Jamaica Villas

The Friendliest Island in the Caribbean

About Jamaica

LAID-BACK LUXURY

Jamaica is repeatedly hailed as one of the Caribbean’s most popular villa destinations – and for good reason. Our world-class villas in Jamaica encompass the very best of the island. With villas ranging from one-bedroom suites on the beach to sprawling 14-bedroom estates, we have it all. Almost all of our villas are fully staffed, including chefs or cooks, butlers, housekeepers, and more - ensuring a stress-free getaway where you can truly sit back and relax. Perfect for family gatherings or reunions, and special occasions like weddings, golf getaways, or girlfriends’ retreats, our villas in Jamaica give you access to that authentic island vibe visitors love, as well as the luxury they seek.
 
All Jamaica villas

Featured Villas

15 Guests • 7 Bedrooms • 7.5 Bathrooms
Happy Hour
Jamaica / Discovery Bay
24 Guests • 12 Bedrooms • 12 Bathrooms
Rio Chico on the Beach
Jamaica / Ocho Rios
10 Guests • 5 Bedrooms • 6.5 Bathrooms
Villa Christina
Jamaica / Montego Bay

Exclusive Offers

Reverie | 7th Night FREE!
Savor More of Jamaica. Stay six nights and enjoy your seventh night complimentary — the perfect excuse to linger a little longer.Please note the following blackout dates: November 22 to 29, 2025; December 19, 2025 to January 02, 2026; April 4 to 11, 2026; and November 21 to 28, 2026. Additional dates may be added.A deposit is required to secure your booking. 
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Round Hill | Winter Sun & Spring Savings!
Escape the cold and welcome the warmth with an extra night on us. This 4th Night Free offer is perfect for guests planning to luxuriate for four nights or more in any room villa.
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Round Hill | Summer & Fall Savings!
Soak up the season and savor more time in paradise with an extra night on us. This 4th Night Free offer is ideal for summer and fall arrivals, inviting guests to relax longer in their villa.
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Round Hill | Plan Your Paradise!
The Plan Your Paradise offer invites you to enjoy a seamless three-night escape with 15% off your private villa—the perfect way to experience Round Hill when time is limited, but luxury is essential.
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Round Hill | The Perfect Family Escape!
Imagine an extra day all to yourselves in paradise. This exclusive villa offer is perfect for families looking to relax, reconnect, and create unforgettable memories togetherComplimentary Night: Pay for just 3 nights and enjoy 4 nights of luxuryKids Stay & Eat Free: kids sleep and dine for freeBonus Babysitting: Get 3 complimentary hours of private, in-villa babysitting—the perfect chance for parents to enjoy a quiet dinner or sunset cocktail.Complimentary Kids Club - Engaging activities and supervision for kids aged 3–12
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Round Hill | Midweek Getaways!
Private Villa Midweek Privilege: Book your 2026 escape and receive 15% off, along with a $150 food and beverage credit.
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  • See historic sites. The ruins of the 17th-century Fort Montego overlook the harbor, the Georgian Town Houses used to be the residences of wealthy merchants and planters, and the restored plantation houses of Greenwood and Rose Hall are over 200 years old. Visit Croyden in the Mountain, a working plantation estate with panoramic views and the birthplace of one of Jamaica's heroes, Samuel Sharpe.
  • For beautiful scenery, visit the Negril Point Lighthouse, Dunn’s River Falls, the caves of Green Grotto Lake, or the Rockfort natural mineral spa. 
  • With shallow reefs, walls and caverns, the diving opportunities in Jamaica are diverse; there are licensed dive operators in Montego Bay, Negril, Ocho Rios, Falmouth, Runaway Bay, and Kingston.
  • A half- or full-day deep sea fishing charter will bring you face-to-face with exciting game fishing. Catches include blue marlin, wahoo, tuna, bonito, kingfish, and dolphin.
  • Jamaica is a golfer's delight. A few top courses include the Tryall Club, Half Moon Golf Club, and Sandals Golf and Country Club.
  • Soak up the sun at Seven Mile Beach in Negril or the black sands of Treasure Beach.

 

Jamaica is known for its infectious reggae beats, endless sunshine, jerk chicken, and world-class rum. Make sure you have at least one meal that includes zesty Jamaican jerk chicken, and let our concierge arrange a private rum-tasting to savor the flavors of the island.

There are two major International airports in Jamaica with non-stop flights from many US cities; Norman Manley International Airport in Kingston and Donald Sangster International Airport in Montego Bay. The airport in Montego Bay tends to cater more to tourists heading to Montego Bay, Ocho Rios, and Negril.

When you book with Villas of Distinction, it's all about you. We customize your escape from start to finish ensuring it exceeds your expectations and you experience more than ever before. Your personal Villa Concierge is your partner in exclusive getaways. No request is too big or too small. Let our expert concierge team enhance your Jamaica experience by arranging our most sought-after services for your stay. Explore a selection of our frequently requested offerings below:

  • Book a private personalized catamaran tour
  • Grocery pre-stocking in your villa 
  • Airport arrival and departure fast tracking 
  • Private airport transfers 
  • A private driver 
More About Concierge Services

Discover the epitome of luxury in Jamaica with our exclusive global villa rentals. Experience the perfect blend of sophistication and comfort in each unique location, curated for guests seeking the ultimate getaway.