Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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 - $3,026 /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 - $3,500 /night
Tortuga C-15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $3,000 /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 - $3,339 /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 - $4,400 /night
Sugar Apple Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Only five minutes from award-winning Grace Bay Beach, Sugar Apple is a brand-new villa located on the serene, canal-side cul-de-sac of Kira Island.
Sitting directly on the Leeward Marina, opposite Mangrove Cay and wit... more
Taxes: 22%
$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 - $4,850 /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
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $5,000 /night
Bajan Heights
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Bajan Heights is a five-bedroom executive villa perched on a ridge overlooking Barbados' West Coast. It seamlessly blends modern finishes with classic island chic, offering spacious living spaces with high ceilings and c... more
Additional Fees: Security Deposit $2500.00 flat
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%