Vacation rentals in The Settlement

The Villa was lovely with fantastic views and great to have your own pool. Well equipped with all the mod cons and great air con. Dawn was fantastic and gave very clear instructions and pro actively checked in with me prior my arrival. The location is 5 mins drive from the most beutiful bar and restaurant 1748, the restaurant next to that Tropic fusion was good as well with fantastic views as you are literally sitting on the beach or the swings at the bar. It was very much Tom cuise beach bar vibes in the film Cocktail but better. Your only 5 minutes away from the West End Port which takes you to Jost Van D, which i cant reccomend enough, just get the 10am ferry to make the most of the beach bar festivities. You will need to higher a car no matter where you are on the island so location is not a big deal, Nanny Cay is also a great place to go and if you land in beef island do a day in Virgin Gorda straight away. Only negative is the roads are unmade but u get used to it. 100% stay here

This was our second visit to St. John, and Villa Nesta was the perfect spot for us! If you’re looking for a perfectly appointed house, with breathtaking views, peace and quiet, a friendly and helpful host, and easily navigable roads to and from local beaches and restaurants, look no further. We especially loved the gorgeous back deck and the tranquility of the outdoor shower. We had one full day of rain this trip, which we took as an opportunity to stay in, relax, and simply appreciate the seascapes all around us. We will absolutely be back!

Dorothy’s place was absolutely beautiful! My husband and I felt right at home in Dorothy’s cottage. It was perfectly equipped with everything you could need, extremely clean, and absolutely beautiful touches & accommodations - the vaulted ceilings, great A/C in the bedroom, perfectly situated kitchen, luxe / clean bathroom, and a serene patio! If you are looking for a peaceful, nature-filled, picturesque escape with a partner or a friend I would highly recommend this cottage!

We had an amazing stay at Charlotte’s. The pool was so nice to have to escape the heat but still enjoy the outside and the beautiful views. Penney met us at check-in and was extremely friendly and welcoming. She showed us around the apartment and deck/patio areas. She had a lot of fresh fruit, water, and even a bottle of wine for us. The restaurants at the nearby beach were really good with good drinks and drink specials. We loved staying at Charlotte’s and will definitely book again next time we visit Tortola before our sailing charter. Thank you!

This condo is right on a beautiful Caribbean beach. The water is calm and easy to play in. The pool space was also very nice as was the hotel restaurant. The condo, while small, was clean when we arrived and ready for our 2 night stay. The grounds of this hotel (Wyndham) are a little rustic and tired BUT the beach, pool, restaurant and view more than made up for that.

Our stay in Tortola was absolutely incredible, and Chantal and Lincoln’s apartment made it even more memorable. From the very beginning, communication was excellent. Even before we finalized the booking, Chantal and Lincoln were quick to respond, super helpful, and made everything feel easy and straightforward. The apartment itself is absolutely spectacular. Spotlessly clean, beautifully designed, and incredibly comfortable—it had everything we needed for a relaxing, stress-free stay. The space was quiet and peaceful, and every detail felt thoughtfully prepared. It truly felt like a home away from home. Throughout our visit, Chantal and Lincoln continued to be amazing hosts. We had zero issues the entire time, and the whole experience—from booking to check-out—was seamless. We can’t thank Chantal and Lincoln enough for their hospitality. We would absolutely stay here again and highly recommend this apartment to anyone visiting Tortola. It was truly a five-star experience in every way

The Cozy Loft was exactly as described and close to everything. There was a water issue on the island when I first arrived but got quickly resolved later that day. Calisa was very accommodating and easy to reach at all times! Loved it all and would definitely recommend for a solo or couples trip!

Thank you for providing such a lovely place to stay on the ever beautiful Anegada! The rainbows passing by the gate every few days - sometimes multiple rainbows in a day- was an extra super bonus!