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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Winter Garden bed & breakfast

Porch

1. 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 P9,509
P10,793 total
includes taxes & fees
Sep 21 - Sep 22
Kapp and Kappy B&B
Front of property - evening/night

2. Heron Cay Lakeview Bed & Breakfast Inn

Heron Cay Lakeview Bed & Breakfast Inn
3.5 star property
Mount Dora
9.4 out of 10, Exceptional, (175 reviews)
"Loved how old and quaint the property felt morning breakfast was outstanding"
United States
Keith
The price is P12,868
P14,283 total
includes taxes & fees
Oct 12 - Oct 13
Heron Cay Lakeview Bed & Breakfast Inn
Living area

3. 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 P8,363
P43,890 total
includes taxes & fees
Sep 21 - Sep 22
The Tiny Cottage in The Springs
Front of property

4. Adora Inn

Adora Inn
3.5 star property
Mount Dora
9.8 out of 10, Exceptional, (105 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 P13,050
P15,934 total
includes taxes & fees
Sep 21 - Sep 22
Adora Inn
Front of property

5. Mount Dora Historic Inn

Mount Dora Historic Inn
2.5 star property
Mount Dora
9.6 out of 10, Exceptional, (250 reviews)
"Clean room and great location!"
United States
Jeanie
The price is P12,541
P13,921 total
includes taxes & fees
Sep 21 - Sep 22
Mount Dora Historic Inn
Outdoor pool

6. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is P2,489
P7,099 total
includes taxes & fees
Sep 26 - Sep 27
Tempo Room Lodgings
Outdoor pool

7. 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 P1,695
P6,198 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Styled Bedrooms in a Villa
Outdoor pool

8. 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 P1,695
P6,198 total
includes taxes & fees
Sep 21 - Sep 22
The Gathering Place
Exterior

9. 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 P3,352
P7,269 total
includes taxes & fees
Sep 26 - Sep 27
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Amazing"
Edward 5-night trip
Posted 2 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Find out more about Winter Garden

Winter Garden B&B information

Number of reviews
316
Accommodation
11 B&B
Lowest Price
P6,198
Highest Price
P43,890

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.Heron Cay Lakeview Bed & Breakfast Inn: 8 rooms. 16.9 mi (27.1 km) from the downtown core. 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. 16.7 mi (26.8 km) from the heart of downtown. 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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