Waterfront holiday rentals in Leeward Settlement

We thoroughly enjoyed our stay, the restaurants within walking distance were some of our favorites even compared to many in Grace bay itself. The morning view and big sliding glass doors were fantastic.

We enjoyed our stay at oscars place. It's a bit of a walk to the beach, but if you plan on renting a car and visiting multiple beaches like we did, the location is very central - while still giving you a great view of grace bay. We also felt very safe here, there was always security at night and the units were gated. Oscar was also very responsive and offered helpful suggestions for things to do. The only thing I would suggest is that the unit include a sturdier beach umbrella and foldable beach chairs. Otherwise, everything was as described.

This is a hidden gem. If you want to unplug and get away, then this is your place. You don't have to leave if you don't want to, this place has everything you need. Grace bay is a short drive also if you want to get out.

This place is a dream. The views were spectacular, the beach was RIGHT THERE! The pool was nice and never crowded. The set up on the beach was amazing - so many lounge chairs and beautiful white umbrellas. And you could walk to anywhere in grace bay ON THE BEACH. The walk to the Ritz was no more than 15 min for example. I just can't say enough about this place. Also Matthew was fantastic. gave us great recommendations, always attentive. Will definitely be back !

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.

Alanzo was so kind and responded site. He answered any questions we presented and was quite helpful. He offered suggestions for places to see - to eat- and companies to utilize if we wanted to do excursions. He and Charlene have a lovely place with much attention to detail. They have many of the things needed to reside somewhere for a week and want to rest and relax. The beach was close by and easy to access. It was a spectacular holiday and we are grateful that they allowed us to rent their home. I would absolutely recommend their place to anyone wishing to be near the beach but not in the middle of all the hustle and bustle of Grace Bay.

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!

The clean and cozy house has a beautiful view of the sound with a private gazebo out back to take in the sunset. Patricia was a great host, very helpful and always responsive. Highly recommend!

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.

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.

I loved the closeness to the beach, the views were amazing from all over the house and balcony! We loved the amenities, and felt very safe. Although there was a dock/ work yard nearby that was busy constantly and very noisy, while this didn’t really bother me it could be problematic for a light sleeper. We also went over the electrical allowance with only 2 people, when our trip was originally planned for 4-6 people, we did take advantage of the laundry and cooked in the kitchen. Although we were not excepting a $100+ electric bill at checkout especially considering we were hot in the bedrooms downstairs. I cannot fathom how much we would’ve gone over with more people. (There was a meter the host showed us how to read upon arrival, but he advised us with 2 people we likely wouldn’t go over so we didn’t bother to pay attention to this and apparently should have)

The view from the villa is beautiful. It is well appointed, the beds and pillows are very comfortable. The kitchen is stocked with many essentials. They have laundry facilities although we did not use them, we had intended to and then didn’t need to. The view of Chalk Sound is stunning and the beaches within walking distance are definitely the best on the island. We loved the beaches that were close by. Chantal and Dave have chairs and coolers for use at the beach which was wonderful. You definitely need a rental car as it is quite remote from most of the restaurants. Las Brisa’s is right next door which was very handy and we did eat there are few times. The first night on the island we ate there and the food was wonderful. Our next few experiences there were not as good and we wished we hadn’t continued to go back. Thank you for allowing us to stay in your home, it was very relaxing for our family

Awesome property! My family enjoyed the privacy…thank you.

Just spent an AMAZING week here and have no complaints! We had 4 college aged teens with us and they loved being close to the water and having access to the kayaks was a HUGE plus. They kayaked everyday and explored the small islands in the sound. The house is located in the more quiet part of the island which we aim for...we like to explore on our own and get immersed in the culture/people of the island. The bedrooms/bathrooms were all great size and perfect for our family. The house was close to 2 amazing public beaches and we felt completely safe the entire time. For those that are nervous, the house comes with a home alarm system. They had beach chairs/umbrellas/snorkel gear there for your use and they really helped us out. Would recommend this house to anyone interested.

Ana's place was clean, spacious, and well equipped. We really appreciated having some beach equipment (small cooler, umbrella, beach chairs), and the resort's paddle boards and kayaks. The pool is great, the area is quiet and peaceful, and we felt like we had a private beach!! Of note, there was no laundry detergent and there is quite a bit of sea grass in the water. You can walk a little ways down and avoid it, or keep going and find the national park with some cool sights and beaches. Definitely need a rental car, and groceries here. Was perfect for our family, who like to avoid the heavy touristy areas and really explore the location, not just sit on the beach the whole time.

My husband and I stayed at Pamela and Paul's place for a week long stay and it was our first time visiting the island. The host was helpful and responsive throughout our stay. Check in process was easy and the host provided detailed instructions on how to get to their place from the airport which was great. We wanted to be away from crowds so this place was perfect. The condo was clean, bed is very comfortable, pools are amazing, and beach in walking distance. The host provides a binder with local recommendations which was nice. It was so peaceful and relaxing. The view from the balcony is INCREDIBLE. I would recommend renting a car to explore this beautiful island. You are a short drive to just about everywhere but there are also plenty of restaurants in walking distance. We felt extremely safe here and LOVED everything about this place. ❤️

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.

We thoroughly enjoyed escaping what seemed to be the entire world while staying. While there are certainly other houses and folks staying around Whitby, you truly do not run in to many. We felt like the entire beach was ours every day, seeing maybe another couple or family once a day. On the beach this was welcome, but when traveling around the area, especially to middle caicos, it felt a little eerie just how quiet the area was. For those looking to escape and isolate for a few days, this place is perfect. The beach is beautiful. Regine was great in meeting us at the ferry and guiding us to the location, on day 1. We have other locations we want to explore, but if we need another week of peace and quiet we will definitely come back. Be sure to grab your groceries on Provo, this was a great tip.

This was our Honeymoon and our second time staying in this condo over the past 14 months! Walking in to it this year felt like being back home! We looked forward for over a year to return and it was all worth it! The condo such a comfortable and beautiful place! Coral Gardens is an impeccable complex and the employees are always welcoming and friendly! We especially love Tyler! The grounds are so beautiful that the photographer we hired for the day chose to begin the photo shoot on the grounds of Coral Gardens because the landscaping, gardens and greenery are so gorgeous!

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!

The condo was on one of the most beautiful beaches I have ever stayed at. If you are looking to get away from it all, I highly recommend this place. Marilyn was responsive and took great care of us. The internet was perfect for remote work and the house had everything we needed.

Had a wonderful time!! Mark and Kiki were great host to my fiancé and myself. Grounds were beautiful including the pool and the beach was just a short walk past the pool, which led to one of the most beautiful beaches I’ve ever seen! We decided to extend our stay at very short notice and Mark was able to let us stay and enjoys couple more days. If we had any questions at all they were answered promptly and went above and beyond!! I would highly recommend Mark and Kiki’s properties and would be happy to book with them when we visit in the future!!