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
Apartment:
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 - $1470 week
$140 - $210 night
$840 - $1470 week
Featured
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Marigot Bay’s deliciously private Villa La Tortue is the quintessential romantic haven and a perfect spot for a honeymoon or secluded getaway. New... Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Marigot Bay’s deliciously private Villa La Tortue is the quintessential romantic haven and a perfect spot for a honeymoon or secluded getaway. New... Learn More
Rates
$3549 - $11562 week
$3549 - $11562 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Regatta condo #203 consists of 2 bedrooms and 2 bathrooms and is approximately 1,200 sq. ft. The condo is fully equipped and tastefully furnished ... Learn More
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Regatta condo #203 consists of 2 bedrooms and 2 bathrooms and is approximately 1,200 sq. ft. The condo is fully equipped and tastefully furnished ... Learn More
Rates
$225 - $225 night
$1575 - $1575 week
$225 - $225 night
$1575 - $1575 week
Featured
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Christ Church, Christ Church, Barbados
Description: Superior island view studio Unit Description: These superior island view studios include a kitchenette, balcony/terrace, two twin beds or a king b... Learn More
Location: Christ Church, Christ Church, Barbados
Description: Superior island view studio Unit Description: These superior island view studios include a kitchenette, balcony/terrace, two twin beds or a king b... Learn More
Rates
$104 - $155 night
$728 - $1085 week
$104 - $155 night
$728 - $1085 week
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: Overlooking the incredible Caribbean Sea and within a mile of Cruz Bay, SeaCruz has a secluded and unparalleled view. By day, sunset, or night the... Learn More
Location: St. John, St. John, US Virgin Islands
Description: Overlooking the incredible Caribbean Sea and within a mile of Cruz Bay, SeaCruz has a secluded and unparalleled view. By day, sunset, or night the... Learn More
Rates
$2800 - $4300 week
$2800 - $4300 week
Featured
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Luxurious and exquisite! Mermaid Reef Villas are perfect for the discerning vacationer that appreciates the finer things in life! In the heart of ... Learn More
Location: Marsh Harbour, Central Abaco, Bahamas
Description: Luxurious and exquisite! Mermaid Reef Villas are perfect for the discerning vacationer that appreciates the finer things in life! In the heart of ... Learn More
Rates
$500 - $500 night
$3000 - $3000 week
$500 - $500 night
$3000 - $3000 week
Featured
Condo:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: EXCLUSIVE BENEFITS: The Cliff official rental office on site with professional personnel, personal check-in, use of our business center, concierge... Learn More
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: EXCLUSIVE BENEFITS: The Cliff official rental office on site with professional personnel, personal check-in, use of our business center, concierge... Learn More
Rates
$405 - $575 night
$2835 - $4025 week
$405 - $575 night
$2835 - $4025 week
Featured
Condo:
4 Bedroom, 4 Bathroom, Sleeps 10
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Poised in the central part of the famous Seven Mile Beach, this resort is situated in the most magnificent part of this beautiful beach and within ... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Poised in the central part of the famous Seven Mile Beach, this resort is situated in the most magnificent part of this beautiful beach and within ... Learn More
Rates
$666 - $820 night
$4664 - $5740 week
$666 - $820 night
$4664 - $5740 week
Featured
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: Villa Anaïs is a lovely 3 Bedroom/3 Bathroom Villa located in the gated community of Dawn Beach Estates. The villa offers nice oceanviews and view... Learn More
Location: Dawn Beach Estates, St. Maarten, St. Maarten - St. Martin
Description: Villa Anaïs is a lovely 3 Bedroom/3 Bathroom Villa located in the gated community of Dawn Beach Estates. The villa offers nice oceanviews and view... Learn More
Rates
$286 - $429 night
$1715 - $4500 week
$286 - $429 night
$1715 - $4500 week
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Very nice villa located in a peaceful and quiet area overlooking pool. Located within walking distance to the beach, tennis center, restaurants an... Learn More
Location: Humacao, East, Puerto Rico
Description: Very nice villa located in a peaceful and quiet area overlooking pool. Located within walking distance to the beach, tennis center, restaurants an... Learn More
Rates
$210 - $400 night
$1260 - $2800 week
$210 - $400 night
$1260 - $2800 week
Featured
Home:
