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

Caribbean Vacation Rentals

593 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 593
First Previous
1 2 3 4 5
Next Last


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


4 bedroom Vacation Rental Villa in Colombier - Ocean View
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: The luxurious 4 bedroom Belle Bague leverages its perch high in the hills of Colombier and offers magnificent 270° views of the neighboring islands... Learn More
Rates
$21232 - $64707 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


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


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


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


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


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 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, 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


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


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


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: Beautifully decorated 2 bedroom Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean front condo. Comfortably sleeps 6 people. Direc... 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


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


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 Home in Ocho Rios - Ocean View
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 16
Location: Ocho Rios, Jamaica North Coast, Jamaica
Description: Surround yourself in luxury, and let your dedicated staff pamper you in your own private Villa. Ocean View have been the "home away from home" for... Learn More
Rates
$700 - $886 night
$1100 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



Studio Vacation Rental Villa in Port Antonio - Ocean View
Villa: Studio, 1 Bathroom, Sleeps 3
Location: Port Antonio, Jamaica North Coast, Jamaica
Description: The Fan sits nestled in an enchanted tropical forest where hummingbirds compete for airspace, feeding on vividly colored exotic flowers. This villa... Learn More
Rates
$190 - $250 night


High-Speed Internet


View Details Send Inquiry



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



Special Offer Aug 13 - Aug 31   New Bookings ! New Lower Rates for New Boo ...
1 bedroom Vacation Rental Apartment in Cruz Bay - Ocean Front
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Rates
$175 - $245 night


Non Smoking


View Details Send Inquiry



1 bedroom Vacation Rental Villa in Pointe Milou - Ocean View
Villa: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Always a very special villa, Bonbonniere will surely be sought after by those looking for a romantic hideaway. A garden path leads to a private lit... Learn More
Rates
$3455 - $5017 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Sapodilla Bay - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Sapodilla Bay, Providenciales, Turks and Caicos Islands
Description: Crystal Sands Villa is HUGE! The Beach Level Suite and the Penthouse Suite can be rented separately or together. Each Crystal Sands Villa Suite h... Learn More
Rates
$2950 - $9500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



4 bedroom Vacation Rental Home in Punta Cana - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Punta Cana, Altagracia, Dominican Republic
Description: Casa Blanca is located within the luxury Punta Cana Resort & Club on the east coast of the Dominican Rep., home to no other than Oscar De La Renta,... Learn More
Rates
$1200 - $1400 night
$7000 - $8400 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



6 bedroom Vacation Rental Cottage in Love Hill - Lake Front
Cottage: 6 Bedroom, 6 Bathroom, Sleeps 18
Location: Love Hill, Andros Island, Bahamas
Description: 4 - 600sq ft cottages & 40ft eatery Cabana on the Lake in 100 acre prime pine forest grounds. Nature lovers dream; blue holes in walking distance, ... Learn More
Rates
$2200 - $2500 week


Pet Friendly   High-Speed Internet


View Details Send Inquiry





Listings 1 - 25 of 593
First Previous
1 2 3 4 5
Next Last
Find additional Vacation Rentals: