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
Condo:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Vega Baja, North, Puerto Rico
Description: Beautiful, stylishly decorated,4/BA(2 full,2 half),3/BR Condo available for business or pleasure.This spacious 3 Level Condo is Centrally Located o... Learn More
Location: Vega Baja, North, Puerto Rico
Description: Beautiful, stylishly decorated,4/BA(2 full,2 half),3/BR Condo available for business or pleasure.This spacious 3 Level Condo is Centrally Located o... Learn More
Rates
$200 - $250 night
$1400 - $1700 week
$200 - $250 night
$1400 - $1700 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Rates
$10939 - $52147 week
$10939 - $52147 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
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
$200 - $375 night
$1225 - $2625 week
$200 - $375 night
$1225 - $2625 week
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: St. John, St. John, US Virgin Islands
Description: Inspired by British Colonial design, Villa Tesori is situated on approximately .78 acres, boasts over 2,000 square feet of outdoor living space and... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Inspired by British Colonial design, Villa Tesori is situated on approximately .78 acres, boasts over 2,000 square feet of outdoor living space and... Learn More
Rates
$6400 - $10400 week
$6400 - $10400 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Humacao, East, Puerto Rico
Description: Right on the beach-what better location with grand ocean views from the terrace than this in Palmas Del Mar Resort!! The villa is set up for comfor... Learn More
Location: Humacao, East, Puerto Rico
Description: Right on the beach-what better location with grand ocean views from the terrace than this in Palmas Del Mar Resort!! The villa is set up for comfor... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
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 beautif... 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 beautif... Learn More
Rates
$110 - $180 night
$660 - $1080 week
$110 - $180 night
$660 - $1080 week
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
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
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:
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
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
Apartment:
Studio, 1 Bathroom, Sleeps 3
Location: San Juan, North, Puerto Rico
Description: Studio apartment 4 blocks from the Ocean Park beach, located in a residential street. The adjacent Loiza Street has restaurants, shops, supermarket... Learn More
Location: San Juan, North, Puerto Rico
Description: Studio apartment 4 blocks from the Ocean Park beach, located in a residential street. The adjacent Loiza Street has restaurants, shops, supermarket... Learn More
Rates
$70 - $85 night
$490 - $595 week
$70 - $85 night
$490 - $595 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
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
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Beachfront apartment (2nd Floor). spectacular views and relaxing sounds of the Atlantic Ocean. Step out onto the glass front ba... Learn More
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Beachfront apartment (2nd Floor). spectacular views and relaxing sounds of the Atlantic Ocean. Step out onto the glass front ba... Learn More
Rates
$200 - $300 night
$1000 - $1600 week
$200 - $300 night
$1000 - $1600 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Condado, North, Puerto Rico
Description: Converted one bedroom condo in Condado area of San Juan, Puerto Rico. 24 hr. security, in-ground pool, wireless internet access in common areas, un... Learn More
Location: Condado, North, Puerto Rico
Description: Converted one bedroom condo in Condado area of San Juan, Puerto Rico. 24 hr. security, in-ground pool, wireless internet access in common areas, un... Learn More
Rates
$500 - $650 week
$500 - $650 week
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:
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:
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:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Rates
$350 - $1000 night
$2450 - $2450 week
$350 - $1000 night
$2450 - $2450 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Aguadilla, West, Puerto Rico
Description: We offer a luxurious and spacious two bedroom, two full bath Mediterranean Style Condo in a residential / tourist development known as Puerta del M... Learn More
Location: Aguadilla, West, Puerto Rico
Description: We offer a luxurious and spacious two bedroom, two full bath Mediterranean Style Condo in a residential / tourist development known as Puerta del M... Learn More
Rates
$150 - $165 night
$900 - $1100 week
$150 - $165 night
$900 - $1100 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, 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
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)
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
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