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

Displaying 22 - 35 of 35

View: Map Grid List

Sort:

From
$350.00/night

2BR Penthouse w/ Free Beach Club Membership-SHC312

Welcome to Lumiere, a stunningly designed 2-bedroom penthouse crafted with care and elegance by renowned designer Jenny Blanc. This beautiful retreat not only promises an unforgettable stay but also includes a complimentary membership to the Beach Cl...

4 2 1

Reserve

From
$425.00/night

Whispering Palms- 4BR Stunning Villa w/ Pool

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 ac...

8 4 4

Reserve

From
$185.00/night

Blue Ocean -A Sky Harbour Oceanfront Twin Suite

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,...

2 1 1

Reserve

From
$811.00/night

Villa Francoise- 4BR Beachfront Property w/ Pool

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 mo...

8 4 4

Reserve

From
$450.00/night

3BR Luxury Villa in a Gated Community w/ Pool-VSAV

Welcome to Villa Savannah—your private gateway to an unforgettable luxury escape in Barbados. Perfectly positioned within the prestigious gated community of Westmoreland Hills, just steps away from the renowned Royal Westmoreland Golf Resort, this e...

6 3 2

Reserve

From
$185.00/night

Blue Fins - A Sky Harbour Oceanfront Twin Suite

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,...

2 1 1

Reserve

From
$195.00/night

The Twilight - A Sky Harbour Superior King Suite

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,...

2 1 1

Reserve

From
$435.00/night

3BR Sea View Villa in a Gated Community w/Pool-W13

Elegant Sea-View Villa with Private Plunge Pool in Prestigious Westmoreland Hills- Also offered exclusively as a two-bedroom! Welcome to Westmoreland Hills 13 – Hummingbird Villa, an elegant retreat designed for comfort, relaxation, and unforgetta...

6 3 2

Reserve

From
$185.00/night

Surfs Up - A Sky Harbour Oceanfront King Suite

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,...

2 1 1

Reserve

From
$185.00/night

Boardwalks - A Sky Harbour Oceanfront Twin Suite

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,...

2 1 1

Reserve

From
$195.00/night

The Dawn- A Sky Harbour Oceanfront Superior King Suite

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,...

2 1 1

Reserve

From
$345.00/night

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

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 trans...

6 3 2

Reserve

From
$810.00/night

4BR Stunning Panoramic Beach View Villa-OCEANV22

Welcome to Ocean View, where luxury, comfort, and breathtaking scenery come together to create the ultimate island escape. From the moment you arrive, you’ll be drawn to the expansive lounging terrace and shimmering pool, all perfectly positioned to...

8 4 4

Reserve

From
$1,075.00/night

Windward - 5BR Ocean Front Villa

This luxurious villa is designed to offer the ultimate blend of elegance and tranquillity, making it your perfect escape. Magnificent main house with four opulent bedrooms, each featuring a king-sized bed and a lavish en-suite bath. Additionally,...

10 5 6

Reserve

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

Explore the Villa

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

Explore the Villa

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

Explore the Villa

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

Explore the Villa

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