Perfect Places Vacation Rentals
Traveler Login Owner Login

Caribbean Vacation Rentals

650 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 650
First Previous
1 2 3 4 5
Next Last


3 bedroom Vacation Rental Condo in Humacao
Condo: 3 Bedroom, 0 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Harbour Lakes is an inspiring new community located at the exclusive Palmas del Mar community, featuring a breathtaking scenery. Magnificent three... Learn More
Rates
$275 - $300 night
$1750 - $1925 week


Pet Friendly   Non Smoking   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 Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views of... 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 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 - $160 night
$805 - $1120 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Apartment in St. Peter
Apartment: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Peter, Barbados, Barbados
Description: 203 Heywoods Park, offers the best value for luxury accommodation at very affordable prices. On the island's North West Coast, Heywoods Park is a q... Learn More
Rates
$165 - $165 night
$1155 - $1155 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


2 bedroom Vacation Rental Villa in St. Barts - Ocean View
Villa: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Barts, St. Barts, St. Barths - St. Barts
Description: Located in scenic Pointe Milou, the perennially popular two bedroom Villa Cocoland is very nicely furnished. The privacy factor is a ten! The outd... Learn More
Rates
$7837 - $24757 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


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 - Ocean Front
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
Rates
$330 - $715 night
$2310 - $5005 week


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 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 - $130 night
$700 - $910 week


Non Smoking


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


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
$285 - $813 night
$1995 - $5691 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Home in Humacao
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Humacao, East, Puerto Rico
Description: Palmas Doradas has a spectacular view of Beautiful Gardens and its walking distance to the beach. Palmas Doradas is located next to Hotel and Casin... Learn More
Rates
$300 - $575 night
$2100 - $4025 week


Non Smoking   High-Speed Internet


View Details 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
$1137 - $1137 night
$7910 - $7910 week


Non Smoking   Swimming Pool


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
$140 - $329 night
$980 - $2303 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Villa in Toiny - Ocean View
Villa: 2 Bedroom, 3 Bathroom, Sleeps 5
Location: Toiny, St. Barts, St. Barths - St. Barts
Description: Guests describe this beautiful contemporary 2 bedroom villa as "cool" - and it is. The sleekly stylish neutral-toned furnishings are enhanced with ... Learn More
Rates
$3607 - $10270 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Cupecoy
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
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


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


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Sapphire Beach - Ocean Front
Condo: 1 Bedroom, 2 Bathroom, Sleeps 7
Location: Sapphire Beach, St. Thomas, US Virgin Islands
Description: Beachfront Luxury Duplex, 1+1 Bedroom (Queen Murphy in Living Rm), 2 Bath Ritz Carlton Guests Welcome! Deluxe Beachfront Duplex Villa @ Sapphire B... Learn More
Rates
$225 - $450 night


Non Smoking   Swimming Pool   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



2 bedroom Vacation Rental Apartment in Borderline Condado -Ocean Park
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
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



3 bedroom Vacation Rental Villa in Sosua - Cabarete - Ocean Front
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Sosua - Cabarete, Puerto Plata, Dominican Republic
Description: Villa Playa Laguna is a spacious 325 sq. m. (3,498 sq. ft.) seaside villa with cathedral ceilings, set in a 1,500 sq. m. (16,175 sq. ft.)lot, surro... Learn More
Rates
$1300 - $2200 week


Pet Friendly   Swimming Pool   High-Speed Internet


View Details Send Inquiry





Listings 1 - 25 of 650
First Previous
1 2 3 4 5
Next Last
Find additional Vacation Rentals: