The Best Villas in the Caribbean

The Caribbean ticks every item on your vacation wishlist
The Caribbean ticks every item on your vacation wishlist | © Avalon / Photoshot License / Alamy Stock Photo
Photo of Suzy Pope
17 January 2021

From the rustling palm fronds of Trinidad and Tobago, to the platinum beaches of Barbados and tantalising food on the spice island of Grenada, the Caribbean covers all your holiday desires. Diving in the crystal-clear sea, lounging by a private pool, and beach sundowners is what a Caribbean holiday is all about. Staying at a luxurious self-catered villa is the perfect way to experience the islands, and we’ve rounded up the best in the region.

The Villas at Stonehaven, Tobago

Apartment
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Courtesy of The Villas At Stonehaven / Expedia

Perched on a hilltop on the west coast of Tobago, The Villas at Stonehaven pair sea views with landscaped gardens and spacious living quarters. The three- or four-bedroomed villas come with private infinity pools and personal housekeepers who can cook a local meal in your gourmet kitchen on request. There’s a clubhouse where you can socialise in style with other guests, or you may prefer to sip a sundowner at the cocktail bar or settle down for dinner at the Pavilion restaurant.

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Eagle's Base Villa & Cottage, Tobago

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Courtesy of Eagle's Base Villa & Cottage, Tobago / Expedia

Set in the lush, tropical mountains of Orange Hill, Eagle’s Base enjoys panoramas over the rolling land to the azure sea. Hammocks strung up on the porch and a water-feature trickling into the infinity pool give a rustic feel. The kitchen is painted in hummingbird blue and the living space has a glass wall, letting in lots of natural light. Doors slide open to remove the barrier between indoors and outdoors. The main villa has six bedrooms, and an additional bedroom can be arranged in the cute cottage in the garden.

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Stonefield Villa Resort, St Lucia

Resort, Apartment
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Courtesy of Stonefield Villa Resort / Expedia

French colonial-style villas dot the verdant hillside at the adults-only Stonefield Villa Resort. Perched just above the small fishing village of Soufriere, market stalls, seafood restaurants and bars are within walking distance. Each of the villas, which range from one to five bedrooms, comes with a private pool where you might spot the odd hummingbird rehydrating during the day. Terraces with hammocks, dining tables, day beds, and striking Piton views are a fabulous bonus.

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Oasis Marigot Hotel & Villas, St Lucia

Apartment, Hotel
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Courtesy of Oasis Marigot Hotel & Villas / Expedia

The Oasis Marigot has been a family-run business since tourism began in St Lucia. Over the years, service has been perfected to create that private-yet-cared-for feel. A full concierge service alongside self-catering amenities get the balance just right. The villas themselves come in all shapes, styles and sizes; from palatial mansions to luxurious one-bedroom bolt holes. Each has a private pool, loads of outdoor space and easy access to the boat jetty at Marigot Bay. What’s more, there’s a funicular at the resort so you can take advantage of the stunning hilltop location without getting sore legs.

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The Hamilton Beach Villa & Spa, St Kitts & Nevis

Spa Hotel, Apartment
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Courtesy of The Hamilton Beach Villas & Spa / Expedia

Big rooms, kitchens with centre islands and private balconies with sea views are on offer at the Hamilton Beach Villa. That’s not to mention the communal spaces too, where you’ll find a maze of turquoise swimming pools running through the grounds, a private slice of white-sanded beach and a laid-back Caribbean grill should you tire of self-catering. A concierge service is available to organise pony trekking, scuba diving or deep-sea fishing so you can experience everything the castaway island of Nevis has to offer before returning to the comfort of your private villa.

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Royal Glitter Bay Villas, Barbados

Apartment
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Courtesy of Royal Glitter Bay Villas / Expedia

Right on the pristine shore of the Platinum Coast, the beach is on your doorstep while the shops, bars and restaurants of Holetown are a leisurely stroll away along the sands. Apartments come with kitchens and private balconies overlooking the sparkling ocean, and the communal grounds are home to swimming pools and tennis courts. The laid-back beach bar is the perfect spot for a sundowner, and there’s a communal barbecue for an al fresco evening feast.

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Laluna Beach Villas, Grenada

Apartment, Boutique Hotel
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Courtesy of Laluna Hotel / Expedia

Choose between rustic, deluxe cottages and sleek, modern villas with infinity pools at Laluna Beach. Secluded in the trees, by the pristine beach, the cottages at this boutique resort ooze boho-chic with wood-beam ceilings, rainfall showers and wooden verandas overlooking the ocean. Pristine, white villas with on-deck infinity pools are the other side of the coin; bright, open and with a glass wall to let in stunning sea views. An on-site spa and yoga sessions provide all you need for spiritual rejuvenation, and the thatched-roof restaurant feeds the stomach and soul, using the best of Grenada’s “Spice Island” bounty in rustic, Italian cuisine with a Caribbean twist.

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  • Casa de Campo Resort, Dominican Republic

    Resort, Hotel
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    Courtesy of Casa de Campo Resort, Dominican Republic / Expedia
    Perched on the southern tip of the Dominican Republic, this 2,832ha (7,000 acre) resort has everything you could need and more. On top of the 18-hole golf course, spa, restaurants and private slice of pristine beach, there’s a dedicated marina, tennis courts and even a polo pitch. The most striking thing about Casa de Campo is the replica 16th-century village perched on the hilltop, packed with shops and sights. Choose a palatial, multi-bedroomed villa by the ocean, or a hidden one-bedroom cottage in the lush gardens, or anything in between.
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    La Bougainvillea Hotel & Villas, Bahamas

    Apartment
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    Courtesy of La Bougainvillea Hotel & Villas, Bahamas / Expedia

    An ethereal pink-sanded beach provides the backdrop at La Bougainvillea in Governor’s Harbour. Make the most of the waterside location with the stand-up paddleboarding, kayaking and snorkelling on offer. The private villas sit in the manicured gardens and come with full kitchens and living rooms. The grounds are dotted with huge hammocks, sun loungers and secluded seating nooks, while an expansive infinity pool provides a place to cool off during the day.

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    Round Hill Hotel & Villas, Jamaica

    Villa, Resort, Hotel
    Map View
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    Courtesy of Round Hill Hotel & Villas, Jamaica / Expedia

    Offering complete villas and villa-suites, you can choose between self-catered or a little hotel service. The villa-suites come with lavish living rooms and private balconies. The complete villas have an airy living space, where glass doors open to the pool deck and let in that Jamaican sea breeze. Made-to-order breakfast is served on your private terrace and there are bars dotted throughout the grounds. An award-winning chef serves fine dining in the restaurant, paired with an extensive wine list.

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    Prospect Estate and Villas, Jamaica

    Apartment
    Map View
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    Courtesy of Prospect Estate and Villas, Jamaica / Expedia

    Prospect Estate features five lavish villas, clustered in the trees around a private sweep of soft sand. Each boasts a beautiful view of the turquoise water from balconies, poolsides and verandas. All villas come with a private pool in the tropical grounds; huge airy living rooms with rustic, plantation-house style high ceilings; and staff including butlers, gardeners and cleaners. There are no dinky spaces here; the smallest villa has three ensuite bedrooms, and the largest six luxurious guest bedrooms. There are miles of jogging trails through the surrounding mountains to enjoy, plus an on-site spa, gym and tennis courts.

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    These recommendations were updated on January 17, 2021 to keep your travel plans fresh.

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