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Find a Bed and Breakfast in Winter Garden from CA $157

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Winter Garden bed & breakfast

Interior

1. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
The price is CA $177
CA $504 total
includes taxes & fees
Sep 7 - Sep 8
Cozy 1-bedroom with AC in awesome Winter Garden
Exterior

2. Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is CA $769
CA $1,276 total
includes taxes & fees
Aug 23 - Aug 24
Oakland Manor House
Porch

3. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (145 reviews)
"The room was really nice and the breakfast was great."
United States
Mark
The price is CA $196
CA $223 total
includes taxes & fees
Aug 23 - Aug 24
Kapp and Kappy B&B
Front of property - evening/night

4. 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 CA $289
CA $321 total
includes taxes & fees
Aug 24 - Aug 25
Heron Cay Lakeview Bed & Breakfast Inn
Design Room | Living area

5. 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 CA $214
CA $999 total
includes taxes & fees
Aug 28 - Aug 29
The Tiny Cottage in The Springs
Front of property

6. Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (101 reviews)
"We loved the wonderful breakfast and how close the Inn was to all the shops and restaurants downtown."
United States
Lauren
The price is CA $277
CA $338 total
includes taxes & fees
Sep 21 - Sep 22
Adora Inn
Front of property

7. Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (248 reviews)
"Clean room and great location!"
United States
Jeanie
The price is CA $256
CA $284 total
includes taxes & fees
Aug 26 - Aug 27
Mount Dora Historic Inn
Living area

8. 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 CA $236
CA $458 total
includes taxes & fees
Aug 26 - Aug 27
PrivateOakForest RanchFirepit, BBQ&FamilyRetreat
Pool

9. 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 CA $74
CA $178 total
includes taxes & fees
Aug 22 - Aug 23
Hotel Styled Bedrooms in a Villa
Exterior

10. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
5.6 out of 10, (5 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 CA $74
CA $160 total
includes taxes & fees
Aug 23 - Aug 24
Styled Bedrooms in a Resort
Pool

11. 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 CA $56
CA $157 total
includes taxes & fees
Sep 8 - Sep 9
The Gathering Place
Pool

12. Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood

Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood
Orlando
The price is CA $155
CA $202 total
includes taxes & fees
Aug 26 - Aug 27
Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Will definitely stay again!"
William 1-night trip
Posted 5 hours ago
Hyatt Regency Orlando International Airport

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
559
Accommodation
14 B&B
Lowest Price
CA $157
Highest Price
CA $1,276

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.Cozy 1-bedroom with AC in awesome Winter Garden: 1.4 mi (2.3 km) from the downtown core. Mount Dora Historic Inn: 4 rooms. Situated 16.6 mi (26.7 km) from the heart of Winter Garden. Enjoy the free full breakfast and unique décor. Heron Cay Lakeview Bed & Breakfast Inn: 8 rooms. 16.9 mi (27.1 km) from the heart of downtown. Enjoy the in-room pools and private yard.
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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