Villa holiday rentals in Leeward Settlement

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Popular amenities for villa rentals in Leeward Settlement

Private villa rentals

Guest favourite
Villa in Leeward Settlement
4.9 out of 5 average rating, 49 reviews

Sea Sun Relax - villa 5 min walk to Grace Bay

RebeccaRating, 5 stars3 weeks ago
Beautiful villa to enjoy your relaxing vacation in Turks and Caicos! The place is very clean, spacious, and comfortable. The private pool was very convenient to relax and it was very nice for Natalie to provide all the beach chairs and umbrella. Definitely recommend to rent a car from Natalie’s recommendation, Yuriel (very convenient and responsive) and to drive to the wonderful beaches TCI has to offer.
Guest favourite
Villa in Grace Bay
4.94 out of 5 average rating, 49 reviews

Grace Bay/ Luxurious Coconat Villa 3 Bed + Pool

MelanieRating, 5 stars2 weeks ago
Staying at Coconat was the perfect choice for my guest and I. It was our first time visiting TCI and Natalie was the BEST host! Extremely hospitable and communicative. She was thorough with providing information even prior to our stay and offered suggestions of how to enjoy our time on the island without me even having to ask. She was extremely friendly and always responsive, even took the time to provide guided directions to us when we got lost heading to a beach. Natalie made us feel welcomed and played a huge part in making our trip so memorable! As for Coconat villa it is gorgeous! What you see in the amazing photos is exactly what you get. Every room is aesthetically pleasing and the entire villa is very clean, well maintained and provides all essentials needed and more. She even provides beach essentials which is a huge plus! It literally felt like a home away from home. Our stay at Coconat villa was nothing short of amazing and I will definitely be returning in the future!
Guest favourite
Villa in Providenciales
4.92 out of 5 average rating, 53 reviews

‘My Little Hideaway’ at Lucayan Cays

MélodieRating, 5 stars1 month ago
We enjoyed our stay. It’s a lovely place, the view is incredible! Tiajuana is an excellent host! We really appreciate our vacation.
Guest favourite
Villa in Discovery Bay Settlement
4.94 out of 5 average rating, 52 reviews

Modern two-bedroom Villa with pool!

DestinyRating, 5 stars6 months ago
Hey, my stay was amazing and I have a great time. Some of the restaurants are within close range. If I needed help with anything they responded back in a timely manner. I would recommend anyone when they come to stay here.
Superhost
Villa in Providenciales
4.93 out of 5 average rating, 56 reviews

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool

BethRating, 5 stars12 months ago
Such as lovely home and on the quieter side of the island. The views are breathtaking! We enjoyed having the entire home to relax in and the fantastic outside spaces for swimming in the pool and enjoying the view. It was especially nice to be able to walk down to the water and kayak in Chalk Sound every morning! The villa is close to Taylor Bay Beach and Sopadilla Bay Beach, a short drive from several local restaurants, and only 20 minutes drive to the Grace Bay area. We especially appreciated Indi who answered all our questions and gave us great advice to make our stay most enjoyable! She was very responsive and kind.
Superhost
Villa in Long Bay Hills
4.78 out of 5 average rating, 54 reviews

Peaceful island getaway in Long Bay (New 2BR)

TkeyiahRating, 5 stars1 month ago
Everything about the property was described just like the picture..Host was amazing and we will for sure be staying again..Very peaceful location…I loved it!
Superhost
Villa in The Bight Settlement
4.71 out of 5 average rating, 7 reviews

4bd/3ba, 400 Steps to Grace Bay

ValdirRating, 5 stars7 months ago
excellent interior 👌. I'd recommend it all large families
Superhost
Villa in Turtle Cove
4.81 out of 5 average rating, 68 reviews

Nirvana's Nest

AntonetteRating, 5 stars1 month ago
My family and I loved the Island ! Jasmines place has beautiful views a car is a must !!! Nothing is walking distance from her house but you will want a car to explore the island and all its beauty , Jasmine was there to greet us when we got there our plane was delayed from Boston so it was late to arrive directions to the house where a bit tricky , but other than that was a wonderful and enjoyable stay

