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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

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

Kapp and Kappy B&B
The Verona Room | Individually decorated, laptop workspace, blackout drapes, soundproofing

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (118)
"This place was immaculate and convenient and comfortable. It was a great place to enjoy. Also a great breakfast before you check out!"
The price is AED 675
AED 767 total
includes taxes & fees
19 May - 20 May
Kapp and Kappy B&B
Edgewater Hotel
City view from property

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (305)
"Nice place , good breakfast"
The price is AED 481
AED 541 total
includes taxes & fees
26 May - 27 May
Edgewater Hotel
Hotel Styled Bedrooms in a Villa
Outdoor pool

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"bad parking quiet hour not observed"
The price is AED 162
AED 434 total
includes taxes & fees
28 May - 29 May
Hotel Styled Bedrooms in a Villa
The Tiny Cottage in The Springs
Design Room | Living area | 40-inch Smart TV with digital channels, TV

The Tiny Cottage in The Springs

4.0 star property
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."
The price is AED 555
AED 2,458 total
includes taxes & fees
14 May - 15 May
The Tiny Cottage in The Springs
Luxury Home Near Disney sleep 20
Outdoor pool, a heated pool

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
Room in UCF area. Stay with Hugo and Marli, 68/ngt or 1.100/ monthly.
Miscellaneous

Room in UCF area. Stay with Hugo and Marli, 68/ngt or 1.100/ monthly.

10.0 out of 10, Exceptional, (9)
"Quaint little room in a nice house. Hosts were very kind and hospitable, and it was very very clean. "
The price is AED 250
AED 354 total
includes taxes & fees
13 May - 14 May
Room in UCF area. Stay with Hugo and Marli, 68/ngt or 1.100/ monthly.
Chilled Spot the perfect hide away.
Interior

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (3)
"We had a great time and the home was perfect for my family !!! Highly recommend!"
Chilled Spot the perfect hide away.
Oakland Manor House
Porch

Oakland Manor House

2.0 star property
The price is AED 2,296
AED 2,583 total
includes taxes & fees
13 May - 14 May
Oakland Manor House
Disney Vacation Home
Living area

Disney Vacation Home

Disney Vacation Home
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

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2083)
"Great stay"
The price is AED 259
AED 356 total
includes taxes & fees
25 May - 26 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
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, (8693)
"Great location for attractions. "
The price is AED 575
AED 756 total
includes taxes & fees
13 May - 14 May
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1931)
"Great place to stay."
The price is AED 646
AED 822 total
includes taxes & fees
25 May - 26 May
Florida Hotel & Conference Center in the Florida Mall
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. Hotel Styled Bedrooms in a Villa: 4 rooms. Situated 14.7 mi (23.6 km) from the heart of Windermere. 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. Luxury Home Near Disney sleep 20: Located 13 mi (21 km) from the core of Windermere. Enjoy the in-room pools and fitness center.
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.