A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Search B&B in Winter Garden

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Winter Garden bed & breakfast

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (145 reviews)
"The room was really nice and the breakfast was great."
United States
Mark
The price is Rp2.708.974
Rp3.074.687 total
includes taxes & fees
7 Oct - 8 Oct
Kapp and Kappy B&B
A large, multi-story house with a porch and a driveway.

2. Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (177 reviews)
"It was lovely, charming, homie, absolutely a wonderful place to visit,"
United States
Digna
The price is Rp3.665.810
Rp4.069.049 total
includes taxes & fees
6 Oct - 7 Oct
Heron Cay Lakeview Bed & Breakfast Inn
A modern living room with a white sofa, a dining table with chairs, a fireplace, and a staircase leading to an upper level.

3. 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 Rp2.382.552
Rp12.503.559 total
includes taxes & fees
6 Oct - 7 Oct
The Tiny Cottage in The Springs
A spacious living room with a sectional sofa, a coffee table, and a TV mounted on the wall.

4. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is Rp945.243
Rp2.290.615 total
includes taxes & fees
6 Oct - 7 Oct
Tempo Room Lodgings
A two-story house with a front porch, a red door, and an American flag.

5. Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (251 reviews)
"Clean room and great location!"
United States
Jeanie
The price is Rp4.808.112
Rp5.337.005 total
includes taxes & fees
6 Oct - 7 Oct
Mount Dora Historic Inn
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

6. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
5.6 out of 10, (5 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 Rp954.899
Rp2.070.879 total
includes taxes & fees
7 Oct - 8 Oct
Styled Bedrooms in a Resort
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

7. 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 Rp724.221
Rp2.039.754 total
includes taxes & fees
6 Oct - 7 Oct
The Gathering Place
A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

8. Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 reviews)
"Parking was almost a mile away. Didn’t even get to stay there and wasted over $200 on the stay. Communication was bad. I tried to get a refund because of the parking situation, they never got back to me. "
United States
Chantal
The price is Rp965.628
Rp2.313.752 total
includes taxes & fees
6 Oct - 7 Oct
Hotel Styled Bedrooms in a Villa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

8/10 Good
"Terrible and longggggg check in. Nice rooms. Pool was lots of fun. One hour early into Volcano bay!!!!"
brian 1-night trip
Posted less than an hour ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
36
Accommodation
12 B&B
Lowest Price
Rp2.039.754
Highest Price
Rp12.503.559

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. 16.9 mi (27.1 km) from the city centre. Enjoy the in-room pools and private garden. 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 decor. Adora Inn: 5 rooms. 16.7 mi (26.8 km) from the city centre. 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 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.