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

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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, (147 reviews)
"An amazing experience. Freindly hosts. If we go to Orlando again we will rwbook"
United States
THOMAS
The price is P6,720
P7,627 total
includes taxes & fees
Dec 2 - Dec 3
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, (182 reviews)
"Great location, beautiful decor"
United States
Shawn
The price is P13,013
P14,444 total
includes taxes & fees
Nov 12 - Nov 13
Heron Cay Lakeview Bed & Breakfast Inn
A rectangular swimming pool with a hot tub, surrounded by a brick patio and palm trees.

3. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is P3,355
P8,131 total
includes taxes & fees
Nov 18 - Nov 19
Tempo Room Lodgings
A modern living room with a white sofa, a dining table with chairs, a fireplace, and a staircase leading to an upper level.

4. 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 P10,149
P46,279 total
includes taxes & fees
Nov 18 - Nov 19
The Tiny Cottage in The Springs
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, (252 reviews)
"Clean room and great location!"
United States
Jeanie
The price is P18,964
P21,050 total
includes taxes & fees
Nov 12 - Nov 13
Mount Dora Historic Inn
A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

6. 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 P3,428
P8,213 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Styled Bedrooms in a Villa
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

7. 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 P3,428
P7,394 total
includes taxes & fees
Nov 17 - Nov 18
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.

8. 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 P3,047
P7,781 total
includes taxes & fees
Dec 3 - Dec 4
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

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Good"
Paul 1-night trip
Posted 1 hour ago
Marriott's Grande Vista

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
435
Accommodation
13 B&B
Lowest Price
P7,394
Highest Price
P46,279

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. 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 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: 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 downtown core. Enjoy the in-room pools and private yard. 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. Adora Inn: 5 rooms. 16.7 mi (26.8 km) from the heart of downtown. Enjoy the free full breakfast and massage services.
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.

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