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) ![Delnor-Wiggins Pass State Park featuring a sandy beach as well as a couple](https://images.trvl-media.com/place/6065875/bc23d051-1ceb-4c43-a754-b9feb3316d59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Southwest Florida, FL from CA $131 - ![](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 [Nov 30 - Dec 1](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-11-30&endDate=2025-12-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Florida Historic Hotels ![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 | Private kitchen](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/c0f8f518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Table Hotel Everglades City 7.8/10 Good (647) "Convenient location to explore Everglades City." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nigel [](https://www.expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.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) ![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/w5762h3835x5y5-9feeae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5757h3835x0y5-6dc8e67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Banyan Hotel Fort Myers, Tapestry Collection by Hilton Downtown Historic District 8.6/10 Excellent (832) "Staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $217 CA $242 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Fort-Myers-Hotels-The-Banyan-Hotel-Fort-Myers.h1916874.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) ![Exterior detail](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/32693d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896864/cd1a6d4d.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) ### Hampton Inn Clewiston Clewiston 9.0/10 Wonderful (307) "Always have a great stay with this chain" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $161 CA $189 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Clewiston-Hotels-Hampton-Inn-Clewiston.h50896864.Hotel-Information) ![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/7000000/6720000/6716600/6716536/4578976a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Studio Suite](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/6c5c9971.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) ### Hampton Inn & Suites Bradenton Downtown Historic District Downtown Bradenton 9.2/10 Wonderful (1008) "It’s located in such a beautiful walkable river view. Beautiful historical district. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) phuc CA $178 CA $201 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.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) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35790000/35782800/35782725/26786744.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/36000000/35790000/35782800/35782725/3d7abdd2.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) ### SpringHill Suites by Marriott Bradenton Downtown/Riverfront Downtown Bradenton 9.2/10 Wonderful (717) "Staff super courteous and helpful. Great location and bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $212 CA $240 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sarasota-Hotels-SpringHill-Suites-By-Marriott-Bradenton-DowntownRiverfront.h35782725.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1870000/1861600/1861598/ac66eea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Historic Clewiston Inn Clewiston 6.4/10 (1006) "Comfortable bed and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james CA $119 CA $131 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Clewiston-Hotels-Americas-Best-Value-Inn-Historic-Clewiston-Inn.h1861598.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/5ac7bae4.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) ![Bay View King Suite](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/a6d3eddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Inn Fifth Avenue Redevelopment Area 8.6/10 Excellent (1680) "Room was very clean and the staff was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $200 CA $222 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.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) ![Balcony](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/a30df1dc.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) ![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 (1003) "Nice little hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $317 CA $407 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Naples-Hotels-The-Capri-Inn.h40859.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84020000/84018100/84018031/dac32319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84020000/84018100/84018031/d476d8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/85000000/84020000/84018100/84018031/fec0a290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84020000/84018100/84018031/3b926165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint, Lakeside Queen Hotel Room Everglades City 10/10 Exceptional (1) "Comfortable beds nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) greg s. CA $127 CA $169 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Everglades-City-Hotels-Quaint.h84018031.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/298fb138.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/53827245.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $208 CA $259 total includes taxes & fees Dec 1 - Dec 2 [](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=2025-12-14&endDate=2025-12-15®ionId=6233839&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6233839) ## Top Southwest Florida Hotel Reviews ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "They have done such a fantastic job of coming back better than ever after the destruction of Ian!!! It is beautiful here ❤️" [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "My husband and I had a wonderful time with our 3 kids. The hotel was doing a little renovation (new windows). It didn't bother us at all, the staff was fantastic, and we kept getting little extra perks. They were always checking that our stay was satisfactory, and the construction noise wasn't a bother. We hardly noticed it besides a little noise at the pool one afternoon but that was nothing. Food was great, rooms were clean, tram drivers to the beach were so fun and courteous. Would highly recommend and be back. Excited to see the renovations in a year or so!" [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg) ### Hibiscus Suites - Gateway to Siesta Key 10/10 Excellent "The room was perfect. It was a last minute trip just for a night, will definitely return. Staff was great!!" [](https://expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg) ### DiamondHead Beach Resort 10/10 Excellent "Easy check in and check out. Only resort on the beach that had things going on. Live bands, sand sculpturing, " [](https://expedia.ca/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "Check in was seamless and the room was clean! " [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Hilton Naples](https://images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg) ### Hilton Naples 10/10 Excellent "The hotel was clean and very attractive. 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