Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,250 - $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: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,250 - $3,750 /night

Pelican Bay Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pelican Villa is a unique four-bedroom retreat located on the southwest coast of Anguilla in Lockrum. It offers a serene getaway with breathtaking ocean views. Elegantly situated facing the shimmering Caribbean Sea, this... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,250 - $3,750 /night

Cayman Castle Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 14
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 $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,250 /night

Reeds House 13

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Reeds House is ideally situated directly on the white sandy beaches of Reeds Bay in an exotic tropical garden setting. The crystal clear waters of the Caribbean Sea are on your doorstep for swimming, snorkeling and other... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,250 - $3,080 /night

Arrecife 64 | Starfish

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note that the Corales Golf Course will be closed to the public from April 14th - April 20th for a PGA event. Guests staying within Puntacana Resort & Club will have access to all resor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,250 - $2,500 /night

Weston House

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Weston House is nestled on a secluded beachfront lot in St. James on the West Coast of Barbados, with parking for several cars behind the electric security gates. The pool deck and gazebo is the perfect place to while aw... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$1,250 - $2,500 /night

Villa Palermo

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Palermo is named after the European town located on the northwestern coast of Sicily. Constant upgrades including all-new outside furniture by Restoration Hardware, all-new lounge and dining furniture, and new beds... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,250 - $3,850 /night

La Paloma

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Please note: The beach experiences seasonal fluctuations in its accessibility. Home on the Platinum coast of Barbados, La Paloma sits right on the beach taking advantage of exceptional ocean views. This two-storey hol... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,243 - $6,229 /night

Eden House

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on a hillside above Marigot Bay, villa Eden House welcomes guests in its luxurious, cozy surroundings. Featuring three bedrooms and an infinity swimming pool, this vacation rental with a breathtaking view over Ma... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,243 - $6,000 /night

Vague Bleue

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The vacation rental Vague Bleue is a sumptuous property located on the heights of Lurin, only a few minutes from the beach and shops. With a spectacular view over the glowing sunsets on the ocean, this three-bedroom home... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,242 - $1,815 /night

Seven Seas

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Designated a protected coconut plantation, the three acre grounds are dotted with 200 healthy coconut palms. Beds are piled high with plump pillows and duvets. Euro-chic bathrooms are immaculate. The outdoor Jacuzzi is b... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,240 - $3,040 /night

Hacienda B14

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Please note that the Corales Golf Course will be closed to the public from April 14th - April 20th for a PGA event. Guests staying within Puntacana Resort & Club will have access to all resor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,239 /night

Mango Villa

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Our two-story Mango Villa has a living room, kitchenette and dining area, as well as two bedrooms, each with a king bed, and two bathrooms. Our ground-floor bedroom and bathroom are wheelchair accessible for your conveni... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,230 - $6,212 /night

Crystal Sunrise Villa

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Completed in December 2014, this 4+ bedroom home has gorgeous views of St. Maarten and is a 2-minute drive (5-minute walk) to Sandy Hill Bay beach. You know you have reached somewhere special as you drive up to the house... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,225 - $2,650 /night

Oceanfront Luxury 2 BDM Suite

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
The ultimate option for small families, the Ocean Front Luxury 2 Bedroom Suite offers more than 2,250 square feet of living space. The oceanfront living and dining room opens onto an expansive oceanfront terrace with out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,220 - $2,800 /night

Hacienda B5

4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Please note that the Corales Golf Course will be closed to the public from April 14th - April 20th for a PGA event. Guests staying within Puntacana Resort & Club will have access to all resor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,215 - $2,115 /night

Oceanfront Studio

1 Bedroom Condo, 1 Bathrooms, Sleeps 2
Whether soaking in the sun or meditating in the spacious terrace overlooking the ocean, nature sets the stage in this 670 square foot room. Located in the oceanfront building complete with a sprawling beach view, feature... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,214 - $5,000 /night

Grenadines

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Les Grenadines is a charming four-bedroom property located in Gustavia in front of a sparkling view over the harbor and the deep-blue ocean. Spacious and bright, this vacation rental with swimming pool offers upsca... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,214 - $5,643 /night

Manava

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Villa Mannava, a four-bedroom villa nestled in the hillside of Pointe Milou, above the Hotel Christopher. With beaches and shops a short drive away, this property enjoys sweeping views of the offshore islands ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,214 - $2,000 /night

On the Rocks

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
On the Rocks signifies the true Turks & Caicos lifestyle and charm. This three-bedroom luxury waterfront home was designed to be shared and enjoyed by families to relax with your shoes off and forget about time for a bit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$1,214 - $7,143 /night

Villa Xanadu

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The villa rental Xanadu is a charming four-bedroom property with swimming pool and splendid views over Saint-Jean bay. Ideally located in the Caribbean heights, Xanadu offers bright spaces in a delightful setting of ligh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,214 - $3,450 /night

Oceanside Tower

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Oceanside Tower is a beautifully renovated villa offering simple luxury in a gorgeous setting. This gated four-bedroom home is located in the quiet and upscale residential peninsula of Silly Creek on the southwestern sho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$1,214 - $2,857 /night

Retreat Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$1,214 - $6,257 /night

Kir Royal

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Kir Royal is a 4-bedroom villa located in St. Jean within a short walk of the beach, restaurants, and shopping. Surrounded by palm trees, this villa enjoys a landscape view. The living room is furnished with a R... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,210 - $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
$1,210 - $3,600 /night

Belair

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist. The Sugar Hill Resort commu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,208 - $5,571 /night

Emotion

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Emotion is a four-bedroom property with a swimming pool nestled in the wooded hills, overlooking St-Jean Bay. Located in the Tourterelles district, Villa Emotion offers beautiful and very private spaces in a most r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,207 - $1,569 /night

Steppa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
A simple tropical modern design on a dramatic beachfront landscape, Steppa offers mountain to sea views at every turn. Sculpted white staircases and rounded curved walls allow cool ocean breezes to course through the vil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,200 - $2,000 /night

Harpers Haven

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Harpers Haven is a two-storey, three-bedroom, beachfront and oceanview villa located in the tranquil Turtle Tail region of Providenciales. This two-acre, villa features more than 300 feet of beach and ocean frontage, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$1,200 - $3,300 /night

Villa Vogue Art

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to the stunning Villa Vogue Art, a luxurious residence that has been completely redecorated and designed for ultimate comfort, located in the exclusive Cul de Sac area. This architectural gem stands out for it... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
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