Perfect Places Vacation Rentals
Traveler Login Owner Login

Caribbean Vacation Rentals

661 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 661
First Previous
1 2 3 4 5
Next Last


1 bedroom Vacation Rental Villa in Humacao
Villa: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Humacao, East, Puerto Rico
Description: Located along the beach, the Beach Village is one of the most picturesque sections of Palmas del Mar, which in total is quite beautiful, with tropi...
Rates
$175 - $325 night
$1050 - $2275 week


Non Smoking   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: ...
Rates
$380 - $715 night
$2660 - $5005 week


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...
Rates
$380 - $715 night
$2660 - $5005 week


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Villa in Red Pond Estates - Ocean View
Villa: 3 Bedroom, 3.5 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 ...
Rates
$357 - $572 night
$2143 - $6500 week


Non Smoking   Swimming Pool   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 ...
Rates
$1244 - $1581 night
$7976 - $10389 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Lurin - Ocean View
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Luxurious and very private, Au Soleil is beautifully situated high in the hills of Lurin. Its 4 bedrooms (3 kings and a queen) have baths en suite,...
Rates
$11832 - $44732 week


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: White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definition of “Caribbean paradise” with its white sand,...
Rates
$140 - $329 night
$980 - $2303 week


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...
Rates
$1424 - $1813 night
$9145 - $11985 week


Non Smoking   Swimming Pool


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Villa in Colombier - Ocean View
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Colombier, St. Barts, St. Barths - St. Barts
Description: Guests enjoy the sensational sea view over Flamands as well as ultimate privacy at Villa Kuban, a beautiful, contemporary three bedroom three and a...
Rates
$9952 - $30867 week


High-Speed Internet


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Home in Humacao - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Humacao, East, Puerto Rico
Description: Marbella Club situated in the back of Palmas Del Mar, the most exclusive Ocean Front community; the grounds are direct on the Ocean Front, have Ama...
Rates
$375 - $900 night
$2450 - $5250 week


Non Smoking   High-Speed Internet


View Details Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Orient Bay
Villa: 4 Bedroom, 4.5 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...
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 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...
Rates
$2995 - $4795 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Cupecoy
Condo: 1 Bedroom, 1.5 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...
Rates
$405 - $750 night
$2835 - $5250 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in Cupecoy
Condo: 1 Bedroom, 1.5 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...
Rates
$350 - $500 night
$2450 - $4550 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...
Rates
$155 - $165 night
$1085 - $1155 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...
Rates
$2900 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details 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...
Rates
$95 - $250 night
$630 - $910 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Villa in Little Cayman
Villa: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on small and quiet Little Cayman, with s...
Rates
$285 - $813 night
$1995 - $5691 week


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...
Rates
$113 - $160 night
$791 - $1120 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in St. Thomas - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Thomas, St. Thomas, US Virgin Islands
Description: Beautifully Renovated Corner Suite. Sweeping Views! Resort Rental. Point Pleasant Resort manages our villa for us. Resort managed villas provide t...
Rates
$217 - $550 night
$1791 - $2809 week


Non Smoking


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...
Rates
$120 - $300 night
$805 - $1120 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


1 bedroom Vacation Rental Condo in St. Thomas - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Thomas, St. Thomas, US Virgin Islands
Description: Point Pleasant Resort manages our villa for us. Resort managed villas provide the best Point Pleasant vacation value and service. Only resort gues...
Rates
$217 - $550 night
$1791 - $2809 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Apartment in Borderline Condado -Ocean Park
Apartment: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Two bedroom small apartment with queen bed in one room and full bed in other room. 2nd floor (stairs access) apartment in a Colonial style house ...
Rates
$75 - $95 night
$525 - $665 week


View Details and Book Online Send Inquiry



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: Stunning ocean views are the first sight for the Waterklip visitor. Entering from the quite street above, through the impressive electronic gate, ...
Rates
$1925 - $2275 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Pigeon Cay - Beach Front
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Pigeon Cay, Cat Island, Bahamas
Description: The Boathouse is a custom built, Bahamian-style home set on a privately owned 3 1/4 acre property. The acreage runs from the ocean to the bay with ...
Rates
$225 - $225 night
$1350 - $1350 week


High-Speed Internet


View Details Send Inquiry





Listings 1 - 25 of 661
First Previous
1 2 3 4 5
Next Last
Find additional Vacation Rentals: