
House holiday rentals in Leeward Settlement
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Top-rated house rentals in Leeward Settlement
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Popular amenities for Leeward Settlement house rentals
House rentals with a pool

2 BR Ocean View- Private Pool- Flame Tree Villa #2
We had the perfect week at Eric’s villa in Long Bay. This was our 8th time to the island so we knew exactly where we wanted to be location wise. The house is everything you need. Very large, kitchen fully equipped, 2 full baths, laundry, TV/internet, and your own private pool. There is another identical house next to this one where you would share the driveway but no one was there our week. Eric went above and beyond letting us check in early and leave late, bringing extra pillows, and delivering fresh pastries every morning from his bakery on the island. We were spoiled. He even rescued us when we needed some help disassembling some kite gear - showed up immediately with a full tool box. As with all of Provo, there are many dogs on the island and these neighborhood dogs loved to bark at night but that isn’t unique to this property necessarily. Driveway is gated which added extra comfort. Lastly the 2 sets of double doors that fully open with screens were perfection.

3 Bed Beach Oasis on Flamingo Lake w/Private Pool
The house was beautifully decorated and is very spacious. Communication with the host was great. The neighborhood felt safe and private. Found some hair in the master bathroom so I believe more attention to details during the cleaning should be given. We also ran out of paper towels as we were only given one roll. Might consider providing a few more household items when guests stay more than just a few days. Otherwise it was an overall good experience.

Caribbean Villa with Pool and Beach Access
I cannot say enough great things about the beautiful home and Patricia and Marvin. They were so helpful . Gave us suggestions of popular restaurants, and local activities. We felt very comfortable in the home. It was like a 3 min walk across the street to the beach. Patricia and Marvin have 5 beach chairs on the beach marked Turks Haven Villas. We had a rental car and every thing was just like 15 min or less to get to. Perfect location. We did have a few questions while there and Patricia was always so responsive and helpful. Beautiful seating area on second floor outside of master bedroom. I enjoyed sitting there in the morning watching the sunrise. The pool was perfect. We felt like we were in a five star resort. Fresh flowers on the kitchen counter when we arrived and on the side tables on the patio. We can hardly wait to go again.

Villa in Providenciales
Very easy to find. George met us at the house and walked us through how to use everything. Home was clean and had everything you need to enjoy the island. Centrally located in Grace Bay. Easy to use bikes provided and grill for convenient cooking at the house. There was AC and filtered water provided. Private gate and home alarms. Felt very safe for our family of 7.

2 Bedroom Stunning Views
Beautiful location and overall an amazing place to stay if your looking to relax and enjoy the views.

Sea More Getaway
I would like to express my sincerely gratitude. This was the first time I stayed at an Airbnb in Turks. It was wonderful foe my family and I. The place was well stocked with amenities and we utilized all the offerings. From the kitchen, to the pool, to the laundry area. Thank you so much!

Peaceful 1BR Private Cottage w/ HotTub Beach Front
Nice to be close to the beach, quiet and private location, comfortable home! Responsive host and friendly guests at the other cottage and villa. Beautiful beach!

Two Bedroom Villa, Long Bay, Providenciales - Eden
nice home, very comfortable and private. beach walk was reasonably close. home was well stocked.
Weekly house rentals

Casa de Isle, Taylor Bay, Chalk Sound area
Debbie and Dan were exceptional hosts! They clearly care about their villa and maintain it very well. The villa was stocked with a full usable kitchen with all the tools one would need to cook in. The beds were comfortable, the house was very clean and can’t beat the location just a short walk to the beach. We enjoyed the quick walk to Taylor Bay and the villa was equipped with lots of extras like pool/beach toys, towels, etc, and even had a washer and dryer! Debbie and Dan are a wealth of knowledge and had lots of useful recommendations. Thank you for a wonderful stay at Casa De Isle, we will return!

Brighter Days Villa
My mom and I booked extremely last minute and were welcomed right away. The instructions were very clear and the house was easy to find. Beds were very comfortable and we had everything we needed. The only downside was that we could not get the stove/ oven to turn on and weren’t able to cook the food we bought.

@Villa 360! Private, Gorgeous Views Near airport
OMG...this home is beautiful inside and out..this is perfect place to rent for your next getaway... the host will reply back quickly if you have any questions or concerns... when I come back I'll most definitely check here first to see if available.

June Plum Hideaway Cottage in Grace Bay, TCI
This place was amazing and Matthew was so attentive and helpful during our stay. Great recommendations and was so responsive and on top of everything! Made the stay so seamless. Highly recommend it here.

Sea Chelles Villa TCI
My husband and have been Airbnb'ing in the Carribean countries for 5+ years in different places and this is spot is the best/our favorite among all those we have visited. The pool and surrounding gardens at Chelle's place are lovely and private. The location is in a great part of the island, close to everything but not too busy or noisy. The ACs in the two rooms made the Villa very comfortable quickly and is well set up for your needs. I know sounds odd for vacation, but we really enjoyed the kitchen and grill to cook when we opted to not restaurant and just hang by the pool for the evening. The beach is short walk from the property. Chelle, the host, is very responsive and has great recommendations for restaurants and activities in TCI. We will definitely be back and hope you all enjoy, but don't tell everyone about TCIs best AirBNB!

3Bed Gated Villa w Pool, Easy Walk to Beach, Shops
Great place with a great host and property manager. The host and manager were very responsive to any messages sent. Beach is close by and the house is in the middle of everything you would need. The house location was surprisingly quiet for being in the middle of Grace Bay. Great place for kids. They loved the upstairs loft and pool. If we ever return, we would rent this place again.

