Title: Book the Best HISTORIC Hotels in Southwest Florida in 2025 | Expedia.ca [Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides) ![Burroughs Home showing a house and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66136-Fort-Myers.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Southwest Florida, FL ![](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 Southwest Florida Historic Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6233839&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=6233839&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Florida Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/7232160d.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) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/7b3ee154.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 Downtown Bradenton 9.2/10 Wonderful (1004) "The hotel is very vintage and charming. Parking was incredibly easy and free! Restaurants and river walk walkable and lovely. Will definitely stay here again." CA $183 CA $207 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/d99aa2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5762h3835x5y5-9feeae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5749h3840x5y0-525deb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5751h3835x5y5-83f86631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Banyan Hotel Fort Myers, Tapestry Collection by Hilton Fort Myers River District 8.6/10 Excellent (822) "Hotel has been remodeled and it is beautiful. Staff was great. A lot of great restaurants in walking distance! " CA $171 CA $191 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Fort-Myers-Hotels-The-Banyan-Hotel-Fort-Myers.h1916874.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/18e0c390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/c766a001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Balcony | Balcony view](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/c26b57cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, Kitchen](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/c046b0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Table Hotel Everglades City 7.8/10 Good (630) "Love the quiet and quaint area" CA $99 CA $110 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/b26eab98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/55b9c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/0f9b5c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/26786744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Bradenton Downtown/Riverfront Downtown Bradenton 9.2/10 Wonderful (685) "Great location, very nice rooms. " CA $202 CA $228 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-SpringHill-Suites-By-Marriott-Bradenton-DowntownRiverfront.h35782725.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/a0622d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds, Bay View | View from room](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/78a92bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/4dd99c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/3ee16c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Inn Fifth Avenue Redevelopment Area 8.6/10 Excellent (1610) "Our experience was great,,,We will definitely return soon." CA $157 CA $174 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/a95db862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/e9c3fbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/a6e9f3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/32693d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Clewiston Clewiston 9.0/10 Wonderful (293) "It was a wonderful stay and location " CA $179 CA $210 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Clewiston-Hotels-Hampton-Inn-Clewiston.h50896864.Hotel-Information) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/100000000/99550000/99543800/99543755/730a8e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99550000/99543800/99543755/w4000h2664x0y0-137c658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/100000000/99550000/99543800/99543755/6f050a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/100000000/99550000/99543800/99543755/59b537a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Naples 5th Avenue Redevelopment Area 9.2/10 Wonderful (273) "This place is perfect for a family stay and you have many things nearby." CA $265 CA $294 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Naples-Hotels-Ac-Hotel-By-Marriott-Naples-5Th-Avenue.h99543755.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/57426b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/f6672187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage | Private kitchen](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/7d92fa34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/e8af5454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capri Inn Old Naples 9.0/10 Wonderful (1002) "Great location great accommodation friendly staff very helpful " CA $265 CA $349 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Naples-Hotels-The-Capri-Inn.h40859.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1870000/1861600/1861598/c58e2fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1870000/1861600/1861598/efc18980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1861600/1861598/8d80e0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1861600/1861598/af05adfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Historic Clewiston Inn Clewiston 6.4/10 (992) "The property is historic; the owner & staff very friendly " CA $112 CA $123 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Clewiston-Hotels-Americas-Best-Value-Inn-Historic-Clewiston-Inn.h1861598.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/34f8f1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/ffe22745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/46fe9de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/298fb138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! Matlacha 9.4/10 Exceptional (48) "The atmosphere and art very local" CA $208 CA $260 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.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=2025-10-28&endDate=2025-10-29®ionId=6233839&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Florida Hotel Reviews ![Lani Kai Beachfront Resort](//images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "Liked that all rooms are gulf view and have balconys." [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Naples Grande Beach Resort](//images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "This is a beautiful resort and the staff is obviously very dedicated to making your staff a pleasant one because everyone from the valet attendants to the front desk to the restaurant and bar staff were attentive, professional and pleasant. The shuttle to the beach where the great guys providing towels, beach chairs and umbrellas was a special treat, the pool is fabulous as are the piña colada’s the serve at the bar pool. The few glitches that popped up and were an inconvenience were quickly addressed and resolved in such a way that made our stay 100% wonderful." [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "the room was super clean & the staff were really friendly. i enjoyed the fact that they came in while we were gone and changed out towels & took the trash out. also a plus: the drinks at the tiki bar are 10/10!!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Inn on Fifth](//images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg) ### Inn on Fifth 10/10 Excellent "The only downside was that the balcony was small. Everything else was excellent!" [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![Compass by Margaritaville Hotel Naples](//images.trvl-media.com/lodging/1000000/550000/543700/543614/16d35331_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "We really enjoyed everything about this hotel. A lot of pleasant surprises and friendly people especially in the bar. Beds are well appointed with higher and linen and pillow. Great location for us and we highly recommend." [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "It was a great time. Cleanest hotel ive been in a while. Hot is amazing. Employees 5 stars!!!" 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