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Leeward Vacation Rentals

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37 rentals in Leeward.
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Fantastic family villa, sleeps 8-10, 4 bedrooms, 2 pool, BBQ Pit, outdoor cabana, vacation 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!!, vacation 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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** RAVE REVIEWS- Family Friendly Ocean Front 3 Bedroom, 3 Bath Villa, vacation rental in Leeward

** RAVE REVIEWS- Family Friendly Ocean Front 3 Bedroom, 3 Bath Villa

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Moringa Villa, vacation rental in Leeward

Moringa Villa

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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A colourful, Caribbean retreat, a short walk to stunning Pelican Beach, vacation 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!, vacation 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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LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER, vacation 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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Providenciales Resort Style Villa close to beaches Flexible cancellation policy, vacation 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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Private Oasis with Pool, vacation 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!!!, vacation 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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Ocean Dream 5 BR Aqua, vacation rental in Leeward

Ocean Dream 5 BR Aqua

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Turks and Caicos Grace Bay Beach Brand New Villa, vacation rental in Leeward

Turks and Caicos Grace Bay Beach Brand New Villa

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Grace Bay Beach Villa, vacation rental in Leeward

Private Grace Bay Beach Villa

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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55 Oasis Villa  (Make it your Home), vacation rental in Leeward

55 Oasis Villa (Make it your Home)

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Pelican Cottage -Minutes to Grace Bay Beach! Bikes included!/Car for Rent!, vacation 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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Acajou Villa- A Gorgeous Canal Front with Private Dock, vacation 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, vacation 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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2 Bedroom Condo in the heart of Grace Bay, vacation rental in Leeward

2 Bedroom Condo in the heart of Grace Bay

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

Villa Allegria - Beachfront

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Tropical Grace Bay Beach Villa, vacation rental in Leeward

Tropical Grace Bay Beach Villa

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

BRAND NEW Aqueous - Sunset Beach Villas TCI

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Villa Blondel Cove | Beach Front - Located in Tropical Leeward with Private Poo, vacation 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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Grace Haven - brand new villa in Leeward, vacation rental in Leeward

Grace Haven - brand new villa in Leeward

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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10 Steps to Grace Bay Beach, 4BR sleeps 10, Private Pool, Luxury Villa, vacation 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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Private Pool,  Short Walk To Grace Bay Beach!  5BR, 5 bath, sleeps 14 in Beds, vacation 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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10% Discount March - May 2022 Seagrace Villa is 5BDRM Waterfront, vacation rental in Leeward

10% Discount March - May 2022 Seagrace Villa is 5BDRM Waterfront

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Villa Alee - Brand new luxury villa - Only 10 min walk to Grace Bay beach!, vacation 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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Breezy Villa is a 4 bedroom Villa with Spectacular Water Front Views, vacation rental in Leeward

Breezy Villa is a 4 bedroom Villa with Spectacular Water Front Views

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Villa Milestone | Beach Front - Located in Beautiful Grace Bay with Private Po, vacation 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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Indigo Blu - Festive Availability Only, vacation rental in Leeward

Indigo Blu - Festive Availability Only

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Nearly beachfront 4 bedroom villa, vacation rental in Leeward

Nearly beachfront 4 bedroom villa

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

Salt Life Villa - Canalfront

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Redecorated Oceanfront 3 Bedroom Condo at The Tuscany Resort on Grace Bay, vacation 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, vacation 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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Wake up on the Sunnyside !!  Three Bedroom Private Villa in Leeward Community, vacation 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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Sugar Apple Villa- Beautiful by Nature, vacation rental in Leeward

Sugar Apple Villa- Beautiful by Nature

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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