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Compare 10 B&B in Windermere with updated reviews, rates, and availability.

Edgewater Hotel
Exterior

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (289)
"Wonderful staff and the hotel is charming "
The price is AED 526
AED 592 total
includes taxes & fees
12 Jan - 13 January 2025
Edgewater Hotel
Kapp and Kappy B&B
Front of property

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (104)
"Stayed one night, I needed to be close to the hospital and wanted to be comfortable. This was perfect. As close to home as I could have gotten. Well, I didn’t eat breakfast because I had to get back to the hospital the next morning, it smelled amazing! I stayed in the veranda room, had its own private bathroom. Beautifully decorated and bed was comfy. Owners were very nice and attentive. "
The price is AED 596
AED 676 total
includes taxes & fees
19 Jan - 20 January 2025
Kapp and Kappy B&B
Hotel Styled Bedrooms in a Villa
Pool

Hotel Styled Bedrooms in a Villa

3.0 star property
6.0 out of 10, (1)
"The room was nice, but the white towels had stains, no one came to change it out during our stay, they didn’t have wash clothes it was hand towels. Also the other people that stayed there kept the common area messy! My vehicle got towed for parking on the street, and yet the next morning I got up early and saw two other vehicles parked out on the street and neither of them got towed. And there was one vehicle parked in the driveway perpendicular blocking the driveway which is why I couldn’t park...
The price is AED 180
AED 454 total
includes taxes & fees
8 Jan - 9 January 2025
Hotel Styled Bedrooms in a Villa
1 BDR, 1BA in gated community with pool/playground access
Exterior detail

1 BDR, 1BA in gated community with pool/playground access

9.8 out of 10, Exceptional, (40)
"Everything was exactly as presented online. Clean, Easy checkin/checkout process, Convenient location. 10/10 would recommend "
1 BDR, 1BA in gated community with pool/playground access
The Tiny Cottage in The Springs
Exterior

The Tiny Cottage in The Springs

4.0 star property
9.8 out of 10, Exceptional, (26)
"There are actually so many nice things to say about this place. The host is super kind and always available. The place is beautifully decorated with everything you might need even an iron hair dryer. I am very sensitive to scented items and there are no harsh chemicals or scents. Even the soaps and lotions she provides are not overly scented. I was surprised to learn there was a cleaning fee but it’s only $25 which seems fair. Your stay here will inspire you to consider building your own tiny...
The price is AED 413
AED 2,299 total
includes taxes & fees
10 Jan - 11 January 2025
The Tiny Cottage in The Springs
Student room near UCF. 1200/month or 75+ site fees.
Room

Student room near UCF. 1200/month or 75+ site fees.

10.0 out of 10, Exceptional, (9)
"very communicative. very clean. enjoyable great stay! 10/10 recommend! convient safe location. he was great and so very nice!!"
Student room near UCF. 1200/month or 75+ site fees.
Chilled Spot the perfect hide away.
Front of the home

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (2)
"We had a great time and the home was perfect for my family !!! Highly recommend!"
Chilled Spot the perfect hide away.
Disney Vacation Home
Pool

Disney Vacation Home

Disney Vacation Home
Luxury Home Near Disney sleep 20
Exterior

Luxury Home Near Disney sleep 20

10.0 out of 10, Exceptional, (1)
"We all enjoyed the space & comfort of the house. Beds and linens were very comfortable with plenty of seating area for a large group. Neighborhood was very quiet and pool area was great for relaxing in the evenings when the sun went down. Our golfers loved the four golf courses near by. Owner was readily available (though we had no issues). We were enjoying spending time with our family so didn’t really make use of the movie room or the huge TV. Recommended for large groups."
Luxury Home Near Disney sleep 20
Less than an hour to the closest beaches
Private kitchen

Less than an hour to the closest beaches

Less than an hour to the closest beaches
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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Other property types in Windermere

Lake Buena Vista Resort Village & Spa
Outdoor pool

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8221)
"Appliances should be updated. Great room along with Great customer service! Would definitely use again!"
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (645)
"Good breakfast."
The price is AED 281
AED 316 total
includes taxes & fees
12 Jan - 13 January 2025
The View Studio Suites and Event Venue
Floridays Resort Orlando
Outdoor pool

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11121)
"The front staff was very friendly and informative. Cute little place near a ton of activities. Recommend "
The price is AED 691
AED 901 total
includes taxes & fees
6 Jan - 7 January 2025
Floridays Resort Orlando
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.

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: Edgewater Hotel: 15 rooms. 5.8 mi (9.3 km) from the heart of Windermere. Enjoy the free cooked breakfast and deli. Kapp and Kappy B&B: 3 rooms. 15.9 mi (25.5 km) from the downtown core. Enjoy the free full breakfast and unique décor. The Tiny Cottage in The Springs: 2 rooms. 16.5 mi (26.6 km) from the heart of downtown. Enjoy the unique décor and fireplace in the lobby. Hotel Styled Bedrooms in a Villa: 4 rooms. Located 14.7 mi (23.6 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.