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:
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
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
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
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
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:
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
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: 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
Featured
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Humacao, East, Puerto Rico
Description: Right on the beach-what better location with grand ocean views from the terrace than this in Palmas Del Mar Resort!! The villa is set up for comfor... Learn More
Location: Humacao, East, Puerto Rico
Description: Right on the beach-what better location with grand ocean views from the terrace than this in Palmas Del Mar Resort!! The villa is set up for comfor... Learn More
Rates
$260 - $500 night
$1505 - $3500 week
$260 - $500 night
$1505 - $3500 week
Featured
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Location: Cabarete, Puerto Plata, Dominican Republic
Description: Property Description: Velero Beach Resort is a beachfront resort condo/hotel located on the northern coast of the Dominican Republic within the tow... Learn More
Rates
$350 - $1000 night
$2450 - $2450 week
$350 - $1000 night
$2450 - $2450 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:
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:
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
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Deve, St. Barts, St. Barths - St. Barts
Description: This gorgeous new 4 bedroom villa in Devé has so many special features it’s hard to know where to begin so let’s start as soon as you open the door... Learn More
Location: Deve, St. Barts, St. Barths - St. Barts
Description: This gorgeous new 4 bedroom villa in Devé has so many special features it’s hard to know where to begin so let’s start as soon as you open the door... Learn More
Rates
$22819 - $75964 week
$22819 - $75964 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
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
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
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 beautif... 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 beautif... Learn More
Rates
$110 - $180 night
$660 - $1080 week
$110 - $180 night
$660 - $1080 week
Featured
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: Privately situated on the hillside and boasting a lovely sea view, Villa Aurore provides the perfect haven for a group of friends or an extended fa... Learn More
Rates
$10939 - $52147 week
$10939 - $52147 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, 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
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
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
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:
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 underground parking. Located in a convenience location on Ashford Ave, wal... Learn More
Location: San Juan, North, Puerto Rico
Description: Converted to a 1 bedroom on high floor. There is 24 hour security. Has 1 underground parking. Located in a convenience location on Ashford Ave, wal... Learn More
Rates
$89 - $89 night
$550 - $550 week
$89 - $89 night
$550 - $550 week
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
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