Perfect Places Vacation Rentals
Traveler Login Owner Login
Chinese (Traditional) Portugeuse Spanish Italian German French English

Caribbean Vacation Rentals

592 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:
Caribbean Vacation Rentals Central America Vacation Rentals South America Vacation Rentals Florida Vacation Rentals Jamaica Vacation Rentals Haiti Vacation Rentals Dominican Republic Vacation Rentals Bermuda Vacation Rentals Puerto Rico Vacation Rentals Trinidad and Tobago Vacation Rentals Margarita Island Vacation Rentals Aruba Vacation Rentals Netherlands Antilles Vacation Rentals Cayman Islands Vacation Rentals Bahamas Vacation Rentals Turks and Caicos Vacation Rentals Grenada Vacation Rentals Navassa Island Vacation Rentals St. Lucia Vacation Rentals Dominica Vacation Rentals St. Kitts Vacation Rentals St. Martin St. Vincent and The Grenadines Vacation Rentals Barbados Vacation Rentals Martinique Vacation Rentals Guadeloupe Vacation Rentals Montserrat Vacation Rentals Antigua & Barbuda Vacation Rentals St. Barts Vacation Rentals Anguilla Vacation Rentals US Virgin Islands Vacation Rentals British Virgin Islands Vacation Rentals
Central America Vacation Rentals
South America Vacation Rentals
Margarita Island Vacation Rentals
Puerto Rico Vacation Rentals
Jamaica Vacation Rentals
Florida Vacation Rentals
Bermuda Vacation Rentals
Haiti Vacation Rentals
Dominican Republic Vacation Rentals
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Top Cities
Listings 1 - 25 of 592
First Previous
1 2 3 4 5
Next Last


1 bedroom Vacation Rental Villa in Flamands - Ocean View
Villa: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Villa West Indies – Dreamy and fabulous, the 1 bedroom Villa West Indies boasts a panoramic seascape and embodies all that the exotic sound of its ... Learn More
Rates
$4312 - $11832 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Cupecoy
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
Rates
$350 - $500 night
$2450 - $4550 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


Studio Vacation Rental Condo in Christ Church - Ocean Front
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
Rates
$107 - $160 night
$749 - $1120 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Bavaro - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Bavaro, Punta Cana, Dominican Republic
Description: Ocean View condo of 1,722 SF for rent with huge balcony and roof terrace overlooking the white sandy Bavaro beaches with a pristine view of the cal... Learn More
Rates
$110 - $125 night
$700 - $910 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


5 bedroom Vacation Rental Villa in Sosua
Villa: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Sosua, Puerto Plata, Dominican Republic
Description: VILLA FLORA Villa Flora, a Superior Tropical Garden villa, is one of our most frequently requested villas! Enjoy the cool feeling of marble floors... Learn More
Rates
$1512 - $1512 night
$10535 - $10535 week


Non Smoking   Swimming Pool


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Villa in Red Pond Estates - Ocean View
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Red Pond Estates, St. Maarten, St. Maarten - St. Martin
Description: Crystal - Chic and modern 3 BR villa with amazing views of the ocean! Villa Crystal is a very chic and modern 3 bedroom, 3 1/2 bath private villa ... Learn More
Rates
$357 - $572 night
$2143 - $6500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
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
Rates
$330 - $715 night
$2310 - $5005 week


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Orient Bay
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Orient Bay, St. Martin, St. Maarten - St. Martin
Description: Luxurious 4 BR Villa with amazing 180 degree views of Orient Bay! Luxury 4 Bedroom, 4 1/2 bathroom villa located in the Orient Bay Belle Vue is p... Learn More
Rates
$600 - $729 night
$4200 - $12350 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Kitchen: Microwave, Stove/Oven. Dining Table 1 DVD PLAYER,1 VCR, 2 TVS, 2 CABLE BOXES, CD PLAYER 1 KING, 1 QUEEN & TWIN, SOFA SLEEPER Additional F... Learn More
Rates
$330 - $715 night
$2310 - $5005 week


