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:
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
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
$1100 - $1100 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: The Cays, Exuma, Bahamas
Description: Water's Edge is a Colonial-style Bahamian home located near The Hermitage on one of the Bahamas most unspoiled islands, Exuma. The rental house ... Learn More
Location: The Cays, Exuma, Bahamas
Description: Water's Edge is a Colonial-style Bahamian home located near The Hermitage on one of the Bahamas most unspoiled islands, Exuma. The rental house ... Learn More
Rates
$200 - $250 night
$1400 - $1400 week
$200 - $250 night
$1400 - $1400 week
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Rates
$500 - $500 night
$1500 - $1500 week
$500 - $500 night
$1500 - $1500 week
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
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 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 10
Location: Dunmore Town, Harbour Island, Bahamas
Description: Our Home was recently renovated and elegantly upgraded. Our location is Peaceful, Tropical and Secluded in Serene Triana Shores. Our Home is rich i... Learn More
Location: Dunmore Town, Harbour Island, Bahamas
Description: Our Home was recently renovated and elegantly upgraded. Our location is Peaceful, Tropical and Secluded in Serene Triana Shores. Our Home is rich i... Learn More
Rates
$195 - $600 night
$1395 - $4950 week
$195 - $600 night
$1395 - $4950 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Sosua, Sosua, Dominican Republic
Description: Spacious, ocean-view apartment in Sosua's finest condominium. Located in a quiet, upscale neighborhood, but just a few minutes walk from Playa Sosu... Learn More
Location: Sosua, Sosua, Dominican Republic
Description: Spacious, ocean-view apartment in Sosua's finest condominium. Located in a quiet, upscale neighborhood, but just a few minutes walk from Playa Sosu... Learn More
Rates
$500 - $700 week
$500 - $700 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Rates
$100 - $100 night
$600 - $600 week
$100 - $100 night
$600 - $600 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This five bedroom five and a half bathroom compound consists of two separate villas, each with a pool making this accommodation perfect for couples... Learn More
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This five bedroom five and a half bathroom compound consists of two separate villas, each with a pool making this accommodation perfect for couples... Learn More
Rates
$11245 - $46577 week
$11245 - $46577 week
Villa:
8 Bedroom, 8.5 Bathroom, Sleeps 16
Location: St. John, Virgin Islands, US Virgin Islands
Description: Great Expectations is different than most private villas which usually have one Master bedroom for the owners with the best amenities and view, plu... Learn More
Location: St. John, Virgin Islands, US Virgin Islands
Description: Great Expectations is different than most private villas which usually have one Master bedroom for the owners with the best amenities and view, plu... Learn More
Rates
$2375 - $15000 week
$2375 - $15000 week
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
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
$200 - $200 night
$1400 - $1600 week
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Rincon, West, Puerto Rico
Description: BARRERO BEACH HOUSE is a beach house... is not a hotel... is not a condo... is not a resort... BARRERO BEACH HOUSE is a lovely typical Puertorican ... Learn More
Location: Rincon, West, Puerto Rico
Description: BARRERO BEACH HOUSE is a beach house... is not a hotel... is not a condo... is not a resort... BARRERO BEACH HOUSE is a lovely typical Puertorican ... Learn More
Rates
$150 - $150 night
$850 - $850 week
$150 - $150 night
$850 - $850 week
Villa:
8 Bedroom, 10 Bathroom, Sleeps 20
Location: Cabrera, Mts, Dominican Republic
Description: Eight (8) spacious bedrooms overlooking the ocean, each individually air conditioned with full en suite bathrooms, provide luxury accommodations fo... Learn More
Location: Cabrera, Mts, Dominican Republic
Description: Eight (8) spacious bedrooms overlooking the ocean, each individually air conditioned with full en suite bathrooms, provide luxury accommodations fo... Learn More
Rates
$2200 - $3600 night
$15400 - $25200 week
$2200 - $3600 night
$15400 - $25200 week
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Willemstad, Curacao, Netherlands Antilles
Description: These beautiful two bedroom bungalows are embedded on a hilly area and a peaceful tropical setting. In just minutes away from different beaches suc... Learn More
Location: Willemstad, Curacao, Netherlands Antilles
Description: These beautiful two bedroom bungalows are embedded on a hilly area and a peaceful tropical setting. In just minutes away from different beaches suc... Learn More
