Private Villa Rentals
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Private Villas & Waterfront Houses for Rent in Jamaica

"Once you go, you know." The tourist board had it right when they coined this phrase. There is a certain friendliness to the island that is unmatched; with a culture that depends on tourism, those in hospitality delight in travelers.

James Bond scribe Ian Fleming glamourized the island in the '60s, shooting Dr. No and Live and Let Die near his estate, "Goldeneye" on the northern side of the island. Indeed, many visitors continue to head for the north shore, home to celebrated Montego Bay.

Expect sugary white sand beaches, rows of bright bougainvillea, and fresh markets with scotch bonnet peppers, mangoes, and locally caught fish. As the third largest Caribbean island, Jamaica remains a place to spend time discovering hidden coves, waterfalls and thrilling coastlines.

Our Staff Recommends

Villa RHV 3BDP, Jamaica, Montego Bay, 3 bedrooms, 3 bathrooms, WiFi, WIMCO Villas


A short walk from the beach, open and airy, award-winning cottage, close to tennis and golf

Montego Bay, Jamaica
3 br / 3 ba

Villa RHV 4BDP, Jamaica, Montego Bay, 4 bedrooms, 4 bathrooms, WiFi, WIMCO Villas


Open and spacious house, full fitness center and spa, close to tennis and golf, walk to the beach

Montego Bay, Jamaica
4 br / 4 ba

Villa VL CCV, Jamaica, Discovery Bay, 5 bedrooms, 5 bathrooms, WiFi, WIMCO Villas


Delightful waterfront site on Discovery Bay, steps from the sand, walk to restaurants and shops

Discovery Bay, Jamaica
5 br / 5 ba

Villa VL SRB, Jamaica, Montego Bay, 4 bedrooms, 4 bathrooms, WiFi, WIMCO Villas


Steps from the beach, spectacular sea view, long veranda and sunny terrace, wheelchair accessible

Montego Bay, Jamaica
4 br / 4 ba

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Jamaican Villas

In Jamaica, you'll find the best of both worlds: an island brimming with culture and activities, plus the comfort of a fully staffed villa. Our villa agents frequently note that while style and location changes from villa to villa, the one constant is a friendly staff.

Jamaica villas are known for mahogany features, open and airy rooms, and gardens brimming with frangipani and hibiscus. Many villas house a collection of water toys, as well as offer access to golf and tennis at nearby resorts.

Featured Villas

WIMCO Villas, VL ALA, Jamaica, Montego Bay, 5 bedrooms, 4.5 bathrooms


Perfect for families, sizeable contemporary villa, spacious great room, large infinity edge pool

Montego Bay, Jamaica
5 br / 4.5 ba

WIMCO Villas, VL MAL, Jamaica, Ocho Rios, 6 bedrooms, 6.5 bathrooms


Large and spacious oceanfront villa, large lawn, pool with shallow area, ideal for children

Ocho Rios, Jamaica
6 br / 6.5 ba

WIMCO Villas, VL POV, Jamaica, Montego Bay, 5 bedrooms, 5 bathrooms


Located on highest point of Tryall Club, sweeping views, elegant furnishings, heated saltwater pool

Montego Bay, Jamaica
5 br / 5 ba

WIMCO Villas, VL HID, Jamaica, Runaway Bay, 6 bedrooms, 6.5 bathrooms


Remarkable site, steps from Runaway Bay beach, ample outdoor seating areas, freshwater pool

Runaway Bay, Jamaica
6 br / 6.5 ba

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Jamaican Hotels

For some, nothing beats hotel life-the ease of room service and on-site restaurants is a treat in and of itself. Take advantage of our team of hotel specialists, who have spent time at each of the intimate hotels we represent, and who actively reflect client feedback into their recommendations.

Our hotel specialists will spend time to understand your group's specific needs and wants, research available rooms, and secure the best available price. In other words, let us do the heavy lifting!

Jamaica offers a variety of expansive all inclusive hotel resort options which include golf and tennis access. Our hotel team can book long weekend getaways or full length vacations, and would be thrilled to help arrange destination weddings and honeymoons.

Featured Hotels

WIMCO Villas and Hotels, Hotel, Round Hill Hotel & Villas, Jamaica, Book now with WIMCO

Round Hill Hotel & Villas

15mn outside Montego Bay, situated on a former 100 acre pineapple, allspice and coconut plantation, this resort offers exclusif beachfront rooms and private villas on the hillside. Spa, children's program, restaurants, watersports, pool, tennis, fitness.


WIMCO Villas and Hotels, Hotel, Half Moon, A RockResort, Jamaica, Book now with WIMCO

Half Moon, A RockResort

15 mn from Montego Bay, the choice of facilities and amenities makes Half Moon Resort the Caribbean`s most complete resort. Golf, tennis, pools, private villas from 3 to 7 bedrooms, horseback riding, swim with the dolphins…


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