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.

18 Available

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$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

Boardwalks - 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...

$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...

$122.00/night

2 1 1

Aurelia-1BR Beachfront at Paradasiac Beach Club

Condo in St. Ann , Jamaica

Tucked into a peaceful coastal setting at the Paradisiac Beach Club, this calm retreat offers a thoughtfully designed one-bedroom suite with a cozy queen-size bed and air conditioning—perfect for restful nights after sun-filled days. Step onto your private balcony to enjoy morning breezes or unwind with a drink in the evening, or cool off with a refreshing swim in the s...

$1,075.00/night

10 5 6

Windward - 5BR Ocean Front Villa

Villa in White House , Westmoreland

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, a chic 1-bedroom apartment provides extra space and privacy. With accommodations for up to 10 guests, The W ensures that eve...

$195.00/night

2 1 1

Blue Heron- A Sky Harbour Superior 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...

$195.00/night

2 1 1

The Dawn- A Sky Harbour Oceanfront Superior 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...

$185.00/night

2 1 1

The Bloom - 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...

$195.00/night

2 1 1

The Twilight - A Sky Harbour Superior 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...

$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...

$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...

$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...

$185.00/night

2 1 1

Blue Fins - 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...

$185.00/night

2 1 1

The Tides - 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...

$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...

$190.00/night

2 Studio 1

The Syd - Oceanfront King Suite w/ Kitchenette

Studio in Negril

Step inside to a cozy king bedroom with an ensuite bath and shower. The private balcony opens to sweeping ocean views—perfect for savoring your morning coffee or unwinding with sunset cocktails. Your stay includes housekeeping service and a dedicated property manager to ensure a seamless, stress-free getaway. Planning something special? With its breathtaking backdrop...

$195.00/night

2 1 1

Horizon-Sky Harbour Oceanview Superior 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...

$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...

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

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