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Check prices for these dates

Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3
In one month
May 15 - May 17
In two months
Jun 12 - Jun 14

Our top choices for Winter Garden bed & breakfast

Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is ￥99,868
￥159,627 total
includes taxes & fees
Apr 19 - Apr 20
Oakland Manor House
Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (138 reviews)
"Excellent property"
United States
Maikel
The price is ￥20,411
￥23,166 total
includes taxes & fees
Apr 20 - Apr 21
Kapp and Kappy B&B
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 ￥25,364
￥115,660 total
includes taxes & fees
Apr 26 - Apr 27
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, (167 reviews)
"Beautiful home located close to downtown. The host was amazing! Highly recommend staying here. "
United States
mario
The price is ￥32,521
￥36,098 total
includes taxes & fees
Apr 29 - Apr 30
Heron Cay Lakeview Bed & Breakfast Inn
Front of property

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (93 reviews)
"The Inn was wonderful and our hosts were lovely. Will definitely visit again"
United States
Martha
The price is ￥32,108
￥39,205 total
includes taxes & fees
May 12 - May 13
Adora Inn
Front of property

Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (244 reviews)
"Quaint, clean, and close to evt."
United States
Robert
The price is ￥37,536
￥41,666 total
includes taxes & fees
Apr 20 - Apr 21
Mount Dora Historic Inn
Outdoor pool

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 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 ￥8,309
￥20,234 total
includes taxes & fees
Apr 19 - Apr 20
Hotel Styled Bedrooms in a Villa
Exterior

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 ￥8,566
￥18,477 total
includes taxes & fees
Apr 23 - Apr 24
Styled Bedrooms in a Resort
Smart TV

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
Clermont
10.0 out of 10, Exceptional, (2 reviews)
"Very beautiful property and friendly owners we had an awesome time staying here! "
United States
Angel P.
The price is ￥28,555
￥53,977 total
includes taxes & fees
May 18 - May 19
PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
Outdoor pool

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 ￥8,009
￥19,893 total
includes taxes & fees
Apr 19 - Apr 20
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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good
"Nice place but the second Waterpark was still under construction ( can't blame them for that) The only real negative thing I can think of was the lack of working ice machines. I had to go 2 floors down and to the adjacent building."
Roberto 2-night trip
Posted 3 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
684
Accommodation
32 B&B
Lowest Price
￥18,477
Highest Price
￥159,627

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 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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