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Check prices for these dates

Next weekend
1 May - 3 May
In two weeks
8 May - 10 May
In one month
22 May - 24 May
In two months
19 Jun - 21 Jun

Our top choices for Winter Garden bed & breakfast

Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is ฿20,773
฿32,907 total
includes taxes & fees
30 Apr - 1 May
Oakland Manor House
Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (139 reviews)
"Excellent property"
United States
Maikel
The price is ฿4,665
฿5,296 total
includes taxes & fees
23 Apr - 24 Apr
Kapp and Kappy B&B
Design Room | Living area | 40-inch Smart TV with digital channels, TV

The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
4.0 star property
Altamonte Springs
9.8 out of 10, Exceptional, (26 reviews)
"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 ฿5,117
฿23,335 total
includes taxes & fees
27 Apr - 28 Apr
The Tiny Cottage in The Springs
Front of property – evening/night

Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (168 reviews)
"Beautiful home located close to downtown. The host was amazing! Highly recommend staying here. "
United States
mario
The price is ฿6,561
฿7,283 total
includes taxes & fees
11 May - 12 May
Heron Cay Lakeview Bed & Breakfast Inn
Front of property

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (93 reviews)
"The Inn was wonderful and our hosts were lovely. Will definitely visit again"
United States
Martha
The price is ฿7,329
฿8,948 total
includes taxes & fees
29 Apr - 30 Apr
Adora Inn
Front of property

Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (244 reviews)
"Quaint, clean, and close to evt."
United States
Robert
The price is ฿8,606
฿9,552 total
includes taxes & fees
12 May - 13 May
Mount Dora Historic Inn
Outdoor pool

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 reviews)
"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 ฿1,728
฿4,141 total
includes taxes & fees
23 Apr - 24 Apr
Hotel Styled Bedrooms in a Villa
Exterior

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
4.6 out of 10, (4 reviews)
"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."
United States
Jason
The price is ฿1,738
฿3,749 total
includes taxes & fees
29 Apr - 30 Apr
Styled Bedrooms in a Resort
Outdoor pool

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
5.0 out of 10, (2 reviews)
"clean room and bathroom"
United States
Matthew
The price is ฿1,728
฿4,141 total
includes taxes & fees
21 May - 22 May
The Gathering Place
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 Winter Garden Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Excelent "
Nelmarie 1-night trip
Posted 1 hour ago
Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
684
Accommodation
11 B&B
Lowest Price
฿3,749
Highest Price
฿32,907

Frequently asked questions

Searching for B&Bs in Winter Garden?
Whether you're travelling with your family and want a friendly place to stay, or you're travelling solo and hoping to make some connections, B&Bs can be a great choice for many travellers. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Central Florida Railroad Museum and Winter Garden Heritage Museum while you're in town.
Are you thinking about apartments over traditional hotel rooms?
With attentive service, opportunities to socialise with other guests and of course a full breakfast, B&Bs offer a unique environment.
What are the top B&Bs in Winter Garden?
Here are some well-liked B&Bs in the area: Oakland Manor House: 5 rooms. 2.5 mi (4.1 km) from the heart of Winter Garden. Heron Cay Lakeview Bed & Breakfast Inn: 8 rooms. Situated 16.9 mi (27.1 km) from the heart of Winter Garden. Enjoy the in-room pools and private garden. Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the city centre. Enjoy the free full breakfast and unique decor.
When should I book my B&B in Winter Garden?
When you're planning your escape to Winter Garden, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.
What is there to do in Winter Garden?
Travellers who want to experience Winter Garden should visit 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 should 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?
You can plan your excursions in and around Winter Garden ahead of time with these transportation options. Fly into Orlando International Airport (MCO), which is located 19.3 mi (31 km) from the city centre. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.