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Jamaica Estates & Villas with Swimming Pool - 447 Rentals Available.

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447 Vacation rentals

Filters applied: Swimming pool

(8)

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

Excellent (8 reviews)

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from $135 / 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

(4)

1 / 12

Port Maria Villa

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$356

Excellent (4 reviews)

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from $356 / night

1 / 24

Tower Isle Apartment

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

$75

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from $75 / 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

(1)

1 / 29

Montego Bay Villa

  • 22
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$90

Excellent (1 reviews)

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from $90 / night

1 / 23

Montego Bay Villa

  • 22
  • 36
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

$90

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from $90 / night

1 / 9

Rose Hall Villa

  • 18
  • 36
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

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from $100 / night

(1)

1 / 17

Sandy Bay House

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

$2142

Excellent (1 reviews)

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from $2142 / night

1 / 34

Ocho Rios Villa

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

Inquire for Rates

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Pricing unknown

1 / 16

Port Antonio House

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

$1500

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from $1500 / night

1 / 19

Discovery Bay Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1935

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from $1935 / night

1 / 16

Hopewell House

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

from $485 / night

1 / 10

Silver Sands House

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

from $567 / night

1 / 15

Negril House

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

$1600

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from $1600 / night

1 / 28

Port Antonio House

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

from $660 / night

1 / 44

Rose Hall House

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

$1215

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from $1215 / night

1 / 21

Savanna La Mar House

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

$1214

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from $1214 / night

(2)

1 / 47

Montego Bay House

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

$1357

Excellent (2 reviews)

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from $1357 / night

(2)

1 / 16

Wiltshire House

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

$555

Excellent (2 reviews)

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from $555 / night

1 / 10

Negril House

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

from $800 / night

1 / 29

Runaway Bay House

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

from $880 / night

1 / 20

Sandy Bay House

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

from $714 / night

1 / 51

Negril House

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

from $800 / night

1 / 16

Sandy Bay House

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

$2273

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from $2273 / night

(2)

1 / 23

Discovery Bay Villa

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

$787

Very Good (2 reviews)

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from $787 / night

(2)

1 / 20

Montego Bay Villa

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

$500

Average (2 reviews)

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from $500 / night

(1)

1 / 26

Port Antonio House

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

$850

Excellent (1 reviews)

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from $850 / 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 / 23

Montego Bay House

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

$1697

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from $1697 / night

(1)

1 / 30

Hopewell House

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

$642

Excellent (1 reviews)

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from $642 / night

1 / 25

Montego Bay House

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

from $625 / 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 / 46

Rose Hall House

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

$1286

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from $1286 / night

(22)

1 / 27

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 / 19

Ocho Rios House

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

from $861 / night

1 / 19

Rose Hall House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1050

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from $1050 / night

1 / 48

Ocho Rios Villa

  • 8
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 12

Silver Sands House

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

from $457 / night