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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Windermere bed & breakfast

Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (141 reviews)
"Our first experience with a B&B - but won't be our last! Very cute and unique house and the host makes a great breakfast! Everything provided that you might need - including some drinks and snacks! Nice to be able to visit and get suggestions from someone who knows the area."
United States
Laura
The price is ₹13,702
₹15,552 total
includes taxes & fees
28 Jun - 29 Jun
Kapp and Kappy B&B
Outdoor pool

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 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 ₹4,735
₹11,820 total
includes taxes & fees
2 Jul - 3 Jul
Hotel Styled Bedrooms in a Villa
Exterior

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 ₹4,370
₹10,196 total
includes taxes & fees
29 Jun - 30 Jun
Styled Bedrooms in a Resort
Outdoor pool

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 ₹4,565
₹11,627 total
includes taxes & fees
28 Jun - 29 Jun
The Gathering Place
Design Room | Living area | 40-inch Smart TV with digital channels, TV

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 ₹15,135
₹69,014 total
includes taxes & fees
27 Jun - 28 Jun
The Tiny Cottage in The Springs
Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is ₹50,951
₹85,528 total
includes taxes & fees
1 Jul - 2 Jul
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

Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"It is the perfect spot in the “middle” of 2 parks. Walking distance or a quick water taxi away to EPCOT or Hollywood Studios. The only downside is that you CAN NOT use your Magic Band as your room key at this time."
Bradley 7-night trip
Posted 5 hours ago
Walt Disney World Swan

Find out more about Windermere

Windermere B&B information

Number of reviews
181
Accommodation
7 B&B
Lowest Price
₹10,196
Highest Price
₹85,528

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. Styled Bedrooms in a Resort: 6 rooms. 18.4 mi (29.7 km) from the city centre. Hotel Styled Bedrooms in a Villa: 4 rooms. Situated 14.7 mi (23.6 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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