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Jamaica Estates & Villas with Swimming Pool - 297 Rentals Available.

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297 Vacation rentals

Filters applied: Swimming pool

1 / 24

Tower Isle Apartment

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

$75.00

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from $75.00 / night

(1)

1 / 19

Runaway Bay Apartment

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

$135.00

Excellent (1 reviews)

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from $135.00 / night

(12)

Certificate of Excellence

1 / 43

Ocho Rios House

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

Certificate of Excellence

$155.00

Excellent (12 reviews)

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from $155.00 / night

(10)

Certificate of Excellence

1 / 53

St. Ann's Bay House

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

Certificate of Excellence

$176.00

Very Good (10 reviews)

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from $176.00 / night

(4)

1 / 53

White House Villa

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,750.00

Excellent (4 reviews)

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from $1,750.00 / night

(1)

1 / 29

Montego Bay Villa

  • 18
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$80.00

Excellent (1 reviews)

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from $80.00 / night

1 / 12

Ocho Rios Villa

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

$75.00

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from $75.00 / night

1 / 11

Ocho Rios House

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

$861.00

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from $861.00 / night

1 / 9

Montego Bay House

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

$643.00

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from $643.00 / night

1 / 20

Montego Bay Villa

  • 9
  • 18
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,570.00

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from $1,570.00 / night

(1)

1 / 13

Discovery Bay House

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

$429.00

Excellent (1 reviews)

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from $429.00 / night

1 / 10

Negril House

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

$800.00

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from $800.00 / night

1 / 12

Silver Sands House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$457.00

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from $457.00 / night

1 / 16

Ocho Rios House

  • 4
  • 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$647.00

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from $647.00 / night

1 / 7

Portland Parish Villa

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

$1,000.00

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from $1,000.00 / night

1 / 16

Runaway Bay Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$741.00

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from $741.00 / night

(3)

1 / 35

Ocho Rios House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1,051.00

Excellent (3 reviews)

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from $1,051.00 / night

1 / 19

Runaway Bay House

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

$743.00

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from $743.00 / night

1 / 19

Ocho Rios Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$925.00

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from $925.00 / night

1 / 16

Ocho Rios House

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

$504.00

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from $504.00 / night

1 / 61

Mammee Bay Villa

  • 7
  • 14
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,800.00

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from $1,800.00 / night

1 / 37

Saint Ann Parish Villa

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$880.00

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from $880.00 / night

1 / 36

Montego Bay House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,029.00

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from $2,029.00 / night

(24)

1 / 27

Treasure Beach Villa

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$265.00

Excellent (24 reviews)

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from $265.00 / night

1 / 26

Mammee Bay Villa

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$429.00

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from $429.00 / night

(5)

1 / 50

Saint James Parish Villa

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

$1,470.00

Excellent (5 reviews)

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from $1,470.00 / night

1 / 28

Ocho Rios Villa

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

$870.00

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from $870.00 / night

1 / 24

Ocho Rios House

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

$886.00

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from $886.00 / night

1 / 16

Runaway Bay House

  • 5
  • 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$816.00

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from $816.00 / night

1 / 21

Savanna La Mar House

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

$1,336.00

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from $1,336.00 / night

1 / 15

Montego Bay House

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

$1,100.00

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from $1,100.00 / night

1 / 26

Ocho Rios House

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

$982.00

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from $982.00 / night

1 / 20

Ocho Rios Villa

  • 7
  • 16
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$800.00

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from $800.00 / night

(1)

1 / 22

Discovery Bay Villa

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

$428.00

Excellent (1 reviews)

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from $428.00 / night

1 / 15

Montego Bay House

  • 4
  • 1
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 43

Saint Ann Parish Villa

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

$571.00

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from $571.00 / night

(1)

1 / 18

Saint James Parish Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,000.00

Excellent (1 reviews)

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from $1,000.00 / night

1 / 36

Montego Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$643.00

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from $643.00 / night

1 / 34

Ocho Rios House

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,000.00

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from $3,000.00 / night

1 / 10

Silver Sands House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$930.00

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from $930.00 / night