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Simpson Bay 3-bedroom Villas, Vacation Rentals & More - 321 Rentals Available.

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321 Vacation rentals

Filters applied: 3+ Bedrooms

1 / 47

Simpson Bay Villa

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

$657.00

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from $657.00 / night

(1)

1 / 46

Simpson Bay Villa

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

$914.00

Excellent (1 reviews)

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from $914.00 / night

1 / 26

Simpson Bay Apartment

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

$500.00

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from $500.00 / night

(1)

1 / 61

Simpson Bay Villa

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

$2,072.00

Excellent (1 reviews)

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from $2,072.00 / night

(1)

1 / 50

Simpson Bay Villa

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

$672.00

Excellent (1 reviews)

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from $672.00 / night

(1)

1 / 29

Simpson Bay Villa

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

$557.00

Excellent (1 reviews)

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from $557.00 / night

1 / 40

Simpson Bay Apartment

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

$336.00

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from $336.00 / night

(2)

1 / 29

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 / 43

Simpson Bay Villa

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

$643.00

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from $643.00 / night

1 / 16

Simpson Bay Villa

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

$557.00

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from $557.00 / night

(1)

1 / 21

Simpson Bay Yacht

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$2,000.00

Excellent (1 reviews)

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from $2,000.00 / night

(1)

1 / 42

Simpson Bay Apartment

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

$572.00

Excellent (1 reviews)

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from $572.00 / 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 / 33

Simpson Bay House

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

$850.00

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from $850.00 / night

(1)

1 / 24

Simpson Bay Condo

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

$343.00

Excellent (1 reviews)

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from $343.00 / night

1 / 38

Simpson Bay Villa

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

$1,522.00

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from $1,522.00 / night

1 / 70

Simpson Bay Apartment

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

$471.00

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from $471.00 / night

(1)

1 / 62

Simpson Bay Villa

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

$700.00

Very Good (1 reviews)

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from $700.00 / night

1 / 34

Simpson Bay Villa

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

$1,498.00

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from $1,498.00 / night

1 / 49

Simpson Bay Villa

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

$814.00

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from $814.00 / night

1 / 42

Simpson Bay Villa

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

$1,143.00

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from $1,143.00 / night

1 / 69

Simpson Bay Villa

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

$2,215.00

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from $2,215.00 / night

Your search has been expanded 19.9 miles to include more rentals

(8)

1 / 25

St Martin / St Maarten Villa - 5.5 miles away

  • 3
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$491.00

Excellent (8 reviews)

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from $491.00 / night

1 / 27

Cupecoy Bay Villa - 2.6 miles away

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

$761.00

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from $761.00 / night

1 / 44

St. Barthelemy Villa - 18.4 miles away

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

$1,714.00

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from $1,714.00 / night

1 / 39

Lurin Villa - 19.6 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool

$686.00

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from $686.00 / night

(1)

1 / 20

St. Barthelemy Villa - 17.9 miles away

  • 3
  • 6
  • min stay varies

$600.00

Very Good (1 reviews)

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from $600.00 / night

1 / 77

Anse des Cayes Villa - 18.8 miles away

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Air conditioning

$4,357.00

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from $4,357.00 / night

1 / 46

St. Barthelemy Villa - 19.5 miles away

  • 5
  • 10
  • min stay varies

$8,748.00

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from $8,748.00 / night

1 / 64

St. Barthelemy Villa - 17.3 miles away

  • 5
  • 10
  • min stay varies

$4,286.00

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from $4,286.00 / night

1 / 47

St. Jean Villa - 19.6 miles away

  • 4
  • 8
  • min stay varies

$3,571.00

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from $3,571.00 / night

1 / 41

Lurin Villa - 19.6 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool

$1,186.00

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from $1,186.00 / night

1 / 51

Corossol Villa - 18.5 miles away

  • 3
  • 6
  • min stay varies

$1,357.00

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from $1,357.00 / night

1 / 20

Lurin Villa - 19.8 miles away

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

$1,786.00

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from $1,786.00 / night

1 / 47

Gustavia Villa - 19.1 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool

$850.00

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from $850.00 / night

1 / 67

Lurin Villa - 19.7 miles away

  • 5
  • 10
  • min stay varies

$4,000.00

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from $4,000.00 / night

1 / 71

Gustavia Villa - 19.1 miles away

  • 4
  • 8
  • min stay varies

$3,571.00

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from $3,571.00 / night

1 / 24

Colombier Villa - 18.3 miles away

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

$1,357.00

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from $1,357.00 / night

1 / 20

Colombier Villa - 18.3 miles away

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

$1,430.00

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from $1,430.00 / night

1 / 34

St. Jean Villa - 19.9 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool

$2,143.00

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from $2,143.00 / night