Find a Bed and Breakfast in Winter Garden

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 15 - May 16
Tomorrow
May 16 - May 17
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Browse Select Winter Garden B&B

Edgewater Hotel
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 CA $199
CA $224 total
includes taxes & fees
Jun 11 - Jun 12
Edgewater Hotel
Mount Dora Historic Inn
Front of property
Mount Dora Historic Inn
2.5 star property
9.6 out of 10, Exceptional, (213)
"We stayed at a small historic inn in Mount Dora. Our room was very comfortable on the first floor. Coded entry made it easy to enter and exit. They had snack, coffee and water available at no charge. We received two breakfast vouchers for a nearby restaurant (just a block away. We are located in the downtown area and can walk everywhere. Excellent place to stay."
The price is CA $280
CA $311 total
includes taxes & fees
May 23 - May 24
Mount Dora Historic Inn
Kapp and Kappy B&B
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Heron Cay Lakeview Bed & Breakfast Inn
Outdoor pool, sun loungers
Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
9.4 out of 10, Exceptional, (124)
"I would highly recommend to others. "
The price is CA $273
CA $303 total
includes taxes & fees
May 16 - May 17
Heron Cay Lakeview Bed & Breakfast Inn
1 BDR, 1BA in gated community with pool/playground access
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 CA $68
CA $180 total
includes taxes & fees
May 17 - May 18
1 BDR, 1BA in gated community with pool/playground access
Grandview B&B Mount Dora
Property amenity
Grandview B&B Mount Dora
3.5 star property
10.0 out of 10, Exceptional, (42)
"The salt water pool was definitely unique! The house was built in 1908 and has all the feeling and beauty of that age. Gwendolyn, the hostess, made delicious gourmet breakfasts and the bedroom was extremely comfortable and beautiful."
Grandview B&B Mount Dora
The Tiny Cottage in The Springs
Design Room | Living area
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 CA $206
CA $265 total
includes taxes & fees
May 16 - May 17
The Tiny Cottage in The Springs
Disney Vacation Home
Property grounds
Disney Vacation Home
Disney Vacation Home
Magnolia Inn Bed & Breakfast
Exterior
Magnolia Inn Bed & Breakfast
3.0 star property
9.4 out of 10, Exceptional, (83)
"We had a wonderful time. The inn is very impressive, clean and well appointed. The owner made us feel at home and was an excellent host. He made the best breakfasts! Absolutely delicious."
Magnolia Inn Bed & Breakfast
Less than an hour to the closest beaches
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 Winter Garden
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 Winter Garden

Avanti International Resort
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2056)
"I liked the fact I was able to walk to local restaurants and stores. The cleanliness of the hotel was excellent. "
The price is CA $91
CA $125 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
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, (7183)
"pool was great , room was large 2 bedroom condo very nice only complaint was our key cards kept not working had to go to front desk 3 times to get new cards cause none of the 4 cards we had would open the door "
The price is CA $213
CA $275 total
includes taxes & fees
May 16 - May 17
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4817)
"A great stay! Check-in was smooth and with arriving early, I had the time to wander around the airport without any issues."
The price is CA $285
CA $321 total
includes taxes & fees
May 18 - May 19
Hyatt Regency Orlando International Airport
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 Winter Garden?
Whether you’re on a romantic vacation and want to stay somewhere quiet, or you’re traveling solo and hoping to get some local recommendations, a B&B can be a good choice for many different types of travelers. While you’re here, you can get to know Winter Garden by exploring its natural beauty. Consider a stop by Lake Louisa State Park and Warrior Park.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to meet guests from other places, and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the top B&Bs in Winter Garden?
Here are some well-liked B&Bs in the area: Edgewater Hotel: 15 rooms. 0.1 mi (0.1 km) from the heart of Winter Garden. Enjoy the free cooked breakfast and deli. Mount Dora Historic Inn: 4 rooms. Situated 16.6 mi (26.7 km) from the heart of Winter Garden. Enjoy the free full breakfast and unique décor. Heron Cay Lakeview Bed & Breakfast Inn: 8 rooms. Located 16.9 mi (27.1 km) from the core of Winter Garden. Enjoy the in-room pools and private yard.
What's the best time of year to book my B&B in Winter Garden?
When you’re planning your getaway to Winter Garden, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What is there to do in Winter Garden?
Travelers who want to experience Winter Garden should check out its fun-filled attractions and major shopping area. If you’re looking for some activities to entertain you on your trip, consider visiting Orange County National Golf Club and Disney’s Magnolia Golf Course. You might put Lake Louisa State Park and Disney’s Palm Golf Course on your list if you want to see more of the area.
How can I get to and around Winter Garden?
Mapping out your trip in and around Winter Garden is easy with these transportation options. Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center. Otherwise, you can search for flights to Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you’d like to explore around the area, you may want a rental car for your journey.