A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Search Winter Garden Bed & Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
24 July - 26 July
In two weeks
31 July - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sept - 13 Sept

Our top choices for Winter Garden bed & breakfast

Interior

Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
The price is AU$513
includes taxes & fees
17 Aug - 18 Aug
Cozy 1-bedroom with AC in awesome Winter Garden
Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is AU$1,332
includes taxes & fees
23 July - 24 July
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, (142 reviews)
"Our first experience with a B&B - but won't be our last! Very cute and unique house and the host makes a great breakfast! Everything provided that you might need - including some drinks and snacks! Nice to be able to visit and get suggestions from someone who knows the area."
United States
Laura
The price is AU$257
includes taxes & fees
9 Aug - 10 Aug
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, (174 reviews)
"Loved how old and quaint the property felt morning breakfast was outstanding"
United States
Keith
The price is AU$325
includes taxes & fees
28 July - 29 July
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, (97 reviews)
"Clean room, convenient location, good breakfast."
United States
Michelle
The price is AU$338
includes taxes & fees
20 July - 21 July
Adora 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 AU$1,041
includes taxes & fees
20 July - 21 July
The Tiny Cottage in The Springs
Front of property

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 AU$288
includes taxes & fees
25 July - 26 July
Mount Dora Historic Inn
Smart TV

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
Clermont
9.6 out of 10, Exceptional, (5 reviews)
"Very beautiful property and friendly owners we had an awesome time staying here! "
United States
Angel P.
The price is AU$472
includes taxes & fees
21 July - 22 July
PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
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)
"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 AU$180
includes taxes & fees
18 July - 19 July
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 AU$178
includes taxes & fees
18 July - 19 July
The Gathering Place
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 AU$157
includes taxes & fees
19 July - 20 July
Styled Bedrooms in a Resort
Room

Mario-Themed Hotel Room • 2 Queen Beds •

Mario-Themed Hotel Room • 2 Queen Beds •
Kissimmee
The price is AU$210
includes taxes & fees
18 July - 19 July
Mario-Themed Hotel Room • 2 Queen Beds •
Room

Superhero Hotel Room • 2 Queen Beds • Near Disney

Superhero Hotel Room • 2 Queen Beds • Near Disney
Kissimmee
The price is AU$210
includes taxes & fees
18 July - 19 July
Superhero Hotel Room • 2 Queen Beds • Near Disney
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

8/10 Good
"Be prepared to wait in line for long periods of time. This is a great property, but I stood in the longest line just to check in. There was always someone waiting at the desk, even at one am, because they have some of their amenities checked out from here(like gulf clubs for putt putt). But my only real complaint is the security guard who is a female. Our keys locked us out and it was past midnight. I had four people in my party, my teen was having a panic attack, and we were sitting in the hallway. The front desk told us they were sending someone up to help us. The security guard showed up and I showed her our keys that had our room number on them, and she still wouldn’t let us in. I the. Proceeded to cry and get upset, because I couldn’t find my id after a long day at Disney and my kid was having her first panic attack ever and this lady was awful! She yelled at me and made me feel like an idiot. Why would four women sit outside a room that had our room number on it and cry be making this up?! Finally, she let us in after the nice guy at the front desk came up and let us in. Everyone at this hotel was wonderful except for her. When I went down to the front desk later, the guy at the front desk let me know this wasn’t the first issue with her. So why keep this person who can ruin a day? I admit, I was upset and I told her sorry before we got let in, but I was deep crying by the time we got in and she had made it 20 times worse. She never apologized to me."
Taylie 1-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
699
Accommodation
38 B&B
Lowest Price
AU$157
Highest Price
AU$1,332

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. Cozy 1-bedroom with AC in awesome Winter Garden: 1.4 mi (2.3 km) from the city centre. 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. 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.
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 Disney's Magnolia Golf Course and Disney's Palm Golf Course. You should 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?
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.

Explore a world of travel with Expedia