View Details and Book Online Send Inquiry

Featured


5 bedroom Vacation Rental Villa in Corossol - Ocean View
Villa: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Corossol, St. Barts, St. Barths - St. Barts
Description: This five bedroom five and a half bathroom compound consists of two separate villas, each with a pool making this accommodation perfect for couples... Learn More
Rates
$11245 - $35332 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Bavaro - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Bavaro, Punta Cana, Dominican Republic
Description: Ocean View condo of 1,937 SF for rent with huge balcony plus roof terrace overlooking the white sandy Bavaro beaches with a pristine view of the ca... Learn More
Rates
$125 - $140 night
$805 - $1120 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Little Cayman
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
Rates
$500 - $718 night
$3500 - $5023 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Cupecoy
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin
Description: The Cliff at Cupecoy 6th Floor *a6*, Stay 7 pay 6 - Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Baths Oceanfront Condominium, on the 6th floor, wit... Learn More
Rates
$405 - $750 night
$2835 - $5250 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Sosua
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Sosua, Puerto Plata, Dominican Republic
Description: This exceptional vacation home has everything to vacation as a king Villa Diana A Dream Villa with exquisite space and location. This 4 bedroom ... Learn More
Rates
$992 - $1312 night
$6895 - $9135 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Home in St. John - Ocean View
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
Rates
$2900 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the action, water... Learn More
Rates
$181 - $263 night
$1267 - $1838 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Home in St. John - Ocean View
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
Rates
$2995 - $4795 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry

Featured


3 bedroom Vacation Rental Villa in Hope Town - Ocean Front
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hope Town, Abaco, Bahamas
Description: This unique home is a 5 minute walk south of the historical settlement of Hope Town. Its Atlantic Ocean setting overlooking the pink sand beach off... Learn More
Rates
$2520 - $2800 week


High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Apartment in Maxwell
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Maxwell, Christ Church, Barbados
Description: With its trendy nightclubs, local shops, and five-star restaurants, it's no surprise why St. Lawrence Gap is Barbados’ entertainment hot spot. But ... Learn More
Rates
$200 - $275 night


High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Apartment in Cap Cana - Ocean Front
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cap Cana, Punta Cana, Dominican Republic
Description: Punta Palmera - Cap Cana is a new and unique project located on the east coast of the Dominican Republic. Only ten minutes from Punta Cana Internat... Learn More
Rates
$175 - $400 night


Swimming Pool


View Details Send Inquiry



2 bedroom Vacation Rental Apartment in Borderline Condado -Ocean Park
Apartment: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Budget option Perfect for families that want to enjoy being in an authentic Puertorican neighborhood walking distance to Ocean Park Beach. The apar... Learn More
Rates
$75 - $105 night
$500 - $700 week


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Condado - Ocean View
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
Rates
$500 - $650 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



6 bedroom Vacation Rental Villa in English Harbour
Villa: 6 Bedroom, 6 Bathroom, Sleeps 18
Location: English Harbour, English Harbour, Antigua and Barbuda
Description: Villa Sariel is in a superb location with magnificent views over Falmouth Harbour. It has a private pool and a large sundeck with a 7 seater hot-tu... Learn More
Rates
$3500 - $11000 week


Pet Friendly   Swimming Pool   High-Speed Internet


View Details Send Inquiry



3 bedroom Vacation Rental Apartment in Juan Dolio - Beach Front
Apartment: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Juan Dolio, San Pedro de Macorix, Dominican Republic
Description: Beautifully decorated apartment located in the first floor of the most exclusive and upscale beach club condominium in the south coast of Dominican... Learn More
Rates
$250 - $350 night
$1400 - $2000 week


Pet Friendly   Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


View Details Send Inquiry



4 bedroom Vacation Rental Home in St. John - Ocean Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. John, St. John, US Virgin Islands
Description: Located on the southwest end of Hart Bay, this beachfront villa is a perfect villa for newlyweds, families and small groups. Convenient to the main... Learn More
Rates
$3675 - $6700 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry





Listings 1 - 25 of 592
First Previous
1 2 3 4 5
Next Last
Find additional Vacation Rentals: