Leeward Vacation Rentals with Swimming Pool

Private beachfront villa on Grace Bay sleeps 12

Leeward Villa

6 bedrooms 6
7 bathrooms
sleeps 12 12
min stay varies

Beach/lakeside relaxation
Swimming pool
Ask about children

$1,857.00

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from $1,857.00 / night

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Aqueous - Sunset Beach Villas TCI

Leeward Villa

3 bedrooms 3
4 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Air conditioning

Responds fast! Avg. 38 minutes

$1,374.00

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from $1,374.00 / night

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Turnstone House - Sunset Beach Villas

Leeward Villa

3 bedrooms 3
3 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Air conditioning

Responds fast! Avg. 38 minutes

$1,661.00

Excellent (2 reviews)

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from $1,661.00 / night

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Bajacu

Leeward Villa

6 bedrooms 6
7 bathrooms
sleeps 12 12
min stay varies

Swimming pool
Child friendly
Air conditioning

$6,000.00

Excellent (1 reviews)

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from $6,000.00 / night

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Brand new nearly beachfront 4 bedroom villa

Leeward Villa

4 bedrooms 4
4 bathrooms
sleeps 8 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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Beach House At Hawkbill Beach Front Located in Wonderful Grace Bay with Pri

Leeward Villa

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Swimming pool
Child friendly
Air conditioning

$2,000.00

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from $2,000.00 / night

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Villa Hawksbill Beach Front Located in Stunning Grace Bay with Private Pool

Leeward Villa

8 bedrooms 8
8 bathrooms
sleeps 16 16
min stay varies

Swimming pool
Child friendly
Air conditioning

$16,900.00

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from $16,900.00 / night

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Villa Hawksbill Beach Front Located in Tropical Grace Bay with Private Poo

Leeward Villa

5 bedrooms 5
5 bathrooms
sleeps 10 10
min stay varies

Swimming pool
Child friendly
Air conditioning

$10,850.00

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from $10,850.00 / night

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Villa Hawksbill Beach Front Located in Exquisite Grace Bay with Private Poo

Leeward Villa

6 bedrooms 6
6 bathrooms
sleeps 12 12
min stay varies

Swimming pool
Child friendly
Air conditioning

$14,500.00

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from $14,500.00 / night

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Turquoise Villa Near Ocean Located in Tropical Grace Bay with Private Pool

Leeward Villa

1 bedroom 1
4 bathrooms
sleeps 8 8
min stay varies

Swimming pool
Child friendly
Air conditioning

$1,950.00

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from $1,950.00 / night

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Villa Milestone Beach Front Located in Beautiful Grace Bay with Private Po

Leeward Villa

4 bedrooms 4
4 bathrooms
sleeps 8 8
min stay varies

Swimming pool
Child friendly
Air conditioning

$3,750.00

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from $3,750.00 / night

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Pelican Nest Cinnamon Villa - 300 ft. of private beach on Grace Bay

Grace Bay Villa - 0.1 miles away

3 bedrooms 3
4 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

Responds fast! Avg. 1 hour 44 minutes

$983.00

Excellent (16 reviews)

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from $983.00 / night

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Edge of Paradise 3 bedroom Luxury Villa steps to Grace Bay

Grace Bay Villa - 0.1 miles away

3 bedrooms 3
3 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Ask about children
Air conditioning

Responds fast! Avg. 38 minutes

“A very beautiful home with private pool and lovely outdoor living area. 2 minute walk to a most beautiful stretch of Grace Bay beach. Great outdoor grill. Fully equipped kitchen. We stayed here for two weeks and wish it had been three. Brita was a...”

- Review left on 01/26/2017

$1,432.00

Excellent (2 reviews)

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from $1,432.00 / night

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Villas 5 bedroom Main & 4 bedroom Guest house

Providenciales Villa - 10.2 miles away

9 bedrooms 9
7 bathrooms
sleeps 18 18
7 nights min

Beach/lakeside relaxation
Nearest beach 2 mi
Swimming pool

“This is our fourth time staying at Emerald Shores. And it really feels like we were back home! Looking out over the balcony at beautiful, serene and breath-taking Chalk Sound is something I never get tired of doing. Staying at Emerald Shores is...”

