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Check prices for these dates

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

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 ￥17,734
￥55,698 total
includes taxes & fees
Aug 17 - Aug 18
Cozy 1-bedroom with AC in awesome Winter Garden
Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is ￥92,012
￥151,908 total
includes taxes & fees
Jul 23 - Jul 24
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 ￥25,795
￥29,278 total
includes taxes & fees
Jul 21 - Jul 22
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 ￥33,292
￥36,954 total
includes taxes & fees
Jul 27 - Jul 28
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 ￥31,137
￥38,018 total
includes taxes & fees
Jul 20 - Jul 21
Adora 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 ￥25,965
￥118,401 total
includes taxes & fees
Jul 20 - Jul 21
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 ￥29,528
￥32,775 total
includes taxes & fees
Jul 20 - Jul 21
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 ￥26,309
￥51,200 total
includes taxes & fees
Aug 17 - Aug 18
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 ￥8,332
￥20,517 total
includes taxes & fees
Jul 20 - Jul 21
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 ￥8,068
￥20,217 total
includes taxes & fees
Jul 20 - Jul 21
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 ￥7,893
￥17,934 total
includes taxes & fees
Jul 26 - Jul 27
Styled Bedrooms in a Resort
WiFi

Mario-Themed Hotel Room • 2 Queen Beds •

Mario-Themed Hotel Room • 2 Queen Beds •
Kissimmee
The price is ￥9,346
￥23,483 total
includes taxes & fees
Jul 20 - Jul 21
Mario-Themed Hotel Room • 2 Queen Beds •
WiFi

Superhero Hotel Room • 2 Queen Beds • Near Disney

Superhero Hotel Room • 2 Queen Beds • Near Disney
Kissimmee
The price is ￥9,346
￥23,483 total
includes taxes & fees
Jul 20 - Jul 21
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.
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Top Winter Garden Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"CLEAN ROOM, GOOD STAFF"
Aniela 2-night trip
Posted 2 hours ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
699
Accommodation
34 B&B
Lowest Price
￥17,934
Highest Price
￥151,908

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. 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 yard. Mount Dora Historic Inn: 4 rooms. 16.6 mi (26.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. 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.
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 Disney's Magnolia Golf Course and Disney's Palm Golf Course. You might 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?
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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