Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$700 - $1,800 /night

Breezy Palms Villa

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Breezy Palms Villa, which is set on the picturesque Chalk Sound, is a four-bedroom (sleeps ten), three-and-a-half bath property which has all of the modern amenities such as a Jacuzzi tub, a separate game room (with a po... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$700 - $1,625 /night

Galena

3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Galena is a gorgeous 3-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$700 - $1,650 /night

Capri Manor

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Capri Manor is a charming four-bedroom luxury holiday villa located moments away from the world-famous Gibbes beach. The outdoor spaces feature lush tropical gardens, a Jacuzzi and a full-size swimming pool. In addition,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$700 - $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%
$700 - $4,571 /night

Kuban

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of Colombier, the charming villa Kuban is a relaxing haven of peace. With a stunning view over the ocean and Flamands bay, this three-bedroom property is ideal for a family or a group of friends va... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$700 - $1,200 /night

Dahouët

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled at the end of Saint Jean beach, Dahouët offers an idyllic location. Guests have the option to stroll or swim to the beach. From your lounge chair set in the heart of a lush tropical garden, you can relish the me... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$700 - $1,200 /night

Cap Fréhel

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled at the end of Saint Jean beach, Cap Frehel offers an idyllic location. Guests have the option to stroll or swim to the beach. From your lounge chair set in the heart of a lush tropical garden, you can relish the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$700 - $2,200 /night

Jade Vine

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. The Sugar Hill Resort community offers a n... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$695 - $2,950 /night

The Sands #2

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at The Sands on Seven Mile Beach. Located just north of the Kimpton Resort, The Sands is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$695 - $2,950 /night

The Sands #4

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Experience luxury living at The Sands on Seven Mile Beach. Located just north of the Kimpton Resort, The Sands is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
$695 - $2,950 /night

The Sands #3

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$695 - $2,950 /night

The Sands #1

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living on Seven Mile Beach. Located just north of the Kimpton Resort, the property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba excursion... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$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
Taxes: 28%
$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: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
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 $295.00 flat, Damage Waiver $299.00 flat
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 $295.00 flat, Damage Waiver $299.00 flat
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
Taxes: 28%
$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, Departure Cleaning Fee $195.00 flat
Taxes: 28%
$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%
$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. Bo... more
Additional Fees: Damage Waiver $299.00 flat
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%
$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%
$680 - $1,150 /night

Saline Reef

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The very private and secluded Saline Reef Villa in Cap Estate is bright and modern with a beach house feel and panoramic ocean views. The 3 BR, 3.5 BA villa seamlessly blends indoor and outdoor living, with numerous gate... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$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%
$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%
$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%
$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%
$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%
$666 - $1,413 /night

Be Happy

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled between two of Saint Martin’s most stunning beaches, Friar's Bay and Happy Bay, Villa Be Happy is a true gem offering breathtaking views of the Caribbean Sea. Ideally located in a peaceful and natural setting, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$666 - $1,413 /night

Villa Chez Paulette

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled between the natural gems of Friar’s Bay and Happy Bay, Villa Chez Paulette embodies elegance and refinement in an idyllic setting. This exceptional villa offers breathtaking panoramic views of the turquoise wat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$657 - $3,143 /night

Pleasure

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in the Public area near Gustavia and Saint-Jean, the elegant rental villa Pleasure offers breathtaking views over the turquoise waters and spectacular sunsets. Nestled at the end of a private road surrounded by t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$650 - $1,300 /night

Venus

4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Perched high in the prestigious Mont Vernon 3 gated community, Villa Venus is a sanctuary of serenity with panoramic views over Baie Orientale and the sparkling Atlantic Ocean. Combining privacy, elegance, and comfort, t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$650 - $1,850 /night

No Worries | 9 Coconut Grove

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership included in this villa, guests will have access to the gym ($), golf course ($), tennis courts ($), Club Hou... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $10.00 guest daily
Taxes: 12.5%
$650 - $2,100 /night

St. Peters Bay 211

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note: The beach experiences seasonal fluctuations in its accessibility. St Peter’s Bay 211 is a luxurious three-bedroom condo located on the West Coast of Barbados with stunning views of the Caribbean Sea. Th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$650 - $1,500 /night

