Search Boutique Hotels in Osprey

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Boutique Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Osprey Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

Outdoor dining
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 star property
Osprey
8.6 out of 10, Excellent, (1099)
"Nice little get away spot, rooms are comfy and clean!"
United States
Busisiwe
The price is 4.822.159 ₫
5.448.855 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Casey Key Resorts - Mainland
Lobby sitting area
Kompose Boutique Hotel

Kompose Boutique Hotel

3.0 star property
Sarasota
9.2 out of 10, Wonderful, (4741)
"So conveniently located next to airport with the added bonus of being a super nice hotel with bar and dining. "
United States
Lisa
Kompose Boutique Hotel
Premium Studio, 2 Queen Beds, Non Smoking, Refrigerator (Microwave) | Premium bedding, laptop workspace, iron/ironing board, free WiFi
Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

2.5 star property
Bradenton
9.0 out of 10, Wonderful, (342)
"This place was clean and the staff was very friendly. I would stay here again. "
United States
Stacy
The price is 2.348.858 ₫
2.654.428 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Extended Stay America Premier Suites - Bradenton
View from property
Inn at the Beach

Inn at the Beach

3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1019)
"Clean room, so close to the beach, good breakfast included"
United States
Christine
The price is 3.303.534 ₫
4.418.221 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Inn at the Beach
Free WiFi, bed sheets
Motel 6 Venice, FL

Motel 6 Venice, FL

2.0 star property
Gateway
8.4 out of 10, Very good, (353)
"The room was clean and the staff was friendly. "
United States
Fred
The price is 1.542.089 ₫
1.788.602 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Motel 6 Venice, FL
Courtyard
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

2.0 star property
Venice Island
7.6 out of 10, Good, (1011)
"Beautiful rooms clean, friendly staff. Great place to stay all around. "
United States
Stephanie
The price is 1.555.535 ₫
1.835.531 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2 outdoor pools, a heated pool
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1015)
"This place was wonderful, clean "
United States
Alan
The price is 1.205.851 ₫
2.703.271 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Siesta Key Palms Resort
Exterior
Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG

2.5 star property
Sarasota
7.8 out of 10, Good, (1019)
"Great stay "
United States
Kristina
The price is 2.126.074 ₫
2.402.464 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express Sarasota East - I-75 by IHG
Terrace/patio
Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

2.5 star property
North Port
9.4 out of 10, Exceptional, (593)
"Awesome and friendly staff especially the bartender on duty Nov 12th "
United States
Antoinette
The price is 3.564.548 ₫
4.027.939 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn & Suites North Port
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

Explore a world of travel with Expedia

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, Oscar Scherer State Park and Turtle Beach. You might also want to see places such as Lido Beach, Historic Spanish Point and Sarasota Opera House 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.