Where to Rent a Vacation Villa in the Caribbean

Villas offer the intimacy of a private home plus resort-like accommodations

You can rent a private villa on almost any island, but we've found that certain destinations have a bigger, better selection of private homes for rent, with generally more spectacular settings as well. For a wedding, honeymoon, or other special occasion, you may want to splurge on pure luxury, but we've found that even the islands with a reputation for exclusivity have villas to meet nearly any budget. Here are the islands you should look at first when considering a Caribbean villa getaway.

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  • 01 of 11
    Aja Villa, BVI
    © WheretoStay.com

    The many islands of the BVI present a bounty of villa rental opportunities, although many are found on Virgin Gorda and Tortola. Wherever you end up, amazing views are nearly guaranteed.

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    Tranquility Cove Villas, Grand Cayman
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    Grand Cayman is the primary location for luxury villas in the Cayman Islands, and this is also where you'll have the most attractions and activities to choose from when you're not relaxing in your own private Caribbean hideaway.

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    Crystal Blue Villa, Grand Cayman
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     Anguilla has built a reputation as an upscale Caribbean destination, so it's a pleasant surprise to learn that you can find an affordable private villa here -- or indulge your wildest fantasies of pampering and luxury.

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    St. Barths

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    © WheretoStay.com

     The province of playboys and supermodels, St. Barths is legendary for its upscale and exclusive villas, which nearly outnumber the island's hotel rooms. If you're looking for privacy with a French flair, this is your destination.

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  • 05 of 11

    St. Lucia

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    © Wheretostay.com

     St. Lucia may be the Caribbean's most beautiful island, and the scenery is rarely wasted at private villas that, often as not, feature vistas of the famous Pitons and the shimmering sea beyond.

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    Provo (Turks and Cacios)

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    © WhereToStay.com

    Providenciales is by far the most visiting of the Turks and Caicos islands, arising from a quiet backwater in just a few short decades to become one of the most sought-after luxury destinations in the Caribbean. Provo also has one of the best selections of villas in the Caribbean, including more than a few on or near famous Grace Bay Beach.

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    Barbados

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     Barbados' rich, English-influenced culture is reflected in the island's refined private villas, some with butler service and all drinking in views matched only by the island's famous rum.

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     With much of this compact island reserved as parkland, you can be sure that the villas of St. John are never too far from beaches, rainforest, or the restaurants and nightclubs of lively Cruz Bay.

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  • 09 of 11
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    © WheretoStay.com

     The villas of St. Thomas revel in a side of this largest of the U.S. Virgin Islands that most visitors -- like day-tripping cruisers elbowing their way through the crowded streets of Charlotte Amalie -- rarely see. Yes, there are quiet corners of St. Thomas, and there's no better way to experience it than settling into your own private villa for a week.

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    Sea Star Villa St. Maarten

     St. Maarten packs a lot into one half of a small island, including casinos, restaurants, clubs, and the shopping streets of adorable Philipsburg. But it's also possible to get away from the hubbub and find sanctuary in this island's villas, which can suit almost any budget.

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    Pearl Villa St. Martin

     Some say French St. Martin is the more sophisticated side of this Dutch/French island, and St. Martin's selection of private villas certainly live up to this reputation. Book a villa here, line up a private chef, stock up on French wine, and you may never want to leave.