Title: Book the Best HISTORIC Hotels in Southwest Coast Florida in 2025 | Expedia.ca [Southwest Coast Florida Travel Guide](https://expedia.ca/Southwest-Coast-Florida.dx6048100)[Hotels in Southwest Coast Florida](https://expedia.ca/Southwest-Coast-Florida-Hotels.d6048100.Travel-Guide-Hotels)[Vacation Rentals in Southwest Coast Florida](https://expedia.ca/Southwest-Coast-Florida-Vacation-Rentals.d6048100.Travel-Guide-VacationRentals)[Flights to Southwest Coast Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Coast-Florida.d6048100.Travel-Guide-Flights)[Southwest Coast Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Coast-Florida.d6048100.Car-Rental-Guide)[Southwest Coast Florida Vacation Packages](https://expedia.ca/Southwest-Coast-Florida.d6048100.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495769-siesta-key-oyster-bar.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Southwest Coast Florida, FL from CA $118 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Coast Florida Historic Hotels Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6048100&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6048100&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6048100&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6048100&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Coast Florida Historic Hotels ![Front of property](https://images.trvl-media.com/lodging/12000000/11960000/11952500/11952451/b587c03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11960000/11952500/11952451/cafd0fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/12000000/11960000/11952500/11952451/bfb7c58a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/12000000/11960000/11952500/11952451/56a2e881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oak Tree Hotel Arcadia 9.6/10 Exceptional (448) "Great place to stay!" CA $208 CA $236 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Arcadia-Hotels-Oak-Park-Inn-By-OYO.h11952451.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1600000/1599000/1598931/4fe6d1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1600000/1599000/1598931/10865f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1600000/1599000/1598931/398a94a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Villa, Marina View | Living area](https://images.trvl-media.com/lodging/2000000/1600000/1599000/1598931/dbec1785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naples Bay Resort & Marina Oyster Bay 9.4/10 Exceptional (1008) "Great place to stay" CA $280 CA $385 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Naples-Hotels-Naples-Bay-Resort-Marina.h1598931.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/490000/486500/486461/723341a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/490000/486500/486461/d85aaacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/486500/486461/48120c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/490000/486500/486461/c16a5361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olde Marco Island Inn and Suites Olde Marco 8.8/10 Excellent (1002) "Very nice cozy place, only minutes from the main resort strip!" CA $219 CA $406 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Naples-Hotels-Olde-Marco-Island-Inn-And-Suites.h486461.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/400/374/cd97b22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/400/374/d548fff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/400/374/2e16ed31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/400/374/0075f27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Punta Gorda Waterfront Hotel and Suites Downtown Punta Gorda 7.0/10 Good (1000) "Nice place to stay. Very good restaurant and a very pleasant view." [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Punta-Gorda-Waterfront-Hotel-And-Suites.h374.Hotel-Information) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/724bdd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/dc955f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/09e602db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyvern Hotel, an Ascend Collection Hotel Downtown Punta Gorda 9.0/10 Wonderful (1011) "Very clean staff was very friendly " CA $152 CA $171 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/890000/890000/889926/59782bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/890000/890000/889926/a3379f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/890000/890000/889926/4afff6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/890000/890000/889926/a82503c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel Naples Downtown - 5th Avenue East Naples 9.0/10 Wonderful (1016) "Very nice Hotel, for a quick getaway" CA $101 CA $118 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Naples-Hotels-Holiday-Inn-Express-Hotel-Suites-Naples-Downtown-5th-Ave.h889926.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/54080f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/ec2878ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/dc2b5b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/6bd84450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley's Boutique Hotel, BW Premier Collection Osprey 8.6/10 Excellent (1000) "Check in was backed up a bit at 7:00 p.m. Room was nice. Bar area outside was enjoyable with live music..drinks..the bright moon. Enjoyed the pool ...good temperature. Breakfast was good. Love the Coffee machine in the lobby area." [](https://www.expedia.ca/Osprey-Hotels-Bentleys-Boutique-Hotel.h13062.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50500/50468/ce27f724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/50500/50468/a4ca1a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/50500/50468/54a3a4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50500/50468/ffc7e96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Fort Myers Waterfront Hancock 7.2/10 Good (1016) "Nice breakfast and great river views. Had nice pool too. " CA $129 CA $144 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Fort-Myers-Hotels-Best-Western-Fort-Myers-Waterfront.h50468.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/851300/851284/1d90668b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/851300/851284/1addf96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/860000/851300/851284/a1d96d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/860000/851300/851284/a6dea1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Sarasota - Bradenton Airport Sarasota 8.2/10 Very good (1008) "Conveniently located by the airport for easy access to flights and surrounding areas " CA $138 CA $156 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Sarasota-Hotels-Hilton-Garden-Inn-Sarasota-Bradenton-Airport.h851284.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9780000/9773200/9773153/dd452d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9780000/9773200/9773153/8c8d95d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/10000000/9780000/9773200/9773153/b9b045b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, 1 Bedroom, Kitchen (Captain's Cottage) | Living area](https://images.trvl-media.com/lodging/10000000/9780000/9773200/9773153/1ae03dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarpon Tale Inn Sanibel 9.6/10 Exceptional (390) "This is the ideal spot for a beach vacation. The property is convenient, clean, and full of amenities like free bicycles. Owner was a very gracious host. Thoroughly recommend!" CA $318 CA $355 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Fort-Myers-Hotels-Tarpon-Tale-Inn.h9773153.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=2025-10-09&endDate=2025-10-10®ionId=6048100&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Coast Florida Hotel Reviews ![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 "WE loved the location very close to where we wanted to go The set up was very comfortable and the staff were very friendly" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.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 thing that was not perfect is that they are valet only. I don’t prefer that as my wife and I prefer to go in and out pretty regularly." [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Very nice hotel kind people" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Lani Kai Beachfront Resort](//images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "The area is still recovering from hurricane Ian. Most places are still rebuilding. Lani Kai has come along way still has the fantastic beach nice rooms good food can't wait until the roof top bar and restaurant opens their getting close. Hopefully on our next stay. Our get-away " [](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 "Fue una bonita experiencia, celebre mi cumplanos junto a mi esposo y la pasamos muy bien." [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Hilton Naples](//images.trvl-media.com/lodging/1000000/450000/448200/448199/ce47963b_y.jpg) ### Hilton Naples 10/10 Excellent "Nice welcome at reception. The hotel is super clean. No complaints." [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.Hotel-Information) ![Fairways Inn of Naples](//images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg) ### Fairways Inn of Naples 10/10 Excellent "The staff was courteous, welcoming, and eager to please." [](https://expedia.ca/Naples-Hotels-Fairways-Inn-Of-Naples.h55415.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](//images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "." 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