Find Historic Hotels in Siesta Key, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 18 Siesta Key Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
The private beach area is a brief walk from one of the three pools.
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
10.0 out of 10, Exceptional, (159)
"First ,WOW ! Rene was an amazing host . Communicating before and during our stay . The condo was PERFECT just as described. Fully stocked with everything we needed. The location couldn't have been better. Short walk to the beautiful beach . Highly recommend. We will definitely be returning."
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
wonderful flow of living, dining and kitchen area
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
9.6 out of 10, Exceptional, (37)
"Great location! Clean and comfortable. Well kept property. Very helpful property managers!"
The price is AED 1,249
AED 2,141 total
includes taxes & fees
7 Jun - 8 Jun
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
Twin Palms at Siesta
Pool
Twin Palms at Siesta
3.0 star property
9.6 out of 10, Exceptional, (495)
"Great location "
The price is AED 871
AED 964 total
includes taxes & fees
9 Jun - 10 Jun
Twin Palms at Siesta
Siesta Key Inn
Room
Siesta Key Inn
3.5 star property
9.6 out of 10, Exceptional, (13)
"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. "
Siesta Key Inn
The Capri at Siesta
Room
The Capri at Siesta
3.0 star property
9.6 out of 10, Exceptional, (585)
"This place was probably one of the best beach resorts I've been to in a long time. Short walk (4 min) to the beach, easy parking, and accommodations were impeccable. Just perfect. This is now my #1 go-to spot moving forward. Great job!"
The Capri at Siesta
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (165)
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is AED 2,231
AED 2,620 total
includes taxes & fees
19 Jun - 20 Jun
The Residences at Siesta Key Beach by Hyatt Vacation Club
Tropical Beach Resorts
Outdoor pool
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4376)
"Beach access is easy walk. "
The price is AED 503
AED 638 total
includes taxes & fees
5 Jun - 6 Jun
Tropical Beach Resorts
Island House Beach Resort
Property grounds
Island House Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (49)
"It was amazing vacation time and stay there!!!"
Island House Beach Resort
Siesta Palms By the Beach
Pool
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (99)
"Stayed at Siesta Palms by the Beach for a week in May. The unit we had was spacious and very clean. Plenty of towels for our week stay. The shower was awesome!! It was also nice to have beach amenities to take with us such as chairs, umbrella, cart. However, the chairs were pretty rusted and old. Could use an update. The area was quiet and serene. Located in a quiet neighborhood and very close to beach access. However, once you reach the beach there isnt a lot of space for people to spread out...
Siesta Palms By the Beach
Captiva Beach Resort
Front of property - evening/night
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1040)
"Would recommend this place to others. Good price for so close to the Siesta Key Beach. "
The price is AED 658
AED 851 total
includes taxes & fees
12 Jun - 13 Jun
Captiva Beach Resort
Don't see what you're looking for?
See all available properties in Siesta Key
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.

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 3497 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, Crescent Beach, and Siesta Key Marina. 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.

Recent reviews of Siesta Key hotels
Expedia verified reviews

Twin Palms at Siesta

Twin Palms at Siesta

5/5 Excellent
"Great location "
A verified traveler stayed at Twin Palms at Siesta
Posted 5 days ago
Twin Palms at Siesta