Rates
$105 - $105 night
$735 - $735 week
$105 - $105 night
$735 - $735 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Tarpum Bay, Eleuthera, Bahamas
Description: Please enquire via www.BahamasBay.com or meToo@cryptoheaven.com as the email function on this site doesnt work! For a perfect family vacation, in p... Learn More
Location: Tarpum Bay, Eleuthera, Bahamas
Description: Please enquire via www.BahamasBay.com or meToo@cryptoheaven.com as the email function on this site doesnt work! For a perfect family vacation, in p... Learn More
Rates
$99 - $120 night
$594 - $840 week
$99 - $120 night
$594 - $840 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Punta Cana, Altagracia, Dominican Republic
Description: Casa Blanca is located within the luxury Punta Cana Resort & Club on the east coast of the Dominican Rep., home to no other than Oscar De La Renta,... Learn More
Location: Punta Cana, Altagracia, Dominican Republic
Description: Casa Blanca is located within the luxury Punta Cana Resort & Club on the east coast of the Dominican Rep., home to no other than Oscar De La Renta,... Learn More
Rates
$800 - $1400 night
$800 - $1400 night
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This beautiful villa is located in the Tortuga Bay neighborhood of the Punta Cana Resort & Club. The resort features three mi... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: This beautiful villa is located in the Tortuga Bay neighborhood of the Punta Cana Resort & Club. The resort features three mi... Learn More
Rates
$650 - $1150 night
$3900 - $4550 week
$650 - $1150 night
$3900 - $4550 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Sosua, Puerto Plata, Dominican Republic
Description: Lomas Mironas half acre Ocean View Villas Property Description Lomas Mironas is located on the north coast, centrally located on the main street b... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Lomas Mironas half acre Ocean View Villas Property Description Lomas Mironas is located on the north coast, centrally located on the main street b... Learn More
Rates
$175 - $200 night
$1000 - $1200 week
$175 - $200 night
$1000 - $1200 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Mystic Ridge was designed and built with quality lifestyle and love of beauty in mind. Perched high on a mountain ridge on its own private expanse... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Mystic Ridge was designed and built with quality lifestyle and love of beauty in mind. Perched high on a mountain ridge on its own private expanse... Learn More
Rates
$3150 - $5985 week
$3150 - $5985 week
Villa:
4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Rendezvous Bay, Anguilla, Anguilla
Description: Brand new to the villa scene, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of R... Learn More
Location: Rendezvous Bay, Anguilla, Anguilla
Description: Brand new to the villa scene, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of R... Learn More
Rates
$650 - $3100 night
$650 - $3100 night
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Ocean View Penthouse 3rd floor with elevator, Spectacular Views and relaxing sounds of the Atlantic Ocean. Enjoy totally equipp... Learn More
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Ocean View Penthouse 3rd floor with elevator, Spectacular Views and relaxing sounds of the Atlantic Ocean. Enjoy totally equipp... Learn More
Rates
$100 - $125 night
$600 - $700 week
$100 - $125 night
$600 - $700 week
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
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
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Back First floor apartment in a Colonial style house Sleep 2 guest: One bedroom with queen bed terrace Includes: -AC in Bedroom ( only) -Wirele... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Back First floor apartment in a Colonial style house Sleep 2 guest: One bedroom with queen bed terrace Includes: -AC in Bedroom ( only) -Wirele... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Apartment:
2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Rates
$108 - $135 night
$756 - $945 week
$108 - $135 night
$756 - $945 week
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 3
Location: San Juan, North, Puerto Rico
Description: Please Note: minimum 1-WEEK rental required, which can start on any day. Vintage (1930's), Deco, fully restored and equipped, located in the very h... Learn More
Location: San Juan, North, Puerto Rico
Description: Please Note: minimum 1-WEEK rental required, which can start on any day. Vintage (1930's), Deco, fully restored and equipped, located in the very h... Learn More
Rates
$920 - $920 week
$920 - $920 week
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