- Review left on 02/04/2019

$1,963.00

Excellent (8 reviews)

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from $1,963.00 / night

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OCEAN VIEW FULL KITCHEN 1 Bedroom Suite La Vista Azul New furniture April/17

Turtle Cove Condo - 5 miles away

1 bedroom 1
1 bathroom
sleeps 4 4
4 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

$235.00

Very Good (4 reviews)

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from $235.00 / night

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Waterfront Leeward Villa

Grace Bay Villa - 0.1 miles away

3 bedrooms 3
3 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

$540.00

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from $540.00 / night

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Xanadu, Chic secluded beach living, indulge in the ultimate Caribbean vacation.

Turtle Cove Cottage - 5.9 miles away

1 bedroom 1
1 bathroom
sleeps 2 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

$575.00

Excellent (13 reviews)

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from $575.00 / night

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Blue Villa - 3BR On Grace Bay Beach

Turtle Cove Villa - 4.9 miles away

3 bedrooms 3
3 bathrooms
sleeps 6 6
4 nights min

Beach/lakeside relaxation
Nearest beach 0.2 mi
Swimming pool

$398.00

Very Good (15 reviews)

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from $398.00 / night

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Luxury 4-Bedroom Beachfront Villa private pool

Providenciales Villa - 5.9 miles away

4 bedrooms 4
5 bathrooms
sleeps 8 8
min stay varies

Beach/lakeside relaxation
Swimming pool
Ask about children

“We rented 5 Little Cays Villa for a 4 couples get away. From the time we walked into the villa, til the time we left we had the most amazing time. The photos are spot on, but they don't do it justice. The best part of the Villa is the beachfront....”

- Review left on 10/17/2016

$1,071.00

Excellent (1 reviews)

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from $1,071.00 / night

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Samsara, private luxury retreat, indulge in the ultimate Caribbean vacation!

Providenciales Villa - 5.9 miles away

7 bedrooms 7
8 bathrooms
sleeps 22 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

$5,250.00

Excellent (28 reviews)

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from $5,250.00 / night

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Newly Constructed Cottage in Leeward

Providenciales Cottage - 0.1 miles away

2 bedrooms 2
2 bathrooms
sleeps 4 4
5 nights min

Beach/lakeside relaxation
Swimming pool
Ask about children

Responds fast! Avg. 3 hours 3 minutes

$458.00

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from $458.00 / night

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Second Chances 5 Bed Villa in Grace Bay

Grace Bay Villa - 0.1 miles away

5 bedrooms 5
6 bathrooms
sleeps 10 10
5 nights min

Swimming pool
Ask about children
Air conditioning

Responds fast! Avg. 38 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

$3,378.00

Excellent (6 reviews)

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from $3,378.00 / night

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2bdrm ocean front views, pool, hot tub, beach,

Providenciales Apartment - 11 miles away

2 bedrooms 2
3 bathrooms
sleeps 4 4
1 night min

Beach/lakeside relaxation
Swimming pool
Air conditioning

Responds fast! Avg. 3 hours 45 minutes

$745.00

Very Good (1 reviews)

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from $745.00 / night

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Ocean Edge Villa on Grace Bay Beach, turquoise views & great snorkeling!

Providenciales Villa - 5.2 miles away

1 bedroom 1
2 bathrooms
sleeps 3 3
7 nights min

Swimming pool
Child friendly
Air conditioning

$426.00

Excellent (6 reviews)

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from $426.00 / night

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Ocean View 2 bdrm pool, hot tub and private beach

Turtle Cove Penthouse - 11 miles away

3 bedrooms 3
2 bathrooms
sleeps 4 4
3 nights min

Beach/lakeside relaxation
Nearest beach 0 mi
Swimming pool

Responds fast! Avg. 3 hours 45 minutes

$687.00

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from $687.00 / night

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2 bdrm ocean view pool, hot tub, beach, nice

Providenciales Apartment - 11 miles away

2 bedrooms 2
5 bathrooms
sleeps 4 4
3 nights min

Beach/lakeside relaxation
Swimming pool
Air conditioning

Responds fast! Avg. 3 hours 45 minutes

“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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