Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,571 - $7,143 /night
Little Girasol
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Little Girasol is a luxurious villa in St-Barths ideally located above Marigot Bay. Nestled on the hillside amidst coconut trees, this three-bedroom vacation rental offers high-end amenities in the warm and inviting atmo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $12,857 /night
Vogue
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Vogue blends the ease of a central St. Jean location with the welcoming feel of a true island home. Warm and cozy yet generously proportioned, it’s a space where thoughtful design and inviting comfort come togeth... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $6,143 /night
Gypset
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Gypset is a beautiful two-bedroom property with a pool, located in the idyllic Gouverneur area. Nestled among palm trees and local shrubs, Gypset welcomes you in a bright, luxurious and relaxing atmosphe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $7,429 /night
Summertime
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The villa rental Summertime is a magnificent property ideally located in Pointe-Milou facing a breathtakingly beautiful ocean view. Consisting of four comfy bedrooms and a sparkling swimming pool, Villa Summertime offers... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $5,714 /night
Nikki
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Overlooking the blue and placid bay of St Jean, Villa Nikki offers contemporary style with beautiful panoramic views. The terrace is embraced by natural foliage and swaying palms, with a mirror-like infinity pool reflect... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $6,429 /night
Mamiami
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled on a hillside in the quiet Vitet neighbourhood, the luxury rental villa Mamiami in St-Barths is a beautiful new property, which perfectly combines the charm of a classic island-inspired architecture with a refine... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $10,714 /night
Star
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxury rental villa Star is located on the heights of Camaruche, facing the breathtaking view over the Lorient bay and the neighbouring islands. Close to all amenities, this two-level villa is one of the most appreci... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,560 /night
Villa Tropical
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,560 - $2,200 /night
Casa Bonita
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,560 /night
Bliss Villa
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located within the renowned Punta Cana Resort is Playa Blanca Beach Club, a premier beachfront resort. Guests will have access to all Club facilities including lounge chairs, restaurant ($) and bar ($).
... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,560 - $3,910 /night
Bananaquit
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Bananaquit is a luxurious villa for holiday rental located on the Sugar Hill Resort. This property is strategically located at the end of Plantation Drive in Barbados which offers the guests much privacy. Offering 3 bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,557 - $4,500 /night
Supersky
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Supersky is a magnificent three-bedroom, two-pool property in an exceptional setting. Ideally located in Saint-Jean in the Cricket area, Supersky offers splendid views over the rolling hills and the deep-blue ocean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,550 - $3,995 /night
Twin Palms
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,550 - $3,795 /night
Our Cayman Cottage
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities.
Spanning 6,500-square feet... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,550 - $2,780 /night
Frangipani
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Frangipani is the newest of luxury villas on the historic Prospect Estate. The spacious living room is equipped with a satellite TV, VCR, telephone, and stereo system. The central veranda leads out to a large pool with a... more
Additional Fees: Damage Waiver $299.00 flat
$1,550 - $2,850 /night
Villa Turquesa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
On the shores of Sapodilla Bay, Villa Turquesa offers a unique blend of luxurious amenities and laid-back island style. Located within the Ocean Point Drive Community, this expansive 4,750 sq.-ft. home features exquisite... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,550 - $3,150 /night
Villa Valentina
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Valentina exudes luxury with its palatial raised rotunda and sprawling private patio. From enjoying the expansive ocean views while sipping your morning latte on the terrace, to savoring a private chef-prepared mea... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 14.5%
Taxes: 14.5%
$1,550 - $4,750 /night
Old Trees 302 | La Mirage
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
La Mirage is a luxury beachfront penthouse holiday apartment on the West Coast of Barbados. Up to eight guests can comfortably stay in this villa’s four en-suite bedrooms and children are also welcome. This Barbados ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,539 - $3,726 /night
Wheel House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,525 - $3,750 /night
Happy Trees
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Happy Trees is a magnificent fo... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,515 - $3,057 /night
Vittoria
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white sandy beach of Simpson Bay facing the sparkling blue water of the Caribbean Sea.
