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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 14 B&B in Winter Garden with updated reviews, rates, and availability.

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (118)
"The owners are extremely nice and very helpful. The bed in our room (Dancing Horses) was less than average due to the air pump not keeping the mattress comfortable. The breakfast was very good. "
The price is SAR 587
SAR 666 total
includes taxes & fees
29 Apr - 30 Apr
Kapp and Kappy B&B
Edgewater Hotel
Porch

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (304)
"I was able to walk up and down stairs but to have to call when you need elevator is a hassle."
The price is SAR 534
SAR 601 total
includes taxes & fees
12 May - 13 May
Edgewater Hotel
Heron Cay Lakeview Bed & Breakfast Inn
Outdoor pool, sun loungers

Heron Cay Lakeview Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (143)
"I would definitely recommend staying at heron cay. Had a wonderful experience for my first time at a bed and breakfast."
The price is SAR 750
SAR 833 total
includes taxes & fees
29 Apr - 30 Apr
Heron Cay Lakeview Bed & Breakfast Inn
Hotel Styled Bedrooms in a Villa
Outdoor pool

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"I didn’t know it was a house being shared by like 6 other tenants and parking was a pain"
The price is SAR 165
SAR 443 total
includes taxes & fees
11 May - 12 May
Hotel Styled Bedrooms in a Villa
Adora Inn
Front of property

Adora Inn

3.5 star property
9.8 out of 10, Exceptional, (71)
"Such a lovely get away. Thank you"
The price is SAR 839
SAR 1,024 total
includes taxes & fees
29 Apr - 30 Apr
Adora Inn
The Tiny Cottage in The Springs
Exterior

The Tiny Cottage in The Springs

4.0 star property
9.8 out of 10, Exceptional, (26)
"There are actually so many nice things to say about this place. The host is super kind and always available. The place is beautifully decorated with everything you might need even an iron hair dryer. I am very sensitive to scented items and there are no harsh chemicals or scents. Even the soaps and lotions she provides are not overly scented. I was surprised to learn there was a cleaning fee but it’s only $25 which seems fair. Your stay here will inspire you to consider building your own tiny...
The price is SAR 566
SAR 2,510 total
includes taxes & fees
29 Apr - 30 Apr
The Tiny Cottage in The Springs
Mount Dora Historic Inn
Front of property

Mount Dora Historic Inn

2.5 star property
9.6 out of 10, Exceptional, (222)
"Everyone is extremely pleasant and accommodating. Will be back for sure !"
The price is SAR 781
SAR 867 total
includes taxes & fees
6 May - 7 May
Mount Dora Historic Inn
Luxury Home Near Disney sleep 20
Outdoor pool, a heated pool

Luxury Home Near Disney sleep 20

10.0 out of 10, Exceptional, (1)
"We all enjoyed the space & comfort of the house. Beds and linens were very comfortable with plenty of seating area for a large group. Neighborhood was very quiet and pool area was great for relaxing in the evenings when the sun went down. Our golfers loved the four golf courses near by. Owner was readily available (though we had no issues). We were enjoying spending time with our family so didn’t really make use of the movie room or the huge TV. Recommended for large groups."
Luxury Home Near Disney sleep 20
Grandview B&B Mount Dora
Property amenity

Grandview B&B Mount Dora

3.5 star property
10.0 out of 10, Exceptional, (47)
"We enjoyed our visit to Mount Dora. The property was lovely with plenty of parking. It was easy to walk to Main Street for dinner and shopping and right near the park where Cycle Mount Dora takes place. Gwendolyn was a wonderful hostess always checking on us to make sure we had everything we needed. Thank you for a wonderful stay. "
Grandview B&B Mount Dora
🛏️ Charming bedroom in pleasant Haines City with WiFi, AC
1 bedroom, iron/ironing board, WiFi, bed sheets

🛏️ Charming bedroom in pleasant Haines City with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a pleasant stay. Everything was clean and organized. Host had excellent communication. "
🛏️ Charming bedroom in pleasant Haines City with WiFi, AC
Oakland Manor House
Exterior

Oakland Manor House

2.0 star property
The price is SAR 2,345
SAR 2,638 total
includes taxes & fees
29 Apr - 30 Apr
Oakland Manor House
Magnolia Inn Bed & Breakfast
Terrace/patio

Magnolia Inn Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (83)
"We had a wonderful time. The inn is very impressive, clean and well appointed. The owner made us feel at home and was an excellent host. He made the best breakfasts! Absolutely delicious."
Magnolia Inn Bed & Breakfast
Disney Vacation Home
Living area

Disney Vacation Home

Disney Vacation Home
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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Other property types in Winter Garden

Vacation Village at Parkway
Exterior

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2005)
"Very family vibe, highly recommend "
The price is SAR 277
SAR 378 total
includes taxes & fees
4 May - 5 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8635)
"Pool area is nice. Location is amazing. Linnens are clean and nice But everything in room is old and lots of dust/ dirty Beds are old I stayed there around 15 years ago and nothing changed in the rooms "
The price is SAR 554
SAR 734 total
includes taxes & fees
29 Apr - 30 Apr
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5386)
"Great area and many pool options and playgrounds for small kids"
The price is SAR 456
SAR 631 total
includes taxes & fees
12 May - 13 May
Summer Bay Orlando by Exploria Resorts
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.

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 B&Bs to check out in Winter Garden: Edgewater Hotel: 15 rooms. Enjoy the free cooked breakfast and deli. Oakland Manor House: 5 rooms.
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.