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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select Osprey B&B

Suite Dreams Guesthouse aka Care Takeover Home
Terrace/patio

Suite Dreams Guesthouse aka Care Takeover Home

3.5 star property
10.0 out of 10, Exceptional, (23)
"The owners take wonderful care of the property, is secluded, family atmosphere: definitely would stays at them again."
Suite Dreams Guesthouse aka Care Takeover Home
Short term vacation rental, luxury B&B located 0.9 miles from Manasota Beach.
Outdoor pool, a heated pool

Short term vacation rental, luxury B&B located 0.9 miles from Manasota Beach.

9.0 out of 10, Wonderful, (2)
"We could not have found a more perfect location, property or host. Meggie and her family are so special. We were in town for our father’s funeral and they made sure we had everything we needed to get through this difficult weekend. They assisted us with planning family gatherings, provided us with a delicious breakfast each morning and so much more. And when things didn’t work out as planned, they were so gracious and helped make sure everything was perfect for our family. We definitely...
Short term vacation rental, luxury B&B located 0.9 miles from Manasota Beach.
The Sailor’s Cove: A cozy B&B where you can feel at home.
Fridge, microwave, oven, stovetop

The Sailor’s Cove: A cozy B&B where you can feel at home.

The Sailor’s Cove: A cozy B&B where you can feel at home.
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 Osprey Hotel Reviews

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"The staff accommodated my needs and made our anniversary trip a success! Very friendly and hard working staff!"
Jason 6-night trip
Posted 9 hours ago
Embassy Suites by Hilton Sarasota, FL

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Osprey?
Prices for B&Bs in Osprey often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Osprey B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Osprey?
The best time to book a B&B in Osprey is during the peak season from February to April, when the area comes alive with outdoor enthusiasts eager to savour the beauty of the region. This is a wonderful time for those who enjoy hiking, birdwatching, or simply soaking in the stunning coastal views, as the weather is pleasantly mild, typically hovering around the low teens Celsius.

March stands out as the most popular month, offering a vibrant atmosphere with various local events and activities. Visitors can explore the picturesque trails of nearby parks or embark on boat tours to witness the abundant wildlife that thrives along the coastline. With blooming wildflowers and comfortable temperatures, outdoor activities such as kayaking and cycling become particularly inviting.

If you're looking for a more budget-friendly option, consider visiting in October. This month also boasts its own charm, with fewer tourists and the chance to enjoy the breathtaking autumn foliage. The tranquil environment allows for peaceful walks along the shore, and you might even catch a glimpse of migratory birds.
What is the difference between a Osprey Bed and Breakfast and a hotel?
Every Osprey B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Osprey B&Bs.