Caribbean Vacation Rentals
513 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 (52)
- 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:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Gabriela is located In the Arrecife neighborhood (the back nine of the 'La Cana' Golf Course) of the Punta Cana Resort ... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Gabriela is located In the Arrecife neighborhood (the back nine of the 'La Cana' Golf Course) of the Punta Cana Resort ... Learn More
Rates
$2370 - $3130 night
$14220 - $14220 week
$2370 - $3130 night
$14220 - $14220 week
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
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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Location: St. Jean, St. Barts, St. Barths - St. Barts
Description: Located high on the St. Jean hillside, the 2 bedroom Villa Aquamarine is simple, easy - and very nice. The view is outstanding and it is only minut... Learn More
Rates
$3772 - $12960 week
$3772 - $12960 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:
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:
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
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:
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
Special Offer Jan 6 - Feb 1 ***CAR INCLUDED***A Daihatsu Terios type of rental ...
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: A sumptuous slice of palm-shaded paradise on beautiful Lorient Bay, Villa Palm Beach is surrounded by sand and tropical foliage. The villa is aptly... Learn More
Rates
$35332 - $199915 week
$35332 - $199915 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Cruz Bay, St. John, US Virgin Islands
Description: Best value on St. John! Newly renovated interior, clean, fresh and conveniently located. Two bedrooms- queen bed, 2 twins (put together for another... Learn More
Location: Cruz Bay, St. John, US Virgin Islands
Description: Best value on St. John! Newly renovated interior, clean, fresh and conveniently located. Two bedrooms- queen bed, 2 twins (put together for another... Learn More
Rates
$175 - $175 night
$1250 - $1250 week
$175 - $175 night
$1250 - $1250 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
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean front condo.Comfortably sleeps 6 people. Direct walk out to the beach and pool a... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean front condo.Comfortably sleeps 6 people. Direct walk out to the beach and pool a... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Pigeon Cay, Cat Island, Bahamas
Description: The Boathouse is a custom built, Bahamian-style home set on a privately owned 3 1/4 acre property. The acreage runs from the ocean to the bay with ... Learn More
Location: Pigeon Cay, Cat Island, Bahamas
Description: The Boathouse is a custom built, Bahamian-style home set on a privately owned 3 1/4 acre property. The acreage runs from the ocean to the bay with ... Learn More
Rates
$1350 - $1350 week
$1350 - $1350 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
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, 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
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Rates
$180 - $226 night
$1260 - $1582 week
$180 - $226 night
$1260 - $1582 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
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
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:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 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
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
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
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