Villa vacation rentals in Leeward Settlement

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

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, 63 reviews

Modern Cottage with Chalk Sound Views

JoseRating, 5 stars1 week ago
We had a wonderful stay at this house near Taylor Bay Beach and Sapodilla Beach (our favorites on the island). The surroundings and views were absolutely beautiful, creating a peaceful and relaxing atmosphere. The home was very clean and well-stocked with daily essentials, making our stay easy and comfortable. Highly recommend!
Superhost
A modern villa exterior is depicted, showcasing a private pool framed by a stone patio. Lounge chairs are arranged beside the pool, and a small dining area is visible under a shaded pergola. A spiral staircase leads to the rooftop terrace, enhancing the building's design.
Villa in Providenciales
4.94 out of 5 average rating, 85 reviews

Sapodilla Bay - Walk to the Beach!

CraigRating, 5 stars1 week ago
Great location and a water view from the upstairs terrace. The road separates the water from the villa and there are a few cars that pass by but it’s not annoying. Loved the quietness of the neighborhood. The villa itself is great and was equipped with everything needed. The grill worked fine and the pool is a nice touch to end the evening to cool off. The beach wagon was useful. Loved that it is just a few minutes walk to Sapodilla Beach and a short few minute drive to Taylor Bay Beach which was our fav beach in the island. Nice outside foot washing station to rinse the sand off before entering the unit. We enjoyed the outside shower as well. Everything was clean and as advertised. Should we come back to TCI, we would stay again.
Guest favorite
The image features a private pool surrounded by a tropical landscape, with sun loungers positioned nearby under a large umbrella. The turquoise water of Sapodilla Bay is visible in the background, complemented by gentle waves and palm trees swaying in the breeze.
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!
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 stars5 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!
Superhost
A bright bedroom features large windows that provide expansive views of the turquoise ocean. A spacious bed with light linens is centered in the room, complemented by a white dresser and a cozy chair near the window. Natural light enhances the airy atmosphere.
Villa in Turtle Cove
4.81 out of 5 average rating, 70 reviews

Nirvana's Nest

JacksonRating, 5 stars3 months ago
I booked this for some colleagues that were going to Turks very last minute for a work trip and Jasmine was great! She was very quick and thorough to communicate and made it very easy.
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, 65 reviews

Rockspray Villa | On Point in Ocean | Waterfront |

PeggyRating, 5 stars4 days ago
Unique property at waters edge. Agree with other reviewers comments, and I found some helpful information in their reviews. What I loved was the constant sound of the water lapping, the ability to jump in the water at any time, walkability to 2 wonderful beaches. I also appreciated the on-site amenities of a well stocked kitchen, kayaks, paddleboard, and the cleanest gas grill I have ever seen at rental property. Judy was available to greet us and answer our questions and gave us a welcome gift.

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 stars1 month 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 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, 94 reviews

BeachHaus Villa with ocean view and private pool

MariayaRating, 5 stars2 weeks ago
Dallas was very responsive & accommodating. The home was beautiful & in a perfect location.
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.
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
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
4.88 out of 5 average rating, 64 reviews

Hakuna Matata Villa + Golf Cart!

Anna WardRating, 5 stars2 weeks 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!
Top guest favorite
A private outdoor area features a clear blue swimming pool surrounded by lounge chairs and a small table. A barbecue grill is positioned beside a spacious sliding glass door that leads into the villa, with lush greenery and flowers lining the perimeter.
Villa in Leeward Settlement
4.94 out of 5 average rating, 36 reviews

OCEAN PEARL-Chic Getaway Modern Spl. Disc. June

TyraRating, 5 stars6 days ago
Perfect Location! This property was ideal for my solo trip to Turks & Caicos. It was easy to find, very clean, and well stocked with all the essentials. The complimentary water and snacks were a great touch. I felt very safe with the double locks and well-lit surroundings. The linens were fresh, and the space was comfortable for remote work with a dining table and high-speed internet, making video calls on Teams seamless. The location is excellent: just 5 minutes by car to Sunset Beach, which is less crowded than other beaches and the spot for the clear kayak photoshoot excursion. The marina, only 10 minutes away, is where many excursions like jet ski cars and the boat to Noah’s Ark depart. Also just 10 minutes from the Ritz Carlton, restaurants, and shops. A rental car is highly recommended. Taxis are expensive across the island. Don’t be intimidated by driving on the left; just remember “LEFT" :). Sushma was the ideal host and made sure I was taking care of!

Villa rentals with a pool

A spacious outdoor deck overlooks tranquil waters and lush mangroves, with vibrant turquoise hues reflecting the sky. The surrounding vegetation includes tropical palms, providing a natural frame to the picturesque scene. The area suggests a peaceful retreat with scenic views.
Villa in Cooper Jack Bay Settlement
4.63 out of 5 average rating, 46 reviews

Tropical Waterfront Cooper Jack Bay Villa

KaneshaRating, 5 stars1 month ago
Wellington’s place was awesome!!!!!! Grateful That I chose to stay here. The area is very quiet and very peaceful. If you’re looking to be away from the tourist areas and want tranquil and quiet then this is your place. The photos don’t do any justice for the view or the home. The home was very cleaned all of the rooms are spacious. It’s about 15-20 to all things tourist or to clubs and bars and activities Wellington was VERY responsive to anything that was needed or if I had questions. 10/10 recommend. My friend and I definitely felt safe here. I will most definitely be back. Thank you for your hospitality Wellington!
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 stars3 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!
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!
Guest favorite
Villa in Providenciales
4.96 out of 5 average rating, 57 reviews

White Osprey Villa

KarenRating, 5 stars2 months 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!
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, 9 reviews

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

BrandonRating, 5 stars2 months ago
My family and I loved the place. It was secluded and private. Amazing pool and the house was fully equipped with everything you could possibly need. Great host!
The image captures a pool illuminated in soft purple light, surrounded by lush greenery. Arched openings lead into a cozy space that features seating arrangements. The tranquil evening sky adds to the serene ambiance of the outdoor setting.
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.
A panoramic view reveals a sparkling pool surrounded by lush palm trees, leading to the turquoise waters of Long Bay Beach. The clear blue sky complements the vibrant landscape, offering a serene backdrop for relaxation and outdoor activities.
Villa in Long Bay Hills
5 out of 5 average rating, 3 reviews

1BR Ocean "Paradise Found" on Best Beach in Turks!

VanessaRating, 5 stars4 months ago
This was a very beautiful stay. The place was even nicer than the photos, our host was very helpful, and the beach was absolutely stunning. It was a nice quiet area to stay that was only a 10 minute drive to Grace Bay. I would definitely stay here again, and I highly recommend this place to other guests. Thank you for a beautiful vacation!
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

    R2,711 ZAR 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

Destinations to explore