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Simpson Bay 2-bedroom Villas, Vacation Rentals & More - 1779 Rentals Available.

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1,779 Vacation rentals

Filters applied: 2+ Bedrooms

(10)

1 / 18

Simpson Bay Apartment

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$358.00

Excellent (10 reviews)

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from $358.00 / night

1 / 21

Simpson Bay House

  • 3
  • 6
  • 4 nights min
  • Ask about children

$342.00

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from $342.00 / night

1 / 23

Simpson Bay Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Ask about pets

$314.00

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from $314.00 / night

1 / 21

Simpson Bay Villa

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

$358.00

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from $358.00 / night

(2)

1 / 23

Simpson Bay House

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

$401.00

Very Good (2 reviews)

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from $401.00 / night

1 / 25

Simpson Bay Apartment

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

$329.00

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from $329.00 / night

1 / 24

Simpson Bay Villa

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

$529.00

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from $529.00 / night

1 / 40

Simpson Bay Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$465.00

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from $465.00 / night

1 / 37

Simpson Bay Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$429.00

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from $429.00 / night

1 / 19

Simpson Bay Apartment

  • 3
  • 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$772.00

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from $772.00 / night

1 / 20

Simpson Bay Apartment

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

$386.00

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from $386.00 / night

1 / 47

Simpson Bay Villa

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

$843.00

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from $843.00 / night

1 / 25

Simpson Bay Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$174.00

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from $174.00 / night

1 / 39

Simpson Bay House

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$1,715.00

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from $1,715.00 / night

(1)

1 / 20

Simpson Bay Apartment

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

$386.00

Excellent (1 reviews)

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from $386.00 / night

(1)

1 / 14

Simpson Bay Apartment

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

$372.00

Excellent (1 reviews)

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from $372.00 / night

(3)

1 / 13

Simpson Bay Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$519.00

Very Good (3 reviews)

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from $519.00 / night

(1)

1 / 29

Simpson Bay Villa

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

$429.00

Excellent (1 reviews)

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from $429.00 / night

1 / 20

Simpson Bay Villa

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

$829.00

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from $829.00 / night

(3)

1 / 21

Simpson Bay Villa

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

$300.00

Average (3 reviews)

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from $300.00 / night

1 / 25

Simpson Bay Villa

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

$412.00

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from $412.00 / night

(1)

1 / 32

Simpson Bay Villa

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

$1,272.00

Excellent (1 reviews)

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from $1,272.00 / night

1 / 48

Simpson Bay Villa

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

$1,115.00

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from $1,115.00 / night

1 / 50

Simpson Bay Villa

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

$672.00

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from $672.00 / night

1 / 22

Simpson Bay Villa

  • 2
  • 4
  • 5 nights min

$234.00

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from $234.00 / night

1 / 13

Simpson Bay Villa

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

$572.00

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from $572.00 / night

(3)

1 / 14

Simpson Bay Apartment

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

$643.00

Excellent (3 reviews)

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from $643.00 / night

1 / 14

Simpson Bay Villa

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

$358.00

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from $358.00 / night

1 / 9

Simpson Bay Apartment

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$372.00

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from $372.00 / night

1 / 26

Simpson Bay Apartment

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$454.00

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from $454.00 / night

1 / 50

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,143.00

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from $1,143.00 / night

1 / 18

Simpson Bay Apartment

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

$643.00

Inquire

from $643.00 / night

1 / 40

Simpson Bay Apartment

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

$572.00

Inquire

from $572.00 / night

1 / 39

Simpson Bay Villa

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$858.00

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from $858.00 / night

(2)

1 / 30

Simpson Bay Villa

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

$558.00

Very Good (2 reviews)

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from $558.00 / night

(1)

1 / 15

Simpson Bay Apartment

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

$415.00

Excellent (1 reviews)

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from $415.00 / night

1 / 22

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$809.00

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from $809.00 / night

1 / 15

Simpson Bay House

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

$1,052.00

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from $1,052.00 / night

(1)

1 / 61

Simpson Bay Villa

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

$3,001.00

Excellent (1 reviews)

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from $3,001.00 / night

(3)

1 / 16

Simpson Bay Villa

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

$856.00

Average (3 reviews)

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from $856.00 / night