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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun
In one month
26 Jun - 28 Jun
In two months
24 Jul - 26 Jul

Our top choices for Winter Garden bed & breakfast

Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is €886
includes taxes & fees
26 May - 27 May
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, (140 reviews)
"Excellent property"
United States
Maikel
The price is €143
includes taxes & fees
26 May - 27 May
Kapp and Kappy B&B
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, (171 reviews)
"The owner, Margie, gave us a complete history of the inn upon our arrival. The inn is filled top to bottom with antiques, artwork and statuary. Loaded with artwork by the Florida Highwaymen and many works of art featuring Margie’s beloved Irish Wolfhounds, three of which live on site, but were kept in a different part of the inn. Check in/out was easy. Location is nearby the main downtown shopping area."
United States
Robin
The price is €196
includes taxes & fees
1 Jun - 2 Jun
Heron Cay Lakeview Bed & Breakfast Inn
Design Room | Living area

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 €628
includes taxes & fees
26 May - 27 May
The Tiny Cottage in The Springs
Front of property

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (94 reviews)
"The Inn was wonderful and our hosts were lovely. Will definitely visit again"
United States
Martha
The price is €234
includes taxes & fees
26 May - 27 May
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)
"Clean room and great location!"
United States
Jeanie
The price is €193
includes taxes & fees
15 Jun - 16 Jun
Mount Dora Historic Inn
Smart TV

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
Clermont
9.4 out of 10, Exceptional, (3 reviews)
"Very beautiful property and friendly owners we had an awesome time staying here! "
United States
Angel P.
The price is €284
includes taxes & fees
1 Jun - 2 Jun
PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
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 €100
includes taxes & fees
26 May - 27 May
Styled Bedrooms in a Resort
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 €112
includes taxes & fees
26 May - 27 May
Hotel Styled Bedrooms in a Villa
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 €112
includes taxes & fees
26 May - 27 May
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Loved the Waterpark, Surfari, and the multiple pools. Also loved the great food. The burgers, Hotdogs, and wings smelled great when they were being grilled by the staff at the pool...and tasted just as great. I will be back."
Racquel 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
689
Accommodation
32 B&B
Lowest Price
€100
Highest Price
€886

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. Situated 16.9 mi (27.1 km) from the heart of Winter Garden. Enjoy the in-room pools and private garden. Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the city centre. Enjoy the free full breakfast and unique decor.
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 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?
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.