Peace & Happiness Villa

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Peace & Happiness Villa is a charming, two-bedroom retreat nestled in the tranquil Cul De Sac area of Anguilla. Ideally located, this luxury villa in Anguilla places you just a ten-minute drive from the breathtaking Rend... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$650 - $1,400 /night

Hectors House

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Overlooking the shimmering turquoise and sapphire waters of Barbados, Hectors House is a triumph of botanical beauty and coastal luxury. The infinity pool overlooks the gardens and cliffs and the deck has several opti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$650 - $795 /night

Driftwood Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Driftwood is a stunning modern vacation villa with a private plunge pool in its bright and airy courtyard. There are 3 spacious luxurious bedrooms, each with an en-suite. Driftwood is a villa rental that may also be ... more
Additional Fees: Damage Waiver $299.00 flat
$650 - $1,600 /night

Tradewinds Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Tradewinds Villa is a tranquil three-bedroom, three-bathroom, pod-style villa. Newly built and designed, this villa seamlessly blends indoor-outdoor living with privacy and comfort. Located in Turtle Cove, this villa is ... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
$650 - $1,400 /night

Coral Cove 4 | Green Fields

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Coral Cove is a very stylish set of 12 exclusive luxurious, spacious apartments designed by the renowned architect Roldano Bellori. Built to the highest quality and centrally located in Payne’s Bay on the very popular ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$650 - $1,400 /night

Coral Cove 8 | Life's A Beach

3 Bedroom Condo, 3 Bathrooms, Sleeps 6
Life's a Beach at Coral Cove, a luxurious beachfront apartment overlooking Paynes Bay Beach on the West Coast of Barbados. The elegantly presented interior features a fully-equipped kitchen with a breakfast bar, dining a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$650 - $1,979 /night

Apiano

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the heights of Grand Fond, the charming rental villa Apiano is a four-bedroom property with a beautiful view over the Grand Fond valley and the sparkling ocean in the distance. Set in the heart of the lush tro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$647 - $3,143 /night

Grands Galets

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation villa Grand Galet in St-Barths is the perfect place for an idyllic Caribbean vacation with friends or family. Ideally located in Lurin only a few minutes from Gustavia and the beach, this charming home faces... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $1,100 /night

Villa Enjoy

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Introducing Villa Enjoy, this two-bedroom haven offers a breathtaking backdrop for an unforgettable getaway. Indulge in the comfort of individual private bathrooms for each bedroom, complete with outdoor showers, air ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$643 - $2,571 /night

Cute

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Toiny, the charming vacation rental Cute is a true haven of peace in the heart of the tropical vegetation. Bright and well-equipped, it offers a splendid view over the ocean and the hills. With ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $2,214 /night

Claire

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
The villa rental Claire is a charming property ideally located in Lorient, facing a breathtakingly beautiful view. Modern and bright, villa Claire offers the amazing spectacle of the deep-blue ocean, in the heart of the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $2,071 /night

Mademoiselle

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Petit-Cul-de-Sac, the luxurious rental villa Mademoiselle is the charming haven of peace you’re looking for on your next vacation in St.Barths. Perfect for two couples travelling together, thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $1,714 /night

Bellamare

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bellamare distinguishes itself with unique details, including beautiful hand-made furnishings, imported Italian and handcrafted tile, hardwood and tile flooring, and several lovely balconies and decks. The lower level of... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
$643 - $2,857 /night

Marigot Bay

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Overlooking Marigot Bay, the charming rental villa Marigot Bay welcomes you for an idyllic vacation in St Barths in a chic and contemporary decoration by the designer Christian Liaigre. Only a few minutes walk from the b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $1,414 /night

Camille

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Apartment Camille is a modern 1-bedroom apartment located in Gustavia within a short walk of the beach and shopping. Surrounded by lush vegetation, this apartment has indoor and outdoor living areas furnished with sof... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$643 - $1,786 /night

Hurakan

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation villa rental Hurakan is a charming property located in Colombier’s tropical beauty. Ideally facing west, this holiday home with a swimming pool is the perfect place to enjoy the glorious sunsets over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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