
Villa holiday rentals in Leeward Settlement
Find and book unique villas on Airbnb
Top-rated villa rentals in Leeward Settlement
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Leeward Settlement
Private villa rentals

Unique, Modern Cozy & Private | 2 minutes to Beach
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.

Modern Cottage with Chalk Sound Views
Wishing Fish was everything just as pictured and described. The gazebo is amazing, there’s a short walk to the very private and very beautiful Taylor Bay Beach. The walk down to the beach is a mini-mini hike lined with tropical plants and lush bushes- definitely will need Tevas water shoes or Chacos as flip flops or going barefoot won’t do for the walk down to the beach. Overall it was perfect, spacious, BRIGHT, and the snacks waiting for us was an amazing staple after a long day of travel before we could get to the store. The water cooler was also a fabulous bonus that we didn’t know about- such a money saver as we just refilled our water bottles. The outdoor shower was amazing, some people used it to actually shower in as it is very private 🤭🤭. We would definitely recommend the villa, the surrounding houses were gorgeous. We were checked on throughout the week and only ONE minor inconvenience was immediately addressed, but we felt it not needed to fix during our stay. Def book!!

Sapodilla Bay - Walk to the Beach!
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.

BeachHaus Villa with ocean view and private pool
Host was a great communicator and we felt very comfortable!

Our Home on the Water - I Land Time Villa
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!

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

Nirvana's Nest
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.

Cheerful 3bedroom Villa with Private Pool and View
Pros: - Beautiful and clean villa. - Nice swimming pool (although we didn't use it because you want to use all the beautiful beaches during the day, and during the night the pool water was too cold for us – I wish it was heated) - Great beach stuff available (5 foldable chairs, 2 beach umbrellas, kid toys, ...) - Good host. We never met them but they were responsive on the app. - Not far from the airport. Only a 10-15min drive - maybe even less without traffic. - Big size. While the kid was asleep upstairs, we could watch TV downstairs. - Their TV supported Apple TV so we could easily connect a laptop and mirror the screen. - Private and quiet. Although at nights you could hear music a bit in the upstairs bathroom. I think there is a club or something not too far. Cons: - The location is not walkable at all. It's in a dead end and you have to drive on the highway to go anywhere. - Expensive. But everything on the island is expensive. A similar villa in Mexico would be less than half
Luxury villa rentals

Stunning Villa - short walk to Sapodilla Beach
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.

Sea Sun Relax - villa 5 min walk to Grace Bay
Fabulous time in a beautiful location! Natalie was very easy to communicate with and made sure our stay went flawlessly! Would rent again!

Kokoon at Oceanside PrivatePool OceanView SunSet
We absolutely loved this Airbnb! It was beautiful and private. We enjoyed the pool everyday! Response to any questions we had were answered right away. We were very comfortable and honestly didn’t want to leave!

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

Caya Villa 1 - 2 Bedroom - Modern Island Home
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.

The Caicos House -5 mins to the Beach & Dining!
Ms Pam's home was amazing!!! She was very kind and SUPER responsive!!!! I would definitely stay there or another of her properties AGAIN. I do encourage you to rent a car or have a dedicated driver if you plan to take adventures or site see. This home is in a beautiful private neighborhood that ours amazing solitude and safety, but getting around can be difficult with out arranged transportation. Ms Pam providing many taxi and rental car resources for us and we would have been lost with our her! I can not say enough nice thinga about her and this property. JUST BOOK IT

Blanca: Taylor Bay Beach-Ocean View
We had the best time at Villa Blanca. Everything was as described. The space was more than enough for my husband and two small children. The view was my probably my favorite. I really appreciate them having so much stuff for us to use such as kids inflatables, beach toys, beach chairs, cooler, and lots and lots of towels. The beach was amazing and right across the villa. Thank you so much to the hosts that were very helpful.

Hakuna Matata Villa + Golf Cart!
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!
Villa rentals with a pool

Amalfi- Luxury Beach front villa
My husband and I loved this place. Private, gorgeous house, and a sweet little beach in front. The owners thought of everything, including beach lounges and umbrella, so it's an effortless transition from house to pool to beach. Shallow waters make kayak launches a breeze. There's a little evening noise from a nearby club, but it was far enough away not to be a problem. The location is on a sound and not ocean front, but when we visited Grace Bay Beach one day, we agreed that staying in Amalfi on the sound was a sanctuary in comparison. Highly recommended.

Tropical Waterfront Cooper Jack Bay Villa
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!

Modern two-bedroom Villa with pool!
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!

Walk to Grace Bay Beach ~ 3 bedroom en-suite
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!!!

White Osprey Villa
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 3B Ocean View Villa/Pvt Pool, Walk to Beach
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!

Peaceful island getaway in Long Bay (New Studio)
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...

1BR Ocean "Paradise Found" on Best Beach in Turks!
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!
Quick stats about villa rentals in Leeward Settlement
Total rentals
150 properties
Nightly prices starting at
₹12,923 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
- Grace Bay Holiday rentals
- Grand Turk Holiday rentals
- Long Bay Hills Holiday rentals
- North Caicos Holiday rentals
- The Bight Settlement Holiday rentals
- Chalk Sound Holiday rentals
- Turtle Cove Holiday rentals
- Sapodilla Bay Holiday rentals
- Cooper Jack Bay Settlement Holiday rentals
- Venetian Road Settlement Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday rentals
- Rentals with a patio Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a washing machine and dryer Leeward Settlement
- Rentals with pools Leeward Settlement
- Waterfront rentals Leeward Settlement
- House rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Flat rentals Leeward Settlement
- Rentals with a firepit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Luxury rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Villa rentals Providenciales
- Villa rentals Caicos Islands
- Villa rentals Turks and Caicos Islands
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom