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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Winter Garden bed & breakfast

Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is 15.372.344 ₫
25.136.652 ₫ total
includes taxes & fees
28 Jun - 29 Jun
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, (141 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 4.091.922 ₫
4.644.332 ₫ total
includes taxes & fees
21 Jul - 22 Jul
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 5.526.780 ₫
6.134.726 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Heron Cay Lakeview Bed & Breakfast 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 4.207.854 ₫
19.187.696 ₫ total
includes taxes & fees
26 Jun - 27 Jun
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, (95 reviews)
"Clean room, convenient location, good breakfast."
United States
Michelle
The price is 5.471.512 ₫
6.680.797 ₫ total
includes taxes & fees
23 Jun - 24 Jun
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 5.258.336 ₫
5.836.752 ₫ total
includes taxes & fees
21 Jun - 22 Jun
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 1.421.172 ₫
3.405.286 ₫ total
includes taxes & fees
20 Jul - 21 Jul
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 1.421.604 ₫
3.406.321 ₫ total
includes taxes & fees
21 Jun - 22 Jun
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 1.421.172 ₫
3.065.521 ₫ total
includes taxes & fees
21 Jul - 22 Jul
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

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"clean modern choices restaurants excellent boat shuttle beautiful lobby"
robin 1-night trip
Posted 1 hour ago
Walt Disney World Dolphin

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
694
Accommodation
11 B&B
Lowest Price
3.065.521 ₫
Highest Price
25.136.652 ₫

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.
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 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?
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.