Search Vacation Homes in Windermere Island

"We enjoyed every minute of our stay at the Purple Papaya. The cottage was super clean and well stocked. The views were phenomenal! We walked the beach every day. We enjoyed Tippys, for lunch and dinner. We could hear the music from our back porch, while enjoying the pool . Would definitely recommend staying at Purple Papaya. "

"on the beach which was great for walks"

"Really enjoyed how clean and well maintained the place is. Great location on the water with privacy!"

"We had an unexpectedly wonderful experience at this resort! The property, the people, the amenities, and the location were all on point. Qui, the general manager, went above and beyond to accommodate us and follow through on some special requests. I highly recommend this property!"

"We enjoyed two weeks at this lovely property. Just a minute walk to the beach, rarely saw more than 4 people out and about, great snorkeling, beautiful sunsets at the beach or from the house and all the amenities you need. Senza Nome couldn’t have been a more perfect place for an amazing, comfortable and relaxing stay. "

"Our family of 4 (with 2 kids) had a great time at the Sea Shanty! It was our first time visiting the island and it was the perfect base to explore the island. The cottage is very clean, true to the pictures and was perfectly outfitted with everything you need to be self sufficient! The backyard has a nice clean pool and we especially loved morning coffee on the upper patio. Jethro our host was super responsive (within minutes) and very accommodating!The beach is across the street, down a short 5-10 walk in either direction which was awesome! There’s a small grocery store in town and some great restaurants within 5-10 min drive. We’d come back in a heart beat!"

"We had a great stay at this property. Everything was as it appeared on the site and the view is even better in person. Barbi is easy to work with, not that we had any problems :). We would definitely stay here again."

"This was our third time staying at one of Jethro’s properties, and the first time staying at Trade Winds. On previous visits, we stayed next door at Sea Shanty. This time, we had another couple join us, so we reserved Trade Winds, and it did not disappoint!There are so many hangout options – whether you want shade or sun. The decks were great, and the pool was wonderful!Jethro is a fantastic host. Great communication, and very responsive to any requests.The location of the house is perfect for exploring the island – and the beach across the street is gorgeous. Perfect for a sunrise, or a walk to Tippy’s. As with Sea Shanty, the beach access is across the street, down a short, tree lined path (maybe 3–4-minute walk). We prepared most of our dinners at the house, which was well equipped. Overall, a terrific experience. We can’t wait to go back!"

"We really enjoyed our stay at Cupid’s Cay. The setting and privacy are really what set this home apart. It’s on a very quiet lot at the end of a road (very bumpy though), right on the Caribbean. The snorkeling and kayaking in front of the house were a huge perk for all of us to enjoy, making us not even need to leave the house for activities. The house is close to plenty of beautiful beaches and a short distance to Governor’s harbour for restaurants and groceries. "