Search B&B in Winter Park

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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

Edgewater Hotel
City view from property

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (298)
"This was a great surprise! Amazing hotel/bed & breakfast, charming town! So much fun! The staff whe t above and beyond!"
The price is SAR 480
SAR 540 total
includes taxes & fees
3 Apr - 4 Apr
Edgewater Hotel
The Tiny Cottage in The Springs
Design Room | Living area | 40-inch Smart TV with digital channels, TV

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
25 Mar - 26 Mar
The Tiny Cottage in The Springs
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
Student room near UCF. 1200/month or 75+ site fees.
Miscellaneous

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!!"
The price is SAR 263
SAR 370 total
includes taxes & fees
23 Mar - 24 Mar
Student room near UCF. 1200/month or 75+ site fees.
Chilled Spot the perfect hide away.
Interior

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (3)
"The place was nicely decorated, great kitchen. Only 5 places to sit but we had 2 staying and 2 visitors so it was ok. Back yard is pretty small but good enough although the sofa is in front of the back door, so some maneuvering was required."
Chilled Spot the perfect hide away.
Oakland Manor House
Porch

Oakland Manor House

2.0 star property
The price is SAR 2,344
SAR 2,637 total
includes taxes & fees
24 Mar - 25 Mar
Oakland Manor House
Elliott House
Interior

Elliott House

3.5 star property
Elliott 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.
Don't see what you're looking for?
See all available properties in Winter Park
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Park

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, (8458)
"Everything was great"
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1833)
"Convenient location to airport."
The price is SAR 745
SAR 936 total
includes taxes & fees
27 Mar - 28 Mar
Florida Hotel & Conference Center in the Florida Mall
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11275)
"I liked that it wasn't overly crowded and the rooms were very spacisous and clean. I liked the proximity to parks. I wish there would have been more than one dining option alhough for a pool bar they had nice options"
The price is SAR 634
SAR 861 total
includes taxes & fees
23 Mar - 24 Mar
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, Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art 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.: 6.5 mi (10.5 km) from the heart of downtown. Chilled Spot the perfect hide away.: Located 9.5 mi (15.3 km) from the core of Winter Park.
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, Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art are spots to check out. You might put Winter Park Village and Casa Feliz Historic Home Museum 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.