Search B&B in Winter Park

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 6 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, (306)
"Nice place , good breakfast"
The price is AED 483
AED 543 total
includes taxes & fees
9 Jun - 10 Jun
Edgewater Hotel
Oakland Manor House
Porch

Oakland Manor House

3.0 star property
The price is AED 2,020
AED 3,367 total
includes taxes & fees
5 Jun - 6 Jun
Oakland Manor House
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)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
The price is AED 587
AED 2,494 total
includes taxes & fees
15 Jun - 16 Jun
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
Chilled Spot the perfect hide away.
Interior

Chilled Spot the perfect hide away.

10.0 out of 10, Exceptional, (3)
"We had a great time and the home was perfect for my family !!! Highly recommend!"
Chilled Spot the perfect hide away.
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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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. Oakland Manor House: 5 rooms. 17.7 mi (28.5 km) from the downtown core. The Tiny Cottage in The Springs: 2 rooms. Situated 5.3 mi (8.6 km) from the heart of Winter Park. Enjoy the unique décor and fireplace in the lobby. Room in UCF area. Stay with Hugo and Marli, 68/ngt or 1.100/ monthly.: Located 6.5 mi (10.5 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, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens are spots to check out. You might put Winter Park Village and Morse Museum of American Art 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.