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Check prices for these dates

Next weekend
Mar 13 - Mar 15
In two weeks
Mar 20 - Mar 22
In one month
Apr 3 - Apr 5
In two months
May 1 - May 3

Our top choices for Winter Garden bed & breakfast

Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (133 reviews)
"Wonderful host! We really enjoyed our stay and would most definitely return."
United States
Stephanie Lynne
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, (163 reviews)
"Beautiful home located close to downtown. The host was amazing! Highly recommend staying here. "
United States
mario
The price is ￥31,990
￥35,509 total
includes taxes & fees
Mar 5 - Mar 6
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 ￥20,299
￥101,370 total
includes taxes & fees
Mar 21 - Mar 22
The Tiny Cottage in The Springs
Property entrance

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (93 reviews)
"Friendly staff who made this short anniversary getaway a lovely time. Within walking distance to the shops and restaurants."
United States
Denise
The price is ￥35,292
￥43,092 total
includes taxes & fees
Mar 26 - Mar 27
Adora Inn
TV, offices

Banana Leaf Villa-Vintage Vibes Premium Room

Banana Leaf Villa-Vintage Vibes Premium Room
Orlovista
8.0 out of 10, Very Good, (4 reviews)
"This is the perfect getaway spot! Very accessible, quiet area. I will definitely be booking again."
United States
Keisha
The price is ￥15,137
￥20,049 total
includes taxes & fees
Mar 10 - Mar 11
Banana Leaf Villa-Vintage Vibes Premium Room
Front of property

Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (241 reviews)
"Quaint, clean, and close to evt."
United States
Robert
The price is ￥36,654
￥40,686 total
includes taxes & fees
Mar 16 - Mar 17
Mount Dora Historic Inn
Outdoor pool

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
6.4 out of 10, (7 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 ￥6,881
￥18,437 total
includes taxes & fees
Apr 3 - Apr 4
Hotel Styled Bedrooms in a Villa
Smart TV

3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends

3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends
Clermont
The price is ￥22,346
￥45,785 total
includes taxes & fees
Mar 4 - Mar 5
3-Bedroom House with Fire Pit, Volleyball & Tree nature’s for family and friends
TV, offices

Banana Leaf Villa-Marley Suite with Living Room

Banana Leaf Villa-Marley Suite with Living Room
Orlovista
The price is ￥13,576
￥18,303 total
includes taxes & fees
Mar 10 - Mar 11
Banana Leaf Villa-Marley Suite with Living Room
Outdoor pool

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
2.0 out of 10, (1 review)
"Not to clean or to friendly "
United States
Tier
The price is ￥8,427
￥20,192 total
includes taxes & fees
Apr 3 - Apr 4
The Gathering Place
Exterior

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
2.8 out of 10, (3 reviews)
"Uncleanliness "
United States
Gina
The price is ￥8,896
￥18,703 total
includes taxes & fees
Mar 4 - Mar 5
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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"A wonderful clean affordable hotel next to Disney Springs "
Jessi 2-night trip
Posted 8 hours ago
Rosen Inn Lake Buena Vista

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
664
Accommodation
32 B&B
Lowest Price
￥18,303
Highest Price
￥101,370

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: Heron Cay Lakeview Bed & Breakfast Inn: 8 rooms. 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. Situated 16.6 mi (26.7 km) from the heart of Winter Garden. 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 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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