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:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Punta Cana, Punta Cana, Dominican Republic
Description: 4 Bedroom Villa | Luxury Collection | Private Beach | Golf View | Family Resort | Entertainment | Marina Property Description: This beautiful vill... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: 4 Bedroom Villa | Luxury Collection | Private Beach | Golf View | Family Resort | Entertainment | Marina Property Description: This beautiful vill... Learn More
Rates
$1460 - $2180 night
$8760 - $8760 week
$1460 - $2180 night
$8760 - $8760 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
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Montego Bay, Montego Bay, Jamaica
Description: * Includes: 24/7 trip advisor concierge care from online booking continuously until your homecoming * Air conditioned bedrooms * Unlimited Internet... Learn More
Location: Montego Bay, Montego Bay, Jamaica
Description: * Includes: 24/7 trip advisor concierge care from online booking continuously until your homecoming * Air conditioned bedrooms * Unlimited Internet... Learn More
Rates
$142 - $162 night
$994 - $1134 week
$142 - $162 night
$994 - $1134 week
Condo:
3 Bedroom, 5 Bathroom, Sleeps 8
Location: Juan Dolio, Juan Dolio, Dominican Republic
Description: Property Description: Marbella is the newest beachfront luxury condominium development located in the resort town of Juan Dolio, Dominican Republic... Learn More
Location: Juan Dolio, Juan Dolio, Dominican Republic
Description: Property Description: Marbella is the newest beachfront luxury condominium development located in the resort town of Juan Dolio, Dominican Republic... Learn More
Rates
$580 - $720 night
$4060 - $5040 week
$580 - $720 night
$4060 - $5040 week
Villa:
6 Bedroom, 5 Bathroom, Sleeps 14
Location: Runaway Bay, St. Ann, Jamaica
Description: Sevilla Villa is a luxury villa overlooking a championship golf course and the Caribbean sea with access to a private residents beach only five min... Learn More
Location: Runaway Bay, St. Ann, Jamaica
Description: Sevilla Villa is a luxury villa overlooking a championship golf course and the Caribbean sea with access to a private residents beach only five min... Learn More
Rates
$375 - $920 night
$2620 - $6390 week
$375 - $920 night
$2620 - $6390 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
Home:
1 Bedroom, 2 Bathroom, Sleeps 3
Location: Humacao, East, Puerto Rico
Description: The second floor villa is one of the few beach front villas at Palmas Del Mar. It is located in a private, gated complex known as The Beach Village... Learn More
Location: Humacao, East, Puerto Rico
Description: The second floor villa is one of the few beach front villas at Palmas Del Mar. It is located in a private, gated complex known as The Beach Village... Learn More
Rates
$175 - $325 night
$1050 - $2275 week
$175 - $325 night
$1050 - $2275 week
Villa:
4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Castries, St. Lucia, St. Lucia
Description: Saint lucia 7000 sq. ft. villa perched high on a breezy ridge in st lucia. Gateway Villas has one to four bedroom villas available in the Cap Estat... Learn More
Location: Castries, St. Lucia, St. Lucia
Description: Saint lucia 7000 sq. ft. villa perched high on a breezy ridge in st lucia. Gateway Villas has one to four bedroom villas available in the Cap Estat... Learn More
Rates
$250 - $420 night
$250 - $420 night
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:
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
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Location: Humacao, East, Puerto Rico
Description: Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and somet... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 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:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: Villa La Plage is aptly named, as it sits right on beautiful Lorient Beach. If you are strolling along and know where to look, you will discover a ... Learn More
Location: Lorient, St. Barts, St. Barths - St. Barts
Description: Villa La Plage is aptly named, as it sits right on beautiful Lorient Beach. If you are strolling along and know where to look, you will discover a ... Learn More
Rates
$47082 - $188165 week
$47082 - $188165 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
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
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
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, 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:
6 Bedroom, 6 Bathroom, Sleeps 14
Location: St. John, St. John, US Virgin Islands
Description: Securely snuggled into the verdant green hillside of Bordeaux Mountain, Estate Chateau Margot is situated on Bordeaux's eastern slope, approximatel... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Securely snuggled into the verdant green hillside of Bordeaux Mountain, Estate Chateau Margot is situated on Bordeaux's eastern slope, approximatel... Learn More
Rates
$4400 - $9400 week
$4400 - $9400 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
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:
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 parking. Located in a convenience location by Isla Verde Ave., walking dis... Learn More
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 parking. Located in a convenience location by Isla Verde Ave., walking dis... Learn More
Rates
$89 - $89 night
$550 - $550 week
$89 - $89 night
$550 - $550 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/Bath ground floor villa situated in one of the f... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/Bath ground floor villa situated in one of the f... Learn More
Rates
$315 - $550 night
$2200 - $3500 week
$315 - $550 night
$2200 - $3500 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: Stunning ocean views are the first sight for the Waterklip visitor. Entering from the quite street above, through the impressive electronic gate, ... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Stunning ocean views are the first sight for the Waterklip visitor. Entering from the quite street above, through the impressive electronic gate, ... Learn More
Rates
$1925 - $2275 week
$1925 - $2275 week
Home:
4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Punta Cana, Altagracia, Dominican Republic
Description: Villa Caleón is a luxury ocean front villa located within one of the most exclusive resorts in the Dominican Rep. named Cap Cana. The villa is loca... Learn More
Location: Punta Cana, Altagracia, Dominican Republic
Description: Villa Caleón is a luxury ocean front villa located within one of the most exclusive resorts in the Dominican Rep. named Cap Cana. The villa is loca... Learn More
Rates
$1600 - $2400 night
$1600 - $2400 night
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