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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Winter Garden bed & breakfast

Exterior

1. Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is P35,738
P58,439 total
includes taxes & fees
Aug 31 - Sep 1
Oakland Manor House
Porch

2. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (144 reviews)
"The room was really nice and the breakfast was great."
United States
Mark
The price is P9,269
P10,520 total
includes taxes & fees
Aug 6 - Aug 7
Kapp and Kappy B&B
Living area

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 P9,742
P44,425 total
includes taxes & fees
Aug 6 - Aug 7
The Tiny Cottage in The Springs
Front of property

4. Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (246 reviews)
"Clean room and great location!"
United States
Jeanie
The price is P12,175
P13,514 total
includes taxes & fees
Aug 26 - Aug 27
Mount Dora Historic Inn
Front of property - evening/night

5. Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (174 reviews)
"Loved how old and quaint the property felt morning breakfast was outstanding"
United States
Keith
The price is P12,491
P13,866 total
includes taxes & fees
Aug 10 - Aug 11
Heron Cay Lakeview Bed & Breakfast Inn
Front of property

6. Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (100 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 P12,668
P15,468 total
includes taxes & fees
Aug 6 - Aug 7
Adora Inn
Outdoor pool

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 P3,290
P7,884 total
includes taxes & fees
Aug 12 - Aug 13
Hotel Styled Bedrooms in a Villa
Exterior

8. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
4.6 out of 10, (4 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 P3,254
P7,057 total
includes taxes & fees
Aug 18 - Aug 19
Styled Bedrooms in a Resort
Outdoor pool

9. 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 P2,478
P6,979 total
includes taxes & fees
Aug 6 - Aug 7
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Clean and friendly staff."
Adeline 2-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
560
Accommodation
11 B&B
Lowest Price
P6,979
Highest Price
P58,439

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. Situated 16.9 mi (27.1 km) from the heart of Winter Garden. Enjoy the in-room pools and private yard. Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.
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 Disney's Magnolia Golf Course and Disney's Palm Golf Course. You might put Lake Louisa State Park and Flamingo Crossings Town Center 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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