Title: Book the Best HISTORIC Hotels in Longboat Key in 2025 | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Longboat Key, FL from CA $405 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Longboat Key Historic Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Longboat Key Historic Hotels ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/d96a2994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/92731ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/4459c55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23972900/23972871/67f98431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands 1BR–Gulfside Comfort on Longboat Key #255 Resort by RVA Longboat Key 9.0/10 Wonderful (82) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love this place! It was our second year at River sands and it was just a perfect vacation. The views alone are worth it! The beach is only steps away and not crowded like the public beaches. We saw so many amazing things this year.... CA $183 CA $424 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23972871.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/dff4fcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/e7dfec22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/c9431d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/a90839e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulfside Resort on Longboat Key Silver Sands Gulf Beach Resort #241A by RVA Longboat Key 8.4/10 Very good (47) "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: Great" CA $169 CA $405 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-241a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23058060.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/7f909a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/9a67acc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/8f731986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/ec28b2ef_edited_7206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands #245A Resort by RVA Longboat Key 8.8/10 Excellent (59) "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." CA $169 CA $405 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Longboat-Key-Hotels-Silver-Sands-245A-HOTEL-1-BA-Resort-On-Longboat-Key-By-RVA.h23973268.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/0d958ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/43db1448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/7ddb3b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/9a2ea3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA Longboat Key 8.6/10 Excellent (59) "Clean, cozy and right in the beach!! Was a perfect little getaway! " CA $218 CA $469 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23520000/23515800/23515758/a5117df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23520000/23515800/23515758/3618bc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23520000/23515800/23515758/eb499b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23520000/23515800/23515758/2bc24b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA Longboat Key 9.6/10 Exceptional (74) "Great place on the beach. Quiet and relaxing." CA $169 CA $405 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-257a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23515758.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/844558cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/10ccd43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/5ab4c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/c9e6bd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun, Sand & Silver Sands – Gulfside Resort Escape Unit #237 by RVA Longboat Key 8.8/10 Excellent (42) "Enjoyed our stay" CA $169 CA $405 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/09f77dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/7a2d6715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/15439004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/e9efd4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, by RVA Longboat Key 9.2/10 Wonderful (99) "This is a nice place to stay with a great view. It’s clean, fairly quiet. Parking was never a problem." CA $190 CA $434 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-252-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23057877.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/e988cae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/ed9ecadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/c3811966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/88d933a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA Longboat Key 8.8/10 Excellent (31) "Everything was great. Ready for more of our favorite restaurants to finish rebuilding. " CA $226 CA $483 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/24000000/23590000/23586400/23586318/6dbda703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23590000/23586400/23586318/75b4ba1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23590000/23586400/23586318/9b51818b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23590000/23586400/23586318/0de4b01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulfside 2BR Condo–Silver Sands #257S Longboat Key 8.6/10 Excellent (35) "Very pleasant." CA $225 CA $589 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-257s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23586318.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23547200/23547156/2874dfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23550000/23547200/23547156/734eaa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23550000/23547200/23547156/ca141c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23547200/23547156/49dea7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Beach, No Stairs - Silver Sands 2 Bedroom Condo #243S by RVA Longboat Key 9.2/10 Wonderful (31) "Extremely convenient access to beach, Large pool, putting green, and pool toys made our stay very fun. " CA $347 CA $750 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-243s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23547156.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=2025-10-30&endDate=2025-10-31®ionId=8409&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Longboat Key Hotel Reviews ![Sea Club I Beach Resort](//images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!" [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![The Resort at Longboat Key Club](//images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "Short 4 night break, in from UK. 2nd time at Longboat Key Resort and would come again for sure. Bldg3 5th floor room. Well equipped, nothing to complain about. Didn’t use the Spa or gym on this trip." [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ## 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 871 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 Jewfish Key, Harborside Golf Course at Longboat Key Club, and Islandside Golf Course at Longboat Key Club. Additionally, in the area you'll find Siesta Key Beach and Lido Beach. ### 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 - Lodging - More ways to book - [Family Hotels in Bay Isles](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Family-Hotel.0-n553248635976473218-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Isles](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Oceanfront-Hotels.0-n553248635976473218-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bayshore Gardens](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Adults-Only-Resorts.0-n553248623282278434-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bayshore Gardens](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Cheap-Hotels.0-n553248623282278434-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Bayshore Gardens](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Hotel-With-Early-Check-In.0-n553248623282278434-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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