The Best Historic Hotels in Siesta Key, FL in 2025

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Top Siesta Key Historic Hotels

"The location of this property was great, the property was very clean, and Virginia was quickly available for all of our needs."

"Siesta Key and the condo were absolutely beautiful and perfect - until Helena interrupted our vacation. "

Outdoor pool, free cabanas, pool umbrellas

"Nice cottages, great staff. "

"Very cute. Pool was a bit small"

Private beach nearby, white sand, free beach shuttle

"Quiet place with easy access to Crescent Beach."

Beach nearby, white sand, sun loungers, beach umbrellas

"This resort was clean and convenient, would definitely stay here again"

Outdoor pool, pool umbrellas, sun loungers

"If you want beyond clean, neat, quaint, cozy, and peaceful, then stay at THE SIESTA KEY INN. It is more beautiful than the online pictures. Our condo was equipped with everything to prepare meals in room or grill by the pool. Beach towels, chairs, umbrellas and even a cooler are provided. The Koch family couldn’t be more hospitable. We are definitely going back in the future. "

"Perfect location close to the beach clean and cozy place"

Recent reviews of Siesta Key hotels

5/5 Excellent

"We liked everything. The hotel was great — everything inside was new and there were all the essentials we needed. The linens were clean, and we were given plenty of towels. Housekeeping was available upon request, but we didn’t end up using it. There was a small table nearby, and the shared area had electric grills. Everything was decorated with string lights — it looked very beautiful. It’s close to the beach and not far from everything. There are also free shuttle buses to downtown Sarasota. What I didn’t like was that the pool was shared with several other hotels. There were only two umbrellas for shade, not much greenery, and it was exposed to the scorching sun. There were a lot of children, so it wasn’t really possible to swim or relax."

A verified traveler stayed at The Capri at Siesta

Posted 16 hours ago

5/5 Excellent

"This property was so nice. Everything is new, clean, and in a great location to the beach and fun spots in Siesta Key. The new beach wagon that includes everything you need for a day on the beach (umbrella, chairs, cooler, noodle, etc.) was such a bonus!! The kitchen had everything you could need. The pool area is well maintained and the grills were in great condition. We would definitely stay here again. "

A verified traveler stayed at Twin Palms at Siesta

Posted 3 weeks ago

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Frequently asked questions

What can a history buff expect from a stay in Siesta Key?

Sights with historical relevance in Siesta Key are likely a big part of your travel plans. During your visit, why not check out the live music and beaches? You can also discover the entertainment venues during your vacation in this relaxing area.

How many historical hotels will I find in Siesta Key?

In Siesta Key, you’ll find 3640 hotels and other lodging options bookable on Expedia though you won’t find many designated historic hotels.

What are the most important historical places and other sights to visit in Siesta Key?

Favorite places to visit include Siesta Key Beach, Shell Beach, and Crescent Beach. In the area, you’ll also find Lido Beach and St. Armands Circle.

What is a historic hotel like in Siesta Key?

Guests who choose historic hotels have the chance to stay in a place officially recognized with a historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Siesta Key typically retain authentic characteristics such as period features or traditional architecture in their communal spaces or guestrooms.

What is the difference between a historic hotel and a heritage hotel?

These are quite similar. The term “historic hotel” is more common in the U.S., while “heritage hotel” is often used in Asia and Europe. Historic hotels tend to emphasize the building and architecture itself. Mainly heritage hotels draw meaning from the cultural value that the place has and how it shaped the community.

Do historic hotels in Siesta Key have modern facilities?

Hotels have the safety features and modern conveniences you might expect, but every effort is 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 in a hotel will also be available in a historic hotel. When you choose a historic hotel in Siesta Key, don’t worry that you’ll be staying at a place that’s uncomfortable or rundown.

Find Historic Hotels in Siesta Key, FL

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Top Siesta Key Historic Hotels

"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -

Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale

Turtle Beach Resort

Flip Flop Cottages

Twin Palms at Siesta

Siesta Palms By the Beach

Siesta Key Inn

Captiva Beach Resort

The Capri at Siesta

Beach Club at Siesta Key by RVA