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Luxury Vacations in the Caribbean

Caribbean
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Price per night
Up to $100
$100 - $199
From $200
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Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Luxury Vacations in the Caribbean

Luxury vacations in the Caribbean are extremely popular with tourists looking for a little tropical paradise. From pearly white beaches dotted with swaying palm trees, to windswept coves and blissful surfing reefs, the Caribbean has plenty of hidden gems.

Luxury Holidays in the Caribbean: Top Accommodations

Villa Rum Point
Sep 23 - Sep 30
-32%
$199
$135 per night
Villa ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (138 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
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Villa Cruz Bay
Jul 29 - Aug 5
$425 per night
Villa ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (53 ratings)
Cruz Bay, Saint John, U.S. Virgin Islands
Details
Vrbo
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Villa Teagues Bay
Jun 20 - Jun 27
-24%
$351
$265 per night
Villa ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (73 ratings)
Teagues Bay, East End, U.S. Virgin Islands
Details
Vrbo
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The Best Caribbean Islands for Luxury Vacations

Discover serenity, pure bliss and sheer fun in the Caribbean Islands that will keep you coming back for more. Whether you're seeking relaxation or exclusive outdoor adventures, the Caribbean is a fantastic destination for those seeking luxury entertainment.

  • Jamaica

    Fall in love with this Caribbean Island and its lushly covered mountains, rainforests and reef-lined beaches with powdery white sand. From the renowned beaches of Negril to the island's breathtaking waterfalls with dizzying heights, the epic reggae music in laid-back towns to the legendary nightclubs and museums, this island is everything you imagined it to be.

  • Barbados

    Located to the east of the Caribbean, this gorgeous coral island offers complete relaxation in a tropical setting. Enjoy swimming, kayaking, scuba diving and snorkeling in the calm waters. Take a catamaran cruise or explore the incredible network of caves that make up the Harrison Cave network.

  • Martin

    Explore 37 pristine beaches on foot as you take in awe-inspiring scenery in St. Martin. The island boasts a thriving culinary scene with great restaurants overlooking the Caribbean Sea, as well as an array of duty-free shops for an unbeatable shopping experience. St. Martin has a lively entertainment scene with some of the best casinos and nightclubs in the Caribbean.

  • Dominican Republic

    The Dominican Republic has a rich history evident in its stunning architecture. Its capital city, Santo Domingo, is lined with cobblestone streets and amazing restaurants. Indulge yourself in world-class scuba diving, snorkeling and diving experiences at heavenly beaches with crystal clear water.

Best Places to Stay for Luxury Holidays in the Caribbean

Villa Rendezvous And Ditleff
Jul 29 - Aug 5
-24%
$250
$190 per night
Villa ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (63 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
Details
Vrbo
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Villa Providenciales
Jul 15 - Jul 22
$490 per night
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (147 ratings)
Providenciales, Turks and Caicos Islands
Details
Vrbo
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Villa Coral Bay
Jul 29 - Aug 5
-24%
$415
$315 per night
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (73 ratings)
Coral Bay, St. John, U.S. Virgin Islands
Details
Vrbo
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Frequently Asked Questions

How much do vacation rentals for Luxury Vacations in the Caribbean cost?

HomeToGo has incredible rentals for Luxury Vacations in the Caribbean, with prices as low as $17 per night.

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