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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured B&B in Winter Garden

Edgewater Hotel
Surrounded by lush greenery and vibrant flowers, the EDGE WATER HOTEL offers a serene and inviting atmosphere.

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (310)
"Great place to stay. Good and easily accessible. Staff was amazing!"
Edgewater Hotel
Kapp and Kappy B&B
Relax on the porch with comfortable seating and enjoy the serene surroundings.

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (122)
"Only B&B in Kissimmee. Owners were excellent. Enjoyed talking to them each morning over a great breakfast. Would definitely go back. "
The price is AU$261
includes taxes & fees
18 Aug - 19 Aug
Kapp and Kappy B&B
Adora Inn
Experience the charm of the Adora Inn, a boutique bed and breakfast in Mount Dora, with its unique architectural style and large windows offering views of the surrounding area.

Adora Inn

3.5 star property
9.6 out of 10, Exceptional, (77)
"Great place/highly recommend ✅"
The price is AU$341
includes taxes & fees
8 Aug - 9 Aug
Adora Inn
Heron Cay Lakeview Bed & Breakfast Inn
Relax by the serene pool surrounded by lush greenery and shaded by large trees.

Heron Cay Lakeview Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"Lovely property, excellent breakfast"
The price is AU$352
includes taxes & fees
18 Aug - 19 Aug
Heron Cay Lakeview Bed & Breakfast Inn
Mount Dora Historic Inn
Stunning two-story home with a central entrance, columns, and a charming garden.

Mount Dora Historic Inn

2.5 star property
9.6 out of 10, Exceptional, (228)
"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."
The price is AU$306
includes taxes & fees
6 Aug - 7 Aug
Mount Dora Historic Inn
Hotel Styled Bedrooms in a Villa
Relax by the pool surrounded by lounge chairs and a separate kiddie pool.

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"bad parking quiet hour not observed"
The price is AU$198
includes taxes & fees
6 Aug - 7 Aug
Hotel Styled Bedrooms in a Villa
Oakland Manor House
Staircase leads to an upper level with framed pictures on the walls.

Oakland Manor House

3.0 star property
Oakland Manor House
The Tiny Cottage in The Springs
Cozy living space with a dining area, seating area, and kitchenette.

The Tiny Cottage in The Springs

4.0 star property
9.8 out of 10, Exceptional, (26)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
The price is AU$1,049
includes taxes & fees
31 Aug - 1 Sept
The Tiny Cottage in The Springs
Luxury Home Near Disney sleeps 20
Relax by the pool surrounded by palm trees and lounge chairs.

Luxury Home Near Disney sleeps 20

10.0 out of 10, Exceptional, (1)
"We all enjoyed the space & comfort of the house. Beds and linens were very comfortable with plenty of seating area for a large group. Neighborhood was very quiet and pool area was great for relaxing in the evenings when the sun went down. Our golfers loved the four golf courses near by. Owner was readily available (though we had no issues). We were enjoying spending time with our family so didn’t really make use of the movie room or the huge TV. Recommended for large groups."
Luxury Home Near Disney sleeps 20
Grandview B&B Mount Dora
Relax by the pool surrounded by palm trees and a brick walkway.

Grandview B&B Mount Dora

3.5 star property
10.0 out of 10, Exceptional, (47)
"Gwendolyn is an OUTSTANDING Hostess and Pastry Chef and the room was immaculately kept with all the charm that you look for in a Bed ‘n Breakfast. The location is just 2 blocks from Downtown Mt Dora Restaurants and Shops in an extremely quiet and quaint neighborhood."
Grandview B&B Mount Dora
Charming 2-bedroom bed & breakfast in beautiful Orlando with WiFi, AC
Bar (on property)

Charming 2-bedroom bed & breakfast in beautiful Orlando with WiFi, AC

Charming 2-bedroom bed & breakfast in beautiful Orlando with WiFi, AC
Magnolia Inn Bed & Breakfast
Terrace/patio

Magnolia Inn Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (83)
Magnolia Inn Bed & Breakfast
Disney Vacation Home
Relax in this spacious living area with a mezzanine level, featuring a large sectional sofa, ottoman, and flat-screen TV.

Disney Vacation Home

Disney Vacation Home
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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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?
Take a look at these B&Bs in Winter Garden: Edgewater Hotel: 15 rooms. Enjoy the free cooked breakfast and snack bar/deli. Oakland Manor House: 5 rooms.
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.