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Jamaica Estates & Villas with Swimming Pool - 541 Rentals Available.

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541 Vacation rentals

Filters applied: Swimming pool

(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 / 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

(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

(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)

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 / 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

(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

$355

Excellent (4 reviews)

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from $355 / night

1 / 22

Discovery Bay Villa

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

$1936

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from $1936 / 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 / 28

Rose Hall House

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

from $743 / night

1 / 54

Duncans House

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

from $650 / night

1 / 54

Duncans House

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

from $500 / night

(5)

1 / 44

Duncans Villa

  • 5
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$400

Excellent (5 reviews)

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from $400 / night

(1)

1 / 32

Montego Bay House

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

$700

Excellent (1 reviews)

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from $700 / night

1 / 20

Runaway Bay House

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

from $741 / night

1 / 20

Runaway Bay House

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

from $671 / night

(2)

1 / 34

Montego Bay Villa

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

$1630

Excellent (2 reviews)

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from $1630 / night

1 / 46

Silver Sands House

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

from $329 / 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

(4)

1 / 38

Montego Bay Villa

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

$1429

Excellent (4 reviews)

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from $1429 / night

1 / 23

Silver Sands House

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

from $487 / night

1 / 41

Runaway Bay House

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

from $735 / night

(1)

1 / 23

Silver Sands House

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

$600

Very Good (1 reviews)

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from $600 / night

1 / 28

Silver Sands House

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

from $849 / night

1 / 17

Rose Hall House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from $528 / 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 / 11

Duncans Villa

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

from $629 / night

(4)

1 / 24

Jamaica House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$715

Excellent (4 reviews)

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from $715 / night

1 / 8

Negril House

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

from $600 / night

1 / 21

Montego Bay House

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

from $570 / night

1 / 33

Savanna La Mar House

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

from $670 / night

1 / 24

Silver Sands House

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

from $400 / night

1 / 20

Discovery Bay House

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

from $571 / night

(1)

1 / 27

Silver Sands House

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

$325

Very Good (1 reviews)

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from $325 / night

1 / 12

Silver Sands House

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

from $457 / night

1 / 21

Runaway Bay House

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

from $471 / night

1 / 36

Discovery Bay Villa

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

$2828

Inquire

from $2828 / night

1 / 26

Bluefields House

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

from $658 / night

1 / 10

Negril House

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

from $800 / night