Title: TOP Historic Hotels in Southwest Florida, FL for 2026 | Expedia.co.uk [Southwest Florida Travel Guide](https://expedia.co.uk/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.co.uk/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Holiday Rentals in Southwest Florida](https://expedia.co.uk/Southwest-Florida-Holiday-Rentals.d6233839.Travel-Guide-HolidayRentals)[Flights to Southwest Florida](https://expedia.co.uk/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.co.uk/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southwest-Florida.d6233839.Car-Hire-Guide)[Southwest Florida Holidays](https://expedia.co.uk/Southwest-Florida.d6233839.Holidays-City-Breaks) ![Delnor-Wiggins Pass State Park showing a 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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [17 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Jan - 19 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Florida historic hotels ![Exterior](https://images.trvl-media.com/lodging/72000000/71780000/71773700/71773667/d638d1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71773700/71773667/be06cc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71773700/71773667/2b29aea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71780000/71773700/71773667/29d055cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables. [](https://www.expedia.co.uk/LaBelle-Hotels-Country-Cottage-On-40-Acres.h71773667.Hotel-Information) LaBelle 9.8/10 Exceptional (79 reviews) "A relaxing and magical place for your escape and mental peace. The place was excellent, and the check-in process was magnificent, with excellent communication from the host. This place is a paradise to clear your mind. Thank you so much for all the attention, Kevin, Lorena and Lilo " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin D. £195 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/LaBelle-Hotels-Country-Cottage-On-40-Acres.h71773667.Hotel-Information) ![Children’s area](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/0845fd51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/26b17d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/688784c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/3d87648f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda. [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Luxury-Place-23017.h99870631.Hotel-Information) Port Charlotte 9.4/10 Exceptional (14 reviews) "Nice location, easy to get into town and access to parks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. £219 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Luxury-Place-23017.h99870631.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/1524b831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/ac586d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/c4cc982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/54938b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaways at Point Pleasant (Palm Side) [](https://www.expedia.co.uk/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.Hotel-Information) Bradenton 10/10 Exceptional (169 reviews) "perfect location and size for what we were looking for" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael w. [](https://www.expedia.co.uk/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.Hotel-Information) ![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) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/ef5ad200.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/34f8f1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! [](https://www.expedia.co.uk/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) Matlacha 9.4/10 Exceptional (51 reviews) "The atmosphere and art very local" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy £149 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/c128477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/273cc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/6fb611a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Floridian cottage in Historic Gulf Village [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) Olde Englewood Village 9.8/10 Exceptional (60 reviews) "Very good, great location 👍👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M. £237 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/25cd6471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/4f166783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/73c5f7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/ff579f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay! [](https://www.expedia.co.uk/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) Sunny Shores 9.4/10 Exceptional (35 reviews) "Excellent for a family trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RHEA £405 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73030000/73025400/73025306/9fe066ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73030000/73025400/73025306/03fbcdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73030000/73025400/73025306/72bf4efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73030000/73025400/73025306/7bf3d9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #5 [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-5-Of-Newly-Remodeled-1955-Sunset-Inn.h73025306.Hotel-Information) Port Charlotte 10/10 Exceptional (3 reviews) "I enjoyed my stay. Had everything I needed for a comfortable experience. Would go back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Austin A. £159 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-5-Of-Newly-Remodeled-1955-Sunset-Inn.h73025306.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/5b0ee898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e698526f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/dfd5ec9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/11ea3432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1 [](https://www.expedia.co.uk/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information) Captiva 7.8/10 Good (12 reviews) "Loved being right on the beach! Such a great little place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryant £456 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (36 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. £360 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/bfa1f244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/ef34879b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/3810f46f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/d9da119b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical, private, downtown [](https://www.expedia.co.uk/Sarasota-Hotels-Very-Tropical.h24253065.Hotel-Information) Central Sarasota 9.4/10 Exceptional (84 reviews) "Place was perfect for our short stay! Great location, roomy enough for two adults and two small pups. Very cute inside, would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie L. £194 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Sarasota-Hotels-Very-Tropical.h24253065.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.co.uk/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01®ionId=6233839&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Florida Hotel Reviews ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "The room was spacious with a large bathroom. Dining tableand living room- all spotless. The staff was friendly and couteous, as well as providing efficient service The beach and pools were fabulous and there were 4 resaurants and two bars to visit and relax. They provided free parking and shuttle into le into St Armand's Circle. We will visit again and would highly recommend it." [](https://expedia.co.uk/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Priced, Clean" [](https://expedia.co.uk/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg) ### Fairways Inn of Naples 10/10 Excellent "Clean room and staff was very friendly." [](https://expedia.co.uk/Naples-Hotels-Fairways-Inn-Of-Naples.h55415.Hotel-Information) ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "ANY TYPE FOOD IS AVAILABLE ON SIGHT FOR A PRICE ITS VERY CONVENIENT PLENTY OF OPTIONS . " [](https://expedia.co.uk/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 "staff courteous amenities extensive" [](https://expedia.co.uk/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg) ### DiamondHead Beach Resort 10/10 Excellent "The single delux suite room was great! It had great views and service." [](https://expedia.co.uk/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information) ![Bayfront Inn Fifth Avenue](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/5ac7bae4_y.jpg) ### Bayfront Inn Fifth Avenue 10/10 Excellent "Beautiful accommodations and excellent location next to bay and Tin City" [](https://expedia.co.uk/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - More ways to book - [Gay-Friendly Hotels in Audubon ](https://www.expedia.co.uk/Audubon-Naples-Hotels-Gay-Friendly-Hotel.0-n553248635976469139-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bonita Springs ](https://www.expedia.co.uk/Bonita-Springs-Hotels-Adults-Only-Resorts.0-0-d6403-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Bonita Springs ](https://www.expedia.co.uk/Bonita-Springs-Hotels-Beach-Hotels.0-0-d6403-tBeachHotels.Travel-Guide-Filter-Hotels) - 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