Vacation Rentals & Apartments in Montego Bay

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86 apartments

Pineapple Cottage The Hidden Gem

Silver Sands cottage

2 bedrooms / 2 bathrooms / sleeps 5

“An incredibly relaxing vacation” This was our 6th visit to Pineapple at Silver Sands. We go instant relaxation mode as soon as we get off the plane. The staff are all incredibly friendly and helpful. The food is great, the place is lovely and clean, and the weather is fabulous.

Match: Jacuzzi or hot tub Wheelchair adapted

All filters match

Price per night from

$361

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Little Retreat- 2 Bedroom getaway, 5 mins from the pier & town

Falmouth house

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Jacuzzi or hot tub, Wheelchair adapted

1 of 2 filters match

Price per night from

$67

Mirador at the Tryall Club ~ A Great House Villa Suite

Montego Bay villa

1 bedroom / 2 bathrooms / sleeps 4

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$360

Knockando on Round Hill

Montego Bay villa

5 bedrooms / 6 bathrooms / sleeps 13

“Incredible Experience” Can't say enough about Knockando and Round Hill. The property at the house and in the entire resort is breathtaking. Staff at Knockando was one of a kind. I have traveled extensively and this is by far one of my top experiences. It was great for the whole family. The house, the meals, the staff, the beach, the grounds; all exceptional.

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$976

Endless Summer

Montego Bay villa

6 bedrooms / 7 bathrooms / sleeps 16

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,215

Mirador at Tryall

Hopewell villa

1 bedroom / 2 bathrooms / sleeps 4

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$357

Camelot at the Tryall Club ~ A Two-Bedroom Great House Villa

Montego Bay villa

2 bedrooms / 3 bathrooms / sleeps 4

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$523

Rose Cottage at the Tryall Club

Montego Bay villa

6 bedrooms / 8 bathrooms / sleeps 14

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,956

Round House at the Tryall Club

Montego Bay villa

8 bedrooms / 10 bathrooms / sleeps 16

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,151

Allamanda

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,286

Sunrise Villa - Tryall Club 4 Bedroom Oceanfront

Montego Bay house

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$643

STROLL TO A WHITE SANDY BEACH! OWN COOK! BE SPOILT! Pineapple-Silver Sands 2BR

Silver Sands villa

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$379

Cielo at Tryall

Hopewell villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,429

Fairway Manor

Montego Bay villa

7 bedrooms / 9 bathrooms / sleeps 16

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,470

Coo Yah at Tryall

Hopewell villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,000

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

5 bedrooms / 6 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,362

Blue Heaven - 3 Bedroom in Montego Bay - Book Now

Montego Bay house

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$646

Pineapple Cottage - Silver Sands 2 Bedrooms

Silver Sands house

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$287

Thomas House - Spring Farm, Montego Bay 7 Bedrooms

Montego Bay house

7 bedrooms / 7 bathrooms / sleeps 14

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,405

Basileia Palace - Catering and Accommodations

Ironshore villa

10 bedrooms / 11 bathrooms / sleeps 30

Responds fast! avg. 21 minutes

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$58

Quadrille - Silver Sands 4 Bedroom Beachfront

Silver Sands house

4 bedrooms / 4 bathrooms / sleeps 1

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$786

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,000

Allamanda - Montego Bay 5 Bedrooms

Montego Bay house

/ 5 bathrooms / sleeps 2

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,286

Bambu - Montego Bay 6 Bedrooms

Montego Bay house

/ 6 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,800

BEACH MEMBERSHIP! STAFF! CHEF! INFINITY POOL! TENNIS COURT! Greatview 5BR

Rose Hall villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,044

STROLL TO A WHILE SANDY BEACH! COOK! BUTLER! FAMILY-Pineapple, Silver Sands 6BR

Silver Sands villa

6 bedrooms / 7 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,029

SPECTACULAR VIEWS! BEACH MEMBERSHIP! STAFF! POOL! Goat Hill - Montego Bay 3BR

Hopewell villa

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,203

BEACH MEMBERSHIP! INFINITY POOL! CHEF! BUTLER! Greatview - Montego Bay 7BR

Rose Hall villa

7 bedrooms / 7 bathrooms / sleeps 16

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,851

BEACH MEMBERSHIP! CHEF! INFINITY POOL! BUTLER SERVICE FIRST CLASS! Greatview 4BR

Rose Hall villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,872

BEACH MEMBERSHIP! CHEF! INFINITY POOL! BUTLER SERVICE FIRST CLASS! Greatview 6BR

Rose Hall villa

6 bedrooms / 6 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,507

STROLL TO A WHILE SANDY BEACH! COOK! BUTLER! FAMILY!Pineapple,Silver Sands- 5BR

Silver Sands villa

5 bedrooms / 7 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,031

INFINITY POOL! BEACH MEMBERSHIP! CHEF! BUTLER!Fairway Manor - Montego Bay 4BR

Rose Hall villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,128

CHEF! BUTLER! HEATED POOL! FAMILY FRIENDLY! GYM!Fairway Manor - Montego Bay 5BR

Rose Hall villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,201

Brand New Renovation, Ultimate Luxury, Butler Service, Pool, GYM, Resort Members

Ironshore villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,044

BEACH MEMBERSHIP, PRIVATE POOL, FULLY STAFFED, ELEGANT AND GRAND 6 BR

Rose Hall villa

6 bedrooms / 6 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,720

BUTLER! CHEF! HEATED POOL! BEACH MEMBERSHIP! Fairway Manor - Montego Bay 6BR

Rose Hall villa

6 bedrooms / 6 bathrooms / sleeps 12

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,393

STROLL TO A WHILE SANDY BEACH! COOK! BUTLER! FAMILY-Pineapple, Silver Sands 7BR

Silver Sands villa

7 bedrooms / 7 bathrooms / sleeps 14

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,203

MODERN LUXURY! GYM! FULLY STAFFED! BUTLER SERVICE - VILLA ROSA-4BR

Ironshore villa

4 bedrooms / 6 bathrooms / sleeps 8

1 of 2 match: Wheelchair adapted, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,872

Viewing 38 of 86
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