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Osprey Bed and Breakfast

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Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

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Free cancellation on select hotels and 24/7 support, so you can book with confidence

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Featured Bed and Breakfast in Osprey

Estimated price for 1 night / 2 adults
Tropical Jungle Tranquility
Tropical Jungle Tranquility
2.5 out of 5
Elm St, Englewood, FL

Tropical Jungle Tranquility: Pet-friendly bed & breakfast with free breakfast and free WiFi. Located in the suburbs.

No reviews
Tropical Jungle Tranquility
Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location
Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location
1322 N Tamiami Trail, Sarasota, FL
The price is AU$327 per night

Otto Ringling Suite - Large, 1 BR, 1 Private Bath in Great and Historic Location: Romantic bed & breakfast with a water park and WiFi. Located in the city ...

No reviews
Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location
Mable Ringling Loft: 1/1 With Kitchen 5 Mins. To Beach/downtown
Mable Ringling Loft: 1/1 With Kitchen 5 Mins. To Beach/downtown
1322 N Tamiami Trail, Sarasota, FL
The price is AU$354 per night

Mable Ringling Loft: 1/1 With Kitchen 5 Mins. To Beach/downtown: Romantic bed & breakfast with parking and concierge services. Located in the city centre.

No reviews
Mable Ringling Loft: 1/1 With Kitchen 5 Mins. To Beach/downtown
John Ringling Suite 2 BR, 2 BA, Kitchen: 5 Minutes To Beach & Downtown
John Ringling Suite 2 BR, 2 BA, Kitchen: 5 Minutes To Beach & Downtown
Sarasota, FL
The price is AU$518 per night
No reviews
John Ringling Suite 2 BR, 2 BA, Kitchen: 5 Minutes To Beach & Downtown
Historically Significant 1 BR, 1 Private BA Close to Everything
Historically Significant 1 BR, 1 Private BA Close to Everything
1322 N Tamiami Trail, Sarasota, FL
The price is AU$270 per night

Historically Significant 1 BR, 1 Private BA Close to Everything: Romantic bed & breakfast with parking and concierge services.

No reviews
Historically Significant 1 BR, 1 Private BA Close to Everything
Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach
Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach
1322 N Tamiami Trail, Sarasota, FL
The price is AU$288 per night

Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach: Bed & breakfast with 1 bathroom and 1 bedroom.

No reviews
Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach

Osprey B&B Accommodation

It’s time for a getaway—one that involves just you, your special someone, and a bottle of wine. You’ve done the resort thing, and the big, sprawling hotel thing. You’ve even gone boutique, and while that was much more your style, it didn’t quite nail it. We know what you’re looking for: a cosy experience from start to finish, personalised service, and plenty of private time. You need to book a bed & breakfast in Osprey, stat.

Osprey B&Bs are the opposite of a cookie-cutter experience. After all, you’re an individual (an awesome one, we might add) and you want to be treated like it. Good news: You don’t have to choose between the ample amenities of the luxury chain hotels and the sweet seclusion of a smaller place to stay. In a bed & breakfast, you can have both. What’s more romantic than that?

Your B and B stay will be especially sweet in Osprey. You’ll have a knowledgeable host who can give you all the insider tips on tours, restaurants, and local watering holes, and a great location that allows you to experience it all like a local. Not to mention waking up to the smells of a delicious, homemade breakfast—the most classic of B and B experiences. They might even bring it to your room, if you ask nicely.

You don’t have to ask us nicely in order to get the best deals on Osprey B&B accommodation, though. They’re already right in front of you; all you have to do is point and click your way to a dreamy holiday. We’ve got pet-friendly B&Bs, luxurious B&Bs, and more. All that’s missing is you.

Top Trending Hotels in Osprey

Estimated price for 1 night / 2 adults
Bentley's Boutique Hotel, BW Premier Collection
Bentley's Boutique Hotel, BW Premier Collection
3.5 out of 5
1660 South Tamiami Trail, Osprey, FL
The price is AU$110 per night

Situated in the historical district, this resort is 0.3 mi (0.5 km) from Oscar Scherer State Park, and within 3 mi (5 km) of Turtle Beach and Nokomis Beach. ...

5/5Exceptional! (1 review)
Bentley's Boutique Hotel, BW Premier Collection
Virage Hotel
Virage Hotel
3 out of 5
1650 South Tamiami Trail, Osprey, FL
The price is AU$122 per night

Situated in Osprey, this hotel is 0.3 mi (0.6 km) from Oscar Scherer State Park and within 3 miles (5 km) of Turtle Beach and Nokomis Beach. Historic Spanish ...

No reviews
Virage Hotel
337 COMFY  COZY PLACE
337 COMFY COZY PLACE
337 Bay Vista Ave, Osprey, FL
The price is AU$232 per night

Located in Bay Acres, this holiday home is 0.9 mi (1.5 km) from Historic Spanish Point and within 3 miles (5 km) of Turtle Beach and Nokomis Beach. Oscar Scherer ...

No reviews
337 COMFY COZY PLACE

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