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Compare 9 B&B in Windermere with updated reviews, rates, and availability.

Outdoor pool
1 BDR, 1BA in gated community with pool/playground access
10.0 out of 10, Exceptional, (34)
"This was a nice host, nice easy check in, good value."
The price is $50
$132 total
includes taxes & fees
May 19 - May 20
1 BDR, 1BA in gated community with pool/playground access
1 bedroom, free WiFi, bed sheets
Room near UCF. One or two guests. Pet friendly.
10.0 out of 10, Exceptional, (8)
"Room was everything i anticipated. Host was helpful"
The price is $77
$107 total
includes taxes & fees
May 19 - May 20
Room near UCF. One or two guests. Pet friendly.
Property grounds
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
10.0 out of 10, Exceptional, (3)
"I had a wonderful time staying at the house for whole month. Hugo and his wife were wonderful people.Thank you for great hospitality."
The price is $77
$107 total
includes taxes & fees
May 19 - May 20
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
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Dining
Chilled Spot the perfect hide away.
10.0 out of 10, Exceptional, (1)
"Good place to.chill"
Chilled Spot the perfect hide away.
Porch
Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (95)
"We had check in about 8:30 and hostess was helpful and pointed us to open restaurant "
Kapp and Kappy B&B
Design Room | Living area | Smart TV
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 $151
$194 total
includes taxes & fees
May 21 - May 22
The Tiny Cottage in The Springs
City view from property
Edgewater Hotel
2.5 star property
9.4 out of 10, Exceptional, (272)
"Loved the breakfast area, the full breakfast, and the ability to sit and chat with others was great. Service from check-in to checkout was fantastic!"
The price is $134
$151 total
includes taxes & fees
Jun 3 - Jun 4
Edgewater Hotel
Property grounds
Disney Vacation Home
Disney Vacation Home
Fridge, microwave, oven, stovetop
Less than an hour to the closest beaches
Less than an hour to the closest beaches
Don't see what you're looking for?
See all available properties in Windermere
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.

Other property types in Windermere

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4823)
"Great place and location the elevator is little slow. "
The price is $209
$235 total
includes taxes & fees
May 27 - May 28
Hyatt Regency Orlando International Airport
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7192)
"They need to communicate better about the parking. I had to park far away and walk to my building. They did not tell me where I should park, and I finally had to go ask. Then they told me where to park and it was not even close to the building I was staying in!!"
The price is $144
$188 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2066)
"very good place I will definitely stay there again"
The price is $73
$100 total
includes taxes & fees
May 27 - May 28
Avanti International 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.

Windermere B&B information

Number of reviews
419
Accommodation
9 B&B
Lowest Price
$50
Highest Price
$151

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.
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.

Recent reviews of Windermere hotels
Expedia verified reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

5/5 Excellent
"My family and I stayed here three years ago and this past week. Nothing has changed and that is a good thing! The staff is kind and attentive. The hotel is clean and the landscaping is beautiful. They even delivered a microwave to our room at midnight so I could heat up my pizza. For the price, you cannot get better! "
A verified traveler stayed at CoCo Key Hotel and Water Resort 
Posted 21 hours ago
CoCo Key Hotel and Water Resort