Title: Book the Best HISTORIC Hotels in Longboat Key in 2026 | 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) ![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Longboat Key historic hotels ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/187ad445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/3d6b8184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/32dd27eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/bd28e7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Beach Studio – Silver Sands #255A by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information) Longboat Key 9.0/10 Wonderful (64 reviews) "This was a solo mom-cation. The room was clean and well stocked. The bathroom had fresh towels. I was seconds from sitting on the beach with a cold beer and no kids. It was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake M. CA $337 CA $627 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/c5fbc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/62dbb774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/14c34a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/8355b484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Serenity – Unit 234 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) Longboat Key 9.4/10 Exceptional (30 reviews) "Love this place and staff. Will book again. Everything is so easy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $235 CA $479 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23050000/23041600/23041540/7ab30394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23050000/23041600/23041540/414f8a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23050000/23041600/23041540/914d0f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23050000/23041600/23041540/4aa8e2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing 2BR Retreat-Silver Sands Resort [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23041540.Hotel-Information) Longboat Key 9.6/10 Exceptional (25 reviews) "Great location! Speedy check-in and check-out. Was perfect for our party of 3." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $330 CA $716 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-255s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23041540.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23600000/23592100/23592089/9b357f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23592100/23592089/666273f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23592100/23592089/5f3d7d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23592100/23592089/9372a33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Beach Oasis – Silver Sands #258, Longboat Key by RVA [](https://www.expedia.ca/Longboat-Key-Hotels-Silver-Sands-258-Resort-By-RVA.h23592089.Hotel-Information) Longboat Key 8.8/10 Excellent (24 reviews) "Great location. We loved that it was an easy drive to lots of parks an other attractions. Great beach walks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb W. CA $294 CA $564 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Longboat-Key-Hotels-Silver-Sands-258-Resort-By-RVA.h23592089.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23972800/23972717/69fee2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23972800/23972717/804c2f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23972800/23972717/acc9938a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23980000/23972800/23972717/59028363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Beach Condo – Silver Sands Resort #240 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-240-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23972717.Hotel-Information) Longboat Key 9.2/10 Wonderful (33 reviews) "Very peaceful, great beach access, warm pool, nice kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret K. CA $315 CA $597 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-240-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23972717.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23370000/23365100/23365037/11542b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23370000/23365100/23365037/0b688571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23370000/23365100/23365037/fdfd9e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23370000/23365100/23365037/3c7293b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Escape – Silver Sands Resort #246 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-246-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23365037.Hotel-Information) Longboat Key 9.0/10 Wonderful (62 reviews) "Although a bit older, it is a nice resort with a great set-up to pool and beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina S. [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-246-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23365037.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23520000/23518300/23518217/b1bef87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23520000/23518300/23518217/53490e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23520000/23518300/23518217/6445a611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23520000/23518300/23518217/83153c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands #244 – 1BR/1BA Resort on Longboat Key, Sleeps 4 [](https://www.expedia.ca/Longboat-Key-Hotels-Silver-Sands-244-1-BR-1-BA-Resort-On-Longboat-Key-By-RVA.h23518217.Hotel-Information) Longboat Key 8.8/10 Excellent (14 reviews) "The location was great. The unit and the grounds were very clean. The staff was very friendly. Would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean T. [](https://www.expedia.ca/Longboat-Key-Hotels-Silver-Sands-244-1-BR-1-BA-Resort-On-Longboat-Key-By-RVA.h23518217.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23600000/23591900/23591835/f5db6ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23600000/23591900/23591835/7ffcfd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23591900/23591835/e44cf2b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23591900/23591835/2a35e317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Peace – Silver Sands Resort #242 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-242-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23591835.Hotel-Information) Longboat Key 9.2/10 Wonderful (72 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: Silver Sands is a marvelous, peaceful retreat located in Longboat Key. We have vacationed here twice with our young granddaughter - and will return. The resort is well cared for and we have met lovely other guests staying there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan-Marie E. CA $286 CA $562 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-242-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23591835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/93425227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9b8c8da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/5e65044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9dcb906b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Don CeSar [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) St. Pete Beach 9.0/10 Wonderful (1,075 reviews) "Great location. Wonderful attentive staff took care of everything all weekend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $397 CA $512 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/c7691158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/b9b3c2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/e0e226ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/4578976a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Bradenton Downtown Historic District [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.Hotel-Information) Downtown Bradenton 9.2/10 Wonderful (1,005 reviews) "Friendly staff and effortless check in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $202 CA $229 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.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=2026-01-28&endDate=2026-01-29®ionId=8409&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Longboat Key Hotel Reviews ![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "Everything Perfect!" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Sea Club I Beach Resort](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "Beautiful property " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Longboat Key? ### How many historical hotels are there in Longboat Key? ### What are the top historical sites and other places to visit in Longboat Key? ### What is a historic hotel like in Longboat Key? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Longboat Key have modern facilities? ## 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) - 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