Windermere Resorts
Resort
9.4(74 Reviews)
9 Baths
18 Guests
630.46 ft²
Oceanfront
Hot Tub
Spa
Fireplace/Heating
CA $386/Night
7 Nights - CA $2,701
Resort
9.2(1000 Reviews)
1 Bath
- Hot Tub
- Spa
Pool
Balcony/Terrace
CA $406/Night
7 Nights - CA $2,841
Apartment
7.2(5 Reviews)
1 Bedroom
1 Bath
6 Guests
548.96 ft²
- Oceanfront
- Hot Tub
- Pool
Ocean View
CA $214/Night
7 Nights - CA $1,499
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
Pet Friendly
Kitchen
Parking
CA $163/Night
7 Nights - CA $1,142
Villa
10.0(1 Review)
5 Bedrooms
3 Baths
11 Guests
3100.01 ft²
- Pool
- Balcony/Terrace
View- Pet Friendly
CA $311/Night
7 Nights - CA $2,180
Apartment
6.0(1 Review)
1 Bedroom
1 Bath
- Pool
- Kitchen
Air Conditioner
Internet
CA $238/Night
7 Nights - CA $1,664
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
CA $6,018/Night
7 Nights - CA $42,126
House
3 Bedrooms
2 Baths
10 Guests
1625.35 ft²
- Fireplace/Heating
- Pool
- Parking
- Internet
CA $257/Night
7 Nights - CA $1,797
Cottage
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $275/Night
7 Nights - CA $1,922
House
1 Bedroom
1 Bath
28 Guests
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
CA $128/Night
7 Nights - CA $898
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
CA $114/Night
7 Nights - CA $796
House
10.0(61 Reviews)
4 Bedrooms
3 Baths
6 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,413/Night
7 Nights - CA $9,895
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
- 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
- Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC
- Welcome to the Farm House! Excellent Location, Pet Friendly!
- 5bd Country Charm w/1Acre, Deck, Private space near Parks
- Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
- Luxurious Vacation Home in Beautiful Windermere, 20 Min. to Disney & Universal!
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.
More Rentals You May Like Near Windermere
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $503/Night
7 Nights - CA $3,519
House
9.6(7 Reviews)
4 Bedrooms
3 Baths
20 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
CA $612/Night
7 Nights - CA $4,282
House
9.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $441/Night
7 Nights - CA $3,087
Villa
9.0(2 Reviews)
3 Bedrooms
2 Baths
12 Guests
2825 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $342/Night
7 Nights - CA $2,395
House
7.4(3 Reviews)
5 Bedrooms
2 Baths
7 Guests
2600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $448/Night
7 Nights - CA $3,133
Villa
6.0(7 Reviews)
5 Bedrooms
4 Baths
11 Guests
2847 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $362/Night
7 Nights - CA $2,534
House
2.0(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
CA $707/Night
7 Nights - CA $4,949
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $5,998/Night
7 Nights - CA $41,989
House
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $564/Night
7 Nights - CA $3,946
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $517/Night
7 Nights - CA $3,617
Villa
5 Bedrooms
4 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $406/Night
7 Nights - CA $2,839
Villa
3 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $383/Night
7 Nights - CA $2,680
