Search Guest Houses in Windermere

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Guest Houses in Windermere

Smart TV
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Orlando
9.0 out of 10, Wonderful, (32)
"We had an amazing time staying at this property. Everything was clean and the communication with the owner was amazing!"
United States
Preston M.
$124 nightly
The price is $137
Nov 20 - Nov 21
Total with taxes and fees
Downtown Lake Eola Historic House 1 OR 2 BED
Outdoor pool, a heated pool
Historic lakefront guesthouse

Historic lakefront guesthouse

Orlando
10.0 out of 10, Exceptional, (8)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
$238 nightly
The price is $264
Nov 22 - Nov 23
Total with taxes and fees
Historic lakefront guesthouse
Outdoor pool, a heated pool
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Lake Weldona
10.0 out of 10, Exceptional, (49)
"Super charming "
United States
Lucas
$310 nightly
The price is $344
Dec 1 - Dec 2
Total with taxes and fees
Mills Cottage by the Little Lake
Outdoor pool
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

Buena Ventura Lakes
$187 nightly
The price is $209
Nov 20 - Nov 21
Total with taxes and fees
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great place to stay"
josh 3-night trip
Posted 6 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Windermere

Windermere Guest Houses information

Number of reviews
87
Accommodation
48 Guest Houses
Lowest Price
$137
Highest Price
$344

Frequently asked questions

What is the nightly rate for a guest house in Windermere?
Rates for Windermere guest houses vary, but travelers can find great-value prices from $137 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windermere guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Windermere guest house and a B&B?
A guest house in Windermere is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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