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Leeward 2-bedroom Vacation Rentals, Homes & More - 75 Rentals Available.

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75 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 12

Leeward Villa

  • 3
  • 6
  • min stay varies
  • Child friendly

Responds fast! Avg. 1 hour 21 minutes

$516.00

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from $516.00 / night

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1 / 37

Leeward Villa

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

Responds fast! Avg. 1 hour 21 minutes

$1,088.00

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from $1,088.00 / night

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(1)

1 / 21

Leeward House

  • 3
  • 6
  • min stay varies
  • Air conditioning

$357.00

Excellent (1 reviews)

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from $357.00 / night

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1 / 25

Leeward Villa

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,300.00

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from $1,300.00 / night

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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

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1 / 11

Leeward Villa

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

$1,414.00

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from $1,414.00 / night

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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

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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

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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

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Your search has been expanded 11 miles to include more rentals

1 / 16

Turtle Cove Apartment - 11 miles away

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

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(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

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1 / 20

Turtle Cove Penthouse - 11 miles away

  • 3
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$687.00

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from $687.00 / night

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(1)

1 / 14

Providenciales Apartment - 11 miles away

  • 2
  • 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$228.00

Very Good (1 reviews)

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from $228.00 / night

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1 / 19

Providenciales Cottage - 0.1 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 2 hours 16 minutes

$458.00

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from $458.00 / night

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(4)

1 / 21

Providenciales Apartment - 11 miles away

  • 2
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
“We have been going back to Providenciales for over 10 years now. We have mostly stayed at the Northwest point. We have been in many units and this one was particularly nice because of it's high ceilings, furnishings, and attention to detail....”
- Review left on 02/27/2016

$573.00

Excellent (4 reviews)

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from $573.00 / night

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(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

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1 / 19

Providenciales Apartment - 11 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Air conditioning

$228.00

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from $228.00 / night

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(15)

1 / 29

Turtle Cove Villa - 4.9 miles away

  • 2
  • 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly

$375.00

Excellent (15 reviews)

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from $375.00 / night

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(43)

1 / 44

Providenciales Villa - 5.9 miles away

  • 10
  • 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

$6,000.00

Excellent (43 reviews)

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from $6,000.00 / night

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(18)

1 / 30

Turtle Cove Villa - 4.9 miles away

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

$535.00

Very Good (18 reviews)

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from $535.00 / night

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(9)

1 / 23

Providenciales Villa - 10.2 miles away

  • 9
  • 18
  • min stay varies
  • 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

$1,637.00

Excellent (9 reviews)

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from $1,637.00 / night

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1 / 36

Grace Bay Villa - 0.1 miles away

  • 6
  • 12
  • min stay varies
  • Child friendly

$5,400.00

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from $5,400.00 / night

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1 / 26

Grace Bay Villa - 0.1 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$4,950.00

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from $4,950.00 / night

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1 / 17

Grace Bay Villa - 0.1 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$4,950.00

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from $4,950.00 / night

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1 / 14

Grace Bay Villa - 0.1 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly

$2,025.00

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from $2,025.00 / night

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1 / 38

Grace Bay Villa - 0.1 miles away

  • 8
  • 16
  • min stay varies
  • Child friendly

$7,100.00

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from $7,100.00 / night

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(1)

1 / 10

Grace Bay Villa - 0.1 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,451.00

Excellent (1 reviews)

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from $1,451.00 / night

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1 / 49

Grace Bay Villa - 0.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$2,300.00

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from $2,300.00 / night

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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

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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

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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

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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

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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

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(6)

1 / 28

Grace Bay Villa - 0.1 miles away

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

Responds fast! Avg. 1 hour 21 minutes

“Our family of six had the most wonderful vacation! The description of the house does not do it justice, it was incredible! The house was beautifully decorated, and had all desired amenities. The outdoor area and pool were just as luxurious. The...”
- Review left on 01/05/2017

$2,233.00

Excellent (6 reviews)

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from $2,233.00 / night

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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 5 minutes

$818.00

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from $818.00 / night

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1 / 43

Turtle Cove Villa - 10.4 miles away

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

$843.00

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from $843.00 / night

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(1)

1 / 22

Long Bay Beach Villa - 3.3 miles away

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

$971.00

Very Good (1 reviews)

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from $971.00 / night

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(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

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(1)

1 / 34

Providenciales Villa - 2.6 miles away

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

$1,350.00

Very Good (1 reviews)

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from $1,350.00 / night

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(2)

1 / 35

Providenciales Villa - 3.5 miles away

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

$1,557.00

Excellent (2 reviews)

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from $1,557.00 / night

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