Montego Bay Vacation Rentals

255 Rentals

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Montego Bay Jamaica Vacation Rentals - Townhouse

2BR / 1.5BA - Sleeps 4 - Montego Bay Townhouse

Brand new furnished two bedroom townhouse with central air/cable internet, hot water available for weekly...

$140 - $150 / nt

9 Reviews
Montego Bay Jamaica Vacation Rentals - Cottage

2BR / 1BA - Sleeps 4 - Montego Bay Cottage

Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience....

$78 / nt

2 Reviews
Montego Bay Jamaica Vacation Rentals - Villa

6BR / 5BA - Sleeps 12 - Montego Bay Villa

"Soon Come" Villa has 6 air- conditioned bedrooms with Cable TV, private bathrooms and ceiling fan,...

$118 - $141 / nt

Montego Bay Jamaica Vacation Rentals - Apartment

1BR / 1BA - Sleeps 2 - Montego Bay Apartment

Beautiful , quiet and very close to the water front , studio- apartment which is located about just...

$78 / nt

Montego Bay Jamaica Vacation Rentals - Villa

3BR / 3BA - Sleeps 8 - Montego Bay Villa

Villa Swarm is a very comfortable one story villa with a tranquil feel to it. This is a sea view property...

$181 - $202 / nt

2 Reviews
Montego Bay Jamaica Vacation Rentals - Condo

1BR / 1BA - Sleeps 5 - Montego Bay Condo

See Photos - This Is A Front Facing Beach View One Bedroom Suite ( Not A Studio Or Side View And Perfectly...

$145 - $170 / nt

1 Review
Montego Bay Jamaica Vacation Rentals - Villa

4BR / 4BA - Sleeps 8 - Montego Bay Villa

Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound....

$700 - $1,150 / nt

Montego Bay Jamaica Vacation Rentals - Guesthouse

2BR / 1BA - Sleeps 4 - Montego Bay Guesthouse

2 bed room, full bath, living, dinning and kitchen with front Patio Air condition and Hot water very...

$70 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 13 - Montego Bay Villa

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside...

$1,258 - $3,593 / nt

Montego Bay Jamaica Vacation Rentals - Villa

6BR / 6BA - Sleeps 12 - Montego Bay Villa

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking...

$1,143 - $2,922 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 12 - Montego Bay Villa

COCONUT is a very private 5- bedroom cottage nestled into an acre on a gentle hillside that was the original...

$572 - $1,358 / nt

Montego Bay Jamaica Vacation Rentals - Villa

4BR / 4BA - Sleeps 8 - Montego Bay Villa

When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had...

$858 - $2,000 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 0BA - Sleeps 6 - Montego Bay Home

ONE free night when booking a week! (not holiday weeks) - EXPIRES DEC 15, 2013Wait! ! Why you should...

$715 - $1,122 / nt

Montego Bay Jamaica Vacation Rentals - Home

7BR / 0BA - Sleeps 7 - Montego Bay Home

Greatview is one of Jamaica's most luxurious villas, set high above the Half Moon golf course to the...

$1,272 - $2,500 / nt

Montego Bay Jamaica Vacation Rentals - Villa

7BR / 9BA - Sleeps 16 - Montego Bay Villa

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish...

$940 - $2,915 / nt

Montego Bay Jamaica Vacation Rentals - Villa

6BR / 8BA - Sleeps 12 - Montego Bay Villa

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished...

$1,948 - $3,897 / nt

Montego Bay Jamaica Vacation Rentals - Villa

4BR / 5BA - Sleeps 8 - Montego Bay Villa

Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10, 000 square...

$1,215 - $2,465 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 6BA - Sleeps 10 - Montego Bay Home

On seven acres overlooking the Tryall golf course and the Caribbean Sea, VL MHT boasts one of the most...

$1,364 - $3,897 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Montego Bay Home

Perched on a remarkable site at the excellent, gated community The Tryall Club, VL YTC is a delightful...

