Search Guest Houses in Windermere from CA $173

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Check prices for these dates

Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26

Our top choices for Windermere guest houses

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, (54 reviews)
"Great place to stay and explore other no-theme park areas of Orlando. "
United States
Karla
The price is CA $213
CA $494 total
includes taxes & fees
Mar 8 - Mar 9
Mills Cottage by the Little Lake
Dining

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

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
The price is CA $110
CA $290 total
includes taxes & fees
Mar 3 - Mar 4
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Outdoor pool, a heated pool

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (10 reviews)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
The price is CA $163
CA $432 total
includes taxes & fees
Apr 1 - Apr 2
Historic lakefront guesthouse
Exterior

Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport
Orlando
The price is CA $64
CA $173 total
includes taxes & fees
Mar 8 - Mar 9
Love Nest Studio nearby highways and Airport
Smart TV

Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.2 out of 10, Wonderful, (44 reviews)
"Property was as described, it was nice and right in the middle of downtown."
United States
Colleen M.
The price is CA $97
CA $213 total
includes taxes & fees
Mar 8 - Mar 9
Downtown Lake Eola Historic House 1 OR 2 BED
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

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"Super great"
Luis 3-night trip
Posted 7 hours ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

Find out more about Windermere

Windermere Guest Houses information

Number of reviews
108
Accommodation
46 Guest Houses
Lowest Price
CA $173
Highest Price
CA $494

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 CA $173 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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