Leeward Rentals

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223 Houses

Ocean Dream 5 BR Aqua

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,578

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. 35 minutes

Price per night from

$859

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 35 minutes

Price per night from

$1,717

Seagrace Villa is 5BDRM Waterfront

Leeward villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 minutes

Price per night from

$1,804

Salt Life Villa - Canalfront

Leeward villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$917

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

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Price per night from

$1,582

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

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 2 hours 20 minutes

Price per night from

$1,284

Heavenly Hideaway on Aqua Divina property!

Leeward villa

8 bedrooms / 10 bathrooms / sleeps 24

Price per night from

$1,661

Byculla Villa

Leeward villa

4 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$1,432

Luxury Waterfront on Aqua Divina Property! Livin’ the Dream Villa

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$682

Absolutely Shore Villa and Studio on Aqua Divina Property!

Leeward villa

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$939

Sugar Apple Villa- Beautiful by Nature

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 51 minutes

Price per night from

$1,717

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. 35 minutes

Price per night from

$916

Lovely one bedroom apartment

Leeward apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$229

Indigo Blu - Festive Availability Only

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$2,862

Salt Air Villa

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$1,203

Moringa Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,005

Checkers Vacation Home-206A

Leeward townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$515

The Ocean Vibe Villas on Aqua Divina Property

Leeward villa

6 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$1,231

Great rentals within 20 miles that match your search

SunSea houses (Sea house)

Providenciales villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$287

SunSea houses (Sun house)

Long Bay Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$401

Romantic cottage 3 mins from stunning Grace Bay beach.

Providenciales cottage

3 bedrooms / 2 bathrooms / sleeps 5

“"Total Bliss"” My husband and I had a wonderful, relaxing vacation spent at "Columbus Cottage" The whole experience; the Island, the house/pool, amazing beach, the restaurants and the people really exceeded our expectations! We immediately felt so comfortable and relaxed in your peaceful Island paradise. The location was perfact - even without a car, the taxi works ok- we now know what to expect for next time! It's Island Time... Spent the mornings at the beach, short walk nice way to start the day. The beach is amazing and private... afternoons poolside :), and went into town for dinner usually timing with a sunset view over the water. Many wonderful restaurants to choose from! We didnt feel the need to do any tours, golf or explore as expected since we were perfactly content with the total bliss right there within easy reach! Denise was very warm and welcoming, genuinely concerned for our well being - she thoughtfully had a bouquet of flowers and an anniversary card awaiting us when we arrived! - and was nice enough to make arrangements with a taxi driver for our needs throughout the week. We loved the beautiful furnishings in the 'cottage' - But have to say, the private pool was our favorite perk! The setting is very private even though there are neighbors on both sides -can't see homes from property. Thank you also for providing the Wifi - It was helpful to be able to check in. The home also provided plenty of security if that is a concern - although it's in a quiet neighborhood - we felt fine.. This was our 1st "home" rental so we were initially a bit cautious but Jane was very personable, responsive and provided us with plenty of info in advance to satisfy our concerns...seem like lovely people. Looking forward to a return visit!

Responds fast! avg. 2 hours 27 minutes

Price per night from

$407

Windhaven 2 Bedroom Villas on Long Bay Beach

Long Bay Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

“Exceptional!” Loved our time at windhaven! There are so many amazing things about this place, I hope I will not forget any in my review. The villas are extremely well equipped and decorated simply and tastefully. They have state of the art appliances (including a washer, dryer and Weber BBQ), surround sound with multiple docking stations, large storage facilities on the deck for outdoor equipment like kites and boards, great amenities, a cooler for day trips, beautiful and comfortable furniture, emergency kits, kayaks, there is a shared pool and the grounds are kept beautifully. The manager is fantastic and always makes sure that all your needs are met. The location is fantastic! The beach is extremely safe and quiet. The water is calm and even on windier days, very safe for children. Never any undertow. The clarity is unmatched. There is a grocery store located 5 min away by car. It has everything you can imagine. Great vegan selection with amazing produce and beautiful fish and meat options. The prices are reasonable (we spend Christmas in Barbados, so the pricing TCI are much cheaper!)The shopping is right around the corner from the gourmet grocery store. Windhaven is amazing for kiters but is also perfect for non-kiters. It would be an ideal place for an intimate wedding. The grounds are beautiful and the beach, in my opinion, much nicer and appropriate for a wedding than Garce Bay. We have already booked for the next few years!!! It is that amazing.

Price per night from

$1,088

Beachfront Casual Luxury....8 bedrooms

Long Bay Beach villa

4 bedrooms / 10 bathrooms / sleeps 16

“Perfect spot for family and friends” Loved my vacation at Windhaven. Beautiful grounds, stunning beachfront villas with cooling ocean breezes and a perfect soft sand beach that stretches for miles. Lots of space to lounge by the pool or in a hammock or on the beach decks. Ideal for paddling or kiting. I will be going back with friends and family.

Price per night from

$4,808

Villa Wyakha - 1 BR On Beach - Ocean view - Pool - Tiki Huts (Unit # 2)

Long Bay Beach villa

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$417

The Old Beach House, 1 Bed Apartment

Providenciales apartment

1 bedroom / 1 bathroom / sleeps 2

“Total comfort and very enjoyable, beach paradise.” We had visited Turks several years ago for our 25th anniversary and found the island a beautiful beach lover's paradise. We returned for a week recently and chose The Old Beach House for our accommodations. We where not disappointed at all, in fact staying here was head over heels better than staying in a resort with the crowds. The residence shared by Emma and Roger was extremely comfortable, clean and spacious. Past experience had taught us that a car was definitely a luxury if you wanted to see other parts of the island and venture out for dinner or groceries. The home owners definitely made sure you where comfortable and provided guidance to some of the lesser seen adventures on the island. Although there was a beach within a couple minute walk from your door we also took full advantage of the plentiful and extremely beautiful public access spots all along Grace Bay. While having a place to prepare meals came in handy we also enjoyed some local fare on numerous occasions. One of our fondest memories and special treat where the fresh eggs supplied by Emma's chickens. We hope to be returning asap and this is going to be our first choice of accommodations.

Responds fast! avg. 3 hours 4 minutes

Price per night from

$201

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.

Responds fast! avg. 2 hours 24 minutes

Price per night from

$172

Three Cays Villa

Providenciales villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

Price per night from

$1,031

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

2 bedrooms / 3 bathrooms / sleeps 8

“A wonderful relaxing experience!” My stay here was wonderful. The house is located in a picturesque and quiet setting. I enjoyed walking to the beach each morning; stopping at the bakery for coffee on the way back. Afternoons were spent doing a little swimming in the blue ocean and lounging on the beach. Shops were close by and evenings were spent dining at gourmet restaurants that are within walking distance.

Price per night from

$487

Hollywood Beach Suites

Whitby apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$339

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

10 bedrooms / 8 bathrooms / sleeps 22

Price per night from

$5,498

Sunset One Beach Villa

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,831

La Vista Azul Pool side Studio Ocean Views

Turtle Cove condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 29 minutes

Price per night from

$246

La Vista Azul Grace Bay Ocean View One bedroom suite

Turtle Cove condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 29 minutes

Price per night from

$315

Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$222

Villas 5 bedroom Main & 4 bedroom Guest house

Providenciales villa

9 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$1,603

Affiniti Villa

Chalk Sound National Park villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,259

Viewing 38 of 223
rentals in Leeward

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