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Leeward Rentals

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319 Houses

Brand new nearly beachfront 4 bedroom villa

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,304

Turks and Caicos Grace Bay Beach Brand New Villa

Leeward villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 44 minutes

Price per night from

$795

Tropical Grace Bay Beach Villa

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$701

Turnstone House

Leeward villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$977

Private Grace Bay Beach Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$611

Ocean Front Condo, 2 bed 2 Bath

Leeward condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 25 minutes

Price per night from

$398

2 Bedroom Condo in the heart of Grace Bay

Leeward apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$533

☀️NEW! Leeward Jewel Luxury Villa!☀️

Leeward villa

7 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$2,438

Ocean Dream 5 BR Aqua

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,038

18 Pinta Lane

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,172

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

Leeward cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$184

Grace Haven - brand new villa in Leeward

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$755

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$1,100

Salt Life Villa - Canalfront

Leeward villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$873

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

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$977

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

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$2,668

Villa Allegria - Beachfront

Leeward villa

6 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$1,757

Villa Cabuya | Beach Front - Located in Exquisite Leeward

Leeward villa

1 bedroom / 7 bathrooms / sleeps 12

Price per night from

$5,830

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

Leeward villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$747

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

Leeward villa

1 bedroom / 6 bathrooms / sleeps 10

Price per night from

$5,500

Price per night from

$6,600

Moringa Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,742

Great rentals within 20 miles that match your search

5-STAR REGENT GRAND .... OCEAN FRONT Premium Suite on Grace Bay

Grace Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Stay at Grand Calabash” This is a beautiful condo in the Regent Grand. Everything was just as the owner described in the Vrbo listing. The owner (Andrew) was extremely responsive and made everything easy. The size of the unit is fantastic and the decorating is very nicely done. The beds were comfortable and the sheets and towels were excellent quality. All three of us just melted into the large sectional sofa in the living room. The paintings were nice and came from a local artist with a shop in the Regent Village. The kitchen had everything that we needed. The second floor location is great with easy access by stairs or elevator. You will never tire of the gorgeous view from the large oceanfront balcony. The unit also has a small balcony off of the bedrooms that overlooks the signature heated pool with two hot tubs. The Regent Grand staff is top notch with a special mention to JoJo as he is simply great. The beach is just steps away and the pictures rarely do it justice as the sand is silky soft and the shades of water color almost surreal. We would happily rent again from andrew and return for another visit to this wonderful property.

Responds fast! avg. 3 hours 35 minutes

Price per night from

$928

Sunset One Beach Villa

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$2,119

★★★★★ Affordable Getaway in Paradise !

The Bight Settlement apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 48 minutes

Price per night from

$185

Grace Bay Beach Ocean Villas, Magnolia Villa. Rated #1 On Trip Advisor.

Turtle Cove villa

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$441

The Yacht Club

Lower Bight condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$366

Villa Wyakha - 1 BR On Beach - Ocean view - Pool - Tiki Huts

Long Bay Beach villa

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$314

Beachfront Grace Bay Deluxe Studio - Alexandra Resort

Grace Bay condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 25 minutes

Price per night from

$433

Ocean Front Resort***Spacious Elegant 1 BDR Ocean View 5*.

Providenciales hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

“Beautiful place, perfect weather” The condo was exactly as decribed only the view was better! Candi the owner was great to work with, offering dining and activity suggestions and even following up while we were there to make sure everything was alright. The resort offered many activities and the staff was very accomodating. The only negative was that they were often out of towels for the beach. The weather was wonderful and the water beautiful. Had a most enjoyable relaxing vacation.

Responds fast! avg. 3 hours 28 minutes

Price per night from

$586

Palmetto Lodging

Whitby apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$127

RED CLOVER SPACIOUS CLEAN AND CLOSE TO THE BEACH.

Long Bay Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 12 minutes

Price per night from

$372

Gorgeous Modern Beach Suite La Vista Azul

Turtle Cove studio

Studio / 1 bathroom / sleeps 4

Price per night from

$332

Grace Bay Beach Ocean Villas, Bougainvilea Villa. Rated #1 On Trip Advisor.

Turtle Cove villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$195

Villa Verde: 3 bedrooms home on the water with pool!

Long Bay Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$466

TURKS AND CAICOS, Turtle Cove - Providenciales

Providenciales apartment

1 bedroom / 3 bathrooms / sleeps 2

“Absolutely the best of everything” My husband and I are finishing our last night at the condo and it is bittersweet. One of my favorite pastimes has been to watch the tour boats come into the marina before sunset, from our porch, the music playing after a hard day's work. In the morning they head out so silently for a day on the seas. We took the island vibes tours and it was great fun with snorkeling, isolated beach, and rum runners. The beauty of this spot is that it is ten minutes from Grace Bay where all of the big resorts are located but it is nice to come home to the peace and tranquility of the marina. There are several restaurants within walking distance fior dinner so no worries about a cocktail and then driving. The grounds of the condo are very well kept and the pool is clear and refreshing. Ken, the security guard in the evening, has been at the resort for many years and is a deeply religious man who takes his job very seriously....so sleep tight you are in good hands. Okay, backed to the condo: all of the amenities you could want, washer, dryer, dishwasher, microwave, etc...you name it.

Price per night from

$499

BEST OF ROYAL WEST .... OCEAN FRONT Premium Suite on Grace Bay

Grace Bay hotel apartment

1 bedroom / 1 bathroom / sleeps 4

“Paradise Found” Just returned from 6 nights at the Calabash Suite and would like to add my enthusiastic and positive comments to those of previous renters. The suite is wonderful, as nice and reasonably priced an accommodation as I think you could find on Provo. The furnishings are comfortable and tasteful, the kitchen well-equipped, the sheets and towels all of high quality and in great condition. The fact that the cleaning crew came in and performed a mid-stay cleaning helped to maintain its neat and clean condition so it always seemed fresh. The media center set-up includes a large flat screen to use in the event you wish to watch TV or a video. There's even an extra phone for free calls to the states. Andrew has gone to great lengths to make his guests feel comfortable and his gestures of providing detailed written information/instructions as well as a card and other amenities are welcome touches. We loved the location, virtually across the street from Coco Bistro and a short drive from other restaurants, the Bakery, food store and other shopping. As the resort is located near the eastern end of the beach, there isn't ever a lot of beach traffic so you never feel as though you're competing for space with others or part of a bustling resort. The resort's pool, bar and restaurant, beach facilities, towels and chairs are all available for use so you get to enjoy those resort amenities as well. As others have pointed out, the best feature of the Suite might be the veranda, which directly overlooks the beach and affords spectacular sunset photo ops. I must have taken the same photos every day our entire stay - they were just too beautiful to pass up. Andrew was a pleasure to work with, well-organized in his rental process and quick to follow-up whenever I had questions. I will - or have - made arrangements to return. Thanks, Andrew, for sharing this little part of Paradise.

Responds fast! avg. 3 hours 35 minutes

Price per night from

$865

Villa 2 at Caya Villas

Long Bay Beach villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$1,198

Viewing 38 of 319
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