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Our top choices for Windermere bed & breakfast

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (136 reviews)
"Excellent property"
United States
Maikel
The price is AU$269
includes taxes & fees
4 Apr - 5 Apr
Kapp and Kappy B&B

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
6.4 out of 10, (7 reviews)
"I didn’t know it was a house being shared by like 6 other tenants and parking was a pain"
United States
Veronica
The price is AU$169
includes taxes & fees
17 Apr - 18 Apr
Hotel Styled Bedrooms in a Villa

The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
4.0 star property
Altamonte Springs
9.8 out of 10, Exceptional, (26 reviews)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
United States
Anastasia
The price is AU$981
includes taxes & fees
4 Apr - 5 Apr
The Tiny Cottage in The Springs

3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends

3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends
Clermont
10.0 out of 10, Exceptional, (1 review)
"Sych a cute, comfy and cozy place to stay. The host was very nice and accommodating, and answered all of my questions in a timely manner. "
United States
Tera S.
The price is AU$425
includes taxes & fees
10 Apr - 11 Apr
3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
5.0 out of 10, (2 reviews)
"clean room and bathroom"
United States
Matthew
The price is AU$183
includes taxes & fees
1 May - 2 May
The Gathering Place

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
4.6 out of 10, (4 reviews)
"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."
United States
Jason
The price is AU$168
includes taxes & fees
3 Apr - 4 Apr
Styled Bedrooms in a Resort

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is AU$1,442
includes taxes & fees
3 May - 4 May
Oakland Manor House
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

Find out more about Windermere

Windermere B&B information

Number of reviews
169
Accommodation
27 B&B
Lowest Price
AU$168
Highest Price
AU$1,442

Frequently asked questions

Searching for B&Bs in Windermere?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your holiday. If you're interested in playing some golf on your trip, Isleworth Golf and Country Club is a good spot to get in a game.
Are you thinking about apartments over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests and breakfast served on site, B&Bs provide a unique environment.
What are the best B&Bs in Windermere?
Below are some B&Bs in the surrounding area: Kapp and Kappy B&B: 3 rooms. 15.9 mi (25.5 km) from the heart of Windermere. Enjoy the free full breakfast and unique decor. Hotel Styled Bedrooms in a Villa: 4 rooms. 14.7 mi (23.6 km) from the city centre. 3-Bedroom House with Fire Pit, Volleyball & Tree nature's for family and friends: Situated 17.3 mi (27.8 km) from the heart of Windermere. The Gathering Place: 14.6 mi (23.6 km) from the city centre. The Tiny Cottage in The Springs: 2 rooms. Located 16.5 mi (26.6 km) from the core of Windermere. Enjoy the unique decor and fireplace in reception.
What's the best time of year to stay at a B&B in Windermere?
When you're dreaming of a stay in Windermere, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Windermere are August, July, September and June, with each month seeing an average of 194 mm of rainfall.
What is there to do in Windermere?
Spend some time exploring Lake Butler and Tibet Butler Preserve if you're hoping to see some of the area's natural features. You could visit Isleworth Golf and Country Club if you have time to see more of the area.
How can I get to and around Windermere?
You can plan your excursions in and around Windermere ahead of time with these transportation options. Fly into Orlando International Airport (MCO), which is located 14.5 mi (23.3 km) away from the city centre. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 15.2 mi (24.4 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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