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B&B in Windermere

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is SAR 457
SAR 518 total
includes taxes & fees
24 Nov - 25 Nov
Kapp and Kappy B&B

The Tiny Cottage in The Springs

4.0 star property
Altamonte Springs
9.8 out of 10, Exceptional, (26)
"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 SAR 600
SAR 2,547 total
includes taxes & fees
24 Nov - 25 Nov
The Tiny Cottage in The Springs

Hotel Styled Bedrooms in a Villa

3.0 star property
Kissimmee
6.0 out of 10, (6)
"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 SAR 197
SAR 480 total
includes taxes & fees
24 Nov - 25 Nov
Hotel Styled Bedrooms in a Villa

The Gathering Place

2.0 star property
Kissimmee
2.0 out of 10, (1)
"Not to clean or to friendly "
United States
Tier
The price is SAR 219
SAR 504 total
includes taxes & fees
24 Nov - 25 Nov
The Gathering Place

Styled Bedrooms in a Resort

2.0 star property
Solterra Resort
3.0 out of 10, (2)
"Uncleanliness "
United States
Gina
The price is SAR 201
SAR 435 total
includes taxes & fees
1 Dec - 2 Dec
Styled Bedrooms in a Resort
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

Frequently asked questions

Searching for B&Bs in Windermere?
If you're looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. If you're interested in playing some golf on your trip, Isleworth Golf and Country Club is a good spot to tee off.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to interact with the owner, and top-rated breakfasts, B&Bs offer a truly one-of-a-kind environment.
What are the best B&Bs in Windermere?
Below are some B&Bs in the 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 décor. The Gathering Place: 14.6 mi (23.6 km) from the downtown core. Styled Bedrooms in a Resort: 6 rooms. Situated 18.4 mi (29.7 km) from the heart of Windermere. Orlando - 5 min From Disney. Blue Heron: 9 mi (14.5 km) from the heart of downtown. Oakland Manor House: 5 rooms. Located 7.2 mi (11.6 km) from the core of Windermere.
What's the best time of year to stay at a B&B in Windermere?
When you're dreaming of a getaway to Windermere, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches 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 might check out 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 Intl. Airport (MCO), which is located 14.5 mi (23.3 km) away from the city center. 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, consider renting a car to take in more sights.