Villa vacation rentals in Leeward Settlement

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Popular amenities for Leeward Settlement villa rentals

Private villa rentals

An inviting entrance to Villa Prada is framed by lush tropical landscaping. The minimalist exterior features soft white walls and wooden accents. A pathway leads to a stylish front door, while decorative plants and gravel enhance the fresh, modern ambiance of the property.
Villa in Leeward Settlement
4.98 out of 5 average rating, 56 reviews

Unique, Modern Cozy & Private | 2 minutes to Beach

MarshaRating, 5 stars6 months ago
The villa was very comfortable and clean. I appreciated the yoga mat and weights for daily exercise routine. There are Smart TV’s in bedrooms to catch up on your Netflix programs and a regular TV with cable stations in the main room. The pool was wonderful, clean, refreshing. Lots of white, plush bath towels and beach towels in lovely bathroom areas in both bedrooms. We love the Leeward location because it is quiet and off the beaten path yet easy to access downtown and Grace Bay Beach. A rental car is necessary. Pelican Beach is a quick drive away or an easy walk. The beach is absolutely beautiful with awesome sunsets … My husband and I had a wonderful, restful vacation in this well appointed villa. Rochelle was easily reachable to answer questions and responded promptly.
Top guest favorite
A spacious outdoor seating area features plush turquoise cushions on a white-framed sofa, set against a backdrop of vibrant greenery and the serene, turquoise waters of Chalk Sound. Two glasses sit on a small white table, inviting relaxation and enjoyment of the view.
Villa in Providenciales
4.98 out of 5 average rating, 61 reviews

Modern Cottage with Chalk Sound Views

MatthewRating, 5 stars2 weeks ago
Loved this property. They’ve thought of everything in terms of beach equipment and other amenities. We used the private path to the Taylor Bay Beach several times.
Superhost
A modern villa is showcased with a clear blue sky above. The private pool is surrounded by a spacious patio, featuring lounge chairs and lush greenery, creating an inviting outdoor space. The home's contemporary architecture features large sliding glass doors that enhance the connection to the outdoors.
Villa in Turtle Cove
4.94 out of 5 average rating, 17 reviews

Private Villa |Private Pool, Near Beaches & Dining

MarcieRating, 5 stars1 week ago
Beautiful home with an amazing pool. Very quiet location. Everything was as described, if not better!
Superhost
A brightly lit living room features a striped sofa, two armchairs, and a wooden coffee table. A ceiling fan adds to the airy atmosphere, while a piece of colorful artwork hangs above the sofa. Natural light enhances the neutral tones of the decor.
Villa in The Bight Settlement
4.82 out of 5 average rating, 45 reviews

3b/2.5b for 7/Pool/AC/90 steps to Grace Bay Beach

RichRating, 5 stars1 month ago
Our family of 4 had a wonderful stay at the Presidential Suite at the Treehouse. Ivan and Gena were wonderful hosts who were very friendly and responsive. The space was peering for our needs and so conveniently located a 2 minute walk from Grace Bay beach. All the chairs, umbrellas, coolers, kids beach toys, and snorkel gear available to use was a wonderful perk. Our young kids enjoyed the pool every day and we will always cherish our memories here. Thank you Ivan and Gena for hosting us. Highly recommend.
Superhost
The outdoor area features a private saltwater pool surrounded by a sun deck with lounge chairs. Tropical plants are positioned nearby, and a shaded seating area is created by a white umbrella. The villa’s modern architecture complements the serene outdoor setting.
Villa in Providenciales
4.83 out of 5 average rating, 93 reviews

BeachHaus Villa with ocean view and private pool

ScottRating, 5 stars1 month ago
Host was a great communicator and we felt very comfortable!
An aerial view of the villa showcases its proximity to the water, surrounded by lush tropical vegetation. Colorful kayaks are positioned along the waterfront, while the villa's modern architecture stands prominently against the serene backdrop of the lagoon.
Villa in Leeward Settlement
4.75 out of 5 average rating, 16 reviews

Our Home on the Water - I Land Time Villa

AlvinRating, 5 stars13 months ago
The home was amazing, just as pictured. We weren't aware to get any cell service package so reaching out to the host when we arrived was a challenge, and without wifi good luck lol, but that was more the island than the host or home. A heads up would have been good though. Leola was a great host once we got to the home and was responsive throughout. She even helped us set up a rental car and advised local hot spots to check out. The home is in a very nice upscale area away from all of the island tourists and noise and is very safe. Its a 7-15 min drive from any shopping or eating so would recommend a rental car. Definitely plan on visiting the island again and will book this place again!
Superhost
The exterior of a two-story villa is presented, featuring a white façade and a wide staircase. Lush greenery surrounds the property, while a seating area is visible on the patio. Large windows allow natural light into the upper levels, set against a clear blue sky.
Villa in Cooper Jack Bay Settlement
5 out of 5 average rating, 6 reviews

