Find Historic Hotels in Longboat Key, FL from CA $428

  • 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 Longboat Key Historic Hotels

Our top choices for Longboat Key historic hotels

On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (93 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again"
United States
Chrissy C.
The price is CA $462
CA $796 total
includes taxes & fees
Mar 29 - Mar 30
1BR Beach Getaway – Silver Sands #254 by RVA
On the beach, beach umbrellas

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is CA $231
CA $485 total
includes taxes & fees
Mar 22 - Mar 23
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
On the beach, beach umbrellas

Gulfside 2BR Condo–Silver Sands #257S

Gulfside 2BR Condo–Silver Sands #257S
Longboat Key
8.6 out of 10, Excellent, (35 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very pleasant quiet community"
United States
Patty B.
The price is CA $428
CA $854 total
includes taxes & fees
Mar 20 - Mar 21
Gulfside 2BR Condo–Silver Sands #257S
On the beach, beach umbrellas

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is CA $228
CA $482 total
includes taxes & fees
Mar 15 - Mar 16
Silver Sands Serenity – Unit 234 by RVA
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (75 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is CA $345
CA $639 total
includes taxes & fees
Mar 20 - Mar 21
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach, beach umbrellas

Gulfside Resort – Silver Sands #241A by RVA

Gulfside Resort – Silver Sands #241A by RVA
Longboat Key
8.4 out of 10, Very good, (48 reviews)
"We enjoyed this fun spot with private beach, pool, and more!"
United States
Willow C.
The price is CA $288
CA $563 total
includes taxes & fees
Mar 27 - Mar 28
Gulfside Resort – Silver Sands #241A by RVA
On the beach, beach umbrellas

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (75 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
The price is CA $255
CA $518 total
includes taxes & fees
Mar 20 - Mar 21
Affordable Beach Studio – Silver Sands #257A by RVA
On the beach, beach umbrellas

Silver Sands #245A Resort by RVA

Silver Sands #245A Resort by RVA
Longboat Key
8.6 out of 10, Excellent, (61 reviews)
"They are still recovering a bit from the storms past but longboat is a great local get away and this little place was very quiet and nice."
United States
Kimberly P.
The price is CA $188
CA $428 total
includes taxes & fees
Mar 13 - Mar 14
Silver Sands #245A Resort by RVA
On the beach, beach umbrellas

Silver Sands #245S Resort by RVA

Silver Sands #245S Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (28 reviews)
"This place has an old Florida vibe. It was a great place to enjoy a weekend with friends. The condo had everything we needed and easy walk to the beach. We saw some beautiful sunsets."
United States
Janet S.
The price is CA $322
CA $712 total
includes taxes & fees
Mar 13 - Mar 14
Silver Sands #245S Resort by RVA
On the beach, beach umbrellas

Steps to Beach – Silver Sands 2BR Condo #243S by RVA

Steps to Beach – Silver Sands 2BR Condo #243S by RVA
Longboat Key
9.2 out of 10, Wonderful, (31 reviews)
"Extremely convenient access to beach, Large pool, putting green, and pool toys made our stay very fun. "
United States
Maria
The price is CA $359
CA $762 total
includes taxes & fees
Mar 22 - Mar 23
Steps to Beach – Silver Sands 2BR Condo #243S by RVA
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Longboat Key Hotel Reviews

The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"yes"
ALAN 8-night trip
Posted 4 days ago
The Resort at Longboat Key Club
Sea Club I Beach Resort

Sea Club I Beach Resort

10/10 Excellent
"Beautiful property "
Laurel 2-night trip
Posted 4 months ago
Sea Club I Beach Resort

Frequently asked questions

What should a history buff expect from a stay in Longboat Key?
You'll probably want to seek out the historical sites while on vacation in Longboat Key. While you're visiting, you may want to admire the popular beaches.
How many historical hotels are there in Longboat Key?
In Longboat Key, you'll find 891 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 Longboat Key?
Favorite places to visit include Longboat Key Beaches, Jewfish Key, and Harborside Golf Course at Longboat Key Club. Additionally, in the area you'll find Siesta Key Beach and St. Armands Circle.
What is a historic hotel like in Longboat Key?
When you choose a historic hotel, you'll sleep in a building that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often preserved in the public spaces and guestrooms of such hotels in Longboat Key, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Longboat Key have modern facilities?
Hotels have the safety features and modern conveniences you might expect, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Longboat Key, you won't be staying at a place that is rundown or uncomfortable.

Explore a world of travel with Expedia