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Compare 7 B&B in Winter Park with updated reviews, rates, and availability.

Edgewater Hotel
Exterior

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (288)
"Wonderful staff and the hotel is charming "
The price is AED 521
AED 586 total
includes taxes & fees
12 Jan - 13 January 2025
Edgewater Hotel
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 AED 413
AED 2,299 total
includes taxes & fees
5 Jan - 6 January 2025
The Tiny Cottage in The Springs
Student room near UCF. 1200/month or 75+ site fees.
Room

Student room near UCF. 1200/month or 75+ site fees.

10.0 out of 10, Exceptional, (9)
"very communicative. very clean. enjoyable great stay! 10/10 recommend! convient safe location. he was great and so very nice!!"
Student room near UCF. 1200/month or 75+ site fees.
Chilled Spot the perfect hide away.
Front of the home

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (2)
"We had a great time and the home was perfect for my family !!! Highly recommend!"
Chilled Spot the perfect hide away.
Luxury Home Near Disney sleep 20
Exterior

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
Elliott House
Room

Elliott House

3.5 star property
Elliott House
Less than an hour to the closest beaches
Private kitchen

Less than an hour to the closest beaches

Less than an hour to the closest beaches
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 Park

Lake Buena Vista Resort Village & Spa
Outdoor pool

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8215)
"I really want to give 5 stars but the when you walk off the elevator to go to the apartment there is an overwhelming musty smell. Then when we were in our apartment the smell was so bad, we got there at 3:30am and I had been driving over 12 hours so at that point I just wanted to sleep and worry about it tomorrow. We bought airfresher the next day, it’s not like we planned to be in the room often, and decided to just deal with it. The couch and the dining chairs really need to be replaced. ...
The price is AED 716
AED 914 total
includes taxes & fees
23 Dec - 24 Dec
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (638)
"Had a pleasant stay. Customer service was top notch and the breakfast was table service and included with your stay. Very nice surprise. Spacious rooms and large bed. Very nice decor inside. Quiet and neat. Would recommend staying here and is on our list of visit again. Thank you. "
The price is AED 281
AED 316 total
includes taxes & fees
12 Jan - 13 January 2025
The View Studio Suites and Event Venue
Floridays Resort Orlando
Outdoor pool

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11119)
"It’s always nice to stay here . Clean and close to everything "
The price is AED 691
AED 901 total
includes taxes & fees
23 Dec - 24 Dec
Floridays Resort Orlando
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 Park?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast may be the perfect thing for your trip to Winter Park. If museums are at the top of your list when you venture out to explore Winter Park, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens are worth a stop.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to interact with the owner, and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Winter Park?
Here are some well-liked B&Bs in the area: Edgewater Hotel: 15 rooms. 15.2 mi (24.4 km) from the heart of Winter Park. Enjoy the free cooked breakfast and deli. The Tiny Cottage in The Springs: 2 rooms. 5.3 mi (8.6 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Student room near UCF. 1200/month or 75+ site fees.: Situated 6.5 mi (10.5 km) from the heart of Winter Park. Chilled Spot the perfect hide away.: 9.5 mi (15.3 km) from the heart of downtown.
When is the best time to book my B&B in Winter Park?
When you’re planning your escape to Winter Park, be sure to take into account the year-round temperatures. The hottest months are usually July and August 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 Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What is there to do in Winter Park?
Travelers enjoy Winter Park for its restaurants and shopping. If cultural attractions are high on your list, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens are spots to check out. You might put Winter Park Village and Winter Park Country Club on your list if you want to see more of the area.
How can I get to and around Winter Park?
Mapping out your trip in and around Winter Park is easy with these transportation options. Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) away from the heart of the city. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. If you’d like to explore around the area, you may want a rental car for your journey.