Find Boutique Hotels in Osprey, FL

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Recommended hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1121)
"Great place for our family to stay! "
United States
Jordan
The price is NT$4,414
NT$4,988 total
includes taxes & fees
Dec 29 - Dec 30
Casey Key Resorts - Mainland

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1003)
"Nice staff, and hotel… beautiful area near the bay"
United States
Danielle
The price is NT$7,764
NT$9,768 total
includes taxes & fees
Jan 18 - 2026/1/19
Art Ovation Hotel, Autograph Collection

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL
3.5 star property
Central Sarasota
8.8 out of 10, Excellent, (1661)
"Good hotel great dinner and bar!"
United States
Nick
The price is NT$6,418
NT$8,133 total
includes taxes & fees
Jan 6 - 2026/1/7
Embassy Suites by Hilton Sarasota, FL

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1001)
"Great stay, walking distance to the beach and restaurants! "
United States
Joseph
The price is NT$10,349
NT$13,097 total
includes taxes & fees
Jan 2 - 2026/1/3
Tropical Breeze Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5181)
"Great location, value, clean, friendly staff. Will definitely stay there again. "
United States
JoAnna
The price is NT$4,515
NT$5,813 total
includes taxes & fees
Jan 4 - 2026/1/5
Tropical Beach Resorts

Magnolia Pointe, BW Signature Collection

Magnolia Pointe, BW Signature Collection
3.0 star property
Fruitville
9.2 out of 10, Wonderful, (1001)
"great place to stay"
United States
Giancarlo
The price is NT$3,367
NT$3,804 total
includes taxes & fees
Dec 30 - Dec 31
Magnolia Pointe, BW Signature Collection

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.4 out of 10, Very Good, (1869)
"Fantastic place to daty"
United States
Carlos
The price is NT$4,098
NT$4,631 total
includes taxes & fees
Jan 5 - 2026/1/6
Spark by Hilton Sarasota Siesta Key Gateway

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2171)
"Great Place To Stay!"
United States
Pete
The price is NT$2,371
NT$2,680 total
includes taxes & fees
Dec 30 - Dec 31
Golden Host Resort - Sarasota

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1037)
"Great resort in a great area!"
United States
Tammy
Siesta Key Beach Resort and Suites

Comfort Inn & Suites Sarasota I75

Comfort Inn & Suites Sarasota I75
2.5 star property
Fruitville
8.6 out of 10, Excellent, (1002)
"Very nice and clean hotel, the breakfast lady, front desk person and housekeepers are very helpful and friendly."
United States
Zuleima
The price is NT$3,703
NT$4,184 total
includes taxes & fees
Dec 29 - Dec 30
Comfort Inn & Suites Sarasota I75
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.

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