Windermere Resorts
630.46 ft²
18 Guests
59 Bedrooms
9 Bathrooms
Free Cancellation
Resort
- Oceanfront
- Hot Tub
- Spa
ZA R4,515/Night
For 7 Nights ZA R31,605
ZA R6,001/Night
For 7 Nights ZA R42,014
548.96 ft²
6 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
ZA R2,506/Night
For 7 Nights ZA R17,534
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Pet Friendly
- Kitchen
ZA R1,924/Night
For 7 Nights ZA R13,463
3100.01 ft²
11 Guests
5 Bedrooms
3 Bathrooms
Villa
- Pool
- Balcony/Terrace
- View
ZA R3,645/Night
For 7 Nights ZA R25,514
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R10,029/Night
For 7 Nights ZA R70,204
6 Guests
2 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
ZA R70,033/Night
For 7 Nights ZA R490,227
6705.92 ft²
8 Guests
4 Bedrooms
3 Bathrooms
House
- Private Pool
- Fireplace/Heating
- Pool
ZA R4,651/Night
For 7 Nights ZA R32,557
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R3,416/Night
For 7 Nights ZA R23,905
1625.35 ft²
10 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Pool
- Parking
ZA R3,005/Night
For 7 Nights ZA R21,032
28 Guests
1 Bedroom
1 Bathroom
House
- Air Conditioner
- Internet
- Child Friendly
ZA R1,501/Night
For 7 Nights ZA R10,508
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R1,330/Night
For 7 Nights ZA R9,309
People Visiting Windermere Also Like
Why Choose Rent By Owner for your Windermere Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windermere
How to Book Your Windermere Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windermere
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windermere, FL
Tibet Butler Preserve
Lake Butler
Isleworth Golf and Country Club
Windermere Country Club
Frequently Asked Questions About Windermere Resorts
1. What are the top Resorts in Windermere?
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 Resorts in Windermere:
- The Home of Sweet Peace
- 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
- New 1 Bedroom suite with full kitchen, living room and bathroom
- Orlando 20 Guest Villa Centrally Located with Game Room
- 3860 - Wonderful and Modern House with pool Close Disney
- Welcome to the Farm House! Excellent Location, Pet Friendly!
- Spacious yet Cozy 5 Bdrm Peaceful Home
- 5bd Country Charm w/1Acre, Deck, Private space near Parks
2. How many Resorts are available in Windermere?
Currently, the total number of properties listed by RBO in 2026 is over 3 in the Windermere area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windermere.
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6 Guests
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House
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ZA R4,710/Night
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ZA R5,541/Night
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2600 ft²
10 Guests
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2847 ft²
11 Guests
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4 Bathrooms
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ZA R5,618/Night
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ZA R8,272/Night
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ZA R70,187/Night
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