Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$700 - $2,714 /night
Wastra
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in the center of Gustavia, the luxurious villa Wastra combines a refined decoration with luxurious facilities. Only a few minutes from the beach, restaurants and stores, this two-bedroom vacation home is ideal fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$695 - $1,995 /night
Willow Beach
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Along the quiet North Side of Grand Cayman is where you will find this newly-built and freshly decorated bespoke villa. Welcome to Willow Beach!
This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlook... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,300 /night
Tortuga B38 | Casamado
4 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $100.00 flat
Taxes: 18%
Taxes: 18%
$695 - $2,150 /night
Casa Luna 17
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning l... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 16
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning l... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 15
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landscape desi... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,250 /night
In Harmony
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Escape to In Harmony, a serene oceanfront villa in Bodden Town, just 20-25 minutes from the airport. This spacious 4-bedroom vacation villa is perfect for families and friends seeking an unforgettable getaway with at-hom... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,150 /night
Casa Luna 4
3 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Casa Luna 4, a luxurious and intimate resort-style community nestled along the coastline just south of Seven Mile Beach. Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winnin... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $1,495 /night
Fingertip
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Fingertip sits directly on the waterfront at the end of a sandy point in Cayman Kai along the island's north coast. Walkable to the restaurants and waters ports at Rum Point Beach and The Kaibo, Fingertip is an excellent... more
Additional Fees: Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 28%
Taxes: 28%
$695 - $1,195 /night
Brise De Mer
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Let the stunning vista and ocean view entice and captivate you. Welcome to Brise De Mer a three-floor villa situated at Saline Pointe in the exclusive Cap Estate community. This property comes equipped with a private poo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$695 - $1,300 /night
Claridges 10
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
No. 10 Claridges is a luxurious 3-bedroom, 3.5-bathroom holiday villa located on the esteemed West Coast of Barbados, just moments away from the pristine white sands of Gibbs Beach.
Designed by renowned local architec... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$686 - $2,643 /night
Allegra
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Allegra is luxury living at its finest, this exquisite five-bedroom villa is situated on the serene shores of the picturesque Simpson Bay Lagoon in Sint Maarten; with breathtaking views of the Caribbean Sea. Boasti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$686 - $1,786 /night
Maison Dodo
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located on the heights of Pointe Milou, the charming vacation rental Maison Dodo opens onto a spectacular view over the ocean, the bay of Lorient and the surrounding islands, the perfect place to enjoy the unforg... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$686 - $2,500 /night
Z'Abricot
6 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Villa Z'Abricot, a charming and versatile property offering an array of amenities for a delightful and diverse stay. With six bedrooms and four bathrooms, this villa provides ample space and comfort for guests... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$683 - $2,160 /night
Legacy Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$683 - $775 /night
Smugglers Nest
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Nestled atop a secluded cliffside overlooking the breathtaking Smuggler’s Cove in Cap Estate, Saint Lucia, Smuggler's Nest Villa offers an unrivalled retreat. This stunning 2-bed, 2.5-bath villa exudes romance and luxu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 1.5%
Taxes: 1.5%
$681 - $3,409 /night
Villa Les Acajous
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in St-Jean, the charming rental villa Les Acajous offers a breathtaking view over the bay and the surrounding islands. Nestled on a hillside in a quiet and very private environment, this vacation home is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$676 /night
Villa Coral Breeze
5 Bedroom Apartment, 3 Bathrooms, Sleeps 10
Villa Coral Breeze is a 5-bedroom, 3 bath, 2-story, beachfront penthouse condo with unbeatable beach and ocean views! NOTE: Access to the condo requires climbing one flight of stairs, as there is no elevator available.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$676 /night
Tropical Oasis Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$675 - $1,700 /night
40 Westmoreland Hills
4 Bedroom Apartment, 4 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
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,750 /night
The White House at Porters Place
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the prestigious Porters Place development, The White House at Porters Place offers three or four bedrooms and is just moments from the vibrant center of Holetown. Step into this modern yet tropical paradise an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,500 /night
Leamington Beach Cottage
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Please note the beach experiences seasonal fluctuations in its accessibility.
Welcome to Leamington Beach Cottage, an intimate retreat, well-suited for couples and honeymooners seeking an enchanting e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,520 /night
Claridges 6 | Salt Life
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Salt Life at Claridges epitomizes contemporary living in the tropics. This two-story, three-bedroom Barbados holiday home boasts a modern interior, including a fully equipped kitchen, open-plan living and dining area, an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,300 /night
Merlin Bay 6 | Firefly
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Merlin Bay is a delightful Mediterranean-style beachfront development located within the exclusive area of The Garden, St. James. Firefly is one of just eight townhouses surrounding a lagoon-style swimming pool and offer... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,340 /night
Nutmeg
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Merlin Bay, Nutmeg is a well-appointed, beautiful beachfront villa set in a small cluster of eight units, surrounded by lush tropical landscaping with a large communal swimming pool. On the entry-level of this two-storey... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,300 /night
Merlin Bay 3 | Hibiscus
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Hibiscus is a lovely Mediterranean-style villa, boasting stunning beach views and offering the same privacy, seclusion and luxurious escape as all the other villas located on the exclusive Merlin Bay Resort. With two flo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,300 /night
Gingerbread at Merlin Bay
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Merlin Bay offers a unique and luxurious complex of several stunning private beachfront villas to choose from in the elite St James neighbourhood at “The Garden”. Surrounded by breath-taking scenery, each with a priv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$664 - $3,571 /night
Florence
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Florence is a three-bedroom villa located in Marigot within minutes of Marigot Beach. Surround by nature, this property offers beautiful distant views of the sea and hillside.
The main level has a spacious great... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$660 - $2,100 /night
Fields of Ambrosia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Bedroom 4 will not be available until November 1st, 2025
Welcome to Fields of Ambrosia, a stunning three-bedroom luxury villa located in the exclusive area of Terres Basses on the island of St. Martin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$660 - $1,063 /night
Cornerwall House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Cornerwall is a delightfully charming three-bedroom, three-and a half -bath house situated right on the bay of quaint and lovely Governors Harbour. Built-in 1905 as a ship captain’s home, Cornerwall has been completely... more
Additional Fees: Cleaning Fee $150.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%