Title: Book the Best HISTORIC Hotels in Southwest Florida in 2026 | 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) ![](https://images.trvl-media.com/place/6065875/bc23d051-1ceb-4c43-a754-b9feb3316d59.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 Southwest Florida Historic Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Florida historic hotels ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/f666312a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/19ef48ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/4230c25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/16f3593b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crystal Bay Historic Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Bay-Hotel.h12933229.Hotel-Information) La Vista 9.6/10 Exceptional (1,463 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlene CA $192 CA $217 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Bay-Hotel.h12933229.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/bd2e59f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/5f182243.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) ![Kayaking](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/cfd742ef.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 (1,119 reviews) "The property was gorgeous and location cannot be beat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICOLE CA $555 CA $689 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/ff85d58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/8e86f804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 8:00 AM to 7:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/5430666e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/1990b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vinoy Resort & Golf Club, Autograph Collection [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Vinoy-Renaissance-St-Petersburg-Resort-Golf-Club.h26276.Hotel-Information) Historic Old Northeast 8.8/10 Excellent (1,001 reviews) "Dined at the Elliott Aster Restaurant while staying at the Vinoy, and our meals were second to none." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $548 CA $681 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Vinoy-Renaissance-St-Petersburg-Resort-Golf-Club.h26276.Hotel-Information) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94965900/94965807/ae7ba645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94965900/94965807/8e0f4dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94965900/94965807/7ef50954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94965900/94965807/1223b22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Downtown Naples Condo - Walk to the Beach! [](https://www.expedia.ca/Naples-Hotels-Coastal-Downtown-Naples-Condo-Walk-To-The-Beach.h94965807.Hotel-Information) Old Naples CA $495 CA $876 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Naples-Hotels-Coastal-Downtown-Naples-Condo-Walk-To-The-Beach.h94965807.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/cac201bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/4912095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/c30b4c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/560100/560062/52fc3596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cordova Inn, a New Hotel Collection Property [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cordova-Inn.h560062.Hotel-Information) Downtown St. Petersburg 7.8/10 Good (1,001 reviews) "Great place, clean room and the staff is very kind !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cordova-Inn.h560062.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=2026-04-05&endDate=2026-04-06®ionId=6233839&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Florida Hotel Reviews ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Nice !!!!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 2/10 Terrible "We had black mold in the ceiling and we were told that they could not move us. It was the second night when they were willing to move us. At the rate we paid we should have be offered another property if they didn’t have availability. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/3a0774b2_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 8/10 Good "Safe " [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/9bc89705_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "Would 100% stay here again. First time to Ft. Myers since Hurricane Ian and wanted to throw my $$$ towards this amazing beach town. The hotel is definitely updated and clean. Our room had a kitchenette. Every room has ocean view too. Every single staff member at the Lani Kai exudes hospitality and genuine warmth. The servers at all of the restaurants had great stories and exuded pride in where they are. If flying into Florida please consider skipping Tampa, Marco Island or even Ft. Lauderdale and come here instead. It’s not over-crowded and tons of local spots to eat. The beaches are beautiful… and you will find great shells. - See you soon (from Orlando)" [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/018506a5_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "Staff was so friendly and acomodating. Rooms, beds and common areas are spacious, bright and comfortable. The beach is gorgeous and magical for collecting shells in the morning. This hotel has been a favorite of ours for years and we look forward to returning." [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Compass by Margaritaville Hotel Naples](https://images.trvl-media.com/lodging/1000000/550000/543700/543614/03101902_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "The outdoor area was very nice, the rooms were very clean and we received a lot of free stuff with the room ." [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d0399e0e_y.jpg) ### Lido Beach Resort 6/10 Okay "The day was so so. Staff outside at the bar was Great. Staff bring items to the room never happened. For the price rooms not up to standard AC would not run properly " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bell Villa ](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Cheap-Hotels.0-n553248635976469205-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Bell Villa ](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Hotel-With-Early-Check-In.0-n553248635976469205-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Bell Villa ](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Hotel-With-Wifi.0-n553248635976469205-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bell Villa ](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Luxury-Hotel.0-n553248635976469205-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bell Villa ](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Pet-Friendly-Hotel.0-n553248635976469205-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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