This elegant two... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,513 /night
Chateau Genesis Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Château Genesis, located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla. This gracious three-bedroom oasis is inspired by Caribbean architecture yet prov... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $1,750 /night
Tortuga C-15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $2,000 /night
Pebble
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on the secluded East Coast of Barbados, Pebble is a beachfront, holiday villa that blends with the earth itself, bearing all the perfect imperfections of the rugged, windswept side of Barbados. Designed by Sophie... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 /night
Villa L'Optimiste
4 Bedroom Apartment, 4 Bathrooms, Sleeps 12
Four bedroom luxury villa rental. Introducing the epitome of luxury coastal living, nestled within the prestigious gated beachfront resort of Sea Horse Ranch. Villa l’Optimiste is a two-story, expansive residence with ... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 /night
Villa Diana
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Villa Diana is a luxury vacation villa with exquisite space and location. This four bedroom luxury Caribbean property is a classic beach villa with beautiful architecture, an open floor plan, and harmonious interiors emb... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $4,714 /night
Beau Rivage
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Beau Rivage, an exclusive retreat nestled along the pristine shores of Baie Rouge Beach in St Martin. Baie Rouge Beach, nearly a mile of soft sand, is a tranquil and naturally beautiful gem. This idyllic property is enve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,338 /night
Abacus Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mand... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 - $5,500 /night
Tortuga H6 | Rosana
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $2,500 /night
Segura Villa
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Segura takes luxury to new levels. A modern interior layout and polished concrete floors grace the entire villa, including the large kitchen with a custom-made dining room table and indoor entertaining and dining areas. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,500 - $2,395 /night
The Vacation Haven
4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica.
It is in a private gated community, adjacent to the beautiful Rose Hall Golf C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,500 /night
Arrecife 48
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $3,700 /night
Hacienda A33 | Reino
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $6,050 /night
Sandy Shore
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sandy Shore is a 4-bedroom all-suite beachfront villa located on the Southside of Providenciales in the Turtle Tail region.
The villa boasts an open-concept kitchen and living room area, perfect for entertaining while... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,500 - $5,714 /night
Endeavour
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming holiday rental Endeavour is located on the heights of Toiny in the heart of a beautiful environment. With a breathtaking view over the Petit-Cul-de-Sac lagoon and the neighbouring hills, and nestled at the e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $4,000 /night
Grand Outlook Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on one of Anguilla's highest points, Grand Outlook is a sanctuary of peace and luxury within a secure gated compound. It offers a retreat where tranquility and rejuvenation meet under the island's brilliant blue ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $2,600 /night
Rocksteady Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Rocksteady Villa is a four-bedroom villa that features a 180-degree view of the ocean. You'll need to do nothing but relax as this villa offers chef service, a butler, housekeeping, and a groundsman. Inside you'll find t... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $3,600 /night
Beach Cake
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
A small, perfectly formed beach retreat filled with quirky features and arty vibes. Located directly on the beach at Turtle Cove and a short walk from the marina, Beach Cake is an intimate retreat where the inside is out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $6,000 /night
Avanti
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
A superbly appointed five-bedroom residence in Terres Basses, Avanti welcomes you from its impressive gated entrance along a palm-lined driveway to the main entrance doors fronted by stone fountains.
The doors open th... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $4,750 /night
The Villa at the St James
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Situated in a luxury development on the West Coast, this ground-floor condo provides an idylli... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $5,500 /night
Odyssey at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Situated on the south coast of Anguilla, in Lockrum, Villa Odyssey is a modern, four-bedroom luxury retreat offering breathtaking views of a secluded beach cove and the mountains of St. Martin. As one of three villas on ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $3,700 /night
Emeraude
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Villa Emeraude is a stunning property offering breathtaking views of the Caribbean Sea and the distant island of Saba. This modern five-bedroom family home has everything you need for a tropical getaway, featuring spacio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,500 /night
Sienna at Royal Westmoreland
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $10.00 guest daily
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $3,400 /night
Villas Grace Bay 1 BDM Suite
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
*Actual room may differ from photos shown.
Large one-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront bedroom and living room with a terrace, o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,500 - $2,500 /night
Seagrace Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill. This spectacular villa comes with everything you need for the perfect island vacation. The villa stocks... more
Additional Fees: Cleaning Fee $550.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $2,800 /night
C'est la Vie
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Welcome to C'est la Vie, a serene sanctuary tucked away on the picturesque Trouya Pointe Peninsula in St. Lucia. This stunning villa offers the perfect blend of privacy, peace, and tranquillity, with only the sounds of b... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,600 /night
Beach Kandi
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
From its innovative architecture to it’s far-reaching views, Beach Kandi is a sweet sensory treat. Positioned on the shores of Grace Bay, framing sensational, unobstructed seascapes and offering direct access to one of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $3,000 /night
La Vie en Bleu
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
La Vie en Bleu is a private oasis above a sandy section of Baie Rouge Beach. From every corner, you see the brilliant azure sea and clear blue sky; on the horizon is Anguilla. It is a peaceful location, perfect for honey... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $2,300 /night
Villa Moonshadow
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Villa Moonshadow combines stunning oceanfront views, a comfortable open floor plan, a pool and all of the conveniences of home. Protected by lush gardens surrounding the property, you and your friends and family will fee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 /night
Casa Las Brisas
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This expansive two-story, five-bedroom villa is impeccably maintained and stylishly decorated with guest’s comfort in mind, from high-quality sheets and window treatments that let in just the right amount of light. Thr... more
Additional Fees: Damage Waiver $299.00 flat