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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured B&B in Winter Garden

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is AU$207
includes taxes & fees
31 Dec - 1 Jan 2026
Kapp and Kappy B&B
Front of property
Adora Inn

Adora Inn

3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (86)
"Friendly staff who made this short anniversary getaway a lovely time. Within walking distance to the shops and restaurants."
United States
Denise
The price is AU$449
includes taxes & fees
11 Dec - 12 Dec
Adora Inn
Design Room | Living area
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)
"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 AU$1,037
includes taxes & fees
7 Dec - 8 Dec
The Tiny Cottage in The Springs
Outdoor pool, pool loungers
Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn

3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (154)
"Lovely property, excellent breakfast"
United States
Lisa
The price is AU$373
includes taxes & fees
3 Dec - 4 Dec
Heron Cay Lakeview Bed & Breakfast Inn
Front of property
Mount Dora Historic Inn

Mount Dora Historic Inn

2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (236)
"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."
United States
Bradford
The price is AU$442
includes taxes & fees
22 Dec - 23 Dec
Mount Dora Historic Inn
Outdoor pool
Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa

3.0 star property
Kissimmee
6.0 out of 10, (6)
"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 AU$180
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Styled Bedrooms in a Villa
Outdoor pool
Styled Bedrooms in a Resort

Styled Bedrooms in a Resort

2.0 star property
Solterra Resort
3.0 out of 10, (2)
"Uncleanliness "
United States
Gina
The price is AU$154
includes taxes & fees
1 Jan - 2 Jan 2026
Styled Bedrooms in a 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.
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Top Winter Garden Hotel Reviews

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent
"Great stay. Great place"
Jill 3-night trip
Posted 2 days ago
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
608
Accommodation
32 B&B
Lowest Price
AU$154
Highest Price
AU$1,037

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. Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the city centre. Enjoy the free full breakfast and unique decor. 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 garden.
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.

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