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Leeward Vacation Rentals & Homes - 59 Rentals Available

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59 Vacation rentals

Filters applied: Private pool

1 / 11

Leeward Villa

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

$1,415.00

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from $1,415.00 / night

1 / 36

Leeward Villa

  • 8
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$10,579.00

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from $10,579.00 / night

1 / 16

Leeward Villa

  • 1
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$5,850.00

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from $5,850.00 / night

1 / 36

Leeward Villa

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

$1,024.00

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from $1,024.00 / night

1 / 14

Leeward Villa

  • 1
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,974.00

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from $1,974.00 / night

1 / 36

Leeward Villa

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

$8,482.00

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from $8,482.00 / night

1 / 25

Leeward Villa

  • 1
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,268.00

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from $1,268.00 / night

1 / 19

Leeward Villa

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

$2,364.00

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from $2,364.00 / night

Your search has been expanded 10.5 miles to include more rentals

(18)

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Turtle Cove Villa - 4.9 miles away

  • 3
  • 7
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$499.00

Very Good (18 reviews)

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from $499.00 / night

(42)

1 / 43

Providenciales Villa - 5.9 miles away

  • 7
  • 22
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Samsara Villa is amazing. From the moment you walk in and see the view of the infinity double pool, the jacuzzi and the turquoise water in the background, you know you are about to relax in luxury. Each suite is totally separate with its own...”
- Review left on 05/09/2017

$5,500.00

Excellent (42 reviews)

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from $5,500.00 / night

1 / 27

Grace Bay Villa - 0.1 miles away

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 18 minutes

$818.00

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from $818.00 / night

(17)

Certificate of Excellence

1 / 42

Grace Bay Villa - 0.1 miles away

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

Responds fast! Avg. 1 hour 28 minutes

Certificate of Excellence

$982.00

Excellent (17 reviews)

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from $982.00 / night

(1)

1 / 41

Grace Bay House - 0.1 miles away

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

Responds fast! Avg. 1 hour 28 minutes

$1,064.00

Excellent (1 reviews)

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from $1,064.00 / night

(9)

1 / 23

Providenciales Villa - 10.2 miles away

  • 9
  • 18
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“This is about 10 years going to Provo. I absolutely love Emerald Shores. Allows the privacy and quiet I want and access to beautiful views and enough room to stretch out.. hang out with friends or just find a lonely little corner to chill...”
- Review left on 02/22/2019

$1,963.00

Excellent (9 reviews)

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from $1,963.00 / night

(14)

1 / 25

Turtle Cove Cottage - 5.9 miles away

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Xanadu is truly a one of a kind escape from reality! The location was absolutely beautiful and Carla, Yamali, and all the rest of the staff were AMAZING! Linda was wonderful with all of the logistics (and she is a pretty awesome person too!)Samsara...”
- Review left on 05/12/2017

$850.00

Excellent (14 reviews)

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from $850.00 / night

1 / 14

Grace Bay Villa - 0.1 miles away

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

$2,364.00

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from $2,364.00 / night

1 / 39

Grace Bay Villa - 0.1 miles away

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

$5,265.00

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from $5,265.00 / night

1 / 17

Grace Bay Villa - 0.1 miles away

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

$4,826.00

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from $4,826.00 / night

1 / 27

Grace Bay Villa - 0.1 miles away

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

$2,242.00

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from $2,242.00 / night

1 / 31

The Bight Settlement Villa - 5.1 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,365.00

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from $1,365.00 / night

1 / 20

Grace Bay Villa - 0.1 miles away

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

$4,826.00

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from $4,826.00 / night

1 / 20

Grace Bay Villa - 0.1 miles away

  • 1
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$4,202.00

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from $4,202.00 / night

(11)

1 / 43

Providenciales House - 5.6 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,786.00

Excellent (11 reviews)

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from $1,786.00 / night

(8)

1 / 20

Providenciales Villa - 5.2 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$343.00

Excellent (8 reviews)

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from $343.00 / night

1 / 40

Turtle Cove Villa - 10.5 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$986.00

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from $986.00 / night

(5)

1 / 25

Turtle Cove Cottage - 5.2 miles away

  • 1
  • 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$471.00

Excellent (5 reviews)

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from $471.00 / night

(8)

1 / 25

Turtle Cove Cottage - 5 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$293.00

Very Good (8 reviews)

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from $293.00 / night

(5)

1 / 22

Providenciales Villa - 9.8 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$600.00

Excellent (5 reviews)

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from $600.00 / night

(1)

1 / 33

Turtle Cove Villa - 5 miles away

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

$2,193.00

Excellent (1 reviews)

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from $2,193.00 / night

1 / 25

Turtle Cove Cottage - 5.1 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$293.00

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from $293.00 / night

(4)

1 / 28

Grace Bay Villa - 0.1 miles away

  • 4
  • 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,271.00

Excellent (4 reviews)

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from $1,271.00 / night

(1)

1 / 19

Turtle Cove Villa - 5.1 miles away

  • 3
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$786.00

Excellent (1 reviews)

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from $786.00 / night

(2)

1 / 16

Turtle Cove House - 5.2 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$457.00

Excellent (2 reviews)

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from $457.00 / night

1 / 43

Turtle Cove Villa - 10.4 miles away

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

$786.00

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from $786.00 / night

1 / 36

Five Cays Settlement Villa - 2.1 miles away

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

$1,271.00

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from $1,271.00 / night

1 / 24

Turtle Cove Villa - 5.1 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$843.00

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from $843.00 / night

(1)

1 / 25

Turtle Cove Villa - 5.1 miles away

  • 5
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,400.00

Excellent (1 reviews)

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from $1,400.00 / night

1 / 40

Turtle Cove Villa - 4.9 miles away

  • 6
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,071.00

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from $3,071.00 / night

(8)

1 / 17

Providenciales Villa - 9.8 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$357.00

Excellent (8 reviews)

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from $357.00 / night

(3)

1 / 17

Providenciales Villa - 5.2 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$414.00

Excellent (3 reviews)

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from $414.00 / night