
Vacation rentals in Freetown Settlement
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Top-rated vacation rentals in Freetown Settlement
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Other great vacation rentals in Freetown Settlement

Hotel room in Port Howe
Tropical escape in Greenwood
EricRating, 5 stars6 months ago
Pauline and Antoine were exceptional hosts, and made me feel right at home. Pauline was always responsive, and Antoine made sure the entertainment every evening was enjoyable. The staff are very friendly and knowledgeable about the island. Having the restaurant on property was very convenient, and the food was always delicious and well prepared. I loved the eclectic charm of the place, the simplicity of the room, the breath-taking beach and views, and the unmatched hospitality. I would definitely visit again.

Apartment in Arthur's Town
Island Retreat
JorgeRating, 5 stars55 months ago
Awesome place!! Grat service! Will stay again definitely

Bungalow in Freetown Settlement
4.75 out of 5 average rating, 4 reviewsStudio Vacation Rental on Fountain Bay
BrianRating, 5 stars33 months ago
My stay at Fountain Bay was amazing! I only stayed a day but it felt like a week due to the hospitality of my host, Wendy. The resort itself sits on a beautiful beach that that is pristine. I was also blown away by the cleanliness of the rooms. Everything exceeded my expectations. Fountain Bay is a must visit. See Wendy & Thera!
Guest favorite

Cottage in Cutlass Bay
4.93 out of 5 average rating, 15 reviewsGate House with Private Pool, Oceanfront
PeggyRating, 5 stars1 month ago
Our third year at The Gate House and each time it feels like coming home! Of all the vacation rentals we’ve experienced world wide, it’s the “best ever!” team of Owner and Caretaker: Stephanie and Harrison. Both people are extremely efficient, responsive, reliable, friendly and kind. The Gate House is very well equipped. The private pool is fantastic. Spectacular view from the expansive front windows and deck. Quiet and peaceful property! Caretaker Harrison is readily available. And by request, for example, he will cook delicious dinners, provide fresh produce from his farm, and suggest visits to local sites. His smile and generous hospitality seem boundless. Harrison is all around wonderful! Owner Stephanie is very responsive and wants to hear from renters of any needs or questions. It is obvious she cares deeply about this magical place. Thank you so much for the opportunity to enjoy this paradise! Peggy and Chris

Bungalow in New Bight
4.67 out of 5 average rating, 9 reviewsStrawberry Bungalow On Fountain Bay
IndiraRating, 5 stars11 months ago
A simply beautiful and stunning oasis of peace away from the hustle and bustle of every day life. Beautiful and tranquil space and very friendly and helpful host. Felecia drove us to and from the airport, as well as to and from the local market. It was a serene location that we look forward to visiting in the future!!

Private room in Arthur's Town
Cookie House
BenRating, 5 stars88 months ago
Wayne and Pat are very helpful in organizing a car to rent, transportation to and from the airport, and flights to and from the island. The island itself is stunning, there’s a lot more to see on the south end of the island so I recommend renting a car.
Superhost

Villa in Port Howe
4.83 out of 5 average rating, 18 reviewsCasa Bella
KelsieRating, 5 stars1 month ago
We had an incredible stay! From the moment we arrived, it was clear that every detail had been thoughtfully considered. The place was stocked with every amenity you could imagine for beach activities—snorkeling gear, kayaks, fishing supplies—you name it. We snorkeled, kayaked, fished, swam, and explored so many beautiful beaches, and it was amazing to come back to such a comfortable and well-equipped home. The beds were super comfortable, the full kitchen made it easy to cook meals, and there was plenty of drinking water provided. Raj was an outstanding host—quick to respond and incredibly helpful with any questions we had. He also gave us tons of great local recommendations that really enhanced our trip. You can tell a lot of thought was put into making this a perfect experience. Highly recommend!

Condo in Port Howe
4.78 out of 5 average rating, 9 reviewsOcean View Coral – Private Beach Resort
NatalieRating, 5 stars3 months ago
From start to finish, our experience at this beautiful home was exceptional. Communication with both the owner and property manager was outstanding—responsive, helpful, and beyond expectations. The house itself is a hidden gem, a bit off the beaten path, so I highly recommend renting a larger car or small SUV for easy access. I also highly recommend reviewing directions on how to arrive, which are provided ahead of time. But once we arrived, we were greeted by a spotless home that was even better than described. The beach was stunning, and more often than not, we had it entirely to ourselves—a rare and peaceful experience! If you're looking for a quiet, breathtaking retreat, this is the place. We can’t wait to return!
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