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Leeward Rentals

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336 Houses

Nearly beachfront 4 bedroom villa

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,300

Turks and Caicos Grace Bay Beach Brand New Villa

Leeward villa

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$684

Tropical Grace Bay Beach Villa

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$684

Private Grace Bay Beach Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$798

2 Bedroom Condo in the heart of Grace Bay

Leeward apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$855

Ocean Dream 5 BR Aqua

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,887

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

Leeward cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$183

Grace Haven - brand new villa in Leeward

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 29 minutes

Price per night from

$741

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 29 minutes

Price per night from

$1,311

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

Leeward villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$1,504

Salt Life Villa - Canalfront

Leeward villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$915

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

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,374

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

Leeward villa

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$1,430

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

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$2,546

Villa Allegria - Beachfront

Leeward villa

6 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$2,564

Sugar Apple Villa- Beautiful by Nature

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,481

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. 29 minutes

Price per night from

$789

Price per night from

$6,300

Moringa Villa

Leeward villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,002

Indigo Blu - Festive Availability Only

Leeward villa

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$6,290

Great rentals within 20 miles that match your search

The Yacht Club

Lower Bight condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$314

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

$428

Olde Beach House 2 double ensuites close to beach

Providenciales apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Just the best vacation ever” We originally rented the 1 bedroom apt but were upgraded by our lovely host to the 2 bedroom. The apt was spacious with 2 baths, all the kitchen equipment you would need, a washer/ dryer and wifi. We were able to walk to the beach within 3 minutes or with our rental car explore all the other glorious beaches on the island. Our first night we walked to the famous "conch shack" for traditional cracked conch-yum. Other nights we cooked in after gathering supplies at the well stocked local IGa or tried a few of the marvelous local restaurants for the rum punches and sunsets. I really appreciated the quiet simplicity of the old beach house which really is a misnomer. Emma,our host, was so helpful with island information and willingly answered so many questions. She treated us to papayas off the trees just outside our room and made us feel welcome and comfortable in so many ways. I can't wait to come back.

Responds fast! avg. 3 hours 55 minutes

Price per night from

$285

BAREFOOT PALMS, Kick Back and Relax Tiki Style!

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

“Fabulous Villa” I recently spent 4 days in this lovely home and highly recommend it. I have stayed at many villas in the Caribbean and none have been as well maintained or had as much attention to detail shown as Barefoot Palms. The landscaping is gorgeous with lots of palms and flowering trees. The back yard is to die for...nice pool, lounge chairs, sitting area and the best part of all - a great Tiki bar. The outdoor space is great for kids and adults, and is very private. Inside, the first thing you notice is how fresh and clean the house smells. Not musty like some villas. The layout is great and the decorating is perfect..casual and beachy, yet upscale. You can tell the owners take a lot of pride in their home. The kitchen is well stocked, there are TVs and DVD players in every room, there is an alarm system in the house, and beach chairs, coolers and umbrellas are provided. The villa is located in a quiet, gated neighborhood and is a short walk to a great beach or a short drive to the main section of Grace Bay Beach. The owners are great to work with - very responsive and can answer any and all questions about the island. I can't wait to go back!

Price per night from

$627

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 57 minutes

Price per night from

$1,425

BEACH FRONT PROPERTY! 6 Bedroom on Grace Bay Beach ,Sleeps 14

Grace Bay villa

5 bedrooms / 7 bathrooms / sleeps 14

“What an awesome Place!” Top notch place to stay, every imaginable amenity, incredible white sand beach out your back doorstep. Incredible landscaping throughout the entire property. Long back patio overlooking the pool and beach. What a great place for the entire family to hang out and relax and the best beds I have ever slept in. I highly recommend!

Responds fast! avg. 1 hour 35 minutes

Price per night from

$4,330

“Best Time Ever!” We had the best time ever at the Three Dolphins villa. Our family plus two other families had a fantastic time. This villa is superb, with the ocean, pool, tennis court, and outdoor chess set. Emilia

Price per night from

$2,510

Casa de Isle right off Taylor Bay

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$399

THE GECKO HOUSE with awesome pool! Grace Bay

Grace Bay house

1 bedroom / 1 bathroom / sleeps 4

“Just perfect!” This little (most suitable for couples, or solo traveller) house is quite charming and is perfectly located for either an "all-action" island holiday, or a totally inactive "retreat". It's well screened, so I never had any problems with mosquitos. The island has many wonderful restaurants nearby, but the house is also provided with a gas barbecue so one can easily self-cater as and when. A hire car (do pre-book) is essential, but two bicycles are also provided which are a fun a way to explore and/or get some exercise. The house is well equipped with plates, glasses, kitchen basics - and of course wifi. The house is down a quiet lane with a couple of properties on either side, but not too close. I felt totally safe in this location - and on the island generally. It's a very friendly place. The beach and shops/restaurants are only a short walk/drive away. Them famous Coco Bistro is 3 mins away! A super local agent is always on hand to provide assistance and answer any questions, but I never had any problems. The owners, Nathaly and Jacques, were also in contact to make sure that I was happy and to suggest places to visit (weekly fish-fry event is a must). Overall a totally hassle free and most enjoyable holiday experience - just perfect and I would highly recommend "That Lovely Gekco House" (by the way I only saw a few little ones on the deck, and they were tiny not Jurassic!).