Waterfront 3BR Villa w/ Pool, Canal View , Parking

MandyRating, 5 stars4 months ago
The host was very friendly and attentive, always super quick to respond and was helpful! The home was great, the pool was very clean. They had a lot of cooking tools, even an air fryer, that was great and useful. Our stay was peaceful & beautiful!
Guest favorite
A serene outdoor area features a large pool with clear blue water. Comfortable seating, arranged near large glass doors, is accompanied by a dining table. A barbecue grill is positioned to the left, and the villa is surrounded by a bright, open sky.
Villa in Providenciales
4.96 out of 5 average rating, 57 reviews

White Osprey Villa

KarenRating, 5 stars1 month ago
Absolutely loved this beautiful Airbnb!!! The location was amazing as it’s the last home on a little hill and the views over look the gorgeous Turtle Cove area of Grace bay beach. The pool was beautiful and relaxing, we used it daily as well as the second sitting area in the back side of the house. Furnishings were nice throughout and kitchen was more than adequately stocked. Christina recommended local dining options and we enjoyed several on her list. She also recommended a kayak trip through the mangroves with Surfside Ocean Academy, incredible experience with our guide Morgan-highly recommend checking this out! Thank you Christina for being such a wonderful host and would not hesitate to book again if ever in Turks and Caicos!

Luxury villa rentals

Guest favorite
A private swimming pool is shown, featuring clear water reflecting the sky. Surrounding the pool are smooth stone surfaces and a palm tree providing shade. The backdrop includes a modern white structure and a serene garden area.
Villa in Providenciales
4.98 out of 5 average rating, 44 reviews

Stunning Villa - short walk to Sapodilla Beach

MarcRating, 5 stars1 month ago
We really enjoyed Will’s place. The house is nice, clean and located in a quiet neighborhood with a quick walk to the beach. We would definitely stay here again.
Guest favorite
A private salt-water pool features clear blue water, surrounded by a spacious patio. Comfortable seating areas, including lounge chairs and a shaded area with a red umbrella, are set amid lush tropical vegetation and decorative plants, enhancing the inviting atmosphere of the outdoor space.
Villa in Leeward Settlement
4.91 out of 5 average rating, 55 reviews

Sea Sun Relax - villa 5 min walk to Grace Bay

MikaelaRating, 5 stars3 weeks ago
Fabulous time in a beautiful location! Natalie was very easy to communicate with and made sure our stay went flawlessly! Would rent again!
Superhost
A modern villa features a private pool surrounded by a spacious patio area, with lounge chairs positioned nearby. A spiral staircase is seen leading to the upper deck, offering additional outdoor seating. Large glass doors provide views of the interior living spaces.
Villa in Grace Bay
4.94 out of 5 average rating, 32 reviews

Caya Villa 1 - 2 Bedroom - Modern Island Home

ElizabethRating, 5 stars2 months ago
This property was perfect for our first but not last to Turks where you are living in paradise! We especially enjoyed the pool and hanging chairs. Brady was extremely easy to work with. You will absolutely need a car or make friends with a taxi company which worked great for us and felt like we had a personal driver. We did pre-negotiate our fee with him because taxis are expensive. Kitchen is not really set-up for cooking too much but there is a lovely Weber grill. Highly recommend this beach house! Beds were super comfy.
Top guest favorite
A serene pool area is presented, featuring a large pool surrounded by lounge chairs under shaded umbrellas. A waterfall adds a tranquil element, while tropical greenery surrounds the space, providing a private and relaxing atmosphere.
Villa in Grace Bay
5 out of 5 average rating, 21 reviews

1 BR Villa | Romantic Getaway | May Sale!

NehaRating, 5 stars1 week ago
I really enjoyed my stay here. The place is so cozy and comfortable. Very spacious, clean, and great lighting. The space allotted for the Airbnb on the beach (chairs and umbrella) was to die for!!! Breathtaking!!! I’ve never seen such a beautiful beach ever. The place is 100 feet from Cocovan and Cocobistro and a 10 minute walk into town. Brian was an amazing host. Extremely hospitable ,helpful, and nice. He made the stay pleasant. Highly recommend the Airbnb, very well located and has everything you could need (even a water cooler which was a total plus)!!!! I will return for next time.
Guest favorite
A modern villa is set against a vibrant blue sky, featuring a well-manicured front garden adorned with tropical flowers. A welcoming entrance with a wooden door leads to the interior, complemented by a spacious driveway paved with light-colored stones.
Villa in Long Bay Hills
4.97 out of 5 average rating, 29 reviews

