Find a Bed and Breakfast in Winter Park from CA $105

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Browse Select Winter Park B&B

City view from property
Edgewater Hotel
2.5 star property
9.6 out of 10, Exceptional, (274)
"Great area and unique property. Family suites are great value."
The price is CA $190
CA $214 total
includes taxes & fees
Jun 11 - Jun 12
Edgewater Hotel
Design Room | Living area
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 CA $206
CA $265 total
includes taxes & fees
May 30 - May 31
The Tiny Cottage in The Springs
Property grounds
Room near UCF. One or two guests. Pet friendly.
10.0 out of 10, Exceptional, (8)
"Room was everything i anticipated. Host was helpful"
The price is CA $105
CA $146 total
includes taxes & fees
May 28 - May 29
Room near UCF. One or two guests. Pet friendly.
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Smart TV
Cozy private room with Lake view
The price is CA $137
CA $255 total
includes taxes & fees
May 28 - May 29
Cozy private room with Lake view
Property grounds
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
10.0 out of 10, Exceptional, (3)
"I had a wonderful time staying at the house for whole month. Hugo and his wife were wonderful people.Thank you for great hospitality."
The price is CA $105
CA $146 total
includes taxes & fees
May 28 - May 29
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
Interior
Elliott House
3.5 star property
Elliott House
Fridge, microwave, oven, stovetop
Less than an hour to the closest beaches
Less than an hour to the closest beaches
Exterior
Chilled Spot the perfect hide away.
10.0 out of 10, Exceptional, (1)
"Good place to.chill"
Chilled Spot the perfect hide away.
Don't see what you're looking for?
See all available properties in Winter Park
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.

Other property types in Winter Park

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, (7237)
"Shower water was not warm"
The price is CA $219
CA $282 total
includes taxes & fees
May 29 - May 30
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2105)
"Was a pleasure my stay at Avanti, close to everything, the most clean hotel that I stayed in Orlando so far. And the smell at the reception it’s wonderful ! Good job guys 👏👏👏👏👏"
The price is CA $103
CA $139 total
includes taxes & fees
May 29 - May 30
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4856)
"The location is the reason for the stay and was priceless to have the opportunity to stay there on a layover. "
The price is CA $258
CA $291 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
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.

Winter Park B&B information

Number of reviews
285
Accommodation
8 B&B
Lowest Price
CA $105
Highest Price
CA $206

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. Cozy private room with Lake view: Situated 11.8 mi (19 km) from the heart of Winter Park. Room near UCF. One or two guests. Pet friendly.: 6.5 mi (10.5 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 Lee Road Shopping Center 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.

Recent Reviews in Winter Park
Expedia verified reviews

Avanti International Resort

Avanti International Resort

5/5 Excellent
"Was a pleasure my stay at Avanti, close to everything, the most clean hotel that I stayed in Orlando so far. And the smell at the reception it’s wonderful ! Good job guys 👏👏👏👏👏"
A verified traveller stayed at Avanti International Resort
Posted 6 hours ago
Avanti International Resort