$786 - $2,072 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 12 - Montego Bay Home

Villa VL TRB is a stunning 4, 800- square- foot beachfront home on a sweeping acre of soft, beautifully...

$1,429 - $2,815 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Montego Bay Home

Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent...

$928 - $2,357 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 14BA - Sleeps 10 - Montego Bay Villa

Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,...

$2,000 - $3,000 / nt

Montego Bay Jamaica Vacation Rentals - Villa

3BR / 3BA - Sleeps 9 - Montego Bay Villa

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the...

$785 - $2,142 / nt

Montego Bay Jamaica Vacation Rentals - Villa

4BR / 4BA - Sleeps 8 - Montego Bay Villa

Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional...

$1,500 - $3,571 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Montego Bay Home

When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had...

$857 - $2,000 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 10 - Montego Bay Villa

lt; p class="VLSMain"> Built in the 1940‘ s by the Duke of Marlborough, Drambuie Estate...

$642 - $1,857 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 7BA - Sleeps 10 - Montego Bay Home

Set on over four and one- half acres of gently sloping land and surrounded by well manicured lawns Great...

$857 - $2,642 / nt

Montego Bay Jamaica Vacation Rentals - Villa

4BR / 4BA - Sleeps 8 - Montego Bay Villa

Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace...

$1,214 - $2,464 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Montego Bay Home

Welcome to Calypso Shores, a stunning Fully- Staffed, Waterfront Villa with its own Private Beach and...

$642 - $1,831 / nt

Montego Bay Jamaica Vacation Rentals - Villa

4BR / 4BA - Sleeps 8 - Montego Bay Villa

Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500- acre coconut plantation with a...

$642 - $1,357 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 11 - Montego Bay Villa

Rated Premier, the highest category. Heated pool ~ 25' x 70' with fiber optic night lighting. Private...

$1,299 - $3,247 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 0BA - Sleeps 5 - Montego Bay Home

Over 8, 000 sq ft of new luxury villa! Absolute luxury! One of our newest villas in our villa collections...

$911 - $1,815 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 8BA - Sleeps 12 - Montego Bay Home

Villa VL WWT is among the newest and most stylish villas in the award- winning, gated community, The...

$1,948 - $3,897 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 0BA - Sleeps 4 - Montego Bay Home

Casa Bella villa in Jamaica is a 4 bedroom villa - Nestled in the foothills of exotic Montego Bay, Jamaica...

$680 - $1,050 / nt

Montego Bay Jamaica Vacation Rentals - Villa

3BR / 4BA - Sleeps 8 - Montego Bay Villa

Pinnacle is a casual open- air Caribbean- style villa overlooking the historic Tryall Great House, golf...

$715 - $1,858 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 1 - Montego Bay Home

Serendipity Villa is located in the prestigious Spring Farm neighborhood above and overlooking Half Moon...

$500 - $1,715 / nt

Montego Bay Jamaica Vacation Rentals - Villa

3BR / 4BA - Sleeps 6 - Montego Bay Villa

Sunset is a charming three- bedroom beach house on a fabulous site: a double lot absolutely on the edge...

$715 - $1,858 / nt

Montego Bay Jamaica Vacation Rentals - Villa

6BR / 6BA - Sleeps 17 - Montego Bay Villa

This villa is 100% powered by solar energy. Onsite staff includes cook, butlers, housekeeper, laundress...

$1,258 - $3,593 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Montego Bay Home

Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some...

$1,551 - $3,061 / nt

Montego Bay Jamaica Vacation Rentals - Home

7BR / 8BA - Sleeps 14 - Montego Bay Home

Fairway Manor is a glamorous seven- bedroom villa overlooking the famous Half Moon Golf Course and the...

$940 - $2,914 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 5BA - Sleeps 10 - Montego Bay Villa

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views...

$715 - $1,786 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 10 - Montego Bay Villa

Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture...

$1,299 - $3,247 / nt

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