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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Windermere guest houses

Outdoor pool, a heated pool
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (49)
"Beautiful property with excellent amenities. "
United States
Alexis E.
The price is AU$521
includes taxes & fees
18 Dec - 19 Dec
Mills Cottage by the Little Lake
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Downtown Lake Eola Historic House 1 OR 2 BED

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, (35)
"We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. "
United States
Alexandra
The price is AU$217
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Lake Eola Historic House 1 OR 2 BED
Desk, iron/ironing board, WiFi
Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport
Orlando
The price is AU$194
includes taxes & fees
5 Jan - 6 Jan 2026
Love Nest Studio nearby highways and Airport
Outdoor pool, a heated pool
Historic lakefront guesthouse

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (9)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
The price is AU$403
includes taxes & fees
18 Dec - 19 Dec
Historic lakefront guesthouse
Outdoor pool
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

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

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
The price is AU$317
includes taxes & fees
23 Dec - 24 Dec
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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Great place to stay going to Disney!! Easy check in and out. Room size is so much more than other places!! New and modern!! Breakfast is good and there is a variety of choice but only offered chicken sausage or turkey bacon. Perhaps one of those options and then regular bacon or sausage alternative. Otherwise this would have been five star across the board!! "
Tamela 1-night trip
Posted 3 days ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Find out more about Windermere

Windermere Guest Houses information

Number of reviews
91
Accommodation
46 Guest Houses
Lowest Price
AU$194
Highest Price
AU$521

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