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Simpson Bay 3-bedroom Villas, Vacation Rentals & More - 976 Rentals Available.

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976 Vacation rentals

Filters applied: 3+ Bedrooms

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

(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

1 / 39

Simpson Bay Villa

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$858.00

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from $858.00 / 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

(1)

1 / 46

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 / 25

Simpson Bay Villa

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

$543.00

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from $543.00 / 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 / 30

Simpson Bay Villa

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$729.00

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from $729.00 / night

1 / 26

Simpson Bay Apartment

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

$455.00

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from $455.00 / 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)

1 / 61

Simpson Bay Villa

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

$3,000.00

Excellent (1 reviews)

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from $3,000.00 / 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

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

$809.00

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from $809.00 / 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 / 40

Simpson Bay Apartment

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

$572.00

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from $572.00 / 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 / 34

Simpson Bay Villa

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

$735.00

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from $735.00 / night

1 / 34

Simpson Bay Villa

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

$825.00

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from $825.00 / night

1 / 39

Simpson Bay House

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

$1,200.00

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from $1,200.00 / night

1 / 21

Simpson Bay Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly

$143.00

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from $143.00 / night

1 / 19

Simpson Bay Apartment

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

$643.00

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from $643.00 / night

1 / 29

Simpson Bay House

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

$342.00

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from $342.00 / 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

Your search has been expanded 19.7 miles to include more rentals

(6)

1 / 26

St Martin / St Maarten Villa - 1.1 miles away

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
“Our family spent a wonderful week at La Casita on Beacon Hill. The home was spacious, extremely clean, very well furnished and private. We loved the fact that we felt in our own world, with an amazing view of the sea and sunsets were beyond words....”
- Review left on 12/28/2010

$343.00

Excellent (6 reviews)

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from $343.00 / night

1 / 30

Orient Bay Villa - 5.6 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

Responds fast! Avg. 1 hour 51 minutes

$557.00

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from $557.00 / night

(1)

1 / 15

Cupecoy Bay Apartment - 2.4 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly

$296.00

Excellent (1 reviews)

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from $296.00 / night

1 / 30

Colombier Villa - 17.5 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$141.00

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from $141.00 / night

1 / 37

Gustavia Villa - 19.2 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$143.00

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from $143.00 / night

1 / 37

Gustavia Villa - 19.5 miles away

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,414.00

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from $1,414.00 / night

1 / 24

St. Jean Villa - 19.7 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly

$141.00

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from $141.00 / night

1 / 16

Terres Basses Villa - 3.4 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly

$444.00

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from $444.00 / night

1 / 47

Anse des Flamands Villa - 17.8 miles away

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Air conditioning

$143.00

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from $143.00 / night

1 / 22

Terres Basses Villa - 2.9 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly

$444.00

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from $444.00 / night

1 / 25

Terres Basses Villa - 3.1 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool

$148.00

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from $148.00 / night

1 / 50

Lurin Villa - 19.7 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly

$1,386.00

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from $1,386.00 / night

1 / 45

Anse des Cayes Villa - 18.8 miles away

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,429.00

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from $1,429.00 / night

1 / 20

Lurin Villa - 19.7 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$143.00

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from $143.00 / night

1 / 59

Anse des Flamands Villa - 18.1 miles away

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly

$1,400.00

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from $1,400.00 / night

1 / 46

Anse des Flamands Villa - 18.3 miles away

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,414.00

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from $1,414.00 / night

1 / 38

Terres Basses Villa - 3.6 miles away

  • 9
  • 18
  • 5 nights min
  • Swimming pool
  • Child friendly

$4,437.00

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from $4,437.00 / night