
Waterfront holiday rentals in Leeward Settlement
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Top-rated waterfront accommodation in Leeward Settlement
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Popular amenities for Leeward Settlement waterfront rentals
Waterfront apartment accommodation

Sunny Daze - Condo By the Water
We had a wonderful time and stay The host was amazing and very tentative If and when we come back we will definitely try to rebook with the same host and place to stay. Out host was very welcoming and answered each and every time we messaged which was very good to me being we were in totally different places and she made me not worry about anything upon our arrival.

Yacht Club Marina Condo
Thank you Lori & Adeline for such an amazing experience. The unit was absolutely gorgeous, and we enjoyed every second. Family members staid at another unit inside the Yatch Club and they had a horrible experience compared to us! Your unit is meticulous, well equipped and just WOW! Adeline is truly the best host on the island and the combination of such a beautiful unit with such an awesome host, made our trip even more amazing! Thank you Thank you! -nanii

Oceanview Studio: Steps away to Grace Bay Beach
Can’t say enough good things about the place, stay, location and hosts. Very responsive, centrally located, well equipped and peaceful. I have stayed in many Airbnb’s and this experience lived up to its description. Oscar was fantastic. Would def book again if visiting again.

2 Bdrm, Stunning Marina View | On The Water
Turks and Caicos is stunning in itself but Nancy and her beautiful home made our experience in Turks even more incredible. Her apartment is even better in person and in the perfect location for a relaxing vacation! From sitting on the balcony watching the sunsets to watching movies in the gorgeous music -themed living room, we knew we made the right decision in staying at this apartment. Nancy was incredibly proactive and responsive and even stopped by to say hello. She had a cold bottle of Prosecco and beers waiting for us when we arrived. My teenage boys loved the location for the ease of getting to the many local restaurants and the beach. We would love to return to Turks and if we do, we will absolutely stay in this same apartment again. It has everything that you could ever need in a home away from home. And above all, Nancy is an outstanding host!

Dorado Duplex: Oceanfront condo
Brads place was a an ideal location for our stay in North Caicos. His co-host, Regine, sent us a lot of useful information in order to best prepare is for our stay. She also met us at the ferry dock and we followed her in our rental car to the property. Regine showed us around and gave us a brief orientation of the condo as well. The property itself is just as described and sits on a beautiful, secluded beach. We felt spoiled with the beauty that surrounded us and were sad to leave. The bedrooms were spacious with AC and beds were comfy. We especially enjoyed sitting in the living room with the screened patio door open so we could hear the sounds of the ocean. Don't hesitate to book of you're looking for a spot on North Caicos. You won't regret it.

Serene Caribbean Deluxe Beach Front Studio w/ Pool
I can’t wait to come back. Absolutely loved the place and the people. I can not recommend Villa Esencia enough.

Tara Brezza at Northwest Point
Really enjoyed the condo! It’s a very calm complex with a lot of full time and seasonal residents, so it lacks a touristy feel. Also felt very safe. The beach was good enough and the pool was amazing, and it was very easy to drive everywhere on the island. We thought it was a wonderful value for the price paid too. Pamela was very sweet and welcoming as well. Overall extremely happy both with the property and the island as a whole!

Cozy Beachside Retreat by Chalk Sound Lagoon
We had an absolutely amazing stay! Everything was perfect from start to finish. The property was spotless, beautifully maintained, and had everything we needed for a comfortable week-long stay. The location couldn't have been better—peaceful, convenient, and just a short drive to the stunning Taylor Bay Beach, which quickly became our favorite spot. It felt like our own little slice of paradise. We truly enjoyed every moment and would 100% stay here again. Highly recommended!
Waterfront house rentals

Flamingo's Nest at Whitby Beach (North Caicos)
Our stay at Flamingo’s Nest was phenomenal. This house is perfect for an island escape. The house is comfortable and well appointed. The beach is a stone’s throw away, less than a 2 minute stroll. It’s a fantastic beach and we had it almost entirely to ourselves— so different from the crowded beaches of Provo. There is a convenient store (KJs) about a 3 minute drive. North Caicos itself is amazing and worth the extra effort to get to. Everywhere we went we were just about the only visitors there. Can’t recommend both the island and the house enough.

