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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Winter Garden bed & breakfast

Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (128 reviews)
"Everything was excellent in this hidden gem"
United States
Claire
The price is S$301
includes taxes & fees
17 Jan - 18 Jan
Kapp and Kappy B&B
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 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 S$863
includes taxes & fees
18 Jan - 19 Jan
The Tiny Cottage in The Springs
Front of property

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (91 reviews)
"Loved our 2-nite stay at Adora. John and Arthur were exceptional hosts and a great source of local recommendations. Room Treetop was spacious bright and super clean. Big soaking tub was a special treat. And the best part was starting each morning w John’s phenomenal gourmet breakfasts! "
United States
patricia
The price is S$327
includes taxes & fees
20 Jan - 21 Jan
Adora Inn
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, (158 reviews)
"Beautiful home located close to downtown. The host was amazing! Highly recommend staying here. "
United States
mario
The price is S$293
includes taxes & fees
26 Jan - 27 Jan
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, (237 reviews)
"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."
United States
Bradford
The price is S$373
includes taxes & fees
9 Feb - 10 Feb
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 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 S$152
includes taxes & fees
16 Jan - 17 Jan
Hotel Styled Bedrooms in a Villa
Outdoor pool

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
2.0 out of 10, (1 review)
"Not to clean or to friendly "
United States
Tier
The price is S$159
includes taxes & fees
17 Jan - 18 Jan
The Gathering Place
Exterior

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
3.0 out of 10, (2 reviews)
"Uncleanliness "
United States
Gina
The price is S$159
includes taxes & fees
20 Jan - 21 Jan
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Everything about the resort was fabulous! The decor, the rooms, the front staff who were so helpful and all of the amenities. We chose Cabana Bay because of its proximity to Universal and with the shuttle service, it maximized our weekend trip and made it so memorable!"
Dawn Louise 4-night trip
Posted 22 hours ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
623
Accommodation
12 B&B
Lowest Price
S$152
Highest Price
S$863

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?
Below are some well-liked B&Bs in the area: 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. Situated 16.9 mi (27.1 km) from the heart of Winter Garden. Enjoy the in-room pools and private garden. Adora Inn: 5 rooms. Located 16.7 mi (26.8 km) from the core of Winter Garden. Enjoy the free full breakfast and massage services.
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 Butler and Lake Louisa State Park 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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