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Windermere Summer Rentals, Cottages & Cabins
Book a Place to Stay in Windermere for Your Summer Getaway
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About Windermere Summer Rental on PickleTrip
PickleTrip™'s summer rentals in Windermere are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.
Enjoy the perfect summer vacation in Windermere with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.
Frequently Asked Questions About Windermere Luxury Rentals
There are a lot of options in Windermere. If you plan on staying in the Windermere area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Windermere:
- Puppies & Pancakes Opposite Beach and Park
- Holiday Home - easy Walk to Beach, Park, 10 min drive to Bargara, Mon Repos
- Bargara - Everday's a Holiday!
- Anchors Away Opposite Beach and Park, Dogs Welcome
- 6 Dooley Street Bargara
- Horizons 3 & 3a/16 Miller Street Bargara
- Horizons 1 Direct Ocean access
- Perfect Holiday home for a family holiday
- Beach Shack by the Sea Innes Park
- Ocean Front Tropical Hideaway!
Yes, here are some popular summer holiday rentals in Windermere that have a private or indoor pool:
- Puppies & Pancakes Opposite Beach and Park
- Beach Shack by the Sea Innes Park
- Kellys Beach Resort
- Holiday Home - easy Walk to Beach, Park, 10 min drive to Bargara, Mon Repos
Check all holiday rentals with a pool in Windermere on PickleTrip.
Yes, We have 101 summer rental homes in Windermere and types of place to stay in Windermere include:
- Vacation Homes: 101 available for rent
- Villas: 101 Rentals available for rent
- Holiday Apartments: 101 Rentals available for rent
- Hotels with Suites: 101 Rentals available for book
