A two-story house with a balcony, surrounded by lush greenery and trees.

Find a Bed and Breakfast in Winter Park from CA $204

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

Our top choices for Winter Park bed & breakfast

Design Room | Living area

1. 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 CA $223
CA $1,016 total
includes taxes & fees
Aug 13 - Aug 14
The Tiny Cottage in The Springs
Bar (on property)

2. Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood

Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood
Orlando
The price is CA $157
CA $204 total
includes taxes & fees
Aug 16 - Aug 17
Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood
Interior

3. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
The price is CA $179
CA $509 total
includes taxes & fees
Sep 6 - Sep 7
Cozy 1-bedroom with AC in awesome Winter Garden
Exterior

4. Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is CA $790
CA $1,304 total
includes taxes & fees
Aug 31 - Sep 1
Oakland Manor House
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 Park Hotel Reviews

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

8/10 Good
"My first night I encountered a roach climbing across my headboard. I did not see any more the rest of my stay. The floors of the shower were a bit dingy. And if the shower handles were not turned toward the wall, the water leaked out all over the floor. Overall, this was a pretty decent stay. I was able to walk to attractions and it was within close driving distance of my main reason for coming to Orlando. I would definitely book this hotel again."
Antoinette 2-night trip
Posted 1 hour ago
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Find out more about Winter Park

Winter Park B&B information

Number of reviews
26
Accommodation
3 B&B
Lowest Price
CA $204
Highest Price
CA $1,304

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Winter Park?
Prices for B&Bs in Winter Park often vary, but you can find a great deal from CA $204 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winter Park B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Winter Park Bed and Breakfast and a hotel?
Every Winter Park B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winter Park B&Bs.

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