Montego Bay Apartments & Villas with Swimming Pool - 34 Rentals Available.
34 Vacation rentals
Filters applied: Swimming pool
Tranquillity on the Beach
Montego Bay Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 14 14
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,143.00
from $1,143.00 / night
Round House at the Tryall Club
Montego Bay Villa
- 8 bedrooms 8
- 10 bathrooms
- sleeps 16 16
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,143.00
from $2,143.00 / night
Drambuie - Montego Bay 5 Bedroom
Montego Bay House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,000.00
from $1,000.00 / night
Noble House on the Beach
Montego Bay Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,050.00
from $1,050.00 / night
Great River House - Montego Bay 5 Bedrooms
Montego Bay House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1,858.00
from $1,858.00 / night
Sunrise Villa - Tryall Club 4 Bedroom Oceanfront
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 4 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$643.00
from $643.00 / night
Endless Summer
Montego Bay Villa
- 6 bedrooms 6
- 7 bathrooms
- sleeps 16 16
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,215.00
from $1,215.00 / 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
$1,000.00
from $1,000.00 / night
Camelot at the Tryall Club ~ A Two-Bedroom Great House Villa
Montego Bay Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$520.00
from $520.00 / 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
$2,086.00
from $2,086.00 / night
Sea Salt at the Tryall Club
Montego Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,559.00
from $1,559.00 / night
Cliffside Cottage
Montego Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / 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
$1,280.00
from $1,280.00 / night
Fairway Manor
Montego Bay Villa
- 7 bedrooms 7
- 9 bathrooms
- sleeps 16 16
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,470.00
from $1,470.00 / night
Summerhill - Spring Farm 9 Bedrooms (ask about our 4-8 bdrm rates)
Montego Bay House
- 9 bedrooms 9
- 9 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,743.00
from $1,743.00 / night
Nutmeg - Spring Farm, Montego Bay 6 Bedrooms
Montego Bay House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,214.00
from $1,214.00 / night
Almond Hill
Montego Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$822.00
from $822.00 / night
Knockando on Round Hill
Montego Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 13 13
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$973.00
from $973.00 / 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
$858.00
from $858.00 / night
Skylark - Spring Farm 4 Bedrooms
Montego Bay House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 1 1
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night
Karma Bay at the Tryall Club
Montego Bay Villa
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,430.00
from $1,430.00 / night
Caribbean Jewel
Montego Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$715.00
from $715.00 / night
Sunset on the Beach at the Tryall Club
Montego Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,629.00
from $1,629.00 / night
Thomas House - Spring Farm, Montego Bay 7 Bedrooms
Montego Bay House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,400.00
from $1,400.00 / night
Bambu - Montego Bay 6 Bedrooms
Montego Bay House
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1,800.00
from $1,800.00 / night
Allamanda - Montego Bay 5 Bedrooms
Montego Bay House
- 5 bathrooms
- sleeps 2 2
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,286.00
from $1,286.00 / night
Flower Hill - Spring Farm, Montego Bay 6 bedrooms
Montego Bay House
- 6 bedrooms 6
- 14 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$3,715.00
from $3,715.00 / night
Rose Cottage at the Tryall Club
Montego Bay Villa
- 6 bedrooms 6
- 8 bathrooms
- sleeps 14 14
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,949.00
from $1,949.00 / night
Coconut Cottage
Montego Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$715.00
from $715.00 / night
Endless Summer - 6 Bedrooms - Spring Farm
Montego Bay House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,657.00
from $1,657.00 / night
Serenity on the Beach
Montego Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$975.00
from $975.00 / night
Fairway Manor - 7 Bedrooms - Montego Bay
Montego Bay House
- 7 bedrooms 7
- 8 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,120.00
from $2,120.00 / night
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