Villa holiday rentals in Leeward Settlement

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Popular amenities for villa rentals in Leeward Settlement

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, 62 reviews

Modern Cottage with Chalk Sound Views

PatriciaRating, 5 stars1 week ago
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!!
Superhost
Villa in Providenciales
4.94 out of 5 average rating, 85 reviews

Sapodilla Bay - Walk to the Beach!

CraigRating, 5 stars5 days 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 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!
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
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
Villa in Turtle Cove
4.81 out of 5 average rating, 70 reviews

Nirvana's Nest

JacksonRating, 5 stars2 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.
Superhost
Villa in Providenciales
4.89 out of 5 average rating, 27 reviews

Cheerful 3bedroom Villa with Private Pool and View

ArdalanRating, 5 stars3 months ago
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

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.
Guest favourite
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!
Top guest favourite
Villa in Providenciales
5 out of 5 average rating, 21 reviews

Kokoon at Oceanside PrivatePool OceanView SunSet

DebbieRating, 5 stars1 week ago
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!
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.
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
Guest favourite
Villa in Providenciales
4.93 out of 5 average rating, 90 reviews

Blanca: Taylor Bay Beach-Ocean View

MariaRating, 5 stars2 weeks ago
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.
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

Guest favourite
Villa in Providenciales
4.96 out of 5 average rating, 28 reviews

Amalfi- Luxury Beach front villa

MargaretRating, 5 stars2 months ago
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.
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!
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 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 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!
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 stars1 month 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
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...
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

    ₹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

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