Montego Bay Vacation Rentals

241 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

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

A welcome walkway to Summerland

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

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
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
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6BR / 8BA - Sleeps 14 - Montego Bay Villa

Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the...

$1,559 - $3,897 / nt

Photo not available

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

Photo not available

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

Photo not available

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 - Villa

6BR / 7BA - Sleeps 11 - Montego Bay Villa

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children,...

$643 - $2,700 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Clive House - Built in true Jamaican “Great House” fashion, Clive House is a beautiful combination...

$708 - $1,737 / nt

Montego Bay Jamaica Vacation Rentals - Villa

2BR / 2BA - Sleeps 4 - Montego Bay Villa

The La Casita architect and homeowner have succeeded in creating a remarkable two- bedroom villa in the...

$358 - $700 / 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

Photo not available

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 - Villa

6BR / 6BA - Sleeps 14 - Montego Bay Villa

Six bedroom glamorous villa magnificently renovated in 2011. 10, 000 sq ft home on eight and a half acres...

$1,179 - $3,000 / nt

Montego Bay Jamaica Vacation Rentals - Villa

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

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children,...

$1,143 - $2,786 / 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 - Villa

7BR / 7BA - Sleeps 14 - Montego Bay Villa

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly...

$1,799 - $2,799 / nt

Montego Bay Jamaica Vacation Rentals - Villa

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

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning...

$1,257 - $3,593 / nt

Montego Bay Jamaica Vacation Rentals - Villa

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

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly...

$1,549 - $2,399 / 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 - Villa

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

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas...

$2,014 - $3,071 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly...

$1,289 - $1,999 / nt

Montego Bay Jamaica Vacation Rentals - Villa

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

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas...

$1,428 - $2,200 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

Montego Bay Jamaica Vacation Rentals - Home

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

Montego Bay Jamaica Vacation Rentals - Home

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

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 / 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

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

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