Windermere Cabin Rentals
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $117/Night
For 7 Nights US $820
3100.01 ft²
11 Guests
5 Bedrooms
3 Bathrooms
Villa
- Pool
- Balcony/Terrace
- View
US $222/Night
For 7 Nights US $1,554
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $611/Night
For 7 Nights US $4,276
6 Guests
2 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $4,266/Night
For 7 Nights US $29,859
630.46 ft²
18 Guests
59 Bedrooms
9 Bathrooms
Free Cancellation
Resort
- Oceanfront
- Hot Tub
- Spa
US $275/Night
For 7 Nights US $1,925
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $208/Night
For 7 Nights US $1,456
6705.92 ft²
8 Guests
4 Bedrooms
3 Bathrooms
House
- Private Pool
- Fireplace/Heating
- Pool
US $283/Night
For 7 Nights US $1,983
28 Guests
1 Bedroom
1 Bathroom
House
- Air Conditioner
- Internet
- Child Friendly
US $91/Night
For 7 Nights US $640
548.96 ft²
6 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
US $153/Night
For 7 Nights US $1,068
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $81/Night
For 7 Nights US $567
1625.35 ft²
10 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Pool
- Parking
US $183/Night
For 7 Nights US $1,281
2000 ft²
6 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $675/Night
For 7 Nights US $4,725
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
Windermere Cabin Rentals Frequently Asked Questions
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!
- Last Minute Disney Getaway! Luxury Villa with Private patio. Book Now! #115911
- Spacious 5-bedroom house with Pool minutes from Magic Kingdom
- Last Minute Disney Getaway! Private patio & Themed Bedrooms. Book Now! #115909
- Beautiful 4 Bedroom Farm Housen
- 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
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
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $361/Night
For 7 Nights US $2,528
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $320/Night
For 7 Nights US $2,242
20 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $410/Night
For 7 Nights US $2,870
2825 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $287/Night
For 7 Nights US $2,008
8 Guests
5 Bedrooms
4 Bathrooms
Pet Friendly
House
- Pet Friendly
- Air Conditioner
- Internet
US $338/Night
For 7 Nights US $2,363
2600 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $294/Night
For 7 Nights US $2,056
2847 ft²
11 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $342/Night
For 7 Nights US $2,395
11 Guests
5 Bedrooms
2 Bathrooms
Pet Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $504/Night
For 7 Nights US $3,527
6 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $4,275/Night
For 7 Nights US $29,925
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $1,809/Night
For 7 Nights US $12,660
12 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
House
- Private Pool
- Pool
- Air Conditioner
US $422/Night
For 7 Nights US $2,953
9 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $402/Night
For 7 Nights US $2,812
