Windermere Hotels, Resorts, and Rentals
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Best Hotels in Windermere & Best Resorts
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Cheap Hotels in Windermere, Discounts, & Deals
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Hotels Near Windermere & Other Nearby Resorts
Windermere Vacation Rentals, Villas, & Hotel Suites
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Pet Friendly Hotels in Windermere
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Book a Last Minute Place to Stay in Windermere
About Windermere Vacation Rentals
There are more than 36 places to stay in Windermere that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windermere.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windermere, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windermere. Places to stay near Windermere are 823.97 ft² on average, with prices averaging ZA R6,076 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windermere with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windermere
| Type | Count |
|---|---|
| Vacation Homes | 23 |
| Villas | 7 |
| Holiday Apartments | 5 |
Use these Quick Filters to Find a Vacation Rental in Windermere
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★ Pro Tip: Hotala.co.za has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windermere.
Weather in Windermere, FL
View the weather forecast for Windermere before booking your Windermere Vacation Rentals to confirm your best time to go.
Stay Near Windermere's Top Attractions
Hotala.co.za can help you find hotels, resorts, and rentals near many of Windermere's top attractions, neighborhoods, and points of interest.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Frequently Asked Questions About Windermere?
What are the top hotels or resorts in Windermere?
You have a lot of choices in or near Windermere. If you need a hotel in the Windermere area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windermere:
- The Home of Sweet Peace
- Orlando 20 Guest Villa Centrally Located with Game Room
- Family villa w/pool, fire pit & games
- Beautiful 4 Bedroom Home
- Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC
- Luxury Retreat in Windermere The Perfect Base for Exploring Orlando
- Welcome to the Farm House! Excellent Location, Pet Friendly!
- Spacious yet Cozy 5 Bdrm Peaceful Home
- Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
- Beautiful Private gated Lakefront estate in Windermere on 2 acres of land!
How many hotels, resorts, or rentals are available in Windermere?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 36 in the Windermere area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windermere.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Southwest Orlando Hotel & Resort Deals in Orlando, Florida | 961 |
| Bay Lake Hotel & Resort Deals in Orlando, Florida | 929 |
| Metro West Hotel & Resort Deals in Orlando, Florida | 433 |
