Montego Bay Vacation Rentals

182 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

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

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

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
Photo not available

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

Photo not available

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

Photo not available

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

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 - 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

Montego Bay Jamaica Vacation Rentals - Home

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

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

Montego Bay Jamaica Vacation Rentals - Home

8BR / 7BA - Sleeps 16 - Montego Bay Home

Located on twenty lush acres of abundant tropical gardens, the Spyglass Hill villa offers panoramic...

$714 - $2,071 / nt

Montego Bay Jamaica Vacation Rentals - Home

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

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

Named for its location amidst three championship golf courses ( White Witch, Cinnamon Hill, < br...

$750 - $1,785 / nt

Montego Bay Jamaica Vacation Rentals - Villa

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

Fleming's retreat is a boutique resort laced with beaches, tropical forest, caves and secluded nooks....

$5,500 - $8,500 / 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

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

Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general...

$671 - $1,085 / 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

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 - Home

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

Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families...

$485 - $857 / 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 - Home

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

Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the...

$428 - $714 / 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

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

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

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