
Windermere Island vacation rentals
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Top-rated vacation rentals in Windermere Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Windermere Island vacation rentals
Other great vacation rentals in Windermere Island
Guest favorite

Home in North Palmetto Point
5 out of 5 average rating, 9 reviewsMigrate Beach Chalets #4, sleeps 7
MichaelRating, 5 stars1 month ago
We had a great time at this place. It was for my wife and I and our 5 year old daughter. The interior of the apartment was spacious and clean. Everything worked well, apart from the WiFi which had good and not so good periods, but that did not detract from enjoying the location which was great for exploring all of Eleuthera in our hire car
Superhost

Home in Gregory Town
4.97 out of 5 average rating, 33 reviews"Paradise is not an Illusion"
MarkRating, 5 stars2 months ago
This property is pure magic!!!! The photos don't do it justice. It's main feature is the incredible bluff with a wide vista of the ocean along with the incredible intimate lagoon where we snorkeled whenever we could. The array of fish and sea life in the lagoon was staggering. In one day we counted over 12 fish species and two different sea turtle species. Every day there was at least 5 to 6 different fish species. It was completely private. The rest of the island was also magical with incredible beaches and other snorkeling locations but our biggest struggle was deciding whether to just stay at the house and lagoon or go out exploring. Having the car to rent right there was a big plus. Both Scott and the caretaker was highly responsive and when we did have a couple issues they were resolved quickly. The house itself is comfortable and clean with a nice tropical vibe. We HIGHLY recommend this property. It is everything it promises and more.
Guest favorite

Home in North Palmetto Point
4.8 out of 5 average rating, 35 reviewsHighlander Breeze Cottage 1
BrittanyRating, 5 stars2 months ago
I had a wonderful stay! The space was exceptionally clean, beautifully furnished, and very well maintained. Everything felt thoughtfully cared for, which made for a peaceful and relaxing experience. The hosts were responsive, making the whole process smooth from start to finish. I’d absolutely return; highly recommend!
Guest favorite

Cottage in BS
4.94 out of 5 average rating, 18 reviewsCozy Cottage in Palmetto
ChloeRating, 5 stars1 month ago
Enjoyed my stay, it was what I expected in the photos. I enjoyed the privacy and she was very helpful and accommodating to my stay
Top guest favorite

Home in Gregory Town
4.97 out of 5 average rating, 69 reviewsUnique designed ocean view home close to The Cove
BrennanRating, 5 stars1 month ago
Our stay at Kathy’s concrete house on the island of Eleuthera was incredible. The vast windows offered stunning views of the brilliant blue water, making every moment inside just as breathtaking as being outside. Waking up to the ocean each day felt like a dream. Just a short three-minute walk away is a quiet beach with vibrant snorkeling right off the shore—like your own private paradise. The home is well maintained with a fully stocked kitchen, which made cooking easy and let us enjoy the peaceful surroundings. We explored the island and loved that everything—from the blue hole to Preacher’s Cave—was just a 20-minute drive north. We also took a charter from Genes Bay, where we swam with turtles, visited the famous swimming pigs, and snorkeled in crystal-clear waters. Wallace, the property manager, was excellent—responsive, friendly, and helpful with anything we needed. Kathy’s place was exactly as described. We can’t wait to come back.

Home in Central Eleuthera
5 out of 5 average rating, 6 reviewsSecluded, charming 1 bdrm beachfront cottage
RandyRating, 5 stars1 month ago
This was our 8th trip to Eleuthera together so we were very familiar with this particular area. We were very happy there with the house and each other. The exterior photos of the house were sub-par on-line. But I was amazed to see how mold and algae free all of the exterior surfaces were. This house has been well taken care of inside and out. The effort that has been put into the landscaping was obvious and much appreciated.
Guest favorite

Cabin in Savannah Sound
5 out of 5 average rating, 9 reviewsTranquility of Savannah Sound
ShakantalaRating, 5 stars3 months ago
It was definitely worth every penny….so peaceful and quiet. Loved it
Guest favorite

Houseboat in Savannah Sound
5 out of 5 average rating, 11 reviewsExperience Eleuthera on the water
ShawnRating, 5 stars1 month ago
Martin, Carlien, and their family made us feel right at home. We enjoyed the spectacular kite surfing, resident sea turtles, boat rocking us to sleep, grilling the fisherman’s barracuda catch over the campfire, and even kayaked for the first time using their glass-bottomed kayaks going through the magical mangroves! It’s definitely the unique experience we’re glad we chose to celebrate our 39th anniversary!
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