Villa holiday rentals in Leeward Settlement

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Popular amenities for Leeward Settlement villa rentals

Private villa rentals

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 favourite
Villa in Providenciales
4.98 out of 5 average rating, 63 reviews

Modern Cottage with Chalk Sound Views

JoseRating, 5 stars2 days 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
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.
Superhost
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.
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!
Guest favourite
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 favourite
Villa in Cooper Jack Bay Settlement
4.89 out of 5 average rating, 18 reviews

Waterfront 5BR w/ Pool, Gated Parking, A+ Location

CzarhinaRating, 5 stars2 months ago
We had an amazing time at Villa Tayo and the surrounding area! On arrival, Brian greeted us and made sure we felt right at home. The villa itself looked just like the pictures: the pool was great; the bar/deck area was amazing--this was where we had breakfast every day. We were also able to swim and kayak/paddle board in the canal in the backyard. We were also provided with various recommendations on where to eat and what to do during our stay which is how we planned our excursions. Of note, we were at Grace Bay Beach every single day--it was that beautiful! Overall, our experience in the villa was worth every penny. Thank you so much to Brian for his help and accommodation :) He was very responsive to our needs and more. We would definitely book again!
Superhost
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.

Luxury villa rentals

Guest favourite
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.
Top Guest favourite
Villa in Providenciales
5 out of 5 average rating, 22 reviews

Kokoon at Oceanside PrivatePool OceanView SunSet

RileyRating, 5 stars2 days ago
Really great stay and solid area on the island. The hosts were awesome and can't thank them enough.
Superhost
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.
Superhost
Villa in Providenciales
4.84 out of 5 average rating, 31 reviews

The Caicos House -5 mins to the Beach & Dining!

HarrietRating, 5 stars10 months ago
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
Top Guest favourite
Villa in Long Bay Hills
5 out of 5 average rating, 11 reviews

Private Suite Paradise: Where Dreams Come Alive

TyrekRating, 5 stars1 month ago
My stay exceeded my expectations in every way. The house was immaculately clean. Have a great night it’s kind of The space was modern, spacious enough for a family of three, and conveniently located near all the popular attractions if you have a car. We initially considered staying at one of the luxury hotels after our time at Wymara, but ultimately chose this option instead. The experience was just as pleasant, and we enjoyed more space than a typical hotel guest room would provide. The hosts were wonderful and very experienced on the platform. They had all the amenities you would expect. I highly recommend visiting the beach near their house, which is just a five-minute walk away, as well as Grace Bay in Turks and Caicos, which is about ten minutes away by car and absolutely amazing. Additionally, I suggest renting a car, which they can help arrange for you. 🫶
Guest favourite
Villa in Grace Bay
4.91 out of 5 average rating, 22 reviews

Coco Palm 3BRVilla | Walk to Beach | July Discount

JacobRating, 5 stars3 days ago
Claire’s place is great!!! It was about a 10 minute walk to Grace Bay Beach and anywhere else is only about a 5-10 minute drive! Steps away from Coco Bistro and Coco Van! Claire was responsive and Brian the property manager was SO nice and made us feel so comfortable! Would highly recommend!
Guest favourite
Villa in Grace Bay
5 out of 5 average rating, 9 reviews

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach

ChristianeRating, 5 stars4 days ago
Perfect Stay in Paradise! We had an incredible time staying at this beautiful Airbnb in Turks and Caicos. The property was exactly as described—immaculately clean and well-maintained. The kitchen was fully equipped with everything we needed to cook our own meals, making it feel like a true home away from home. The quiet neighborhood added to the relaxing atmosphere, and we enjoyed the peaceful surroundings. One thing to note is that you’ll definitely need a car to get around, but that’s just a small detail given the convenience of having everything you need at your fingertips. The hosts were incredibly responsive and made sure our stay was seamless. Highly recommend this spot for anyone looking to escape to a tropical paradise!
Guest favourite
Villa in Long Bay
4.88 out of 5 average rating, 64 reviews

Hakuna Matata Villa + Golf Cart!

Anna WardRating, 5 stars1 week 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!

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 stars3 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.
Villa in Cooper Jack Bay Settlement
4.64 out of 5 average rating, 45 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!
Guest favourite
Villa in Providenciales
5 out of 5 average rating, 25 reviews

Bari- Beach front Luxury Villa

MimiRating, 5 stars7 months ago
We were greeted with a smooth informative check - in. The property was very conformable. The beach was literally right out our back door. We had a wonderful stay.
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!
Top Guest favourite
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!!!
Guest favourite
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!
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!
Villa in Long Bay Hills
5 out of 5 average rating, 3 reviews

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

VanessaRating, 5 stars3 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!

Quick stats about villa rentals in Leeward Settlement

  • Total rentals

    150 properties

  • Nightly prices starting at

    $249 NZD 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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