Montego Bay Apartments & Villas with Swimming Pool - 225 Rentals Available.
225 Vacation rentals
Filters applied: Swimming pool
Sea View Heights Villa Montego Bay
Rose Hall Villa
- 18 bedrooms 18
- 22 bathrooms
- Sleeps 36 36
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$100
from $100 / night
Sea View Heights Villa Montego Bay
Montego Bay Villa
- 22 bedrooms 22
- 18 bathrooms
- Sleeps 36 36
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$90
from $90 / night
The Most Extraordinary View.
Montego Bay Villa
- 22 bedrooms 22
- 22 bathrooms
- Sleeps 36 36
- 1 night min
- Beach/lakeside relaxation
- Nearest beach 15 mi
- Swimming pool
$90
from $90 / night
Blue Heaven - Montego Bay, Jamaica Villas 2BR
Hopewell House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$485
from $485 / night
Blue Heaven - Montego Bay, Jamaica Villas 1BR
Hopewell House
- 1 bedroom 1
- 2 bathrooms
- Sleeps 2 2
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$455
from $455 / night
Flower Hill - Spring Farm, Montego Bay 6 bedrooms
Montego Bay House
- 6 bedrooms 6
- 14 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$3571
from $3571 / night
Summerhill - Montego Bay 6BR
Ironshore House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1328
from $1328 / night
Fairwinds - Tryall Club, Montego Bay 4 Bedrooms
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$643
from $643 / night
Haystack, Tryall, Montego Bay 8BR
Montego Bay House
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3246
from $3246 / night
Pleasant View, Montego Bay 3BR
Montego Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$500
from $500 / night
Round House at the Tryall Club - Ideal for Couples and Families, Beautiful Pool
Hopewell Villa
- 8 bedrooms 8
- 10 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2143
from $2143 / night
Goat Hill - Montego Bay 3 Bedrooms
Montego Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1000
from $1000 / night
Cliffside Cottage - Ideal for Couples and Families, Beautiful Pool and Beach
Montego Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$929
from $929 / night
Summerhill - Montego Bay 7BR
Ironshore House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1528
from $1528 / night
Summerhill - Montego Bay 8BR
Ironshore House
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1600
from $1600 / night
Sunrise Villa - Tryall Club 4 Bedroom Oceanfront
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$643
from $643 / night
Hanover Grange, Tryall Club, Montego Bay 9BR
Hopewell House
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3051
from $3051 / night
Summerhill - Montego Bay 9BR
Montego Bay House
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1672
from $1672 / night
Jamaica Dream, Rose Hall 4BR
Rose Hall House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$858
from $858 / night
Pavillion - Ideal for Couples and Families, Beautiful Pool and Beach
Montego Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1129
from $1129 / night
Serendipity - Spring Farm, Montego Bay 6 Bedrooms
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 1 1
- Min stay varies
- Swimming pool
- Ask about children
$1050
from $1050 / night
Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms
Rose Hall Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
$900
from $900 / night
Sea Salt, Tryall Club, Montego Bay 5BR
Hopewell House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1948
from $1948 / night
Fairwinds at the Tryall Club - Ideal for Couples and Families, Beautiful Pool
Hopewell Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$643
from $643 / night
Sea Haven - Discovery Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$570
from $570 / night
Goat Hill - Montego Bay 2BR
Hopewell House
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$785
from $785 / night
Seaspray, Tryall- Montego Bay 4BR
Hopewell House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$785
from $785 / night
Sea Island - Montego Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$786
from $786 / night
Sunset on the Beach at the Tryall Club - Ideal for Couples and Families
Hopewell Villa
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1949
from $1949 / night
Karma Bay at the Tryall Club
Montego Bay Villa
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1429
from $1429 / night
Coral Cove-Discovery Bay 3BR
Montego Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$642
from $642 / night
Greatview - Spring Farm, Montego Bay 6 Bedrooms
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2029
from $2029 / night
Sunset, Tryall- Montego Bay 5BR
Hopewell House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1928
from $1928 / night
Calabash at Tryall - Montego Bay 3BR
Montego Bay House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
$625
from $625 / night
Serenity on the Beach
Montego Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$975
from $975 / night
Round House at the Tryall Club
Montego Bay Villa
- 8 bedrooms 8
- 10 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1340
from $1340 / night
Endless Summer - Ideal for Couples and Families, Beautiful Pool and Beach
Ironshore Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1359
from $1359 / night
Following Seas, Tryall - Montego Bay 5BR
Montego Bay House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2922
from $2922 / night
Coral Cove-Discovery Bay 4BR
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$742
from $742 / night
Great River House, Montego Bay 5BR
Hopewell House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1285
from $1285 / night
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