Find Boutique Hotels in Osprey, FL

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Boutique Hotels

Next weekend
In two weeks
No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1120)
"Great place for our family to stay! "
United States
Jordan
The price is NT$4,414
NT$4,988 total
includes taxes & fees
Dec 28 - Dec 29
Casey Key Resorts - Mainland

Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton
2.5 star property
Bradenton
9.0 out of 10, Wonderful, (385)
"Clean and just what we needed for a quick stay"
United States
Golan
The price is NT$2,518
NT$2,846 total
includes taxes & fees
Dec 28 - Dec 29
Extended Stay America Premier Suites - Bradenton

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2167)
"Great Place To Stay!"
United States
Pete
Golden Host Resort - Sarasota

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, (1004)
"Very clean & the staff are super nice 😊 "
United States
Jean
The price is NT$2,169
NT$2,559 total
includes taxes & fees
Dec 30 - Dec 31
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1002)
"The room was spotless and the staff were terrific."
United States
Lorraine
The price is NT$3,984
NT$4,502 total
includes taxes & fees
Jan 12 - 2026/1/13
Best Western Plus Ambassador Suites Venice

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1004)
"Very nice employees, great continental breakfast and very close to everything "
United States
Joseph
The price is NT$5,256
NT$6,756 total
includes taxes & fees
Jan 5 - 2026/1/6
Inn at the Beach

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
Gateway
8.2 out of 10, Very Good, (365)
"Great Staff, Good Room"
United States
Joseph
The price is NT$1,839
NT$2,132 total
includes taxes & fees
Dec 29 - Dec 30
Motel 6 Venice, FL

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (611)
"Very clean and very friendly staff! "
United States
Megan
The price is NT$4,873
NT$5,507 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites North Port

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (361)
"Very clean hotel. Great service and very clean and comfortable room"
United States
Iris
The price is NT$3,709
NT$4,191 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
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.

Top Osprey Hotel Reviews

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. While you're out and about in Osprey, popular attractions like Siesta Key Beach, Lido Beach, and St. Armands Circle are worth a visit. For even more to see and do, make a stop at Oscar Scherer State Park, Turtle Beach, and Nokomis Beach.
What kind of weather should I plan for when I travel to Osprey?
Understanding the weather in Osprey will help you enjoy your stay to the fullest. 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's the best way to get to my boutique hotel in Osprey?
You have a few options for traveling to and around Osprey. The closest major airport is Sarasota-Bradenton Intl. Airport (SRQ), 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 to rent a car for your trip.

Explore a world of travel with Expedia