Montego Bay Vacation Rentals

131 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

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

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

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

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

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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

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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

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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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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

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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

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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

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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 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

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

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

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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

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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

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

3BR / 0BA - Sleeps 8 - Montego Bay Home

Island House has been delightfully refurbished in a most comfortable and wonderful warm tropical colours....

Montego Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 8 - Montego Bay Home

This wonderful home was designed by Prince Kasimir Korybut in 1993. One of the most spectacular views...

Montego Bay Jamaica Vacation Rentals - Home

6BR / 0BA - Sleeps 14 - Montego Bay Home

2 nights free when booking a week! Book now! ! ! Selected dates, please check with us! We want to...

Montego Bay Jamaica Vacation Rentals - Home

4BR / 0BA - Sleeps 10 - Montego Bay Home

Sunrise is an absolute waterfront villa located within the famous Tryall Club resort. This villa is right...

Montego Bay Jamaica Vacation Rentals - Home

6BR / 0BA - Sleeps 14 - Montego Bay Home

Sea Island has been totally renovated in end 2004- 2005, and now reveals a most wonderful, spacious...

Montego Bay Jamaica Vacation Rentals - Home

8BR / 0BA - Sleeps 18 - Montego Bay Home

Spyglass Hill is a original plantation house located on 10 acres composed of beautiful expansive lawns...

Montego Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 8 - Montego Bay Home

Situated on the Caribbean with its own private beach, Sunset villa with 3 bedroom and 3 bathrooms,...

Montego Bay Jamaica Vacation Rentals - Home

3BR / 1BA - Sleeps 8 - Montego Bay Home

+ Deluxe 3 bedroom, 3 bathroom private villa on 3 acres of magnificient Caribbean seaviews+ hot tub...

Montego Bay Jamaica Vacation Rentals - Home

9BR / 0BA - Sleeps 20 - Montego Bay Home

Limited time offer! Stay for 7 nights, pay for 6 nights. Get ONE NIGHT FREE! (Applies to certain dates...

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-1BR / 0BA - Sleeps 16 - Montego Bay Villa

Haystack is the only eight- bedroom villa at the posh Tryall Club. Among the newest, its architecture...

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-1BR / 0BA - Sleeps 15 - Montego Bay Villa

Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea...

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-1BR / 0BA - Sleeps 14 - Montego Bay Villa

On lush acres of beautifully landscaped and terraced grounds atop posh Round Hill, Longview Manor commands...

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 14 - Montego Bay Villa

From the homeowner who created the wonderful villa Keely Villa comes its new sister house, Whispering...

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 12 - Montego Bay Villa

This entirely renovated luxury villa is beautifully situated on five acres of lush gardens and the offers...

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-1BR / 0BA - Sleeps 10 - Montego Bay Villa

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

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 10 - Montego Bay Villa

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill boasts one of...

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 10 - Montego Bay Villa

A massive whole- house renovation has created this lovely vacation villa in the upscale residential neighborhood...

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 10 - Montego Bay Villa

It's been said, "There's no place like home. " After visiting Sea Salt, you may choose to differ. Inside...

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-1BR / 0BA - Sleeps 8 - Montego Bay Villa

Designed by Prince Kasimir Korybut in 1993, Almond Hill is a lovely private home located on a former...

Montego Bay Jamaica Vacation Rentals - Villa

-1BR / 0BA - Sleeps 8 - Montego Bay Villa

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course,...

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