The Caribbean, your way

ISLAND
ESCAPES

Beautiful villas, unforgettable settings and the freedom to create your own Caribbean escape.

Your Caribbean, Your Way

Island Escapes

Discover a collection of beautiful Caribbean villas made for effortless island living. From relaxed beachfront stays to private retreats tucked into some of the region’s most desirable communities, each escape offers its own way to experience the Caribbean.

Whether you’re planning a family holiday, a romantic getaway or simply looking for somewhere to slow down and reconnect, our Island Escapes offer the space, privacy and comfort to settle in and experience the Caribbean at your own pace.

35 Available

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$750.00/night

6 3 2

3BR Boutique Luxury Villa w/ Private Pool-VVTOP22

Villa in St. James , Barbados

Welcome to Villa ViewTop, Villa No. 2 in the newly completed and privately gated Westmoreland Hills community. From the moment you arrive, you’ll feel the perfect blend of comfort, elegance, and island relaxation. This beautifully designed villa offers air-conditioning in all three bedrooms as well as in the open-plan living and kitchen area, complemented by ceiling fan...

$608.00/night

8 4 5

The Happy Place- 4BR Beachfront w/ Eternity Pool

Villa in Duncans , Trelawny

A lovely villa retreat located in the picturesque Estate of Silvers Sands, Jamaica. This stunning property offers an exceptional blend of comfort, style, and relaxation, making it the perfect destination for those seeking a tranquil escape. At the heart of this retreat is a private pool where you can enjoy breathtaking views of the Caribbean Sea while lounging in seren...

$185.00/night

2 1 1

Blue Ocean -A Sky Harbour Oceanfront Twin Suite

Hotel in Montego Bay

Welcome to Sky Harbour Suites, a brand-new luxury retreat in the heart of Montego Bay, conveniently located right above Harbour City Mall. This comfortable suite features a plush King bed, making it a perfect choice for couples or solo travellers, looking for a relaxing home base after a day of exploring. It offers a cosy, peaceful space while still giving you easy acce...

$2,462.00/night

20 10 11

Santosha - 10BR Beach Front Luxury Villa

Villa in White House , Westmoreland

Imagine yourself surrounded by stunning oceanfront property, with your own private white-sand beach and secluded swimming cove. This undiscovered paradise is where Jamaica's true charm comes to life, away from the crowds. Immerse yourself in the pristine turquoise waters of the Caribbean, perfect for swimming, snorkeling, paddleboarding, and kayaking right from the villa's...

$190.00/night

4 Studio 1

Dorey - Oceanfront Double Suite w/ Kitchenette

Studio in Negril

Welcome to Tropical Treasure at the West! Set along Negril’s famous cliffs, our cozy villa is the perfect place to relax and soak in Jamaica’s beauty. Start your mornings with a cup of coffee on the porch as the sun rises over the ocean, and wind down in the evening with unforgettable sunsets right outside your door. Inside, you’ll find a bright and comfortable space w...

$239.00/night

4 Studio 1

Syd’s Too - Modern Oceanfront Loft w/ Kitchenette

Studio in Negril

Inside, you’ll find a cozy setup with a king floor sofa bed and full bathroom on the main level, while the upstairs loft offers a queen bed and a half bathroom. A private balcony opens up to stunning ocean views—the perfect spot for sunrise coffee or sunset cocktails. Your stay includes housekeeping service and a dedicated property manager to assist with anything you ne...

$185.00/night

2 1 1

Surfs Up - A Sky Harbour Oceanfront King Suite

Hotel in Montego Bay

Welcome to Sky Harbour Suites, a brand-new luxury retreat in the heart of Montego Bay, conveniently located right above Harbour City Mall. This comfortable suite features a plush King bed, making it a perfect choice for couples or solo travellers, looking for a relaxing home base after a day of exploring. It offers a cosy, peaceful space while still giving you easy acce...

$855.00/night

10 4 3

The House of Viola - 4BR Central Villa w/ 2 Pool

Villa in Christ Church

Welcome to your home away from home in Kent, on Barbados' sunny South Coast. This gated four-bedroom villa has two pools, a rooftop terrace, and room for the whole group to spread out. Cool off in the main pool, then relax on the shaded veranda with a drink. Head up to the rooftop, where a pergola with string lights covers the lounge and dining area. There's a private p...

$811.00/night

8 4 4

Villa Francoise- 4BR Beachfront Property w/ Pool

Villa in Clinketts , Saint Lucy

Villa Francoise is a striking beachfront villa on Barbados' West Coast, tucked into the quaint fishing village of Moontown, just minutes from Speightstown. Built with clean, contemporary lines and finished to a high standard, the villa pairs every modern comfort with a genuine home-away-from-home feel — the kind of easy, unfussy luxury that keeps guests coming back. Ste...

$345.00/night

6 3 2

Adrift- 3BR Cozy Cottage in Gated Estate w/ Staff

Cottage in Duncans , Trelawny

Welcome to your Tropical Paradise! We've crafted our villa to be your "home away from home," where every detail is designed to make you feel cozy and cared for. Before you arrive, we'll reach out to learn about your preferences, from food to transportation, so we can tailor your stay to perfection. Our stunning villa is just steps from the ocean, with the beach acces...

$250.00/night

4 2 2

Half Moon - 2BR Modern Luxury Condo w/ Pool near Beach

Condo in St. Michael , Barbados

A brand-new luxury retreat nestled within a secure gated community in the heart of Brownes Gap, just minutes from the historic charm of Bridgetown and some of Barbados’ most beautiful beaches. Thoughtfully designed with warm tones, elegant finishes, and an inviting atmosphere, this stylish 2-bedroom, 2-bathroom condo offers the perfect island escape for couples, familie...

$438.00/night

6 3 3

3BR Luxurious Townhouse-AV3

House in St. James , Barbados

Your Island Sanctuary in the Heart of Barbados- Also offered exclusively as a two-bedroom! Tucked away in the exclusive enclave of Porters, St. James, just minutes from historic Holetown, Azzurro 03 is a stunning three-bedroom, three-bathroom townhouse that blends modern elegance with effortless island living. This is where your dream Barbados vacation begins. Step i...

$425.00/night

8 4 4

Whispering Palms- 4BR Stunning Villa w/ Pool

Villa in Porters , St. James

A stunning villa nestled in the heart of Barbados' breathtaking West Coast. This magnificent property boasts unparalleled views, exquisite design, and effortless access to the island's finest attractions. Imagine waking up each morning directly across from the prestigious Fairmont Royal Pavilion Hotel, with the pristine beach of Alleyne's Bay just steps away. Enjoy tran...

$576.00/night

6 3 4

Little Good Harbour House- 3BR Ocean Front Villa

Villa in St. Peter

This exquisite three-bedroom villa is a private sanctuary designed for couples, families, or small groups seeking an intimate and luxurious island escape. Surrounded by the gentle rhythm of the sea, the villa offers direct access to crystal-clear Caribbean waters, allowing you to step effortlessly from your terrace into paradise. Each spacious, air-conditioned bedroom feat...

Featured Island Escapes

A closer look at where you could stay.

01 02 03 04 / 04

01 Island Escape

Modern Beachfront Living

Tideline

Platinum Coast · Barbados

A contemporary four-bedroom escape set directly on the shoreline, created for effortless indoor-outdoor living and unhurried days beside the Caribbean Sea.

8 Guests 4 Bedrooms 4 Bathrooms

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02 Island Escape

Sea-View Hillside Retreat

Hummingbird Villa

Westmoreland Hills · St. James · Barbados

An elegant three-bedroom sea-view retreat with airy open-plan living, a covered terrace and a private plunge pool within the prestigious Westmoreland Hills community.

6 Guests 3 Bedrooms 2 Bathrooms

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Westmoreland Hills 35 overlooking the Caribbean Sea

03 Island Escape

Elevated Caribbean Views

Westmoreland Hills 35

Westmoreland Hills · St. James · Barbados

A striking four-bedroom villa overlooking the Caribbean Sea, with an infinity pool, generous indoor-outdoor living and flexible two-, three- or four-bedroom stays.

8 Guests 4 Bedrooms 4 Bathrooms

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04 Island Escape

Golf Estate Escape

Royal Villa 8

Royal Westmoreland · Barbados

A relaxed three-bedroom hideaway within one of Barbados’ most recognised resort communities, pairing villa privacy with easy access to the island’s west coast.

6 Guests 3 Bedrooms 3 Bathrooms

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Tideline Beachfront

Hummingbird Villa Westmoreland Hills

Westmoreland Hills 35 Sea View

Royal Villa 8 Royal Westmoreland

100%

Fewer rooms. Still entirely yours.

Travelling with a smaller group? Selected villas are available in flexible bedroom configurations, while the entire villa, pool, gardens and shared spaces remain exclusively yours. Explore the available options and varying bedroom rates.

View Flexible Villa Options