Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$550 - $2,200 /night
Easy Reach
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
Easy Reach is a charming beach villa located on the famous Mullins Beach in Barbados. The villa features three bedrooms an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$550 - $2,200 /night
Sunset Reach
3 Bedroom House, 3 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
A gorgeous little family friendly-villa awaits you in paradise. Sunset Reach is a charming beachfront three-bedroom, vacat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$550 - $1,629 /night
Costa Nova
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Castaway to Villa Costa Nova, a modern two-bedroom villa located in Gouverneur, St. Barts.
This hillside villa is within minutes of the beach and enjoys spectacular sunsets and views over the Caribbean sea toward the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$550 /night
Serene Villa
2 Bedroom Villa, 3 Bathrooms, Sleeps 6
This newly renovated two-bedroom two and a half bathroom home is located directly on the Chalk Sound just 30 seconds from the beautiful Sapodilla Bay Beach. The home offers a beautiful view of the sound, a private swimmi... more
Additional Fees: Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$550 - $1,300 /night
Tara
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tara is a tastefully furnished three story, four-bedroom, four-bathroom villa located in Sunset Crest, St. James, Barbados. Sunset Crest is a charming community of villas, homes, and condominiums next to prestigious Sand... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$550 - $1,450 /night
Christmas Palms
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$543 - $1,429 /night
Caza Lili
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The charming villa Caza Lili is a property located in Lorient close to a lovely beach. Nestled in the heart of the tropical vegetation and blown by the gentle trade winds, this one-bedroom vacation rental with swimming p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$540 /night
Secret Cove 1
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Secret Cove is a delightful cluster of four vacation rental villas, nestled on a cliff with its own small and intimate beach along the West Coast of the island. These attractive two-bedroom apartments are set among lush ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$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 - $1,375 /night
La Maison L'ile
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Discover the boho-chic elegance in this six-bedroom, five-bathroom villa located within Dawn Beach Estate's gated community. With a capacity for 12 guests, the villa boasts a stylish blend of comfort and sophistication. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$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
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... 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, just 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... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$525 - $1,100 /night
Corfu
3 Bedroom Apartment, 3 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%
$511 - $1,200 /night
Villa Madinina
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Madinina, is a charming Caribbean villa located in the Terres Basses gated community in Saint Martin.
Renovated in 2022, this villa with a totally uncluttered style, will offer you a haven of peace for an enchan... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$510 - $1,100 /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%
$507 - $929 /night
Bashert Cottage
2 Bedroom Cottage, 2 Bathrooms, Sleeps 4
Bashert Cottage is a two-bed, two-bath villa located right on the water in the beautiful Chalk Sound National Park.
This villa has its own small private beach and is located about two minutes away from Sapodilla Bay a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$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%