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Simpson Bay 4+ bedroom Villas, Vacation Rentals & More - 29 Rentals Available.

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29 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 23

Simpson Bay Villa

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

from $858 / night

1 / 41

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1143

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from $1143 / night

1 / 46

Simpson Bay Villa

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

from $572 / night

(1)

1 / 61

Simpson Bay Villa

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

$1800

Excellent (1 reviews)

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from $1800 / night

1 / 22

Simpson Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children

$1500

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from $1500 / night

1 / 48

Simpson Bay Villa

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

from $500 / night

1 / 30

Simpson Bay Villa

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

$1800

Inquire

from $1800 / night

1 / 26

Simpson Bay Villa

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

Inquire for Rates

Inquire

Pricing unknown

(1)

1 / 31

Simpson Bay Villa

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

$643

Excellent (1 reviews)

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from $643 / night

1 / 10

Simpson Bay Villa

  • 5
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1071

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from $1071 / night

1 / 33

Simpson Bay Villa

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

$1200

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from $1200 / night

(1)

1 / 39

Simpson Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$643

Very Good (1 reviews)

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from $643 / night

(5)

1 / 43

Simpson Bay Villa

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

$843

Excellent (5 reviews)

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from $843 / night

1 / 28

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $614 / night

1 / 30

Simpson Bay Villa

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

from $658 / night

1 / 26

Simpson Bay Villa

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

from $643 / night

1 / 38

Simpson Bay House

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

from $429 / night

1 / 34

Simpson Bay Villa

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

$786

Book

from $786 / night

1 / 7

Simpson Bay Villa

  • 5
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1429

Inquire

from $1429 / night

1 / 21

Simpson Bay Villa

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

from $142 / night

1 / 40

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

Inquire

Pricing unknown

1 / 16

Simpson Bay Villa

  • 5
  • 12
  • Min stay varies
  • Child friendly

$342

Book

from $342 / night

1 / 50

Simpson Bay Villa

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

$1158

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from $1158 / night

1 / 24

Simpson Bay Villa

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

$1800

Inquire

from $1800 / night

1 / 22

Simpson Bay Villa

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

from $700 / night

1 / 26

Simpson Bay Villa

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

from $750 / night

1 / 34

Simpson Bay Villa

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

from $786 / night

1 / 28

Simpson Bay Villa

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

from $843 / night

1 / 26

Simpson Bay Villa

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

from $858 / night

Your search has been expanded 1.1 miles to include more rentals

1 / 47

St. Maarten-St. Martin Villa - 1 miles away

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

from $458 / night

1 / 25

St. Maarten-St. Martin Villa - 1.1 miles away

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

$650

Book

from $650 / night

1 / 25

St. Maarten-St. Martin Villa - 1.1 miles away

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

$700

Book

from $700 / night

1 / 24

St. Maarten-St. Martin Villa - 1.1 miles away

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

from $600 / night

1 / 9

St. Maarten-St. Martin Villa - 1.1 miles away

  • 5
  • 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1071

Inquire

from $1071 / night

1 / 23

St. Maarten-St. Martin Villa - 1.1 miles away

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

$650

Book

from $650 / night

1 / 23

St. Maarten-St. Martin Villa - 1.1 miles away

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

$1500

Book

from $1500 / night

1 / 23

St. Maarten-St. Martin Villa - 1.1 miles away

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

$700

Book

from $700 / night

1 / 45

Cole Bay Villa - 1.1 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

from $786 / night

1 / 20

St. Maarten-St. Martin Villa - 1.1 miles away

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

from $458 / night

1 / 15

Cole Bay Villa - 1.1 miles away

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

$1701

Inquire

from $1701 / night