7 Bedroom, 6 Bathroom, Sleeps 14
Location: Provo, Providenciales, Turks and Caicos Islands
Description: Named for "the beautiful life," Villa Bella Villa is located in the heart of the Turks and Caicos Islands. Villa Bella Vita is a very unique vacat... Learn More
Location: Provo, Providenciales, Turks and Caicos Islands
Description: Named for "the beautiful life," Villa Bella Villa is located in the heart of the Turks and Caicos Islands. Villa Bella Vita is a very unique vacat... Learn More
Rates
$2300 - $2300 night
$14500 - $14500 week
$2300 - $2300 night
$14500 - $14500 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: 1 Bedroom, 1.5 Baths Oceanfront Condominium, located on the 10th floor, with full panoramic view of the Caribbean Sea, lush garden, Simpson Bay lag... Learn More
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: 1 Bedroom, 1.5 Baths Oceanfront Condominium, located on the 10th floor, with full panoramic view of the Caribbean Sea, lush garden, Simpson Bay lag... Learn More
Rates
$350 - $500 night
$2450 - $3500 week
$350 - $500 night
$2450 - $3500 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull-out Queen Additional Features: Second Floor, ... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull-out Queen Additional Features: Second Floor, ... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the center of property. Bed configuration: Bedroom 1:... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the center of property. Bed configuration: Bedroom 1:... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 week
Featured
Villa:
4 Bedroom, 5 Bathroom, Sleeps 12
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Cana Playera is an architectural jewel that elevates tropical living to the highest level. Placed right behind the 7th ... Learn More
Location: Punta Cana, Punta Cana, Dominican Republic
Description: Property Description: Villa Cana Playera is an architectural jewel that elevates tropical living to the highest level. Placed right behind the 7th ... Learn More
Rates
$2500 - $4380 night
$17500 - $30660 week
$2500 - $4380 night
$17500 - $30660 week
Featured
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Villa Belle Vue is perched looking over the white sand beach of scenic Orient Bay on the Caribbean Island paradise of French St. Martin. Luxury 4 ... Learn More
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Villa Belle Vue is perched looking over the white sand beach of scenic Orient Bay on the Caribbean Island paradise of French St. Martin. Luxury 4 ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Humacao, East, Puerto Rico
Description: Crescent Beach has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond Vieques and sometime... Learn More
Location: Humacao, East, Puerto Rico
Description: Crescent Beach has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond Vieques and sometime... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 week
Featured
Villa:
4 Bedroom, 3 Bathroom, Sleeps 10
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking distance of two small resorts with restaurant,... Learn More
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking distance of two small resorts with restaurant,... Learn More
Rates
$500 - $718 night
$3500 - $5023 week
$500 - $718 night
$3500 - $5023 week
Featured
Villa:
4 Bedroom, 5 Bathroom, Sleeps 10
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: The 4 bedroom deluxe Safran is nicely situated hillside in the exclusive gated community of Domaine du Levant and offers beautiful views. A well-eq... Learn More
Location: Petit cul de Sac, St. Barts, St. Barths - St. Barts
Description: The 4 bedroom deluxe Safran is nicely situated hillside in the exclusive gated community of Domaine du Levant and offers beautiful views. A well-eq... Learn More
Rates
$9482 - $50690 week
$9482 - $50690 week
Featured
Home:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. John, St. John, US Virgin Islands
Description: High up on the hill overlooking beautiful Fish Bay, is a lovely yellow villa with light purple shutters. Welcome to Daffodil Villa, a lovely two b... Learn More
Location: St. John, St. John, US Virgin Islands
Description: High up on the hill overlooking beautiful Fish Bay, is a lovely yellow villa with light purple shutters. Welcome to Daffodil Villa, a lovely two b... Learn More
Rates
$2995 - $4050 week
$2995 - $4050 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views ... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views ... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 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
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:
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, 4.5 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
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