Responds fast! avg. 13 minutes

Price per night from

$211

Leisure in Paradise

Providenciales apartment

1 bedroom / 1 bathroom / sleeps 3

“Brilliantly friendly place in an excellent location” We spent 2 weeks in La Casita, 2 adults and 2 children under 5, rented the ground floor apartment, which is at the front of the property, facing east. The room was spacious enough for the spare bed and the baby cot and there was plenty of storage for our clothes, toiletries and other things. The room was equipped with tv, Wi-Fi, fridge, high powered microwave, kettle and cutlery/plates. All beds had netting over them and the room had aC as well as a ceiling fan. The bathroom had a great shower and two basins, which was very handy with two kids around. The hot water seem to never run out, which is handy when the whole family has 2 showers a day. There was a brand new soap in the bathroom as well as kitchen towels and insect repellent. The veranda was enclosed, perfect for late night drinks without the night bugs, and sunny breakfasts in the morning. We had 2 beach chairs, a beach umbrella and kids' beach toys at our disposal. There was a bbq, mini electric stove and pots for us to use. The pool was well kept and very pleasant. The best beach on Earth was literally 5 minute walk away from the house, so if you want to pop back to the house for something you don't need a 30 minute round trip. La Casita is located in the safe Leeward area of the island, a quiet and guarded residential area, a far difference from the hustle and bustle of the busy resorts, yet close enough to town if you wanted to eat out. If you walk about 10 minutes on the beach you end up at a resort beach (which are still public), you can walk into their restaurant for a lovely meal. The hosts were very accommodating, approachable and friendly. At the time of booking they were more than happy to answer any of my questions, and I had a lot of them, and they did not disappoint. I have already recommended La Casita to a friend, who booked a week in September. I would not hesitate to recommend this friendly, quiet and lovely place to anybody.

Price per night from

$227

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

Providenciales apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 16 minutes

Price per night from

$627

SunSea houses (Sea house)

Providenciales villa

2 bedrooms / 1 bathroom / sleeps 4

“Turk and Caicos Island” The property is wonderful, it is away from the beaten path, but yet with in 5 mintnutes of most things. The kitchen is very well equipped and any issue a addressed immediately. To clarify, we broke a shower head, within an hour it was repaired. No muss non fuss. The owners and the property management team were great to deal with.

Price per night from

$285

SunSea houses (Sun house)

Long Bay Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$399

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

$465

The Breeze House , 3bedroom canal front with pool

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

“Stimulating and relaxing; it washed all the stresses away” The house is modern with clean lines, built on top of a hill. The views from the infinity pool and deck look over the wild salina with the sea in the background whose everchanging colours we tried unsuccessfully to photograph. No-one overlooks the property, and yet it is within 5-10mins drive of the famous Grace Bay beach and all the restaurants and bars. There is an even shorter 2min drive to another long empty beach. The agent was extremely good giving us all the information and help we needed to make our stay a delight. We took the ferry to another island and explored. We had a snorkelling trip. We thought about fishing or horse riding or cycle riding or playing golf but were quite happy just exploring the local culture and relaxing in the wonderful clear blue water of the sea or our pool.

Responds fast! avg. 3 hours 55 minutes

Price per night from

$342

NEW Esencia PLUS- 2BR Ocean View -On Beach - Prvt Pool + Tiki Hut & Car Included

Long Bay Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

“Villa Wayaka” My husband and I rented upstairs unit w/ sumptuous views--foreground of gardens, turquoise water beyond. We felt immediately at home w/ lovely accommodations and nice breezes. Small details were charming surprises, even the wonderfully fragrant aravatik soap. The compound grounds are so peaceful and charming, w/ buddhas next to the salt water pool, a short walk on a path through the jungle to the beach (where we windsurfed/kited, recovering on the sugary, white sand). Ritama thought of everything both outside and inside. During our stay we rented the downstairs, connecting unit for our adult daughter and her boyfriend. This was the way to go. They enjoyed privacy and the garden apt, as well as together time upstairs watching sunrises and sunsets. The staff were helpful in just the right way, leaving us to ourselves, but if we needed their input, they were there for us. Long Beach Bay--it is a miraculous place, not only to engage in water sports, but also to just veg out. The 3 mi. stretch has very few houses, and so few people--we only saw about 15 kiteboarders, a few horseback riders, and the occasional couple stroll by. No place like it---I should know, I've traveled the world widely...Long Beach Bay is special and Wayaka was just a perfect way to experience it. Definitely go there soon before it gets spoiled. It is a rare opportunity!

Price per night from

$1,091

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 8 minutes

Price per night from

$147

Three Cays Villa

Providenciales villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 54 minutes

Price per night from

$1,026

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