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

Search Boutique Hotels in Osprey

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Boutique Hotels

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, (1,255 reviews)
"loved out stay in that hotel"
United States
Ivy
The price is £78
includes taxes & fees
14 Dec - 15 Dec
Casey Key Resorts - Mainland
An aerial view of a beach with a large number of people, a clear blue sky, and a calm sea. There are buildings and palm trees visible in the foreground.

2. Charming Osprey Home

Charming Osprey Home
Bay Acres
10.0 out of 10, Exceptional, (2 reviews)
"We had a positive experience staying at Linda’s duplex in Osprey. Linda was a lovely host and even furnished us with beach chairs and a cabana . The place was spotless & location was convenient for us as we explored most of the Sarasota, Venice & Naples area. Highly recommended staying at this lovely duplex. "
United States
Diane S.
The price is £275
includes taxes & fees
15 Nov - 16 Nov
Charming Osprey Home
A beach with clear skies and calm waters.

3. Sunny Coastal Escape

Sunny Coastal Escape
Bay Acres
10.0 out of 10, Exceptional, (6 reviews)
"We were centerally located and had an easy drive to the beach and park. "
United States
Jennifer A.
The price is £319
includes taxes & fees
27 Nov - 28 Nov
Sunny Coastal Escape
A tented accommodation with a bed, pillows, a desk, and chairs.

4. 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)
The price is £274
includes taxes & fees
15 Dec - 16 Dec
Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
A tent with two chairs and a checkered mat in a forest.

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

Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
Sarasota
The price is £274
includes taxes & fees
15 Dec - 16 Dec
Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
A tent with two chairs and a welcome mat in front.

6. Charming Secluded Tented Cabin in Sarasota, Florida

Charming Secluded Tented Cabin in Sarasota, Florida
Sarasota
The price is £274
includes taxes & fees
15 Dec - 16 Dec
Charming Secluded Tented Cabin in Sarasota, Florida
A tented accommodation with a bed, pillows, a desk, and chairs.

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

Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
The price is £269
includes taxes & fees
15 Dec - 16 Dec
Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.

8. 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, (2,531 reviews)
"Will stay there again."
United States
kathryn
The price is £77
includes taxes & fees
9 Dec - 10 Dec
Spark by Hilton Sarasota Siesta Key Gateway
A modern lobby with a sofa, chairs, a desk, and a map mural on the wall.

9. 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, (634 reviews)
"Good breakfast and great location."
United States
Linda
The price is £86
includes taxes & fees
30 Nov - 1 Dec
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.

10. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,803 reviews)
"Nice location nice rooms friendly night staff"
United States
Jymieka
The price is £86
includes taxes & fees
29 Nov - 30 Nov
Comfort Suites Sarasota - 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.
View all properties

Top Osprey Hotel Reviews

Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"Beautiful, clean, modern art-deco Circus theme to celebrate Ringling Brothers. We loved it! It was really done well! Rooms were clean and comfortable, and the pool was gorgeous and relaxing! Only a 5-minute walk to Armand Circle. We took the shuttle over to their sister property and stayed on the beach one day. Loved all the velvet couches and chairs in the lobby as well. Great place, highly recommend!"
Stephanie 4-night trip
Posted less than an hour ago
Cirque St. Armands Beachside
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"Tiki bar and outside pool was great"
Jason 1-night trip
Posted 2 days ago
Casey Key Resorts - Mainland

Frequently asked questions

What's there to see and do in Osprey?
The beaches, bars and shopping are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Osprey include Siesta Key Beach, Turtle Beach and Nokomis Beach. You might also want to see places such as Lido Beach, Sarasota Opera House and John and Mable Ringling Museum of Art during your trip.
What kind of weather should I plan for when I travel to Osprey?
Having a good idea of the weather in Osprey will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Osprey is 1126 mm.
What's the best way to get to my boutique hotel in Osprey?
You have a few options for travelling to and around Osprey. The closest major airport is Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is located 13.8 mi (22.2 km) 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.

Explore a world of travel with Expedia