Brighter Days Villa
My mom and I booked extremely last minute and were welcomed right away. The instructions were very clear and the house was easy to find. Beds were very comfortable and we had everything we needed. The only downside was that we could not get the stove/ oven to turn on and weren’t able to cook the food we bought.

Ital Life Retreat - Sleeps 6
Had a wonderful, relaxing, peaceful week at Lorraine’s. One of the nicest air bnb experiences and hosts ever! The place is spacious, bright, and charming. The full deck is amazing with lots of seating; we loved having breakfast there and napping after the beach. It was very clean, comfortable and homey. Lorraine has thought of everything. Kitchen is well stocked and we had breakfast daily and made a few dinners. Beds were comfy and plenty of seating for all, inside and out. Loads of towels, including for beach; laundry was useful to wash beach towels/swim stuff. Grace Bay is a short stroll away with easy access to food, shops, etc. Yet you’re removed from the resort hustle and bustle as soon as you enter the little pathway back to Lorraine’s. As for Lorraine, what a lovely person - wonderful getting to know her! She’s warm, friendly and laid back. We had our best meal right at her garden table! A delightful, unexpected treat made by Chef Lorraine. Great conversations and laughs :)

Metopium - 2/1 Secluded Getaway
Absolutely amazing stay, I’ve been using Airbnb since it started and this has been by far the best and most welcoming home I’ve ever stayed out. Absolute pleasure and don’t even get me started on the cat

Private beach, Pool & Master Suite
We stayed at this beautiful place for our honeymoon. It was the perfect private location with the pool and beach. We used the kayaks and paddle boards provided and enjoyed the beautiful Chalk Sound. My favorite beach, Sapodilla was just a 1 minute car ride / 5 min walk. We will stay here again!

Coastal Vibes Villa Near Sapodilla Beach
The house was exactly as described and super clean when we arrived! Good amenities.

Luxe Villa | Infinity Pool, Rooftop & Sunset Views
Absolutely beautiful property, views caught our attention every day we walked in, a vehicle is definitely needed since it is a good distance away from the main tourist attractions 15-25 minutes but it was nice and quiet and perfect for our honeymoon!! Shiri and Jonathan was great hosts and communicated effectively and efficiently.

Blue Tang Villa (2 Bedroom)
Was a gorgeous place. It is honestly even nicer than the photos. The location is spectacular on the canals. So peaceful and so nice. We really enjoyed our stay and had everything we needed.
Waterfront condo accommodation

Oceanview Luxury Penthouse @ Yacht Club
Tim's place was amazing for our vacation stay. The views are breathtaking and home is comfortable an spacious. You can relax on the patio in the lounge chairs and watch the sunset or enjoy the bar area with friends or family. The kitchen is fully equipped with everything you need. Lots of towels and bed linens. The living room sofas are huge and comfortable so that you can relax and watch movies from the Projector. You definitely won't want to pass this by. This place is high recommended. We will be back.

Ocean and Pool Front 2 Bedroom 2 Bath Condo
Beautiful, secluded. We would walk about 6 minutes to a more turquoise part of the private beach free of seaweed. We didn’t have a chance to try the on site restaurant or bar. Having a kitchen was nice to make our own breakfasts. Make sure to stop and buy your own sugar, cream, and coffee. Used coffee machine everyday. Very clean place. Comfy bed. Drawers for storage. Water was always hot even when two people showered at the same time. Ate at the Coralli at the Ritz Carlton for lunch right on the water and it was delicious. Also loved “farm” at Seven stars resort. Provali Neapolitan pizza is small but incredible!!! Host Jasmine was great and very responsive. The pool was never too busy and neither was the beach which we absolutely loved! Had the whole beach to ourselves most days! Also shopped at a local shop in Grace Bay called lemon 2 go and got some wonderful smelling perfumes and reed diffusers. Would definitely come back.

