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.
Discount
FallBreak2026
$384.00/night
6
3
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Aurora- 3BR Modern Villa w/ Pool and Fire Pit
House in Fortescue , Saint John
A beautifully designed 3-bedroom villa, offering a relaxed coastal escape with modern comforts and understated luxury. Set within a quiet, well-established neighborhood.
Step outdoors to a private patio complete with sun loungers, a private plunge pool, and a cozy fire pit.
Situated in a well-established and tranquil neighborhood, Aurora provides a calm residential a...
Featured
$1,221.00/night
12
6
6
Horizon- 6BR Gated Villa near Beach w/ Pool
Villa in Christ Church
Tucked away on the stunning South Coast of Barbados, offers more than just a home; it delivers an exquisite experience of luxury and island charm. This breathtaking 6-bedroom, 6.5-bathroom retreat seamlessly blends comfort and sophistication, ensuring unforgettable moments from the moment you arrive.
Each bedroom serves as a tranquil sanctuary, featuring spa-inspired en...
Featured
$769.00/night
8
4
4
Tideline- 4BR Beachfront Modern Villa
Villa in St. James , Barbados
Experience Modern Beachfront Bliss on Barbados’ Platinum Coast
Welcome to your dream escape—a contemporary 4-bedroom beachfront villa nestled on the iconic West Coast of Barbados. Spanning three stylish levels, this modern haven boasts chic interiors, open-plan living and dining areas, and a fully equipped kitchen perfect for easy island living.
Drift off in the stun...
Featured
$371.00/night
6
3
3
Royal Villa 8- 3BR Villa in Royal Westmoreland
Villa in St. James
Your Dream Caribbean Escape Starts Here
Discover the perfect blend of island luxury, comfort, an exceptional hideaway nestled within the prestigious Royal Westmoreland Golf Estate on Barbados’ dazzling west coast. Whether you're traveling with family or friends, this villa promises an unforgettable vacation experience for up to six guests.
Step into a world of elegan...
$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...
$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...
$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...
$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...
$263.00/night
6
3
2
3BR Villa-Style Townhouse with Plunge Pool-TV06
House in St. James , Barbados
Private Caribbean Villa with Plunge Pool & Garden Oasis- Also offered exclusively as a two-bedroom!
Step inside to an inviting open-plan living space where a modern, fully equipped kitchen flows effortlessly into a cozy lounge area—perfect for relaxing with loved ones or enjoying quiet moments to yourself. And if work follows you on vacation, we’ve got you covered. A de...
$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...
$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...
$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...
$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...
$700.00/night
8
4
4
4BR Luxury Villa overlooking Caribbean Sea-WH35
Villa in St. James , Barbados
Exquisite Luxury Villa with Infinity Pool & Caribbean Sea Views- Also offered exclusively as three or two-bedroom!
Welcome to Westmoreland Hills 35, a stunning luxury villa nestled along Barbados’ prestigious Platinum Coast. Located within the secure, gated community of Westmoreland Hills, this retreat invites up to eight guests to relax in style while enjoying uninterr...
$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...
$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...
$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...
$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...
$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...
$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...
$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.
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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
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
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
Varying bedroom rates
Alila
3 · 4 bedrooms
Varying bedroom rates
Dreamin Villa
1 · 2 · 3 bedrooms
Varying bedroom rates
Calliaqua Villa
3 · 4 · 5 bedrooms
Island Escapes
Find the stay that feels like your Caribbean.
From beachfront villas to private island retreats, explore the collection or speak with our team for personal help finding the right escape.