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Leeward Rentals

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314 Results

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Number of reviews

314 Houses

Brand new nearly beachfront 4 bedroom villa

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,302

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

$703

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

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$7,320

Tropical Grace Bay Beach Villa

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$353

Price per night from

$1,976

Turnstone House

Leeward villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$860

Private Grace Bay Beach Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$471

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

$383

2 Bedroom Condo in the heart of Grace Bay

Leeward apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$471

☀️NEW! Leeward Jewel Luxury Villa!☀️

Leeward villa

7 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$1,548

Price per night from

$6,735

Villa Vision Beach | Beach Front - Located in Fabulous Grace Bay with Private P

Leeward villa

5 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$6,345

Ocean Dream 5 BR Aqua

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,892

18 Pinta Lane

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$803

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

Leeward cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 47 minutes

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 21 minutes

Price per night from

$639

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

Price per night from

$1,095

Fully Equipped Kitchen | Wine | Spices | and more!

Leeward condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$204

Villa Allegria - Beachfront

Leeward villa

6 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$2,579

Villa Moringa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,169

Great rentals within 20 miles that match your search

2 bdrm, pool, hot tub, beach, very clean, private,

Providenciales apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$643

Villa Stark

Turtle Cove villa

10 bedrooms / 12 bathrooms / sleeps 20

Price per night from

$12,293

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

$820

Sunset One Beach Villa

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,872

Sagusta Gardens NCA Unit 1

Whitby apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 29 minutes

Price per night from

$117

Affordable Vacation in Turks and Caicos

Providenciales cottage

1 bedroom / 1 bathroom / sleeps 2

“Relaxing stay” Gilles and Genevieve work very hard to make their guest feel comfortable and at home here! My boyfriend and I visited for a week and had a wonderful time. It is in a residential area close enough to the town center to bike, drive or take a long walk. A stunningly beautiful and private beach is just a short walk away. The whole property is only 2 years old, so everything is new and well maintained. Our hosts lived right next door and were always available to help w/questions and bookings (which was great because we didn't turn on our cell phones while traveling abroad). The wifi connection was great for us too. We rented a car for part of the week, but Gilles and Genevieve drove us a few places for incredibly reasonable rates while we were car-less. This is an incredible value overall! Having such gracious hosts made our stay that much more pleasant and special too. I would highly recommend staying here for your next trip to the island.

Price per night from

$201

Wyakha Townhome (3 BR)- On Beach - Ocean Views - Pool - Beach Chairs + Umbrellas

Long Bay Beach townhouse

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$486

★★★★★ Affordable Getaway in Paradise !

The Bight Settlement apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 48 minutes

Price per night from

$164

Grace Bay Townhomes-VERY near Grace Bay Beach!-Contact us for Specials!

Grace Bay house

2 bedrooms / 3 bathrooms / sleeps 5

“BEST Place to stay in TC-Dont waste your time at a hotel” Grace Bay Townhomes is paradise!!!! This is the best way to vacation in TC. The townhouse was awesome with all you need to have a fun, relaxing vacation. Renting a car is not a necessity unless your going to explore other parts of the island. We walked everywhere; the beach, restaurants & downtown TC. We used a cab for the airport & to Bugloo's (which I highly recommend for lunch or dinner). We also walked at night & felt very safe. The town homes are in very close proximity of the local grocery store, which is a good idea to visit for snacks, water, lunch food, etc. Everything you have at home you will have at Grace Bay! Washer/Dryer, full kitchen amenities, beautiful screened in porch & a private pool. If you like to make your own schedule on vacation & not be disturbed by early morning breakfast at a typical hotel, this is the place to be. Scott & Dana are awesome & they live on the property if you need anything.

Responds fast! avg. 3 hours 36 minutes

Price per night from

$363

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

$390

Karana 3 BR Luxury Villa - On Beach - Ocean Views - Prvt Pool - Serene & Natural

Long Bay Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$864

The Yacht Club

Lower Bight condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$323

Luxury Vacation Villa 3 bdm/3 bath, Incredible Ocean views & breezes, large pool

Long Bay Beach house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$581

Ocean pool views 1 bdrm private beach hot tub nice

Providenciales apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$411

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

Turtle Cove cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$308

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

$277

Creek View Cottage on North Caicos

North Caicos bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$106

Westview, 4 bedroom villa spectacular sunset & water views.

Long Bay Beach villa

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

Price per night from

$588

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rentals in Leeward

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