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Simpson Bay 2-bedroom Villas, Vacation Rentals & More - 527 Rentals Available.

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527 Vacation rentals

Filters applied: 2+ Bedrooms

(11)

1 / 34

Simpson Bay Apartment

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

Responds fast! Avg. 2 hours 57 minutes

$409.00

Excellent (11 reviews)

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from $409.00 / night

1 / 47

Simpson Bay Villa

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$657.00

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from $657.00 / night

(1)

1 / 29

Simpson Bay Apartment

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$272.00

Excellent (1 reviews)

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from $272.00 / night

(1)

1 / 46

Simpson Bay Villa

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$914.00

Excellent (1 reviews)

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from $914.00 / night

(1)

1 / 61

Simpson Bay Villa

  • 6
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$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
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$557.00

Excellent (1 reviews)

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from $557.00 / night

1 / 41

Simpson Bay Apartment

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$329.00

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from $329.00 / night

1 / 40

Simpson Bay Apartment

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$336.00

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from $336.00 / night

(3)

1 / 14

Simpson Bay Apartment

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$643.00

Excellent (3 reviews)

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from $643.00 / night

(2)

1 / 29

Simpson Bay House

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$400.00

Very Good (2 reviews)

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from $400.00 / night

1 / 43

Simpson Bay Villa

  • 6
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$643.00

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from $643.00 / night

(1)

1 / 20

Simpson Bay Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$229.00

Excellent (1 reviews)

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from $229.00 / night

1 / 40

Simpson Bay Apartment

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$350.00

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from $350.00 / night

1 / 16

Simpson Bay Villa

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$557.00

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from $557.00 / night

(1)

1 / 21

Simpson Bay Yacht

  • 3
  • 6
  • 1 night min
  • Child friendly

$2,000.00

Excellent (1 reviews)

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from $2,000.00 / night

1 / 32

Simpson Bay Villa

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

$660.00

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from $660.00 / night

(4)

1 / 22

Simpson Bay Apartment

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$483.00

Excellent (4 reviews)

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from $483.00 / 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 / 33

Simpson Bay House

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$850.00

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from $850.00 / night

(1)

1 / 24

Simpson Bay Condo

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$343.00

Excellent (1 reviews)

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from $343.00 / night

1 / 70

Simpson Bay Apartment

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$471.00

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from $471.00 / night

1 / 20

Simpson Bay House

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

$572.00

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from $572.00 / 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)

1 / 58

Simpson Bay Villa

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$786.00

Excellent (1 reviews)

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from $786.00 / 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 / 38

Simpson Bay Villa

  • 6
  • 14
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,522.00

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from $1,522.00 / night

1 / 35

Simpson Bay Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$300.00

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from $300.00 / night

(1)

1 / 62

Simpson Bay Villa

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$700.00

Very Good (1 reviews)

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from $700.00 / night

1 / 49

Simpson Bay Villa

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$814.00

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from $814.00 / night

1 / 69

Simpson Bay Villa

  • 7
  • 14
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$2,215.00

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from $2,215.00 / night

1 / 32

Simpson Bay Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$357.00

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from $357.00 / night

1 / 30

Simpson Bay Condo

  • 2
  • 4
  • min stay varies
  • Child friendly

$471.00

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from $471.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 40

St. Barthelemy Villa - 18 miles away

  • 4
  • 8
  • min stay varies

$2,857.00

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from $2,857.00 / night

1 / 23

St. Barthelemy Villa - 18 miles away

  • 3
  • 6
  • min stay varies

$786.00

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from $786.00 / night

1 / 34

Anse des Cayes Villa - 18.8 miles away

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

$929.00

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from $929.00 / night

1 / 21

Lurin Villa - 19.7 miles away

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

$1,371.00

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from $1,371.00 / night

1 / 41

Gustavia Villa - 19.5 miles away

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

$2,829.00

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from $2,829.00 / 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 / 30

Colombier Villa - 18.2 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool

$857.00

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from $857.00 / night