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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare B&B in Osprey with updated reviews, rates, and availability.

Suite Dreams Guesthouse aka Care Takeover Home
Front of property

Suite Dreams Guesthouse aka Care Takeover Home

3.5 star property
10.0 out of 10, Exceptional, (17)
"I found a real gem with this beautiful BnB. The hosts were so gracious and went out of their way to make me feel comfortable and welcome. Every morning started with a beautiful breakfast buffet with lots of delicious goodies, they even made homemade fruit juice. Everything was impeccably clean and every detail attendant to with style. Really nice people and really nice place. "
Suite Dreams Guesthouse aka Care Takeover Home
Short term vacation rental, luxury B&B located 0.9 miles from Manasota Beach.
Exterior

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

10.0 out of 10, Exceptional, (1)
"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.
Room

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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Other property types in Osprey

Tropical Beach Resorts
Outdoor pool

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4544)
"This property sustained significant damage from the hurricanes but they are expeditiously making all necessary repairs and improvements. The property is probably absolutely beautiful when the foliage and landscaping is in tact. The pathway from our specialty sun deck second-floor unit was a quick super short walk to the magnificent beach. On-site, office staff is very, very friendly and accommodating. The studio was adorable and tastefully decorated ~ appeared to be new and excellent condition....
The price is AED 940
AED 1,145 total
includes taxes & fees
5 Feb - 6 Feb
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (226)
"I booked at the resort because we wanted a 2 1/2 bath unit. Unfortunately we got a 3 bedroom / 2 bath unit. I also wanted to trade up my unit to a2 bedroom ocean front because the resort was showing availability and management denied me the opportunity to pay for the upgrade. "
The price is AED 2,997
AED 3,573 total
includes taxes & fees
19 Feb - 20 Feb
The Residences at Siesta Key Beach by Hyatt Vacation Club
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2090)
"Perfect spot for a quick trip"
The price is AED 889
AED 1,005 total
includes taxes & fees
3 Feb - 4 Feb
Hibiscus Suites - Gateway to Siesta Key
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.

Frequently asked questions

Searching for B&Bs in Osprey?
If you’re looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be the perfect alternative for your trip. During your time in Osprey, you might want to spend some time strolling along the water at Turtle Beach and Nokomis Beach.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs all have a unique environment.
What are the top B&Bs in Osprey?
Below is a B&B in the surrounding area: Suite Dreams Guesthouse aka Care Takeover Home: 5 rooms. 14.1 mi (22.6 km) from the heart of Osprey. Enjoy the free buffet breakfast and outdoor swimming pool.
What's the best time of year to stay at a B&B in Osprey?
When you’re dreaming of a trip to Osprey, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What is there to do in Osprey?
If you enjoy experiencing a new place through your taste buds, you’ll be sure to enjoy Osprey for its bar scene and array of dining options. Spend some time exploring Oscar Scherer State Park and Turtle Beach if you’re hoping to see some of the area’s natural features. You might put Nokomis Beach and Nancy’s Consignments on your list if you want to see more of the area.
How can I get to and around Osprey?
Planning your excursions in and around Osprey is easier with these transportation options. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) away from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.