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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 3 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, (20)
"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.
Aerial view

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.
Food and drink

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
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4577)
"A little solo trip down to Siesta key with no plans. Stumbled on this beautiful place and couldn’t be more please. In a place where everything is so expensive this was a reasonable gem. Highly recommend this place 10 out of 10."
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2096)
"Spacious updated suite in a good location. Friendly staff. Highly recommended!"
The price is AED 868
AED 981 total
includes taxes & fees
11 Mar - 12 Mar
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is AED 980
AED 1,481 total
includes taxes & fees
13 Mar - 14 Mar
The Ringling Beach House
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 Turtle Beach and Nokomis Beach if you’re hoping to see some of the area’s natural features. You might put Oscar Scherer State Park and Jim Neville Marine Preserve 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.