Hang Five Surf Villa in Long Bay

ParthRating, 5 stars10 months ago
My family and I really enjoyed our time at Katie's place. The location was private but still close to great beaches and restaurants. The place itself was clean and organized with great amenities. Katie provided great instructions/recommendations and she was very responsive. The only downside was the ongoing construction around the property. Overall 10/10 would definitely recommend this place to anyone coming to beautiful Turks and Caicos!
Guest favorite
Aerial view of a private villa set on a rocky peninsula, surrounded by bright turquoise waters. Lush greenery frames the property, which features a driveway leading to the entrance. Two kayaks are seen at the water's edge, highlighting the coastal setting.
Villa in Providenciales
4.92 out of 5 average rating, 64 reviews

Rockspray Villa | On Point in Ocean | Waterfront |

JaclynRating, 5 stars1 week ago
Just as pictured, in a beautiful private setting on Chalk Sound. The villa is not a new property, however, it is well kept. Just not quite as fresh looking as the photos make it look. We did not have any problems. Judy is very responsive, kind and willing to help with anything you may need. We didn't happen to need much as we had been on the island last year so we kind of already knew the area and navigated everything ourselves. We very much enjoyed staying here for the week!
Guest favorite
A golf cart is parked on sandy terrain near the beach. It features a beige exterior and two seats, with colorful towels laid out on the back. Palm trees and turquoise water are visible in the background, creating a serene coastal setting.
Villa in Long Bay
4.87 out of 5 average rating, 63 reviews

Hakuna Matata Villa + Golf Cart!

Anna WardRating, 5 stars5 days ago
We had the best stay at Hakuna Matata. The home was clean and well stocked with all the things we needed. The pool was perfect for morning and afternoon dips. The home had everything we needed for the beach. We took advantage of the golf cart a couple of days to head to Long Bay Beach but ended up driving all over the island to check out the many amazing and beautiful beaches. We had our older children with us and they all loved this trip and home!
Superhost
Villa in Long Bay Hills
5 out of 5 average rating, 3 reviews

Suite & Villa Vibes - Your Love Story Goes On

AaronRating, 5 stars2 months ago
What a beautiful space that Patricia and Marvin have created. Clean and nicely decorated. Villa was comfortable and could be opened up to island winds or closed up and comfortable with efficient A/C. Island electric is expensive so most places have conservative measurements but the daily allotment was more than adequate for our stay. Kitchen had all the items we needed for our small meals. We visited nearby grocery stores for a few easy foods for light snacks and breakfast. Appliances for more elaborate meals if wanted. Main meals for us were at island highlights with local flavors. Villa location is more intimate, semi private, and less commercial than Grace Bay area of TCI but not far. Brief walk to public access on Long Bay with designated chairs and signature turquoise waters. Pool and lounge areas around are relaxing spaces. Villas outside shower is great after beach. Site is gated with parking next to your door. Hosts are precious and exuded energy and love.

Villa rentals with a pool

Villa in Long Bay Hills
4.57 out of 5 average rating, 14 reviews

Modern villa, steps to the beach, private pool.

DmitryRating, 5 stars2 months ago
Ryan's place was everything our family needed for our trip to Turks and Caicos. The home was clean and had all the amenities one would need in a home away from home. Ryan even purchased a new play pen and high chair for our baby to make sure we were comfortable. The kitchen is well appointed and the outdoor grill was very nice. Internet worked great. One thing we were worried about was keeping our kids safe with access to the pool. Thankfully the back doors have a locking mechanism that's very difficult for small children to open. Access to Long Bay Beach was walkable, and the other beaches in the island were a short drive. Overall it was a great stay and we would recommend Ryan's place to any family traveling to Provo.
Guest favorite
A tranquil private pool is framed by lush greenery and palm trees, offering views of the calm turquoise waters. The outdoor area features smooth stone surfaces and a clear sky above, creating a serene environment for relaxation.
Villa in Providenciales
4.9 out of 5 average rating, 31 reviews

Capri- Beach front Luxury villa

MichaelRating, 5 stars5 months ago
The Capri Villa was a beautiful place to stay in Turks (Provo). This was our third time to Turks in recent years and we were definitely impressed by the villa and by the SulMare team. Overall, communications were excellent and the team proved flexible and personable in their approach. They were helpful in ways that were not required but were deeply appreciated given a variety of entirely unrelated challenges we experienced with our trip. Capri itself is the middle of three SulMare villas on Sapodilla Bay beach. The beach is beautiful and the villas are in the far corner, with some privacy from others staying on other properties and the jet skis and vendors at the far end of the beach. The villa itself is exactly as pictured -- beautiful views, particularly from the upstairs bedroom and balcony (even the shower!) but also from the living room / kitchen downstairs and patio / pool. The beach is steps away, calm, and lovely. We'll definitely have fond memories of our visit to Capri!
The modern villa features a sleek, two-story facade with large windows and a wooden balcony. Lush palm trees frame the entrance, complemented by a clean concrete pathway leading to the front door. The property is situated in a bright outdoor setting under clear blue skies.
Villa in Discovery Bay Settlement
4.86 out of 5 average rating, 59 reviews

Modern two-bedroom Villa with pool!

