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Simpson Bay 2-bedroom Villas, Vacation Rentals & More - 2316 Rentals Available.

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2,316 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 / 33

Simpson Bay Villa

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$558.00

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from $558.00 / night

1 / 21

Simpson Bay Villa

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

$143.00

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from $143.00 / night

1 / 21

Simpson Bay Villa

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

$358.00

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from $358.00 / night

1 / 30

Simpson Bay Villa

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

$657.00

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from $657.00 / night

1 / 14

Simpson Bay Villa

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

$358.00

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from $358.00 / night

1 / 25

Simpson Bay Villa

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

$412.00

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from $412.00 / night

1 / 20

Simpson Bay Apartment

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$414.00

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from $414.00 / night

(1)

1 / 30

Simpson Bay Villa

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

$714.00

Very Good (1 reviews)

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from $714.00 / 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 / 40

Simpson Bay Villa

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

$1,010.00

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from $1,010.00 / night

1 / 16

Simpson Bay Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly

$415.00

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from $415.00 / night

1 / 22

Simpson Bay Villa

  • 2
  • 4
  • 5 nights min

$235.00

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from $235.00 / night

(1)

1 / 39

Simpson Bay Villa

  • 6
  • 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$643.00

Very Good (1 reviews)

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from $643.00 / 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 / 23

Simpson Bay Villa

  • 6
  • 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$858.00

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from $858.00 / night

1 / 16

Simpson Bay Villa

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

$543.00

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from $543.00 / night

1 / 50

Simpson Bay Villa

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

$1,276.00

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from $1,276.00 / night

1 / 21

Simpson Bay House

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

$342.00

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from $342.00 / night

(3)

1 / 16

Simpson Bay Villa

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

$342.00

Average (3 reviews)

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from $342.00 / 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

(2)

1 / 30

Simpson Bay Villa

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

$458.00

Very Good (2 reviews)

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from $458.00 / night

1 / 10

Simpson Bay Villa

  • 5
  • 8
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,071.00

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from $1,071.00 / night

1 / 46

Simpson Bay Villa

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

$1,386.00

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from $1,386.00 / 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 / 22

Simpson Bay Villa

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

$643.00

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from $643.00 / night

1 / 22

Simpson Bay Apartment

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

$372.00

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from $372.00 / night

(2)

1 / 23

Simpson Bay House

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

$400.00

Very Good (2 reviews)

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from $400.00 / night

1 / 38

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 / 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

(1)

1 / 42

Simpson Bay Apartment

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

$572.00

Excellent (1 reviews)

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from $572.00 / night

1 / 18

Simpson Bay Apartment

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

$643.00

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from $643.00 / night

(5)

1 / 62

Simpson Bay Villa

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

$844.00

Excellent (5 reviews)

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from $844.00 / night

1 / 45

Simpson Bay Villa

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

$672.00

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from $672.00 / night

(1)

1 / 31

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

(3)

1 / 21

Simpson Bay Villa

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

$229.00

Average (3 reviews)

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from $229.00 / night

1 / 41

Simpson Bay Villa

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

$1,143.00

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from $1,143.00 / night

1 / 16

Simpson Bay Villa

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

$729.00

Inquire

from $729.00 / night

1 / 22

Simpson Bay Villa

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

$415.00

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from $415.00 / 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