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

Find Historic Hotels in Osprey, FL

  • 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 Historic Hotels

Our top choices for Osprey historic hotels

Exterior

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,218 reviews)
"Rooms were nice, pool clean and staff nice."
United States
William
The price is AED 419
AED 530 total
includes taxes & fees
18 Jul - 19 Jul
Casey Key Resorts - Mainland
Exterior

Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.0 out of 10, Very Good, (1,030 reviews)
"Nice stay, very clean and nice staff"
United States
Jarillys
The price is AED 271
AED 306 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Sarasota East - I-75 by IHG
Terrace/patio

Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,748 reviews)
"GOOD BRAKFAST, CLEAN ROOM, GOOD STAFF"
United States
Aniela
The price is AED 351
AED 397 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Suites Sarasota - Siesta Key
Free daily buffet breakfast

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, (549 reviews)
"Great place to stay"
United States
HENRY
The price is AED 371
AED 419 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Exterior

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, (2,237 reviews)
"Easy parking, nice pool area, breakfast could be better!"
United States
Louis
The price is AED 419
AED 473 total
includes taxes & fees
5 Aug - 6 Aug
Spark by Hilton Sarasota Siesta Key Gateway
Exterior

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, (928 reviews)
"Overall, enjoyed this Hotel, staff friendly and helpful, clean, good breakfast, close to the beach."
United States
Emil
The price is AED 449
AED 507 total
includes taxes & fees
3 Aug - 4 Aug
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Lobby

Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
8.8 out of 10, Excellent, (1,000 reviews)
"Nice hotel, enjoyed our stay."
United States
Lazara
The price is AED 419
AED 473 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn & Suites Venice Bayside South Sarasota
Outdoor pool, free cabanas, pool umbrellas

Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (358 reviews)
"Excellent stay. Beautiful and clean"
United States
Anthony
The price is AED 970
AED 1,202 total
includes taxes & fees
29 Jul - 30 Jul
Turtle Beach Resort
Standard Room, 1 King Bed, Non Smoking | In-room safe, laptop workspace, blackout drapes, iron/ironing board

Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.4 out of 10, Good, (1,001 reviews)
"Really nice renovated room, great.free breakfast not far from the beach and was very quiet"
United States
Drew
The price is AED 248
AED 280 total
includes taxes & fees
23 Jul - 24 Jul
Quality Inn - Near Serenoa Golf Club
Lobby

Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.8 out of 10, (687 reviews)
"Clean rooms , quiet environment"
United States
Luigi
The price is AED 241
AED 273 total
includes taxes & fees
2 Aug - 3 Aug
Days Inn by Wyndham Sarasota I-75
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"Clean room and great staff!"
Jessica 4-night trip
Posted 1 hour ago
Spark by Hilton Sarasota Siesta Key Gateway
Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"The rooms were always kept up with and always had cool refreshing air conditioning the staff was always so sweet. Beach view was amazing and just a few steps from our room. Landscaping was beautiful and so tropical!"
Maria 5-night trip
Posted 13 hours ago
Tropical Beach Resorts

Explore a world of travel with Expedia

Frequently asked questions

What should I expect on my historical trip to Osprey?
The historical places in Osprey are probably at the top of your sightseeing list. While you're in town, you can check out the popular beaches and lively bars. You can also relish a trip to the top-notch restaurants.
How many historically relevant hotels will I find in Osprey?
Osprey is home to 60 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Osprey?
Osprey is notable for landmarks like Historic Spanish Point. Attractions like Jim Neville Marine Preserve and Nancy's Consignments are fun for everyone. In the area, you'll also find Siesta Key Beach and Lido Beach.
What is a historic hotel like in Osprey?
Guests who book a historic hotel can stay someplace that has an officially recognized historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of such hotels in Osprey, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel tends to be the most important aspect. For a heritage hotel, it's often the cultural value as well as how it inspired the community.
Do historic hotels in Osprey have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Osprey, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.