Montego Bay Vacation Rentals

255 Rentals

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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
Keep cool and relax!

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

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

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

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

Fantastic Sunsets

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

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

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 - 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

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

Destiny Villa is the perfect union of dramatic architecture and spectacular setting. Located in the prestigious...

$1,215 - $2,400 / nt

3BR / 0BA - Sleeps 6 - Montego Bay Home

Seagrape is a magnificent three- bedroom villa facing the edge of the blue waters of the Caribbean Sea....

$629 - $1,533 / nt

Montego Bay Jamaica Vacation Rentals - Home

-1BR / 6BA - Sleeps 2 - Montego Bay Home

Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west...

$1,179 - $2,715 / nt

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

Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego...

$643 - $1,858 / nt

3BR / 3BA - Sleeps 1 - Montego Bay Home

Pinnacle is a charming three- bedroom villa with a superb location overlooking Tryall Club and the Caribbean...

$629 - $1,686 / nt

3BR / 3BA - Sleeps 1 - Montego Bay Home

Reveille By The Sea was totally renovated in 2009 and sits on the edge of the Caribbean Sea with beautiful...

$786 - $1,572 / nt

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

Anticipation is privately nestled on the hillside of the world renowned Tryall Club with an uninterrupted...

$1,429 - $4,286 / 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

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 - Home

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

Bluebird is a four- bedroom villa overlooking a magnificent tropical garden and the glittering panorama...

$865 - $1,737 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

This an amazing new villa located in Spring Farm. Flower Hill is an 18, 000 sq. ft. luxurious villa...

$2,000 - $3,429 / 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 - Home

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

Coconut Cottage is a very private 5- bedroom cottage nestled into an acre on a gentle hillside that was...

$571 - $5,000 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 1 - Montego Bay Home

Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy...

$708 - $1,737 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking...

$1,272 - $3,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Nutmeg Villa , is a beautiful, fully renovated 5- bedroom, 4, 600 sq ft. villa in the Spring Farm...

$929 - $2,500 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 4BA - Sleeps 1 - Montego Bay Home

The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three...

$750 - $1,533 / nt

Montego Bay Jamaica Vacation Rentals - Home

9BR / 9BA - Sleeps 1 - Montego Bay Home

Summerhill Villa , one of the newest villas in the Spring Farm area, is a 10, 000 sq. ft, 3 story...

$1,000 - $2,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 3BA - Sleeps 1 - Montego Bay Home

Sunset is a three- bedroom beachfront villa located in Tryall Club . This beautiful villa sits on the...

$786 - $2,043 / nt

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

Infinity is a spectacular new 5- bedroom addition to the Tryall Club family of villas. Completed in 2009,...

$1,715 - $3,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 1 - Montego Bay Home

Calypso is built around a circular pool with spacious verandas. Dine outside by the pool, in the garden...

$865 - $1,737 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Overlook - is built on one of the prime sites at Tryall and conveniently located in easy walking distance...

$1,715 - $3,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

-1BR / 5BA - Sleeps 2 - Montego Bay Home

Allamanda Villa completed in 2012, is an elegant five bedroom Caribbean vacation home. All on one level,...

$858 - $2,643 / nt

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

Bougainvillea House completed in the Fall of 2007 is one of Tryall’ s newest villas which is quickly...

$1,715 - $4,286 / nt

3BR / 3BA - Sleeps 1 - Montego Bay Home

Eureka is a very special retreat nestled in a private and pretty location at the end of a cul- de- sac....

$786 - $2,143 / nt

Montego Bay Jamaica Vacation Rentals - Home

8BR / 8BA - Sleeps 1 - Montego Bay Home

An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched...

$1,715 - $5,715 / nt

Montego Bay Jamaica Vacation Rentals - Home

7BR / 7BA - Sleeps 1 - Montego Bay Home

Phoenix is a luxurious, beachfront 7- bedroom villa is the world- famous Tryall Club. A recent renovation,...

$1,429 - $4,286 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending...

$1,715 - $3,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Completed in January of 2007, Trinity Villa is an ultra- luxurious paradise. The 4 acre estate is home...

$1,893 - $3,929 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 1 - Montego Bay Home

Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are...

$865 - $1,737 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

3 bathroom, 3 bedroom affordable villa in the Ironshore, Montego Bay area. Expansive swimming pool...

$372 - $486 / 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

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 - Home

4BR / 4BA - Sleeps 1 - Montego Bay Home

Skylark Villa is a beautiful 4 bedroom, 4 bathroom villa located in the exclusive Spring Farm neighborhood...

$329 - $715 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Fairwinds is a lovely four- bedroom private villa with a fantastic view of the glittering Caribbean Sea...

$708 - $1,336 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

BRAND NEW RENOVATIONS! ! ! - Come and view all our top quality finishes in the bedrooms and our new...

$940 - $1,810 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 3 - Montego Bay Home

Looking for exceptional value? Book 7 nights, pay for 6 nights! GET ONE NIGHT FREE! ! ! (3 br rate)...

$172 - $300 / nt

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