A marina with docked boats, a wooden bridge, and a building with a red roof.

Book Osprey Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

A pathway flanked by palm trees and a building with a covered patio area.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,259 reviews)
"Overall thoroughly enjoyed our 2day stay Hotel is looking a little tired, but pool and tiki bar are excellent. Staff very helpful and friendly. Rooms are clean and comfortable."
United States
Ronald
$102 nightly
The price is $115
Oct 1 - Oct 2
Total with taxes and fees
Casey Key Resorts - Mainland
A tented room with bunk beds, a central table, and a patterned rug.

2. Fantastic Tented Cabin with Fire Pit in Sarasota, Florida

Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
10.0 out of 10, Exceptional, (1 review)
$328 nightly
The price is $365
Oct 1 - Oct 2
Total with taxes and fees
Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
A tent with two chairs and a welcome mat in front.

3. Charming Secluded Tented Cabin in Sarasota, Florida

Charming Secluded Tented Cabin in Sarasota, Florida
Sarasota
$328 nightly
The price is $365
Oct 1 - Oct 2
Total with taxes and fees
Charming Secluded Tented Cabin in Sarasota, Florida
A grill with a stick over it, a tent, and two chairs in the background.

4. Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida

Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
$328 nightly
The price is $365
Oct 1 - Oct 2
Total with taxes and fees
Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
A tent with a wooden platform, surrounded by trees and gravel.

5. Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida

Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
Sarasota
$328 nightly
The price is $365
Oct 1 - Oct 2
Total with taxes and fees
Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
A swimming pool with a 3 ft 3 in depth marker, surrounded by lounge chairs and a covered seating area with a view of the water.

6. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (364 reviews)
"Turtle beach resort, was the perfect mix of quiet and relaxation. Definitely will add this to my list of frequent trips.."
United States
Melanie Anne
$267 nightly
The price is $298
Oct 15 - Oct 16
Total with taxes and fees
Turtle Beach Resort
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.

7. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.2 out of 10, Very good, (2,455 reviews)
"Light breakfast,nice location"
United States
Jose
$97 nightly
The price is $110
Oct 1 - Oct 2
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

8. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.4 out of 10, Exceptional, (603 reviews)
"Hotel was close to all the beaches. Hotel was clean. Service was good. Breakfast was a good also."
United States
Leonard Jay
$97 nightly
The price is $110
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
An outdoor seating area with wicker furniture, a glass-top table, and a view of a lake and fountain.

9. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,795 reviews)
"Nice location nice rooms friendly night staff"
United States
Jymieka
$97 nightly
The price is $110
Oct 7 - Oct 8
Total with taxes and fees
Comfort Suites Sarasota - Siesta Key
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.

10. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (309 reviews)
"Beautiful location amazing staff. Best stay on Casey Keys"
United States
Melissa
$146 nightly
The price is $165
Oct 7 - Oct 8
Total with taxes and fees
Escape Coastal Resort on Casey Key
A beach with white lounge chairs and striped umbrellas.

11. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,007 reviews)
"Great place to stay and enjoy a relaxing vacation."
United States
Engelson
$149 nightly
The price is $169
Oct 4 - Oct 5
Total with taxes and fees
Casey Key Resorts - Beachfront
A covered outdoor area with a pool, lounge chairs, and a wooden deck.

12. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.4 out of 10, Exceptional, (1,000 reviews)
"Great stay for our anniversary will stay here again"
United States
Jonathan
$100 nightly
The price is $113
Oct 7 - Oct 8
Total with taxes and fees
Siesta Key Palms Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.

13. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,929 reviews)
"Amazing resort,"
United States
kurt
$158 nightly
The price is $179
Oct 4 - Oct 5
Total with taxes and fees
Tropical Beach Resorts
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.

14. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean, nice staff. Would stay again"
United States
Donna
$118 nightly
The price is $134
Oct 7 - Oct 8
Total with taxes and fees
Hampton Inn & Suites Venice Bayside South Sarasota
A spacious lobby with a reception desk, seating area, and large windows.

15. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.8 out of 10, (730 reviews)
"Rooms are clean and updated. Bed was wonderful. Staff are respectful and friendly."
United States
crystal
$62 nightly
The price is $70
Oct 1 - Oct 2
Total with taxes and fees
Days Inn by Wyndham Sarasota I-75
A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".

16. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
9.2 out of 10, Wonderful, (958 reviews)
"Love this place, the staff was so micr all entire stay and the rooms are very clean ."
United States
nathali
$130 nightly
The price is $147
Oct 18 - Oct 19
Total with taxes and fees
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.

17. Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,079 reviews)
"Lovely room, friendly staff, continental breakfast was a nice surprise."
United States
Karen
$175 nightly
The price is $198
Oct 14 - Oct 15
Total with taxes and fees
Inn at the Beach
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.

18. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.2 out of 10, Very good, (1,003 reviews)
"Great location, friendly host, clean and very comfortable beds. I would definitely be booking this property again."
United States
CARLOS
$76 nightly
The price is $86
Oct 27 - Oct 28
Total with taxes and fees
Holiday Inn Express Sarasota East - I-75 by IHG
A hotel room with a large bed, bedside tables with lamps, a chair, and a window with a view of the outside.

19. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.6 out of 10, Good, (1,001 reviews)
"I was happy if your looking for a good price hotel I’d go here"
United States
Tanner
$63 nightly
The price is $71
Oct 7 - Oct 8
Total with taxes and fees
Quality Inn - Near Serenoa Golf Club
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

20. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,000 reviews)
"Great breakfast and very nice staff"
United States
Nicholas
$78 nightly
The price is $88
Oct 8 - Oct 9
Total with taxes and fees
Best Western Plus Ambassador Suites Venice
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osprey Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"There was a water leak in front of the window"
Cindy 3-night trip
Posted 4 hours ago
The Westin Sarasota

Find out more about Osprey

Osprey B&B information

Number of reviews
13,165
Accommodation
1 B&B
Lowest Price
$70
Highest Price
$365

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Osprey?
Prices for B&Bs in Osprey often vary, but you can find a great deal from $70 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.
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.

Explore a world of travel with Expedia