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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

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 S$219
includes taxes & fees
8 Oct - 9 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, (175 reviews)
"Loved how old and quaint the property felt morning breakfast was outstanding"
United States
Keith
The price is S$297
includes taxes & fees
30 Sept - 1 Oct
Heron Cay Lakeview Bed & Breakfast Inn
A sign for Adora Inn, indicating it offers boutique bed and breakfast services in Mount Dora.

3. Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (105 reviews)
"We loved the wonderful breakfast and how close the Inn was to all the shops and restaurants downtown."
United States
Lauren
The price is S$310
includes taxes & fees
28 Sept - 29 Sept
Adora Inn
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 S$892
includes taxes & fees
22 Oct - 23 Oct
The Tiny Cottage in The Springs
A rectangular swimming pool with a hot tub, surrounded by a brick patio and palm trees.

5. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is S$144
includes taxes & fees
24 Sept - 25 Sept
Tempo Room Lodgings
A two-story house with a front porch, a red door, and an American flag.

6. Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (250 reviews)
"Clean room and great location!"
United States
Jeanie
The price is S$263
includes taxes & fees
29 Sept - 30 Sept
Mount Dora Historic Inn
A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

7. 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 S$159
includes taxes & fees
26 Sept - 27 Sept
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.

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 S$145
includes taxes & fees
24 Oct - 25 Oct
The Gathering Place
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

9. 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 S$148
includes taxes & fees
24 Sept - 25 Sept
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"The resort was very clean Friendly staff We loved the water park"
ESMERALDA G 5-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
316
Accommodation
12 B&B
Lowest Price
S$144
Highest Price
S$892

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.

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