TreyRating, 5 stars2 months ago
Beautiful house! Met the needs of our party of 4. Hosts were great communicators and provided useful recommendations. Transportation is expensive. Essentially a $100 roundtrip most places. A few excursion hosts provide roundtrip transportation. They are pretty accommodating. I recommend having the airbnb location pinpointed on google maps when traveling from airport to airbnb. They did not know where villa was located so the gps was necessary. Most likely will be first stop as grace bay is located further out. Nonetheless, had an amazing stay!
Top guest favorite
A private solar heated pool is featured in the center, surrounded by lounge chairs and an umbrella. A spacious patio accommodates outdoor seating and dining areas, with glass doors leading into the villa. A roof deck is visible above, furnished with seating.
Villa in The Bight Settlement
5 out of 5 average rating, 21 reviews

Walk to Grace Bay Beach ~ 3 bedroom en-suite

JudithRating, 5 stars1 month ago
Paradise Perfection!! We had a fantastic stay at Tim and Stephanie’s home…”Beach Please Villa” The house has a perfect layout to accommodate our 6 adults. It was an easy walk to the beach and close to anything we needed. Tim and Stephanie answered our questions quickly which made everything so easy. We had a perfect stay in paradise. Highly recommend!!!
A modern two-story property is depicted, featuring a private pool surrounded by palm trees and light-colored walls. Large glass doors open to a dining area with a wooden table, allowing natural light to enhance the space. A clear blue sky is visible above.
Villa in Providenciales
4.75 out of 5 average rating, 8 reviews

Sugar Kube

KristenRating, 5 stars3 months ago
We loved our stay at the Sugar Kube. The location was easy to find. We were met when we arrived and given a thorough introduction. The host stayed on touch daily to offer support as needed. The beach is easy to find through a short pathway. Lots or room in the sand to set up our beach chairs that were provided. The shore line is rocky but there are several easy access points for a swim. There are lots of fish and turtles to watch from shore and to snorkel with. The Sugar Kube has a well equipped kitchen, living areas, bathroom amenities and outdoor sitting areas. We enjoyed our meals at the dining table outside everyday. We would love to return again. Thank you!
A modern villa is showcased with a private pool in the foreground. Sun loungers with blue umbrellas are positioned around the pool area. The two-story structure features large windows and a covered outdoor dining space, all set against a clear blue sky.
Villa in Long Bay Hills
5 out of 5 average rating, 8 reviews

Luxury 3B Ocean View Villa/Pvt Pool, Walk to Beach

Gregory WayneRating, 5 stars2 months ago
The host representative was amazing. The information provided prior to arrival was well worth the read. Clear communication and solid description. This is our 5th island and we airbnb or vrbo every time and the host and representative left no doubt about what we were going to experience.
Villa in Providenciales
4.94 out of 5 average rating, 16 reviews

Turks & Caicos Oceanfront Villa w/Pool and Dock

DanielleRating, 5 stars11 months ago
I’ve stayed at many places and this was by far my favorite house. There is a gorgeous view from every room. We used the kayaks and paddle board and the water was perfect for my 11 and 12 year old to swim and we saw fish! Las Brisa’s restaurant is down the street with amazing food all day, gas station close with everything you need, and Chalkies delivers yummy food to the house. The house is private and has parking and amazing air condition. 3 bathrooms and omg the pool was incredible with the changing lights. We really didn’t even need to leave this house and if I ever go back I will stay here again.
An outdoor space features a rectangular pool surrounded by palm plants. Two lounge chairs are positioned beside the pool, while a modern BBQ grill is located under a covered patio. The clear blue sky enhances the bright, inviting atmosphere of the setting.
Villa in Long Bay Hills
4.76 out of 5 average rating, 51 reviews

Peaceful island getaway in Long Bay (New Studio)

HopeRating, 5 stars2 months ago
thanks for having us! we loved our little oasis there -- the indoor and outdoor space, the pool, the availability of beach chairs and umbrella and snorkels...

Quick stats about villa rentals in Leeward Settlement

  • Total rentals

    150 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Rentals with a pool

    140 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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