56 Windermere Cabin Rentals By Owner

Windermere Cabin Rentals

Apartment

New 1 Bedroom suite with full kitchen, living room and bathroom

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 3 Guests

R2,600/Night 7 Nights - R18,193

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Villa

Luxury Retreat in Windermere The Perfect Base for Exploring Orlando

10.0

Exceptional

(1 Review)

5 Bedrooms 3 Baths 11 Guests 3100.01 ft²

R3,593/Night 7 Nights - R25,153

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Rustic Hideaway - Great Location + Pet Friendly!

Villa

Rustic Hideaway - Great Location + Pet Friendly!

1 Bedroom 1 Bath

R9,586/Night 7 Nights - R67,107

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House

150-Yards To Arnold Palmer’s Bay Hill Clubhouse!

2 Bedrooms 2 Baths 6 Guests

R75,783/Night 7 Nights - R530,476

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Highly Rated

Resort

Arnold Palmer's Bay Hill Club & Lodge

9.4

Exceptional

(74 Reviews)

9 Baths 18 Guests 630.46 ft²

R5,737/Night 7 Nights - R40,157

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Cottage

Shore Steps Cottage - Walking Distance To The Town Of Windermere

1 Bedroom 1 Bath 3 Guests

R5,724/Night 7 Nights - R40,060

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Apartment

Resort condo near Disney Free parks shuttle

7.2

Very Good

(5 Reviews)

1 Bedroom 1 Bath 6 Guests 548.96 ft²

R2,117/Night 7 Nights - R14,810

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House

Near Disney, amazing, private and comfortable room

1 Bedroom 1 Bath 28 Guests

R1,548/Night 7 Nights - R10,828

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7 Mi to Disney World: Orlando Home w/Private Pool

House

7 Mi to Disney World: Orlando Home w/Private Pool

3 Bedrooms 2 Baths 10 Guests 1625.35 ft²

R2,962/Night 7 Nights - R20,734

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Apartment

1 Bedroom Lofted, Private entrance, dedicated parking, W/D, WiFi

1 Bedroom 1 Bath 2 Guests

R1,254/Night 7 Nights - R8,773

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Highly Rated

House

The Home of Sweet Peace

10.0

Exceptional

(61 Reviews)

4 Bedrooms 3 Baths 6 Guests 2000 ft²

R16,305/Night 7 Nights - R114,143

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House

Beautiful 4 Bedroom Home

10.0

Exceptional

(1 Review)

4 Bedrooms 4 Baths 8 Guests

R6,446/Night 7 Nights - R45,126

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More Top-Rated Cabin Rentals in Windermere Area

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

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Windermere

More Top-Rated Cabin Rentals in Windermere Area

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

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:

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. 