Holiday rentals with outdoor seating in Leeward Settlement

We really enjoyed our stay. It was a great location & walkable to beach, grocery & restaurants.

This villa was even better than the photos depicted. Absolutely perfect in every way. Chalk Sound is a truly special place as are the nearby beaches (Sapodilla Bay, and a particular favorite was the very unique Taylor Bay Beach). A rental car for this location is a must, and the short trip to Grace Bay is very worth it (both the town and the beach). You can bring the beach chairs Terri provides or easily rent chairs and umbrellas there. Felt like a luxury hideaway, but with easy access to all of the hot spots around the island. Would give 6 stars if we could!

It’s hard to put into words what an amazing trip we had and how much this wonderful place contributed to that. It was quiet, private, and even had a private beach within walking distance. Everything you needed for cooking was in the kitchen, and the rooms are nicely separated for privacy. Our favorite part was Soldier, our island dog, who loved to walk us to the beach every day and was waiting for us when we woke up. The location of this place was great and that it is close to grocery shopping, the airport and some cute restaurants. We will definitely plan to visit again. Great place with great hosts!

Absolutely perfect stay! This place exceeded all our expectations — beautifully decorated, spotless, and just steps from the beach. The hosts were incredibly responsive and thoughtful, making sure we had everything we needed for a relaxing getaway. Can’t wait to come back!

Sea la vie is a quiet and relaxing place. The unit is as advertised and super clean. The long bay beach is a few minutes walk from the property has beautiful sunrise, paddle board, kayaks, portable chairs and umbrella are complementary by sea la vie.Majid the Host was helpful to answer any question we had.

Bryan’s home was fantastic. So comfortable and stocked with everything a traveler would need. Beautiful and quiet and he was available to answer all of our questions within minutes. Highly recommend!

Wow! This place was perfect for my husband, myself, and our one year old. It’s so close to everything and allowed us to easily jump around to all the different beaches. The house is stunning and view is to die for! Highly highly recommend!!! Also, David is really great to rent from. He was super helpful and flexible with us, which were super grateful since we had our son with us and babies need flexibility ha! Thank you so much for such a wonderful experience!!!

The place was perfect! Great location - just a 5 minute drive from both grace bay beach and leeway beach (you do need a car). You’re close to everything but in a very quiet spot, away from the resorts. The apartment has everything you could need, from cooking supplies (including oil, salt, spices), beach gear, and an amazing outdoor space to relax. The host, matthew, was super responsive and kind (we had an issue with the umbrella and he replaced it that same day). Can’t recommend this place enough, would definitely go back!

Ocean Orchid was absolutely amazing. My family (wife, 4 y/o and 3 mos old), plus grandparents, stayed here for a full week. Nearby beach is super peaceful (like no one ever) and great for little kids. The backyard pool and sandpit was a big hit with our oldest, who just couldn't get enough of the table in the water and the big boat. Won't lie, I had fun watching the fish from the infinity pool. Karen was a wonderful host. Went above and beyond A+ hospitality. Upon arrival, there were some great snacks. She even went out and got us some super soft linens and an infant bath chair for our baby. All in all, would highly recommend staying here. Great location if you want to be away from the hussle and bussle, but still 15-20 minute to anything on the island, clean and always cool inside. Views were great from the decks (yes, two decks). If this is available during your travels, don't hesitate.

Banika’s place is better than advertised. The apartment had everything we needed. We have stayed at several Airbnb’s in Provo and this one is the best. The fresh water jug connects to the fridge, so we had fresh cold filtered water and ice whenever we needed it. The location is excellent, in the heart of Grace Bay, about 1 block from Grace Bay Gourmet. We always rent a car to explore the island. If you don’t want to rent a car, no worries, everything is within walking distance. We are already planning to book again soon. Thank you Banika for making our vacation fantastic.

69 old beach house was a complete gem! Absolutely beautiful location right next to the beach. The house was perfect, Buster the dog was soo cute and friendly. Perfect place to stay, definitely would stay here again.

Eddy was very responsive and helpful, the space was clean and had everything you need (including beach chairs and an umbrella), pool was clean and never crowded, the condo complex was quiet and within an easy drive to restaurants, beaches, and the marinas.

Great stay! The location was very central, quiet, and safe. Danielle provided us with many great recommendations and was extremely responsive throughout our entire stay. You definitely need a car to fully enjoy the island so it was amazing have one included with the stay, as well as the beach chairs and umbrella. We felt safe the entire time and the location is very quiet and peaceful. We would stay again!

My wife and I really enjoyed our stay at Beautiful Sunset. We had so much fun with the private pool and scenery from the pool and patio area. I would definitely book again!

Absolutely loved this stay! It is a quick walk to a beautiful section of the Grace Bay beach with a snorkeling park! The studio is cozy had everything one person needs, and there’s communal snorkeling equipment. The location was easily accessible to east and west sides of the island. The hosts are really kind and responsive. Highly recommend!!

Well this place is absolutely amazing cute you have everything you need for your Vacation Claudia and Floyd are super nice and Claudia makes you feel that just like home if we go back to Turks were definitely going back here if it's Available thanks again Claudia Mark&Lise

Ulma’s place was perfect! The central location to everything was great since we went everywhere. At the house they had beach chairs, coolers, umbrellas, snorkel gear and quite a bit of other items we did not use. The pool was basically right out the back gate! The AC worked wonderfully, the house was stocked with everything we needed, it was incredibly clean, and the lay out for us was great. Highly recommend staying here!!

James was very responsive and left clear instructions for us. The Airbnb was the cleanest we have ever stayed in, and the location is perfect. Slightly away from the hustle and noise of the main resorts but still within 5 min walking distance to the beach and plenty of restaurants. The Turks Kabob and CocoVan are quick, inexpensive places to get food and the resort restaurants and Coco Bistro. The grocery store across the street has everything you need and was the deli there was very economical for lunch food. We were very happy with our stay!

Condo is in a great location. Was very quiet. Walking distance to a couple of restaurants. Had everything we needed for our week long stay. Would recommend a car though to see & explore other places.

We felt comfortable and at home in Matt & Erin’s place. It was clean, had everything we needed and very private. It was off the beaten path which is exactly what we wanted. The location is perfect. The private beach is unmatched. The pool being right in front of the condo is perfect. There is a hot tub as well but we didn’t use it. Matt is very responsive and accommodating. We would love to stay with them again. Thank you, Matt & Erin!

Mark’s place was the perfect fit for us! It’s quiet and peaceful, you can see a bit of the ocean from within the studio through the patio. Mark provided great recommendations and was super proactive with all of my questions. It was also great that we got to use the snorkel fins and beach chairs they provided.

We enjoyed staying at your place. Clear and accurate directions were provided so it was easy to find. The place was clean and close to local restuarants and shops Would definitely stay here again!

Great location in Turtle cove, one block from Marina for diving! Gemma was very accommodating and flexible, which was great with our schedule! Check out Viator website for activities! Definitely need a rental car for transit on the island!

Jeff’s place was lovely, clean, comfortable, and in a great location. Check-in was smooth and everything was just as described. I’d happily stay again!