Title: Book the Best HISTORIC Hotels in Siesta Key in 2025 | Expedia.ca [Siesta Key Travel Guide](https://expedia.ca/Siesta-Key.dx6881)[Hotels in Siesta Key](https://expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[Vacation Rentals in Siesta Key](https://expedia.ca/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Siesta Key Car Rentals](https://expedia.ca/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[Siesta Key Vacation Packages](https://expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/65000/65413-Siesta-Key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Siesta Key, FL from CA $218 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Siesta Key Historic Hotels Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Siesta Key Historic Hotels ## Our top choices for Siesta Key historic hotels ![A heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978756/56eccf02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978756/2a89512f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978756/aab088da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18978800/18978756/fbd278f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach - Siesta Key 9.6/10 Exceptional (41) "The location of this property was great, the property was very clean, and Virginia was quickly available for all of our needs." CA $303 CA $590 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-Safe-Clean-Honeymoon-Suite.h18978756.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18960000/18955300/18955275/d7e96937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955300/18955275/85c7e929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18960000/18955300/18955275/81492abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18955300/18955275/867eb005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale Siesta Key 10/10 Exceptional (169) "It was a very nice stay. The construction was a bit much but couldn’t be helped. All the extras there were very nice like already having coffee in the cabinet and the britta for the water. Rene was extremely helpful and kind thanks for dinner when the water was turned off. " [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Gulf-Side100-Peaceful-Private-Condo.h18955275.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/35600/35570/e84df05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 1 Bedroom, Hot Tub, Bay View (Rainforest Room) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35600/35570/48eeb499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/35600/35570/d57630b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35600/35570/3d57a68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Beach Resort Siesta Key 8.8/10 Excellent (327) "Great place!!" CA $242 CA $314 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Turtle-Beach-Resort-And-Inn.h35570.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3670000/3661000/3660963/98645ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3670000/3661000/3660963/a49fec6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3670000/3661000/3660963/6ac44669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3670000/3661000/3660963/c7a4b061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flip Flop Cottages Siesta Key 7.8/10 Good (6) "Very cute. Pool was a bit small" [](https://www.expedia.ca/Sarasota-Hotels-Flip-Flop-Cottages.h3660963.Hotel-Information) ![Private beach nearby, white sand, free beach shuttle](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/184f21fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Pool View (UNIT3) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/61442a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open open 24 hours, sun loungers](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/9914d09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed (Unit 6) | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/03169117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twin Palms at Siesta Siesta Key 9.6/10 Exceptional (558) "I really enjoyed my stay and will definitely return!" CA $193 CA $218 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sarasota-Hotels-Twin-Palms-At-Siesta.h11795409.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom (123 Sea Spray) | In-room dining](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/d400f106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/ae35116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Palms By the Beach Siesta Key 9.2/10 Wonderful (130) "An outstanding experience — a place that leaves you with a strong desire to return." [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11895200/11895156/fff1bb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/12000000/11900000/11895200/11895156/95c315ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11900000/11895200/11895156/657ba3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LARGE 800 Sq Ft Premier 1 Bedroom Condo Suite | View from room](https://images.trvl-media.com/lodging/12000000/11900000/11895200/11895156/4000446b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Inn Siesta Key 9.6/10 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. " [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Inn.h11895156.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Florida Family Single | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/06d7bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captiva Beach Resort Siesta Key 9.0/10 Wonderful (1138) "2nd time and excellent as always..close to the beach and great surroundings " CA $177 CA $224 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Private beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/7a1011ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/0cb63a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/b38c0c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/1b88a8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capri at Siesta Siesta Key 9.6/10 Exceptional (686) "THE BEST PLACE" CA $249 CA $281 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-The-Capri-At-Siesta.h1602499.Hotel-Information) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/3000000/2970000/2961100/2961046/9e9a9783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/3000000/2970000/2961100/2961046/87f076e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/3000000/2970000/2961100/2961046/3c3612d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/3000000/2970000/2961100/2961046/b0141118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Club at Siesta Key by RVA Siesta Key 9.0/10 Wonderful (620) "Good" [](https://www.expedia.ca/Sarasota-Hotels-Beach-Club-At-Siesta-Key-By-RVA.h2961046.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10®ionId=6881&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Siesta Key Hotel Reviews ![Captiva Beach Resort](//images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "The rooms were very clean! Beds and pillows super comfy, although the water pressure and temp of water in the shower left a lot to be desired we would definitely come back! " [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Great location, great spot for a vacation. Will be back soon. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Twin Palms at Siesta](//images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/184f21fb_y.jpg) ### Twin Palms at Siesta 10/10 Excellent "Many small touches that make things easy, from keyless entry to beach cart filled with everything needed for a beach day. Terrific stay." [](https://expedia.ca/Sarasota-Hotels-Twin-Palms-At-Siesta.h11795409.Hotel-Information) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](//images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg) ### The Residences at Siesta Key Beach by Hyatt Vacation Club 10/10 Excellent "We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. " [](https://expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![The Capri at Siesta](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/7a1011ff_y.jpg) ### The Capri at Siesta 10/10 Excellent "Clean clean walking distance to your own private beach. Restaurants and nearby things trolleys that run constantly up-and-down so you don't have to worry about it, transportation. It's just a really nice place." [](https://expedia.ca/Sarasota-Hotels-The-Capri-At-Siesta.h1602499.Hotel-Information) ![Turtle Beach Resort](//images.trvl-media.com/lodging/1000000/40000/35600/35570/e84df05d_y.jpg) ### Turtle Beach Resort 10/10 Excellent "Nice view of the Bay.." [](https://expedia.ca/Sarasota-Hotels-Turtle-Beach-Resort-And-Inn.h35570.Hotel-Information) ![Siesta Palms By the Beach](//images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a_y.jpg) ### Siesta Palms By the Beach 10/10 Excellent "A quiet, comfortable, and clean place close to the beach. Unfortunately, the 10 a.m. check-out time is inconvenient; you have to rush out to meet the check-out time and can't enjoy anything that day. They should consider changing it to at least 11 a.m." [](https://expedia.ca/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) ## 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 quaint area. ### How many historical hotels will I find in Siesta Key? > In Siesta Key, you'll find 3724 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. Additionally, you'll find Lido Beach in the area. ### 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. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Aloha Kai](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Adults-Only-Resorts.0-n553248635976469168-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Aloha Kai](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-All-Inclusive-Hotel.0-n553248635976469168-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Aloha Kai](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Beach-Hotel.0-n553248635976469168-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Aloha Kai](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Casino-Hotel.0-n553248635976469168-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Aloha Kai](https://www.expedia.ca/Aloha-Kai-Siesta-Key-Hotels-Hotels-With-Kitchenettes.0-n553248635976469168-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - 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