Luxury villa rentals

Superhost
Villa in Providenciales
4.97 out of 5 average rating, 36 reviews

Villa Bashert

BridgetteRating, 5 stars1 month ago
Bashert Villa was everything we were promised!! Julian was quick to respond to any of our requests. The views of Chalk Sound are magnificent and it's a short walk to Taylor Bay Beach. Our stay was perfection!!
Superhost
Villa in Providenciales
4.84 out of 5 average rating, 86 reviews

BeachHaus Villa with ocean view and private pool

RayRating, 5 stars2 weeks ago
We had an amazing stay at BeachHaus! The villa was spotless upon arrival, with spacious rooms that were perfect for our family of five. It had all the amenities we needed, making our stay comfortable and hassle-free. One of the highlights was the quick walk down to the beautiful beach—just a few minutes, and we were on the soft sand, enjoying the stunning water. We also loved spending time on the deck, taking in the incredible ocean views. The gorgeous pool was another great feature, perfect for relaxing after a day at the beach. The location was great, close to everything we needed while still feeling like a private getaway. Overall, a fantastic place to stay, and we’d definitely return!
Superhost
Villa in Caicos Islands
4.84 out of 5 average rating, 58 reviews

Luxury Modern villa with pool

TaylorRating, 5 stars6 months ago
Perfect villa!!! Was very clean and looked exactly like the pictures!! Loved the privacy of the villa will definitely stay here every time I come to the island!! Perfect way to spend a birthday trip!!
Guest favourite
Villa in Long Bay Hills
5 out of 5 average rating, 28 reviews

Hang Five Surf Villa in Long Bay

ParthRating, 5 stars6 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 Providenciales
4.91 out of 5 average rating, 35 reviews

Designer Artist’s Estate - Stunning Interior/View

BruceRating, 5 stars1 week ago
Our stay at this property was nothing short of exceptional. The home was absolutely wonderful, offering a serene and picturesque setting with breathtaking views that made for a truly relaxing and enjoyable experience. The property was impeccably clean and well-maintained, with ample supplies that comfortably accommodated our family for an entire week. The wide range of amenities provided ensured a comfortable and convenient stay. Additionally, the hosts were incredibly responsive, promptly addressing any requests and checked in with us throughout our stay. Their attentiveness and professionalism further enhanced our experience. We highly recommend this property to anyone looking for a peaceful and well-equipped home. We extend our sincere appreciation to both the host and property manager for their outstanding hospitality.
Guest favourite
Villa in North Caicos
5 out of 5 average rating, 6 reviews

Luxury Beach House Villa with beachfront access!

MohamedRating, 5 stars5 months ago
The house is in a perfect location in a very quite and private beach, the water was stunning and the house itself was very clean, the sheets beds and furniture were mint everything was just perfect, we loved staying here and were definitely coming back, i really recommend this house for anyone wanting to relax in a area with a stunning only steps from your door.
Superhost
Villa in Long Bay Hills
5 out of 5 average rating, 5 reviews

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

VeenaRating, 5 stars1 month ago
We had a wonderful stay at Blue lotus villa! The location is great where Grace Bay is 10 min away, there’s a walkable beach near the house. The house itself is very nice and neat - the pictures are accurate. On top of that, Raymond and his property manager were very responsive and accommodative. I would stay here again!
Superhost
Villa in The Bight Settlement
4.67 out of 5 average rating, 3 reviews

Villa Solis - Steps from Grace Bay Beach

WhitneyRating, 5 stars22 months ago
We spent a week at Villa Solis with our family of 4 and it was lovely. Everything from the gated driveway, cleanliness of the house and fresh guava juice upon arrival. The pictures depict the house accurately and was a well maintained house. The price per night was equivalent to the style and furnishings of the home. The location you could not beat! Close to Turtle Cove marina and the beach was about a football field walk away down a dirt path, otherwise a quick drive to other areas of Provo. The rooftop deck always had a wonderful breeze and the sunsets were perfect each night. But I think my favorite part were the outdoor showers en suite!!!!

