Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$540 - $1,100 /night
Sugar Kube
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Conceived for couples seeking sunshine and seclusion, Sugar Kube is the sweetest one-bedroom retreat. Only a stone’s throw from the beach and within walking distance of several restaurants, this contemporary villa has ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$540 - $1,500 /night
Sugar Cane Ridge 22
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $90.00 daily
Taxes: 12.5%
Taxes: 12.5%
$539 - $2,827 /night
N503 | Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior design’s beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony!).
I... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$539 - $2,827 /night
N503 | Sea View Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior designs beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony).
Insid... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$530 - $1,450 /night
La Casa del Jefe
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
La Casa del Jefe is a private villa in St. Martin that boasts a magnificent 180-degree view from Orient Bay to Grand Case. Due to its high elevation in Mont Vernon, no matter where you are in the property, you'll be trea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$529 - $1,286 /night
Dawn Beach
6 Bedroom Villa, 6 Bathrooms, Sleeps 13
This wonderful six-bedroom, six-bath villa overlooks beautiful Dawn Beach on the island of Sint Maarten. The villa is a short walk to the beach and is located in the gated community of Dawn Beach Estates. Dawn Beach Esta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$526 - $998 /night
2 BDM Rooftop Casita
2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
The spacious, stunning architect-designed private suites and casitas offer unwavering luxury with open floor plans that allow for a peaceful immersion with the wondrous sights and sounds of the exotic, ocean setting. Eac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$525 - $1,100 /night
Porters Place 13
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Step into the remarkable Porters Place 13, where a one-of-a-kind experience awaits you. This stunning property offers a truly unique experience, combining minimalist and modern designs with amenities that will make your ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$525 - $1,250 /night
Babylon Reef
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Welcome to Babylon Reef, a freshly renovated oceanfront villa, complete with a sundeck and private pool, situated directly on one of the best shallow snorkeling sites on the entire island. Protected by a coral reef, ther... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$525 - $800 /night
Artimino
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This is a very special residence known as Artimino, newly renovated with an interior designer! Enjoy one of the best locations within all of Porto Cupecoy. Considered the flagship of Porto Cupecoy, you are virtually surr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$525 - $1,100 /night
Corfu
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
This spacious three-bedroom, three and a half bathroom condo is perfect for friends traveling together as well as comfortable family celebrations.
You'll love the decor - luxuriously furnished and decorated in comfort... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$521 - $1,543 /night
Rosebud
2 Bedroom Villa, 1 Bathrooms, Sleeps 4
Located on Anse des Cayes overlooking the hills and the Caribbean Sea, Rosebud is a charming vacation rental nestled in the heart of lush vegetation. Well equipped with the best amenities and very functional, this three ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$520 - $1,900 /night
Villa Les Oliviers
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the peaceful setting of Terres Basses in St Martin, Villa Les Oliviers welcomes you into a refined, recently renovated space, ideal for family vacations or getaways with friends. This charming four-bedroom vil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$518 - $917 /night
Linga Awhile
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This three-bedroom casual cottage shares a delightful waterfront site with its neighbouring Villa, on the clear waters of Discovery Bay. Linga-Awile sits on a lovely, long, large lawn. Beyond the lawn and swimming pool i... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$515 - $1,100 /night
Bell'Mare
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Bell'Mare is Italian for the beautiful sea and that will be your view from this wonderful three-bedroom, three-bath beachfront villa. The home sits overlooking Dawn Beach, one of the nicest beaches on the island. Bell'ma... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$514 - $1,714 /night
Phoenix
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Rental villa Phoenix is a charming property located in Pointe Milou only a few minutes from the beach and shops. With a splendid view over the ocean and the surrounding islands, this two-bedroom house is the ideal place ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$510 - $1,300 /night
Jessamine
4 Bedroom House, 4 Bathrooms, Sleeps 8
Jessamine is a spacious and comfortable villa located on the serene West Coast of Barbados, offering a peaceful retreat amidst lush tropical gardens. The villa is tucked away at the end of a quiet cul-de-sac, just a ston... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$504 - $1,901 /night
Raisiniers
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Les Raisiniers is a charming Caribbean-style property ideally located on Flamands beach in a heavenly atmosphere. With its two bedrooms, sparkling swimming pool and wide spaces, villa Les Raisiniers i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$503 - $900 /night
Arcadia Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Arcadia is a welcoming and tranquil four-bedroom, four-bathroom hillside villa with a heated pool in the beautiful Villas of Oyster Pond (a private gated community) located on the Dutch side of the island and close... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$500 - $1,400 /night
Mullinover
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Discover the simplicity and charm of Mullinover in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$500 - $2,857 /night
Borderline
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Borderline is situated close to Grand Cul-de-Sac beach. The villa offers magnificent views over the lagoon.
Located at the rear of the villa, the pool, petanque court, and large deck are the perfect places to relax an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$500 - $1,071 /night
Botanist
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The inspiration for the newly completed Botanist apartment is a (fictional) botanist who lives in a compact home that reflects his love for nature. He studies the world of plants, reflects upon organic phenomena, and liv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$500 - $1,150 /night
Parnassus Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Discover luxury living at its... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$500 - $1,200 /night
266 Port St Charles
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Port St Charles 266 is a charming luxury two bedroom lagoon apartment perfect for your next holiday in Barbados. This wonderful unit has an open bright feel and offers panoramic ocean and marina views, which make it your... more
Additional Fees: Room Levy $17.50 daily, Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$500 - $1,929 /night
Villa Angelsmart
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Angelsmart in Saint Martin located in Mont Rouge, offers a panoramic view.
This stunning villa features 4 bedrooms, each with its ensuite bathroom. Three of the bedrooms are situated on the upper level, providin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$500 - $1,000 /night
Summertime
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Summertime at Silver Sands has a wonderful beach vibe, it benefits from cool sea breezes and is a relaxed and unfussy villa located on the renowned Silver Sands Beach Club, a collection of privately owned villas all over... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$500 - $1,400 /night
Schooner Bay 401 | Electra
2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Electra is a spacious two-bedroom apartment located within the luxurious Schooner Bay development. Located on the third floor, it offers stunning views of the free-form swimming pool, lush tropical gardens and the Caribb... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$500 - $929 /night
Sol Y Mar
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 8
Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, bars, branch style bakeries and the lapping turquoise waters of Simpson Bay - the heartbeat of the Du... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$500 - $930 /night
Golf Villa 8
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist.
All guests must register wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$500 - $1,200 /night
Royal Villa 19
3 Bedroom Townhome, 4 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%