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:
Studio, 1 Bathroom, Sleeps 2
Location: Christ Church, Christ Church, Barbados
Description: Deluxe studio - ocean view Unit Description: Ocean view studios overlook the beach and the Caribbean Sea. The rooms offer an air conditioned bedro... Learn More
Location: Christ Church, Christ Church, Barbados
Description: Deluxe studio - ocean view Unit Description: Ocean view studios overlook the beach and the Caribbean Sea. The rooms offer an air conditioned bedro... Learn More
Rates
$250 - $390 night
$1750 - $2730 week
$250 - $390 night
$1750 - $2730 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 2
Location: Rodney Bay, Gros Islet, St. Lucia
Description: 2 bedroom suite beach-front Unit Description: This 2 bedroom/2.5 bathroom suite comes with one king bed, two queen beds, one queen sofa bed, bathr... Learn More
Location: Rodney Bay, Gros Islet, St. Lucia
Description: 2 bedroom suite beach-front Unit Description: This 2 bedroom/2.5 bathroom suite comes with one king bed, two queen beds, one queen sofa bed, bathr... Learn More
Rates
$535 - $640 night
$3745 - $4480 week
$535 - $640 night
$3745 - $4480 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 offers peace, quiet and priva... 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 offers peace, quiet and priva... Learn More
Rates
$277 - $349 night
$1937 - $2440 week
$277 - $349 night
$1937 - $2440 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
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Grandview offers spectacular views from its expansive beach. Located on the southern end of Seven Mile Beach, the resort is a few minutes from Geor... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Grandview offers spectacular views from its expansive beach. Located on the southern end of Seven Mile Beach, the resort is a few minutes from Geor... Learn More
Rates
$308 - $359 night
$2153 - $2511 week
$308 - $359 night
$2153 - $2511 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Beach Village 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: Beach Village 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
$210 - $400 night
$1260 - $2800 week
$210 - $400 night
$1260 - $2800 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Hillside in Pointe Milou, this lovely 2 bedroom villa boasts panoramic vistas and spectacular sunsets viewed from the terrace. An open floor plan ... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Hillside in Pointe Milou, this lovely 2 bedroom villa boasts panoramic vistas and spectacular sunsets viewed from the terrace. An open floor plan ... Learn More
Rates
$3490 - $10023 week
$3490 - $10023 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: What a location! Just minutes from Gustavia’s restaurants and shops, Lurin’s magnificent three bedroom Villa Fleur de Cactus has it all - space, l... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: What a location! Just minutes from Gustavia’s restaurants and shops, Lurin’s magnificent three bedroom Villa Fleur de Cactus has it all - space, l... Learn More
Rates
$16532 - $69490 week
$16532 - $69490 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, 7 Bathroom, Sleeps 10
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Rates
$11597 - $17590 week
$11597 - $17590 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Grace Bay Beach, Providenciales, Turks and Caicos Islands
Description: 2 bedroom/2 bathroom suite Unit Description: The 2,090 SF corner two-bedroom suite features a gracious double-door entrance foyer, expansive corne... Learn More
Location: Grace Bay Beach, Providenciales, Turks and Caicos Islands
Description: 2 bedroom/2 bathroom suite Unit Description: The 2,090 SF corner two-bedroom suite features a gracious double-door entrance foyer, expansive corne... Learn More
Rates
$696 - $949 night
$4872 - $6643 week
$696 - $949 night
$4872 - $6643 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:... Learn More
Rates
$143 - $200 night
$1001 - $1400 week
$143 - $200 night
$1001 - $1400 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's wit... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's wit... Learn More
Rates
$256 - $359 night
$1794 - $2511 week
$256 - $359 night
$1794 - $2511 week
Home:
4 Bedroom, 5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking distance of the popular Rum Point Club, a watersp... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking distance of the popular Rum Point Club, a watersp... Learn More
Rates
$538 - $692 night
$3767 - $4843 week
$538 - $692 night
$3767 - $4843 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 10
Location: Humacao, East, Puerto Rico
Description: Beautiful and bright, these villas enjoy one of the best views in Palmas Del Mar. Landscaped nature, sounds of falling water and turtles picking th... Learn More
Location: Humacao, East, Puerto Rico
Description: Beautiful and bright, these villas enjoy one of the best views in Palmas Del Mar. Landscaped nature, sounds of falling water and turtles picking th... Learn More
Rates
$325 - $650 night
$2100 - $4550 week
$325 - $650 night
$2100 - $4550 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
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
$140 - $210 night
$840 - $1260 week
$140 - $210 night
$840 - $1260 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Teak. Mahogany. Stainless steel. Bamboo wood...This newly reinvented villa combines local architecture with custom furnishings and art from around ... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Teak. Mahogany. Stainless steel. Bamboo wood...This newly reinvented villa combines local architecture with custom furnishings and art from around ... Learn More
Rates
$4935 - $17966 week
$4935 - $17966 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Freeport, GB, Bahamas
Description: 2 bedroom/ 2 bath Unit Description: This 1,000 sq. ft. unit features A/C, a full kitchen, large living and dining room, refrigerator, stove, micro... Learn More
Location: Freeport, GB, Bahamas
Description: 2 bedroom/ 2 bath Unit Description: This 1,000 sq. ft. unit features A/C, a full kitchen, large living and dining room, refrigerator, stove, micro... Learn More
Rates
$115 - $999 night
$805 - $6993 week
$115 - $999 night
$805 - $6993 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Situated hillside in St. Jean, the luxurious 4 bedroom Villa Lakshmi possesses a commanding panorama of the island including verdant Saline and its... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Situated hillside in St. Jean, the luxurious 4 bedroom Villa Lakshmi possesses a commanding panorama of the island including verdant Saline and its... Learn More
Rates
$14770 - $58915 week
$14770 - $58915 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: This lovely two bedroom hillside villa offers mountain and sea views, sunsets all year - and a sense of serenity. Guests are in vacation mode as so... Learn More
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: This lovely two bedroom hillside villa offers mountain and sea views, sunsets all year - and a sense of serenity. Guests are in vacation mode as so... Learn More
Rates
$6897 - $35180 week
$6897 - $35180 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Rio Grande, East, Puerto Rico
Description: 1 bedroom villa Unit Description: These 1 bedroom units have 1 king bed and 1 queen sofa bed in the living room and are furnished in warm earth to... Learn More
Location: Rio Grande, East, Puerto Rico
Description: 1 bedroom villa Unit Description: These 1 bedroom units have 1 king bed and 1 queen sofa bed in the living room and are furnished in warm earth to... Learn More
Rates
$170 - $250 night
$1190 - $1750 week
$170 - $250 night
$1190 - $1750 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 8
Location: Negril (Jamaica), JM, Jamaica
Description: Reef house lower level Unit Description: Our Reef House Villa is located 20 steps from the beach and has two bedrooms, three baths, living room, d... Learn More
Location: Negril (Jamaica), JM, Jamaica
Description: Reef house lower level Unit Description: Our Reef House Villa is located 20 steps from the beach and has two bedrooms, three baths, living room, d... Learn More
Rates
$276 - $403 night
$1932 - $2821 week
$276 - $403 night
$1932 - $2821 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The delightful 4 bedroom Villa Roc Flamands #8 has a stunning hillside location and a sweeping view of its namesake gorgeous beach. The glass enclo... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: The delightful 4 bedroom Villa Roc Flamands #8 has a stunning hillside location and a sweeping view of its namesake gorgeous beach. The glass enclo... Learn More
Rates
$8307 - $29540 week
$8307 - $29540 week
Condo:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: North Sound, Virgin Gorda, British VIrgin Islands
Description: 2 bedroom / 1 bathroom suite Unit Description: Our large comfortable suites have fully equipped kitchens, dining and living areas, A/C in the bedr... Learn More
Location: North Sound, Virgin Gorda, British VIrgin Islands
Description: 2 bedroom / 1 bathroom suite Unit Description: Our large comfortable suites have fully equipped kitchens, dining and living areas, A/C in the bedr... Learn More
Rates
$348 - $348 night
$2436 - $2436 week
$348 - $348 night
$2436 - $2436 week
Villa:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Designed with a contemporary flair in mind, this new luxurious two bedroom two and a half bathroom villa sits quietly on the hillside and looks out... Learn More
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Designed with a contemporary flair in mind, this new luxurious two bedroom two and a half bathroom villa sits quietly on the hillside and looks out... Learn More
Rates
$6545 - $30127 week
$6545 - $30127 week
Find additional Vacation Rentals:
