Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$3,125 - $7,625 /night

Barranca Oeste 3

6 Bedroom Villa, 8 Bathrooms, Sleeps 20
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: 6%
$3,120 /night

Blanco Brillante

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$3,120 /night

Dream Escape

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
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%
$3,100 - $9,350 /night

Sunsara

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
The immaculate shoreline, flanked by rustling palms, is only strides from the main villa. Located on the aptly named Tranquillity Lane and approached via an attractive curved circular driveway, Sunsara is a perfectly pr... more
Taxes: 22%
$3,084 - $4,517 /night

2 BDM Oceanfront Penthouse Suite at Blue Haven Resort

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Two-Bedroom Oceanfront Penthouse Suites boast expansive rooftop terraces with incredible views, three oceanfront balconies, one king bed in each of the two bedrooms, a sofa bed (or up to two rollaway beds) in the living ... more
Additional Fees: Damage Waiver $299.00 flat
$3,073 /night

Luxury Pool Family Suite

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
The perfect scape for memorable vacation here. Bring your children and revel in all of the on-property activities, from snorkeling to hiking to boogie boarding. The two bedroom, two bath luxury pool family suites feat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$3,051 - $3,894 /night

Deluxe 2 BDM Oceanfront Suite at Alexandra Resort

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
Newly renovated oversized suites with direct ocean views facing Grace Bay Beach. The primary bedroom comes with a king bed, flat-screen television and a full ensuite bathroom with a stand-up shower. The second bedroom of... more
Additional Fees: Damage Waiver $299.00 flat
$3,008 - $5,588 /night

The Cove Penthouse

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
With their prime positions on the top floors of our palatial Cove Villas, the sprawling 2,690 sq ft three-bedroom Cove Penthouses boast expansive balconies with panoramic ocean views and space to sleep up to 10 guests. ... more
Additional Fees: Damage Waiver $299.00 flat
$3,000 - $9,000 /night

Calico

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to Calico – the newly constructed iconic, luxurious, beachfront oasis, where paradise awaits! Step into a sanctuary of island sophistication, where seamless indoor-outdoor transitions and beautifully designe... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$3,000 /night

Beachfront Bungalow

1 Bedroom Bungalow, 1 Bathrooms, Sleeps 2
Enjoy direct beach access from the comfort of the Beachfront Bungalow, which places you mere steps from the shore. Awaken to breathtaking views of the water from your open-plan king-sized room and sitting area, and savo... more
Taxes: 20%
$3,000 - $17,000 /night

The Ridge

11 Bedroom Apartment, 12 Bathrooms, Sleeps 22
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants. As an iconic traveller with discerni... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
$3,000 - $6,000 /night

Fiore

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Fiore is a luxurious four-bedroom retreat offering privacy and elegance in Anguilla. Just a short stroll from the pristine Shoal Bay East, this Anguilla villa rental boasts stunning panoramic views of the crystal-c... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$3,000 - $8,600 /night

Arrecife 4 | Serenity

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$3,000 - $12,857 /night

Over the Ocean

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Toiny in front of a breathtakingly beautiful ocean view, Villa Over the Ocean is a true architectural gem. Spacious and luxurious, this four-bedroom property overlooks Toiny Beach and offers an outstan... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,000 - $6,591 /night

Villa Lido

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Entering Villa Lido to the wide-open view of the bay and Caribbean Sea beyond is a sight for sore eyes. Cool, elegant, modern interiors invite you in. The view is maximized by the open walls of glass. Every element of th... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$3,000 - $6,000 /night

Arrecife Beach House

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Crystal blue waters, designer furnishings, and the ultimate privacy are just a few of the features you will find at Arrecife Beach House. This four-level mansion is a home away from home. Immerse yourself in nature with ... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
$3,000 /night

Casa Del Disenador

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Upon opening its doors, you will be transported to the 16th century, where elegance, comfort, and privacy converge. A large room welcomes the visitor with its brick floors and thick white walls from where one can glimpse... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$3,000 - $9,000 /night

La Perla Palais

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Perla Palais on St. Martin stands out as one of the most breathtaking beachfront properties on the island. The unparalleled setting on the coveted Baie Rouge beach is well known for its picturesque beauty. Th... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $250.00 flat
Taxes: 10%
$3,000 - $9,429 /night

Domingue

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Domingue is a prestigious property located in Pointe-Milou with breathtaking ocean views. Recently built, this holiday rental offers exceptional amenities such as a long swimming pool, a fitness room and spacious l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,999 - $8,999 /night

Hacienda A40

8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,995 - $10,995 /night

Timeless Paradise Villa

11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it'... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $495.00 flat
Taxes: 34.4%
$2,995 - $7,495 /night

Fischer's Reef

8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman. Located just one mile from the famous Rum Point Club, this luxury villa o... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$2,975 - $7,300 /night

Arrecife 19 | La Guappa

7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,970 - $9,300 /night

Beach Enclave Long Bay 4 BDM Beach House

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
For extended families or larger parties, this expansive layout features both a two-story beach house with an ocean-view master suite and guest suite as well as a separate, standalone cottage of two guest rooms, each with... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,963 - $6,275 /night

Point of View

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: Security Deposit $3500.00 flat
Taxes: 20%
$2,950 /night

Casa Verana

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Villa Casa Verana – Your tranquil retreat at Cap Cana! This villa includes daily housekeeping and an on-site villa manager. During your stay at Casa Verana, you'll enjoy a host of exclusive 5-star serv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,950 - $6,650 /night

3 BDM Lagoon Villa

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The three-bedroom Lagoon Villa spans two stories and features stunning views, a private pool, two king bedrooms, and one with two twin beds—all with private en-suites including soaking tubs and/or showers. With 3.5 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,950 - $11,950 /night

SunRays

8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$2,950 - $9,000 /night

Serenity at Sandy Lane

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Nestled within a tropical oas... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$2,945 - $3,975 /night

Two Bedroom Beachfront Villa Premier

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Situated 25 feet above sea level on Long Beach, the Two-Bedroom Beachfront Villa Premier offers breathtaking ocean views and direct access to an uninterrupted stretch of beach. Inside, you’ll find an open-plan receptio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
Sort by
Show