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Compare 8 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, 274 reviews
"Great area and unique property. Family suites are great value."
The price is $139
$157 total
includes taxes & fees
Jul 1 - Jul 2
Edgewater Hotel
Room near UCF. One or two guests. Pet friendly.
Property grounds
Room near UCF. One or two guests. Pet friendly.
10.0 out of 10, Exceptional, 8 reviews
"Room was everything i anticipated. Host was helpful"
The price is $77
$107 total
includes taxes & fees
Jun 4 - Jun 5
Room near UCF. One or two guests. Pet friendly.
The Tiny Cottage in The Springs
Design Room | Living area | Smart TV
The Tiny Cottage in The Springs
4.0 star property
9.8 out of 10, Exceptional, 26 reviews
"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 $178
$224 total
includes taxes & fees
Jun 5 - Jun 6
The Tiny Cottage in The Springs
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Cozy private room with Lake view
Smart TV
Cozy private room with Lake view
The price is $100
$187 total
includes taxes & fees
Jun 4 - Jun 5
Cozy private room with Lake view
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
Property grounds
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
10.0 out of 10, Exceptional, 3 reviews
"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 $77
$107 total
includes taxes & fees
Jun 4 - Jun 5
Room by UCF. 1 or 2 guests. Small pet ok. Green Room.
Elliott House
Interior
Elliott House
3.5 star property
Elliott House
Less than an hour to the closest beaches
Fridge, microwave, oven, stovetop
Less than an hour to the closest beaches
Less than an hour to the closest beaches
Chilled Spot the perfect hide away.
Dining
Chilled Spot the perfect hide away.
10.0 out of 10, Exceptional, 1 review
"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

Avanti International Resort
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, 2,142 reviews
"Excelente and create attention and clear "
The price is $94
$123 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
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, 7,297 reviews
"Trash cans were little had to change often"
The price is $176
$224 total
includes taxes & fees
Jun 4 - Jun 5
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, 4,890 reviews
"Extremely convenient, clean room and grateful for the restaurant service till midnight."
The price is $209
$235 total
includes taxes & fees
Jun 4 - Jun 5
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
292
Accommodation
8 B&B
Lowest Price
$77
Highest Price
$178

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 of Winter Park hotels
Expedia verified reviews

Wyndham Garden Lake Buena Vista Disney Springs® Resort Area

Wyndham Garden Lake Buena Vista Disney Springs® Resort Area

5/5 Excellent
"Great place to stay! Park your car and enjoy everything around it. "
A verified traveler stayed at Wyndham Garden Lake Buena Vista Disney Springs® Resort Area
Posted 8 hours ago
Wyndham Garden Lake Buena Vista Disney Springs® Resort Area