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Jamaica Estates & Villas with Swimming Pool - 624 Rentals Available.

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624 Vacation rentals

Filters applied: Swimming pool

(4)

1 / 12

Port Maria Villa

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our first visit to Jamaica and we could not have hoped for a more perfect, comfortable place to stay than at the villa at Cabarita Outlook! Cutty, our driver and our man of all needs, and Sharon our fabulous cook were the frosting on the cake. We...”
- Review left on 03/13/2017

$356

Excellent (4 reviews)

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from $356 / night

(6)

Certificate of Excellence

1 / 26

St. Ann's Bay House

  • 4
  • 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

$150

Very Good (6 reviews)

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from $150 / night

1 / 12

Ocho Rios Villa

  • 6
  • 18
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$75

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from $75 / night

(1)

1 / 19

Runaway Bay Apartment

  • 2
  • 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$135

Excellent (1 reviews)

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from $135 / night

(8)

1 / 15

Montego Bay Townhouse

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“It was a nice stay at a really great location in Montego Bay. It was close to my family's house but also super close to hip strip and beaches and fun. Really nice place and the owner was helpful. The security at the gate can be annoying but you do...”
- Review left on 01/10/2017

$140

Excellent (8 reviews)

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from $140 / night

1 / 24

Tower Isle Apartment

  • 1
  • 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$98

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from $98 / night

(7)

Certificate of Excellence

1 / 24

Ocho Rios House

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

$135

Very Good (7 reviews)

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from $135 / night

1 / 13

Montego Bay Villa

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $118 / night

1 / 22

Discovery Bay Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1935

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from $1935 / night

(22)

1 / 31

Treasure Beach Villa

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Car not necessary

$265

Very Good (22 reviews)

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from $265 / night

1 / 18

Discovery Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $429 / night

1 / 55

Mammee Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

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from $1000 / night

1 / 36

Montego Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $711 / night

1 / 34

Ironshore House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1328

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from $1328 / night

1 / 21

Discovery Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1086

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from $1086 / night

(1)

1 / 19

Ocho Rios House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$429

Excellent (1 reviews)

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from $429 / night

1 / 20

Montego Bay House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $542 / night

1 / 26

Montego Bay House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1760

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from $1760 / night

(1)

1 / 21

White House Villa

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$522

Excellent (1 reviews)

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from $522 / night

1 / 20

Montego Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $642 / night

1 / 14

Ocho Rios House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $633 / night

(9)

1 / 18

Ocho Rios House

  • 7
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool

$800

Excellent (9 reviews)

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from $800 / night

1 / 34

Ironshore House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1528

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from $1528 / night

1 / 18

Ocho Rios Villa

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

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from $1000 / night

1 / 32

Runaway Bay Villa

  • 8
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1929

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from $1929 / night

1 / 20

Ocho Rios House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $500 / night

1 / 26

Port Antonio House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $850 / night

1 / 32

Ocho Rios House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1285

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from $1285 / night

1 / 20

Runaway Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $672 / night

1 / 14

Discovery Bay Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $572 / night

(1)

1 / 20

Montego Bay Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$858

Excellent (1 reviews)

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from $858 / night

1 / 31

Ocho Rios House

  • 7
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1920

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from $1920 / night

1 / 26

Bluefields House

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $657 / night

(1)

1 / 28

Discovery Bay Villa

  • 9
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2929

Excellent (1 reviews)

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from $2929 / night

1 / 54

Montego Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $680 / night

1 / 33

Savanna La Mar House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $670 / night

1 / 19

Mammee Bay House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $571 / night

1 / 34

Montego Bay House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $785 / night

1 / 46

Rose Hall House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1286

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from $1286 / night

1 / 39

Montego Bay House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1760

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from $1760 / night