Villa rentals with a pool

Villa in Leeward Settlement
4.98 out of 5 average rating, 56 reviews

Unique, Modern Cozy & Private | 2 minutes to Beach

MarshaRating, 5 stars2 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.
Villa in Whitby
4.75 out of 5 average rating, 12 reviews

Pelican Beach Villas 2

CarolynRating, 5 stars9 months ago
This Airbnb was incredible. The host was amazing - responsive, friendly and so helpful! One of the guests in our groups had been to North so had a really good idea of what we’d be getting into - but exceeded all expectations! We were the only people on the beach and it was so peaceful and relaxing!! A few helpful tidbits for north newbies - grab groceries on Provo before coming over (we brought cooler bags and bought ice for transport) and got all of our water from the local store and filled up throughout the week, went out on captain D’s boat (excellent)! Try to bring an umbrella (zero shade by the pool) and bug spray when lounging by the pool (which is expected). AC worked great and we were up with the sun (curtains were thin) but that’s was fine by us, we just made sure to go to bed early. Can’t say enough great things about this place! But if you are looking for fancy touristy resort, stay on Provo (please), if you want relaxing paradise - come to North but keep it a secret 🌴
Superhost
Villa in Providenciales
4.96 out of 5 average rating, 75 reviews

Sapodilla Bay - Walk to the Beach!

JennRating, 5 stars2 weeks ago
Ari’s place is located in a great spot on the island. Sapodilla Bay beach is a short walk away and the beach view is breathtaking. Las Brisas Restaurant is across the street and the nachos are incredible. The villa itself was pretty and the pictures are spot on. We found the king size bed extremely comfortable, however, a light blue blanket @ the end of the bed had a cigarette hole burn. The shower area was amazing with a rain shower, but, the toilet area smelled like urine, most likely because of the small size of the toilet room and no ventilation. The kitchen was a great bonus and had all amenities needed. We cooked breakfast everyday and sat on the deck near the pool. The rooftop deck is also a great addition and the views are spectacular. We reached out to Ari for advice about the island multiple times and he was very responsive and helpful.
Villa in Grace Bay
4.71 out of 5 average rating, 21 reviews

The White House TCI Guests house

XavierRating, 5 stars7 months ago
This surpassed my expectations. It was perfect for the entire family including the kids. I will definitely be rebooking in the future.
Villa in Providenciales
4.74 out of 5 average rating, 47 reviews

Canal Front Luxury Villa!

LudwinaRating, 5 stars6 months ago
We had the pleasure of staying at this breathtaking Villa nestled right on the water, and it was nothing short of amazing. From the moment we arrived, we were captivated by the serene beauty of the surroundings and the impeccable design of the property. The location was perfect for us as we were seeking tranquility and natural beauty. It sat right on the edge of the canal, offering panoramic views that truly took our breath away. The accommodations themselves were equally impressive. The interior was elegantly furnished with a blend of modern amenities and cozy touches that made us feel right at home. The bedrooms were spacious and comfortable, with large glass doors in the master bed that allowed for stunning views of the water from the comfort of my bed. Lori's hospitality was exceptional. She paid attention to detail and was ensured that all our needs were met. A beautiful home away from home that we can't wait to book again! Thanks for everything Lori, you made our stay memorable!
Guest favourite
Villa in Grace Bay
5 out of 5 average rating, 5 reviews

NEW *2 BR Villa Maya- BBQ- Golf- Pool in Grace Bay

HeatherRating, 5 stars1 month ago
Home was very beautiful. It looked just like the pictures. Backyard was great and home was very well furnished with everything we needed. I loved the location. Once you make your way out of the neighborhood, everything is close by. I would definitely stay at this home again. Jacinthe was also very responsive to my questions.
Guest favourite
Villa in Long Bay Hills
5 out of 5 average rating, 11 reviews

New Luxury Caribbean Villa with Private Pool

AdrianRating, 5 stars2 months ago
The inside of this place is better than the pictures show. Kitchen was full stocked with everything need to make brunch for a large group. The place was very clean. The privacy gate made us feel extra safe since it was a group of all women. The location was about 5/10 mins from every place we wanted to go to the island. Highly recommended and will be returning!!!
Guest favourite
Villa in Leeward Settlement
5 out of 5 average rating, 7 reviews

Private Pool Villa | Bikes | Walk to Leeward Beach

LAURENRating, 5 stars8 months ago
Amazing! We visited the Blue Haven Marina everyday and it was a quick 4 minute drive away.

Quick stats about villa rentals in Leeward Settlement

  • Total rentals

    150 properties

  • Nightly prices starting at

    £182 before taxes and fees

  • Total number of reviews

    1.7K 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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