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Check prices for these dates

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

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
Kapp and Kappy B&B
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 ￥34,715
￥42,388 total
includes taxes & fees
Feb 3 - Feb 4
Adora Inn
Design Room | Living area | 40-inch Smart TV with digital channels, TV

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 ￥23,948
￥106,117 total
includes taxes & fees
Jan 18 - Jan 19
The Tiny Cottage in The Springs
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, (159 reviews)
"Beautiful home located close to downtown. The host was amazing! Highly recommend staying here. "
United States
mario
The price is ￥32,511
￥36,087 total
includes taxes & fees
Jan 26 - Jan 27
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 ￥40,937
￥45,440 total
includes taxes & fees
Feb 9 - Feb 10
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 ￥6,994
￥18,739 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥7,732
￥19,575 total
includes taxes & fees
Jan 24 - Jan 25
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 ￥9,515
￥19,538 total
includes taxes & fees
Jan 20 - Jan 21
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

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Spacious, clean, and very accessible "
Rosa 2-night trip
Posted 7 hours ago
Homewood Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
623
Accommodation
32 B&B
Lowest Price
￥18,739
Highest Price
￥106,117

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?
Below are some B&Bs in the area: Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. 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. 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.
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 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?
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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