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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Winter Garden bed & breakfast

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (126)
"Friendly host. Felt like home. "
Canada
Gordon
The price is AED 685
AED 778 total
includes taxes & fees
15 Jan - 16 Jan
Kapp and Kappy B&B
Design Room | Living area | 40-inch Smart TV with digital channels, TV
The Tiny Cottage in The Springs

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)
"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 AED 555
AED 2,458 total
includes taxes & fees
18 Jan - 19 Jan
The Tiny Cottage in The Springs
Front of property - evening/night
Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (157)
"Very clean and welcoming environment. The host was extremely welcoming and accommodating with a delicious breakfast! Within walking distance to downtown too. I would return if vacationing in the area."
United States
Ed
The price is AED 753
AED 836 total
includes taxes & fees
8 Jan - 9 Jan
Heron Cay Lakeview Bed & Breakfast Inn
Front of property
Adora Inn

Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (90)
"Loved our 2-nite stay at Adora. John and Arthur were exceptional hosts and a great source of local recommendations. Room Treetop was spacious bright and super clean. Big soaking tub was a special treat. And the best part was starting each morning w John’s phenomenal gourmet breakfasts! "
United States
patricia
The price is AED 804
AED 982 total
includes taxes & fees
3 Feb - 4 Feb
Adora Inn
Front of property
Mount Dora Historic Inn

Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (237)
"Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating."
United States
Bradford
The price is AED 1,001
AED 1,111 total
includes taxes & fees
15 Jan - 16 Jan
Mount Dora Historic Inn
Outdoor pool
Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
6.0 out of 10, (6)
"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 AED 158
AED 429 total
includes taxes & fees
8 Jan - 9 Jan
Hotel Styled Bedrooms in a Villa
Outdoor pool
The Gathering Place

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
2.0 out of 10, (1)
"Not to clean or to friendly "
United States
Tier
The price is AED 179
AED 453 total
includes taxes & fees
8 Jan - 9 Jan
The Gathering Place
Exterior
Styled Bedrooms in a Resort

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
3.0 out of 10, (2)
"Uncleanliness "
United States
Gina
The price is AED 220
AED 453 total
includes taxes & fees
21 Jan - 22 Jan
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

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.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 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?
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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