Find Historic Hotels in Osprey, FL from CA $234

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Check availability on Osprey Historic Hotels

Tonight
Feb 8 - Feb 9
Tomorrow
Feb 9 - Feb 10
Next weekend
Feb 14 - Feb 16
In two weeks
Feb 21 - Feb 23

Top Osprey Historic Hotels

Bentley's Boutique Hotel, BW Premier Collection
Outdoor pool, free cabanas, pool umbrellas

Bentley's Boutique Hotel, BW Premier Collection

2.5 star property
8.6 out of 10, Excellent, (1000)
"The rooms can use new AC units as the rooms smelled due to water leaking I’m from the unties onto the floor. One of our rooms smelled bad. The showers have been updated but do not keep the water in the shower and leak onto the bathroom flooding which can cause a slip and fall."
Bentley's Boutique Hotel, BW Premier Collection
Casey Key Resorts - Mainland
Outdoor dining

Casey Key Resorts - Mainland

3.0 star property
8.6 out of 10, Excellent, (1051)
"I like the size of the room.I like the King size bed.The staff was freindly.My only complaint was the wait to check in.They gave me a free breakfast for up to $20.I also like that I was able to watch my favorite news Network.FOX NEWS.There are plenty of areas to relax and chill.The outside pool area is nice with the restaurant and they offer a workout facility.I could stay here indefinitely. Anyway Its a great day in America.Hope to meet some of you soon.Hollywood out!"
The price is CA $234
CA $297 total
includes taxes & fees
Feb 9 - Feb 10
Casey Key Resorts - Mainland
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.
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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 top-notch restaurants. You can also relish a trip to the lively bars.
What's the best accommodation in Osprey that's close to historical sites?
Based on our travel knowledge, Casey Key Resorts - Mainland is a top 3-star hotel for history seekers booking on Expedia, and it offers a restaurant and free WiFi. Venice Theater is a short 8-minute drive away.
How many historically relevant hotels will I find in Osprey?
Osprey is home to 65 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. The natural setting is picturesque, namely the stunning beaches, and these places to see: Turtle Beach, Nokomis Beach, and Oscar Scherer State Park. Additionally, in the area you’ll find Siesta Key Beach and Venice 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.