Search B&B in Winter Springs

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Winter Springs bed & breakfast

Design Room | Living area | 40-inch Smart TV with digital channels, TV
The Tiny Cottage in The Springs

The Tiny Cottage in The Springs

4.0 star property
Altamonte Springs
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."
United States
Anastasia
The price is SAR 600
SAR 2,548 total
includes taxes & fees
9 Jan - 10 January 2026
The Tiny Cottage in The Springs
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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Top Winter Springs Hotel Reviews

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"The room was ready early. I was grateful. Also their shuttle started at 4am. I had a 6am flight. They left timely. The morning guy at the front desk was an ass. He was not friendly at all. He was a germ a fobe. The attendant on duty when I check in was great. "
Becky 1-night trip
Posted 1 day ago
Ramada by Wyndham Suites Orlando Airport

Frequently asked questions

Searching for B&Bs in Winter Springs?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're a solo traveler hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers. While you're here, you can get to know Winter Springs by exploring its natural beauty. Consider a stop by Boombah-Soldiers Creek Park and Spring Hammock Preserve.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs offer a unique setting.
What are the top B&Bs in Winter Springs?
Here is a B&B that guests like in the area: The Tiny Cottage in The Springs: 2 rooms. 3.3 mi (5.3 km) from the heart of Winter Springs. Enjoy the unique décor and fireplace in the lobby.
When is the best time to stay at a B&B in Winter Springs?
When you're dreaming of a getaway to Winter Springs, year-round temperatures and rainfall may be important factors to consider. 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 Springs are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What is there to do in Winter Springs?
Spend some time exploring Boombah-Soldiers Creek Park and Central Winds Park if you're hoping to see some of the area's natural features. You might put Lake Jesup and Spring Hammock Preserve on your list if you want to see more of the area.
How can I get to and around Winter Springs?
Mapping out your trip in and around Winter Springs is easy with these transportation options. Fly into Orlando Sanford Intl. Airport (SFB), which is located 6.6 mi (10.6 km) away from the city center. Otherwise, you can search for flights to Orlando Intl. Airport (MCO), which is 18.5 mi (29.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.