Chez Moi Villa, Beach & Pool
Our stay at the villa was absolutely fantastic! From the moment we arrived, we were impressed by how clean and beautifully maintained the property was. The villa itself was outstanding, with elegant decor and all the comforts of home. One of the best parts was its prime location—just a short walk to downtown Grace Bay, where we enjoyed great dining, shopping, and the incredible beach. The gated property gave us an added sense of security, allowing us to fully relax and enjoy our time. We couldn’t have asked for a better place to stay and would highly recommend it to anyone looking for the perfect getaway!

5 minutes walk to Grace Bay Beach
Jasmine was a wonderful host. She guided us to the property after Google led us astray. After initially booking the property, she reached out to answer any questions we might have which we had many since this was our first visit to the island. She had excellent recommendations about getting a rental car, snorkeling excursions and scuba diving. The property was immaculate and completely as described & photos. All kitchen appliances, flatware, dishes, toaster, coffee maker, pots and pans available. Beds were perfect to sleep on and ample pillows. Ceiling fans in the bedrooms and living space. They had beach towels and beach chairs available for our use as well as a convenient buggy to tote them to the beach if you don’t have or don’t want to use your car. Ample parking spots available and close enough to walk to the Thursday night fish fry and the public beach access. All in all, an extremely positive experience and enjoyable vacation stay. Highly recommend!!
Private house rentals

Flamingo's Nest at Whitby Beach (North Caicos)
Our stay at Flamingo’s Nest was phenomenal. This house is perfect for an island escape. The house is comfortable and well appointed. The beach is a stone’s throw away, less than a 2 minute stroll. It’s a fantastic beach and we had it almost entirely to ourselves— so different from the crowded beaches of Provo. There is a convenient store (KJs) about a 3 minute drive. North Caicos itself is amazing and worth the extra effort to get to. Everywhere we went we were just about the only visitors there. Can’t recommend both the island and the house enough.

Charming CoCo Gardens -2 bedroom island hideaway
Robin and Donna are excellent hosts, who went above and beyond to exceed our expectations! The property is located in a quiet residential neighborhood, which is exactly what we where looking for only a 2 min drive from Grace Bay beach and the city center, with the infamous CoCo Bistro restaurant right around the corner from our villa. Robins Villa is beautifully laid out, very spacious and immaculately clean with a detailed decorative touch in every room to make it feel all the more warm and welcoming. Thanks guys for everything!!! We had an amazing stay and hope to see you again soon!

Colibri Gardens Villa - Great value in Grace Bay
The house is fully equipped and has everything you might need. Highly recommended, unless you have any walking limitation. The house is near the grace Bay Area, but the road leading to it is unpaved. So if you plan to walk from and to it, just make sure you have no problem taking short walks on unpaved roads. Our group had some kids and a baby, and that was a bit of a hassle. But other than that, the house is spacious, fully equipped, beds comfortable and location is convenient.

ParadiseONE 2 Suites 3 Bedrooms
Definitely recommend! Host was friendly and the space was enough to accommodate our large family! We enjoyed our stay and would absolutely book again. Pros: Host was extremely kind and helpful to us. Insect repellent and other helpful items were provided to help with our stay. Security cameras etc on property gave us a sense of safety. Water fountain with drinkable cold water provided. Area is pretty central and close to a lot of stuff. Cons: Lots of mosquitoes. Cell phone reception was pretty poor in the units. It does have a lot of bush / trees in the area which causes you to have to be super cautious at night when leaving/entering the property.

Tropical Chalk Sound Cottage with Pool and Kayak!
We just returned from the most relaxing stay at Silly Creek Cottage—and “relaxing” doesn’t begin to describe it. The view from the deck and poolside was so stunning, we skipped most dinner and day plans just to soak it in. This was our second time in Turks (previously stayed in Grace Bay), and while both spots have their charm, Silly Creek offers a peaceful, private vibe that’s truly special—yet still just 25-30 minutes to town. Jack ,the outdoor cat, was the sweetest surprise—adorable, friendly, and a polite host! (We left food and his new favorite: Bumble Bee tuna.) Kayaking to the inlet at sunrise was magical, and sunsets with wine on the dock were unforgettable. Don’t miss Taylor Bay for crystal-clear, shallow waters and a quiet beach experience. (Under 5 min drive). The hosts were incredibly responsive and helpful. After five nights here, we wished we’d stayed the full two weeks. This place is perfection—we’re already planning our return!

Sun and Sea Villas (both) - Family friendly Villas
Being in Turks and Caicos its important to be laid back and go with the flow. We had some hiccups along the way with some things…. but when we reached out they were close by and came to fix everything immediately. The pool was great and we enjoyed it a lot. We didn’t utilize the golf carts because they were not working the first half of the trip and after they were fixed we realized it was easier to just drive to the beach access. Over all decent place to stay.

#10 The Enclave
Will definitely be back! Foluso and Eliza were great to deal with, provided very detailed instructions and Eliza was very timely with check-in and out. Amazing home with great amenities.

Blue Tang Villa (2 Bedroom)
Was a gorgeous place. It is honestly even nicer than the photos. The location is spectacular on the canals. So peaceful and so nice. We really enjoyed our stay and had everything we needed.
Quick stats about house rentals in Leeward Settlement
Total rentals
90 properties
Nightly prices starting at
$268 NZD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
70 properties have a pool
Destinations to explore
- Grace Bay Holiday rentals
- Grand Turk Holiday rentals
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