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Holiday Homes in Leeward

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42 rentals in Leeward.
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Fantastic family villa, sleeps 8-10, 4 bedrooms, 2 pool, BBQ Pit, outdoor cabana, holiday rental in Leeward

Fantastic family villa, sleeps 8-10, 4 bedrooms, 2 pool, BBQ Pit, outdoor cabana

4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Villa Cariad, beautiful pool, luxury for 8, kayaks, SUPs on Leeward Canal!!, holiday rental in Leeward

Villa Cariad, beautiful pool, luxury for 8, kayaks, SUPs on Leeward Canal!!

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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A colourful, Caribbean retreat, a short walk to stunning Pelican Beach, holiday rental in Leeward

A colourful, Caribbean retreat, a short walk to stunning Pelican Beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront. Newly renovated 4 bed, private pool, water access. Holiday dream!, holiday rental in Leeward

Oceanfront. Newly renovated 4 bed, private pool, water access. Holiday dream!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy a private refuge on canal property with a oversized pool, holiday rental in Leeward

Enjoy a private refuge on canal property with a oversized pool

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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☀️NEW! Leeward Jewel Luxury Villa!☀️, holiday rental in Leeward

☀️NEW! Leeward Jewel Luxury Villa!☀️

7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Ocean Dream 5 BR Aqua, holiday rental in Leeward

Ocean Dream 5 BR Aqua

5 bedrooms
5 bathrooms
Sleeps 10
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Private Oasis with Pool, holiday rental in Leeward

Private Oasis with Pool

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated 5 Bedroom 5 Bath Villa Spectacular Views Ocean, Beaches close!!!, holiday rental in Leeward

Newly Renovated 5 Bedroom 5 Bath Villa Spectacular Views Ocean, Beaches close!!!

8 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Private Grace Bay Beach Villa, holiday rental in Leeward

Private Grace Bay Beach Villa

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Turks and Caicos Grace Bay Beach Brand New Villa, holiday rental in Leeward

Turks and Caicos Grace Bay Beach Brand New Villa

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Moringa Villa, holiday rental in Leeward

Moringa Villa

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Acajou Villa- A Gorgeous Canal Front with Private Dock, holiday rental in Leeward

Acajou Villa- A Gorgeous Canal Front with Private Dock

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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*FOOTPRINTS ON GRACE BAY*  OCEAN FRONT VILLA, INCL CHEF, BUTLER, DAILY CLEANING, holiday rental in Leeward

*FOOTPRINTS ON GRACE BAY* OCEAN FRONT VILLA, INCL CHEF, BUTLER, DAILY CLEANING

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Turks & Caicos Inviting Vacation Home, holiday rental in Leeward

Turks & Caicos Inviting Vacation Home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Providenciales Resort Style Villa close to beaches Flexible cancellation policy, holiday rental in Leeward

Providenciales Resort Style Villa close to beaches Flexible cancellation policy

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Pelican Cottage -Minutes to Grace Bay Beach! Bikes included!/Car for Rent!, holiday rental in Leeward

Pelican Cottage -Minutes to Grace Bay Beach! Bikes included!/Car for Rent!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Villa Allegria - Beachfront, holiday rental in Leeward

Villa Allegria - Beachfront

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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2 Bedroom Condo in the heart of Grace Bay, holiday rental in Leeward

2 Bedroom Condo in the heart of Grace Bay

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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55 Oasis Villa  (Make it your Home), holiday rental in Leeward

55 Oasis Villa (Make it your Home)

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Contemporary 2 bedroom, 1 bathroom family Cottage, holiday rental in Leeward

Contemporary 2 bedroom, 1 bathroom family Cottage

2 bedrooms
1 bathroom
Sleeps 4
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18 Pinta Lane, holiday rental in Leeward

18 Pinta Lane

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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BRAND NEW Aqueous - Sunset Beach Villas TCI, holiday rental in Leeward

BRAND NEW Aqueous - Sunset Beach Villas TCI

3 bedrooms
4 bathrooms
Sleeps 6
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Tropical Grace Bay Beach Villa, holiday rental in Leeward

Tropical Grace Bay Beach Villa

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER, holiday rental in Leeward

LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Ocean Front Condo, 2 bed 2 Bath, holiday rental in Leeward

Ocean Front Condo, 2 bed 2 Bath

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Villa Salacia | Beach Front - Located in Magnificent Grace Bay with Private Poo, holiday rental in Leeward

Villa Salacia | Beach Front - Located in Magnificent Grace Bay with Private Poo

1 bedroom
6 bathrooms
Sleeps 12
Match: Sleeps
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Turnstone House, holiday rental in Leeward

Turnstone House

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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10 Steps to Grace Bay Beach, 4BR sleeps 10, Private Pool, Luxury Villa, holiday rental in Leeward

10 Steps to Grace Bay Beach, 4BR sleeps 10, Private Pool, Luxury Villa

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Grace Haven - brand new villa in Leeward, holiday rental in Leeward

Grace Haven - brand new villa in Leeward

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Brand new nearly beachfront 4 bedroom villa, holiday rental in Leeward

Brand new nearly beachfront 4 bedroom villa

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Salt Life Villa - Canalfront, holiday rental in Leeward

Salt Life Villa - Canalfront

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Villa Blondel Cove | Beach Front - Located in Tropical Leeward with Private Poo, holiday rental in Leeward

Villa Blondel Cove | Beach Front - Located in Tropical Leeward with Private Poo

1 bedroom
7 bathrooms
Sleeps 12
Match: Sleeps
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Villa Milestone | Beach Front - Located in Beautiful Grace Bay with Private Po, holiday rental in Leeward

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Villa Cabuya | Beach Front - Located in Exquisite Leeward, holiday rental in Leeward

Villa Cabuya | Beach Front - Located in Exquisite Leeward

1 bedroom
7 bathrooms
Sleeps 12
Match: Sleeps
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Villa Cabuya | Beach Front - Located in Stunning Leeward with Private Pool, holiday rental in Leeward

Villa Cabuya | Beach Front - Located in Stunning Leeward with Private Pool

1 bedroom
6 bathrooms
Sleeps 10
Match: Sleeps
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Newly Redecorated Oceanfront 3 Bedroom Condo at The Tuscany Resort on Grace Bay, holiday rental in Leeward

Newly Redecorated Oceanfront 3 Bedroom Condo at The Tuscany Resort on Grace Bay

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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10 steps from Grace Bay beach, newly renovated, 9 bedroom house, sleeps 20, holiday rental in Leeward

10 steps from Grace Bay beach, newly renovated, 9 bedroom house, sleeps 20

9 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Private Pool,  Short Walk To Grace Bay Beach!  5BR, 5 bath, sleeps 14 in Beds, holiday rental in Leeward

Private Pool, Short Walk To Grace Bay Beach! 5BR, 5 bath, sleeps 14 in Beds

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Wake up on the Sunnyside !!  Three Bedroom Private Villa in Leeward Community, holiday rental in Leeward

Wake up on the Sunnyside !! Three Bedroom Private Villa in Leeward Community

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Villa - Canal Front - Large Sun Deck- Outdoor Lounge/Covered Veranda, holiday rental in Leeward

Villa - Canal Front - Large Sun Deck- Outdoor Lounge/Covered Veranda

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Villa Alee - Brand new luxury villa - Only 10 min walk to Grace Bay beach!, holiday rental in Leeward

Villa Alee - Brand new luxury villa - Only 10 min walk to Grace Bay beach!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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