Ocean view paradise
I could not have asked for a more convenient and beautiful place to stay while on vacation. The property manager texted me before I even landed to assist with check in. Check in was a breeze. I rented a car and there was sufficient and safe parking. The property was well maintained and having a pool was a bonus. The local beach was about a 15 minute walk and a 3 minute drive and Grace Bay was 10 minutes by car. I had an issue with the TV, which turned out to be an error on my end, and the property manager came in person to help me fix it and the owner, Pamela, called and left me a message later that night to ensure that the issue was remediated. I would not hesitate to recommend staying at Pamela and Paul's property. As a solo traveler, I value safety, comfort, cleanliness, and convenience and I have zero complaints.

Grace Bay Beach Front 2 BDR/ 2BTH Condo
We had a wonderful stay at the Grandview! The location was amazing, right on grace bay and a 2 minute walk to the grace bay club that has amazing restaurants! Easy drive to a grocery store and more restaurants. The Grandview is super family friendly and the condo is spacious, clean, quiet and has beautiful views of the ocean. Overall we had a wonderful experience and would love to return!

Luxury Beachfront 2 bed/2 bath condo on Grace Bay
Rachel was a great host. The condo is beautiful with all the necessary amenities, and the pool and beach were perfect for our two kinds. Easy communication and check-in. Highly recommended.

Sanctuary by the Sea
Excellent location if you want to get away from busy Provo. The cottage is located right on the beach and a two-beer walk from an awesome Beach side bar and restaurant named Barracuda. We ate here each night; great food, drinks, with a friendly bartender. Not sure how it occurs, but could watch the sunrise and sunset from the beach. Warm water, firm beach, easy to walk. The cottage was clean, simple and comfortable. The local host was responsive and provided excellent recommendations for day excursions. Toward the end of the stay, we didn't venture out but rather enjoyed our unique, private setting. Highly recommend late May as it is offseason. We would definitely return.

Coral Condo on Grace Bay Beach
Just enjoyed another beautiful week at Ally’s condo, our second visit. As we expected it, was beautiful as last time and had every amenity that one could wish for, from Yeti’s to a cooler, ice maker, all the kitchen things you could need. We love sitting on the patio at night before we go out to dinner. Sadly the island has grown significantly over the last few years and it’s a shame the Hyatt had to build right next to Coral Gardens. The noise didn’t bother us and they were done by 5:45 every day. You could slightly hear it in the beach but it didn’t really matter. Ally kindly gives a discount for the construction. It didn’t take away from our trip my any means but you can’t stop progress whether it’s good or bad for tourists. The location is a lovely part of the beach with all the snorkeling you want. Close to restaurants as well. We had one minor issue and it was literally fixed immediately. Ally is a great host with a beautiful condo. I’d recommend to anyone and everone

Luxury Large 2 Bed 2 Bath at the Yacht Club
The location is fantastic—quiet, scenic, and close to a couple of great local spots. The condo itself was clean, well-maintained, and we felt very relaxed the moment we arrived. Courtney was incredibly helpful and responsive in the lead-up to our trip, and once we arrived, we were warmly welcomed by Molly, the property manager. Molly made everything seamless. We arranged for the fridge to be stocked before our arrival which was a great way to start the trip. We had a small issue with the car (a tail light wouldn’t turn off), and Molly had it taken care of promptly the next morning. The Yacht Club’s pool is beautiful and meticulously kept, and we really enjoyed meals at nearby Shark Bite and Baci—both were great and more reasonably priced than some of the Grace Bay spots. A close walk to the public beach (there is parking) and Smith's Reef as well. Rec. Sapodilla Beach for calm, shallow and gorgeous water. Highly recommend and can't wait for our next trip back!
Quick stats about waterfront rentals in Leeward Settlement
Total rentals
60 properties
Nightly prices starting at
$348 NZD before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Grace Bay Holiday rentals
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