Caribbean Vacation Rentals
517 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 (21)
- Bermuda (1)
- British VIrgin Islands (2)
- Cayman Islands (68)
- Dominican Republic (35)
- Jamaica (52)
- Netherlands Antilles (1)
- Puerto Rico (75)
- St. Barths - St. Barts (132)
- St. Lucia (10)
- St. Maarten - St. Martin (30)
- Turks and Caicos Islands (8)
- US Virgin Islands (27)
Top Cities
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:
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
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:
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:
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
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
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
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
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:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Rates
$30 - $83 night
$180 - $540 week
$30 - $83 night
$180 - $540 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
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:
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
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
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
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:
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
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:
2 Bedroom, 2 Bathroom, Sleeps 7
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment recently built. Fully-equipped kitchen with stainless steel stove, refrigerator and microwave, dining and living area, hu... Learn More
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment recently built. Fully-equipped kitchen with stainless steel stove, refrigerator and microwave, dining and living area, hu... Learn More
Rates
$85 - $125 night
$625 - $750 week
$85 - $125 night
$625 - $750 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
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
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd Floor 2 bedroom apartment. Sleep 4 guest: One bedroom with full bed one bedroom Queen beds Includes: -AC in Both Bedrooms ( only) -Wireles... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd Floor 2 bedroom apartment. Sleep 4 guest: One bedroom with full bed one bedroom Queen beds Includes: -AC in Both Bedrooms ( only) -Wireles... Learn More
Rates
$75 - $80 night
$555 - $595 week
$75 - $80 night
$555 - $595 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
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
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