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Vacationing 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

WIMCO Villas, HMV 4GV, Jamaica, Montego Bay, 4 bedrooms, 4 bathrooms

HMV 4GV

At Half Moon Resort - hotel amenities with the luxury of a villa

Montego Bay, Jamaica
4 br / 4 ba

WIMCO Villas, HMV 6GV, Jamaica, Montego Bay, 6 bedrooms, 6 bathrooms

HMV 6GV

At Half Moon Resort - hotel amenities with the luxury of a villa

Montego Bay, Jamaica
6 br / 6 ba

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

RHV 3BDP

At Round Hill - full fitness center and spa services, tennis, golf nearby

Montego Bay, Jamaica
3 br / 3 ba

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

RHV 4BDP

At Round Hill - full fitness center and spa services, tennis, golf nearby

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 MAL, Jamaica, Ocho Rios, 6 bedrooms, 6.5 bathrooms

VL MAL

9,500-sq-ft 6 bedroom villa on one of Jamaica's most beautiful beaches

Ocho Rios, Jamaica
6 br / 6.5 ba

WIMCO Villas, VL SCR, Jamaica, Ocho Rios, 5 bedrooms, 5 bathrooms

VL SCR

Deluxe waterfront villa in Ocho Rios with 5 air-conditioned bedrooms

Ocho Rios, Jamaica
5 br / 5 ba

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

VL POV

5 bedroom, on 5 acres of meticulously landscaped grounds at Tryall

Montego Bay, Jamaica
5 br / 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.

Jamaica

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…

Jamaica

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