Windermere Cabin Rentals
New
House
8.6(20 Reviews)
5 Bedrooms
4 Baths
8 Guests
Air Conditioner
Internet
Pet Friendly
Child Friendly
CA $468/Night
7 Nights - CA $3,279
Villa
10.0(1 Review)
5 Bedrooms
3 Baths
11 Guests
3100.01 ft²
Parking
Pool
Balcony/Terrace
View
CA $312/Night
7 Nights - CA $2,182
Villa
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
CA $822/Night
7 Nights - CA $5,753
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $163/Night
7 Nights - CA $1,143
Resort
9.4(74 Reviews)
9 Baths
18 Guests
630.46 ft²
Oceanfront
Hot Tub
Breakfast- Parking
CA $386/Night
7 Nights - CA $2,703
House
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
CA $6,022/Night
7 Nights - CA $42,155
Apartment
7.2(5 Reviews)
1 Bedroom
1 Bath
6 Guests
548.96 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $184/Night
7 Nights - CA $1,285
House
1 Bedroom
1 Bath
28 Guests
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
CA $131/Night
7 Nights - CA $918
House
3 Bedrooms
2 Baths
10 Guests
1625.35 ft²
- Parking
- Pool
- Internet
- Child Friendly
CA $257/Night
7 Nights - CA $1,799
Apartment
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $109/Night
7 Nights - CA $762
House
10.0(61 Reviews)
4 Bedrooms
3 Baths
6 Guests
2000 ft²
- Oceanfront
- Parking
Ocean View- Balcony/Terrace
CA $1,414/Night
7 Nights - CA $9,902
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $569/Night
7 Nights - CA $3,982
Why Choose Rent By Owner for your Windermere Cabin Rentals?
What makes our Cabin Rentals 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 Cabin Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cabin rentals. 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 Cabin Rentals Amenities
What amenities can you expect?
Our Cabin Rentals 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 Rental Cabins
1. What are the top Cabins 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 Cabins in Windermere:
- Arnold Palmer's Bay Hill Club & Lodge
- The Farm House - Great Location + Pet Friendly!
- 1917 Home on Lake Down in Windermere Florida.
- 7 Mi to Disney World: Orlando Home w/Private Pool
- 6000 SGFT MANSION with POOl ,BBQ AT HEART Of GOLF CITY
- Luxury & Spacious Orlando
- Captains Lake House
- Lake Butler Villa
- Newly furnished apartment 10 minutes to Magic Kingdom
- Relaxing 1bedroom Condo by Universal & Disney 7min walk ICON park & Orlando eye
2. How many Cabins are available in Windermere?
Currently, the total number of properties listed by RBO in 2026 is over 56 in the Windermere area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Windermere.
More Rentals You May Like Near Windermere
House
9.6(7 Reviews)
4 Bedrooms
3 Baths
20 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
CA $757/Night
7 Nights - CA $5,302
House
9.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Pet Friendly
CA $441/Night
7 Nights - CA $3,089
Villa
9.0(2 Reviews)
3 Bedrooms
2 Baths
12 Guests
2825 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $351/Night
7 Nights - CA $2,459
House
7.4(3 Reviews)
5 Bedrooms
2 Baths
7 Guests
2600 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $451/Night
7 Nights - CA $3,154
Villa
6.0(7 Reviews)
5 Bedrooms
4 Baths
11 Guests
2847 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $362/Night
7 Nights - CA $2,537
House
2.0(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
CA $894/Night
7 Nights - CA $6,257
House
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
CA $6,003/Night
7 Nights - CA $42,018
New
House
4 Bedrooms
3 Baths
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $580/Night
7 Nights - CA $4,061
House
5 Bedrooms
4 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $517/Night
7 Nights - CA $3,620
House
4 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
CA $450/Night
7 Nights - CA $3,151
Villa
5 Bedrooms
4 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $432/Night
7 Nights - CA $3,026
Villa
3 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $400/Night
7 Nights - CA $2,804
