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Jamaica Estates & Villas with Swimming Pool - 361 Rentals Available.

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361 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

(5)

1 / 52

White House Villa

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

$1,750.00

Excellent (5 reviews)

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from $1,750.00 / 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

(10)

Certificate of Excellence

1 / 53

St. Ann's Bay House

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

Responds fast! Avg. 1 hour 36 minutes

Certificate of Excellence

$177.00

Very Good (10 reviews)

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from $177.00 / night

(12)

Certificate of Excellence

1 / 43

Ocho Rios House

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

Responds fast! Avg. 1 hour 36 minutes

Certificate of Excellence

$155.00

Excellent (12 reviews)

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from $155.00 / night

(1)

1 / 12

Ocho Rios Villa

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

$150.00

Excellent (1 reviews)

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from $150.00 / night

(1)

1 / 29

Montego Bay Villa

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

Responds fast! Avg. 3 hours 57 minutes

$80.00

Excellent (1 reviews)

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from $80.00 / night

1 / 27

Discovery Bay Villa

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

$2,970.00

Inquire

from $2,970.00 / night

1 / 12

Silver Sands House

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

$457.00

Inquire

from $457.00 / night

1 / 34

Montego Bay Villa

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

$951.00

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from $951.00 / night

1 / 33

Montego Bay House

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

$1,357.00

Inquire

from $1,357.00 / night

1 / 23

Hopewell Villa

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

$643.00

Inquire

from $643.00 / night

1 / 55

Negril Villa

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

$951.00

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from $951.00 / night

1 / 21

Discovery Bay Villa

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

$1,140.00

Inquire

from $1,140.00 / night

1 / 56

Ocho Rios Villa

  • 8
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,380.00

Inquire

from $1,380.00 / night

1 / 54

Ocho Rios Villa

  • 13
  • 26
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,298.00

Inquire

from $2,298.00 / night

1 / 37

Runaway Bay House

  • 3
  • 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$519.00

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from $519.00 / 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 / 21

Discovery Bay Villa

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

$2,033.00

Inquire

from $2,033.00 / night

1 / 15

Ironshore Villa

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

$1,275.00

Inquire

from $1,275.00 / night

1 / 16

Ocho Rios Villa

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

$1,087.00

Inquire

from $1,087.00 / night

1 / 47

Rose Hall Villa

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

$857.00

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from $857.00 / night

(25)

1 / 27

Treasure Beach Villa

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

$265.00

Excellent (25 reviews)

Inquire

from $265.00 / night

1 / 30

Montego Bay Villa

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

$2,190.00

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from $2,190.00 / night

1 / 19

Ocho Rios House

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,036.00

Inquire

from $1,036.00 / night

1 / 37

Ocho Rios House

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$633.00

Inquire

from $633.00 / night

1 / 30

Hopewell Villa

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

$2,500.00

Inquire

from $2,500.00 / night

(4)

1 / 35

Ocho Rios House

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

$1,051.00

Excellent (4 reviews)

Inquire

from $1,051.00 / night

(9)

1 / 21

Treasure Beach Villa

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly

$150.00

Very Good (9 reviews)

Inquire

from $150.00 / night

(2)

1 / 33

Discovery Bay House

  • 5
  • 18
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$3,221.00

Excellent (2 reviews)

Inquire

from $3,221.00 / night

1 / 27

Discovery Bay House

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

$857.00

Inquire

from $857.00 / night

1 / 20

Montego Bay Villa

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

$937.00

Inquire

from $937.00 / night

1 / 35

Ocho Rios Villa

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

$3,386.00

Inquire

from $3,386.00 / night

1 / 33

Discovery Bay Villa

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

$2,700.00

Inquire

from $2,700.00 / night

1 / 16

Ocho Rios House

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

$503.00

Inquire

from $503.00 / night

(4)

1 / 26

Discovery Bay Villa

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

$643.00

Excellent (4 reviews)

Inquire

from $643.00 / night

1 / 43

Silver Sands Villa

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

$329.00

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from $329.00 / night

(2)

1 / 34

Montego Bay Villa

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

$1,630.00

Excellent (2 reviews)

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from $1,630.00 / night

1 / 26

Discovery Bay Villa

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

$2,670.00

Inquire

from $2,670.00 / night

1 / 33

Discovery Bay Villa

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

$2,215.00

Inquire

from $2,215.00 / night