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
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Mullins, Saint Peter, Barbados
Description: Mullins View At Mullins Bay, Mullins, St. Peter, Barbados This spacious, 4bdrm/4 bthrm villa is impeccably furnished, has a comfortable living are... Learn More
Location: Mullins, Saint Peter, Barbados
Description: Mullins View At Mullins Bay, Mullins, St. Peter, Barbados This spacious, 4bdrm/4 bthrm villa is impeccably furnished, has a comfortable living are... Learn More
Rates
$500 - $1000 night
$500 - $1000 night
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
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 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:
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
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vaca... Learn More
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vaca... Learn More
Rates
$310 - $650 night
$2190 - $4340 week
$310 - $650 night
$2190 - $4340 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: First floor apartment in a Colonial style house Sleep 4 guest: One bedroom with full bed 2 twin beds in the living room area. Includes: -AC in Be... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: First floor apartment in a Colonial style house Sleep 4 guest: One bedroom with full bed 2 twin beds in the living room area. Includes: -AC in Be... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Home:
5 Bedroom, 4 Bathroom, Sleeps 10
Location: St. John, St. John, US Virgin Islands
Description: Built in 1999 Casa Luna is a unique 5 bedroom Caribbean style home. Consisting of three levels this very private and easily accessible villa is lo... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Built in 1999 Casa Luna is a unique 5 bedroom Caribbean style home. Consisting of three levels this very private and easily accessible villa is lo... Learn More
Rates
$2900 - $6250 week
$2900 - $6250 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 underground parking. Located in a convenience location on Ashford Ave, wal... Learn More
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 underground parking. Located in a convenience location on Ashford Ave, wal... Learn More
Rates
$89 - $89 night
$550 - $550 week
$89 - $89 night
$550 - $550 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 7
Location: Loiza, East, Puerto Rico
Description: Enjoy an unforgettable Caribbean Vacation in this beautiful apartment fully equipped, A/C Central, LCD 37 inch, Two TV sets with Cable TV, PlayStat... Learn More
Location: Loiza, East, Puerto Rico
Description: Enjoy an unforgettable Caribbean Vacation in this beautiful apartment fully equipped, A/C Central, LCD 37 inch, Two TV sets with Cable TV, PlayStat... Learn More
Rates
$150 - $175 night
$1000 - $1150 week
$150 - $175 night
$1000 - $1150 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Aguadilla, West, Puerto Rico
Description: Come and enjoy fun, adventure, and relaxation at this stylish retreat located in award winning residential/vacation community known as Puerta del M... Learn More
Location: Aguadilla, West, Puerto Rico
Description: Come and enjoy fun, adventure, and relaxation at this stylish retreat located in award winning residential/vacation community known as Puerta del M... Learn More
Rates
$150 - $200 night
$1050 - $1200 week
$150 - $200 night
$1050 - $1200 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocho Rios, St. Ann, Jamaica
Description: The Apartment is within on hour of the airport, with some of the best beaches in Ocho Rios. Gleaming three storey 'castles' cluster around tropical... Learn More
Location: Ocho Rios, St. Ann, Jamaica
Description: The Apartment is within on hour of the airport, with some of the best beaches in Ocho Rios. Gleaming three storey 'castles' cluster around tropical... Learn More
Rates
£60 - £75 night
£455 - £525 week
(in United Kingdom Pounds)
£60 - £75 night
£455 - £525 week
(in United Kingdom Pounds)
Special Offer Mar 15 - Mar 31 DISCOUNTS
1. Baby Boomers, Firefighters, Teacher ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Rates
$195 - $245 night
$1000 - $1200 week
$195 - $245 night
$1000 - $1200 week
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Long Bay, Portland, Jamaica
Description: This cottage, with its large surrounding wooden balcony, overlooks the Caribbean Sea. The sunrise with its colours of the ocean and green mountai... Learn More
Location: Long Bay, Portland, Jamaica
Description: This cottage, with its large surrounding wooden balcony, overlooks the Caribbean Sea. The sunrise with its colours of the ocean and green mountai... Learn More
Rates
$60 - $80 night
$420 - $560 week
$60 - $80 night
$420 - $560 week
Villa:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Sosua, Puerto Plata, Dominican Republic
Description: The villa is located within Residencial with 24-hour security, electricity, water, cable, TV and wireless internet. This new modern villa includin... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: The villa is located within Residencial with 24-hour security, electricity, water, cable, TV and wireless internet. This new modern villa includin... Learn More
Rates
$360 - $360 night
$1914 - $1914 week
$360 - $360 night
$1914 - $1914 week
Apartment:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Rates
$100 - $285 night
$700 - $2000 week
$100 - $285 night
$700 - $2000 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
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment in a recently built Beachfront complez in the historic town of Loiza, located between San Juan and Luquillo, And close to... Learn More
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment in a recently built Beachfront complez in the historic town of Loiza, located between San Juan and Luquillo, And close to... Learn More
Rates
$125 - $150 night
$600 - $650 week
$125 - $150 night
$600 - $650 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
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
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
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Rates
$95 - $140 night
$600 - $900 week
$95 - $140 night
$600 - $900 week
Villa:
3 Bedroom, 5 Bathroom, Sleeps 6
Location: St. John, St. John, US Virgin Islands
Description: Cinnamon Stones sits high on the hillside of Estate Catherineberg, a small prestigious community of luxury villas, surrounded by the Virgin Islands... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Cinnamon Stones sits high on the hillside of Estate Catherineberg, a small prestigious community of luxury villas, surrounded by the Virgin Islands... Learn More
Rates
$4400 - $5400 week
$4400 - $5400 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. John, St. John, US Virgin Islands
Description: Welcome to the amazing "Allesandra" A three bedroom three bath luxury villa located in upper Estate Chocolate Hole. Fully equipped with all the am... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Welcome to the amazing "Allesandra" A three bedroom three bath luxury villa located in upper Estate Chocolate Hole. Fully equipped with all the am... Learn More
Rates
$3100 - $5900 week
$3100 - $5900 week
Villa:
6 Bedroom, 6 Bathroom, Sleeps 12
Location: Treasure Beach, St. Elizabeth, Jamaica
Description: Marblue Verandah Villa - your home away from home. Enjoy Jamaican Hospitality with calm winds sweeping you away from your daily troubles. Have your... Learn More
Location: Treasure Beach, St. Elizabeth, Jamaica
Description: Marblue Verandah Villa - your home away from home. Enjoy Jamaican Hospitality with calm winds sweeping you away from your daily troubles. Have your... Learn More
Rates
$2550 - $5350 week
$2550 - $5350 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
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