, luxury private beach front villa could be considered as one of the most sought after in the Cayman Islands! Situated directly on one... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This spacious, luxury private beach front villa could be considered as one of the most sought after in the Cayman Islands! Situated directly on one... Learn More
Rates
$1240 - $1579 night
$8682 - $11050 week
$1240 - $1579 night
$8682 - $11050 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
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
$260 - $500 night
$1610 - $3500 week
$260 - $500 night
$1610 - $3500 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Rio Grande, East, Puerto Rico
Description: One bedroom master suite Unit Description: Our 1075 sq. ft. one bedroom master suite offers all the comforts, conveniences and amenities of home i... Learn More
Location: Rio Grande, East, Puerto Rico
Description: One bedroom master suite Unit Description: Our 1075 sq. ft. one bedroom master suite offers all the comforts, conveniences and amenities of home i... Learn More
Rates
$259 - $999 night
$1813 - $6993 week
$259 - $999 night
$1813 - $6993 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Negril (Jamaica), JM, Jamaica
Description: Kitchenette Unit Description: These large ocean-front and ocean-view or garden-view rooms come with a large balcony and bathroom. Bedding Configu... Learn More
Location: Negril (Jamaica), JM, Jamaica
Description: Kitchenette Unit Description: These large ocean-front and ocean-view or garden-view rooms come with a large balcony and bathroom. Bedding Configu... Learn More
Rates
$112 - $250 night
$784 - $1750 week
$112 - $250 night
$784 - $1750 week
Villa:
5 Bedroom, 7 Bathroom, Sleeps 10
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Terraced into the hillside of Camaruche with exceptional views of the sea, Lorient Beach and St. Maarten, the amazing fully air-conditioned 5 bedro... Learn More
Location: Camaruche, St. Barts, St. Barths - St. Barts
Description: Terraced into the hillside of Camaruche with exceptional views of the sea, Lorient Beach and St. Maarten, the amazing fully air-conditioned 5 bedro... Learn More
Rates
$29457 - $123540 week
$29457 - $123540 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Not far from beautiful Flamands Beach, Villa Ocean’s 5 boasts spacious and airy indoor and outdoor living spaces - and a gorgeous pool that is heat... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Not far from beautiful Flamands Beach, Villa Ocean’s 5 boasts spacious and airy indoor and outdoor living spaces - and a gorgeous pool that is heat... Learn More
Rates
$10422 - $45167 week
$10422 - $45167 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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat or wave-runner and take advantage of your priv... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat or wave-runner and take advantage of your priv... Learn More
Rates
$205 - $282 night
$1435 - $1973 week
$205 - $282 night
$1435 - $1973 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 14
Location: Cap Cana, Cap Cana, Dominican Republic
Description: Property Description: Punta Cayuco 33 villa in Cap Cana Complex, is a villa made to entertain, to relax, and most importantly to give you the vacat... Learn More
Location: Cap Cana, Cap Cana, Dominican Republic
Description: Property Description: Punta Cayuco 33 villa in Cap Cana Complex, is a villa made to entertain, to relax, and most importantly to give you the vacat... Learn More
Rates
$1940 - $2970 night
$12480 - $12480 week
$1940 - $2970 night
$12480 - $12480 week
Villa:
Studio, 1 Bathroom, Sleeps 2
Location: Negril (Jamaica), JM, Jamaica
Description: Jungle house tree top suite Unit Description: Our Jungle House Villa Upper Tree Top level offers a jungle view and is one of our most popular vill... Learn More
Location: Negril (Jamaica), JM, Jamaica
Description: Jungle house tree top suite Unit Description: Our Jungle House Villa Upper Tree Top level offers a jungle view and is one of our most popular vill... Learn More
Rates
$155 - $226 night
$1085 - $1582 week
$155 - $226 night
$1085 - $1582 week
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Rates
$220 - $320 night
$1320 - $1680 week
$220 - $320 night
$1320 - $1680 week
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