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 [4 Mar - 5 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [5 Mar - 6 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-03-05&endDate=2026-03-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6233839&startDate=2026-03-13&endDate=2026-03-15&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) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71780000/71773700/71773667/3a1c70aa.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) ![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 (80 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. £191 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/LaBelle-Hotels-Country-Cottage-On-40-Acres.h71773667.Hotel-Information) ![](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/851b6dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/32e4b45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/d1a480db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/w1912h1080x4y0-6a3a2880.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 £432 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/94be059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/f8e512af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/30a99456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/281d9168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUNSHINE GETAWAY VACATION RENTALS [](https://www.expedia.co.uk/Fort-Myers-Hotels-SUNSHINE-GETAWAY-VACATION-RENTALS.h33549492.Hotel-Information) Fort Myers 8.4/10 Very good (138 reviews) "Easy location to get where we needed. Clean and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris N. £196 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Fort-Myers-Hotels-SUNSHINE-GETAWAY-VACATION-RENTALS.h33549492.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/679f93ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/617c0dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/2dc1e0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/b4bdc499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor, Steps to Sand – Silver Sands #243A by RVA [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information) Longboat Key 8.6/10 Excellent (62 reviews) "Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela £250 includes taxes & fees 11 Mar - 12 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.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/c390520c.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) ![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/ac586d43.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 (170 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. £194 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.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) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.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) ![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edb5b449.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 (61 reviews) "Very good, great location 👍👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M. £248 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) ![](https://images.trvl-media.com/lodging/33000000/32650000/32646500/32646464/89e93530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/33000000/32650000/32646500/32646464/w997h655x13y13-99c5aae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/33000000/32650000/32646500/32646464/cec07918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/33000000/32650000/32646500/32646464/e744663e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LAST MINUTE DEALS! FREE WiFi ,Anna Maria Island Just Around The Corner or Stroll to Bay! [](https://www.expedia.co.uk/Bradenton-Hotels-Banyan-In-Bradenton.h32646464.Hotel-Information) Sunny Shores 9.6/10 Exceptional (36 reviews) "The property was excellent and close to all of the things needed! Great vacation spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie £385 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Bradenton-Hotels-Banyan-In-Bradenton.h32646464.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/c5fbc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/8355b484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/62dbb774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/14c34a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Serenity – Unit 234 by RVA [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) Longboat Key 9.4/10 Exceptional (30 reviews) " Great location, office staff are very pleasant, room was very spacious with everything you need" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GLENNA M. £262 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/a6b424e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/565ee5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/69552d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/bdbecc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax at Gulf – Silver Sands Resort #232, Longboat [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information) Longboat Key 9.2/10 Wonderful (74 reviews) "Was good. Decent place to work remotely. Open to better rate in the future to stay for a month." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan S. £272 includes taxes & fees 7 Mar - 8 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.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=2026-03-18&endDate=2026-03-19®ionId=6233839&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_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 "Yes " [](https://expedia.co.uk/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Compass by Margaritaville Hotel Naples](https://images.trvl-media.com/lodging/1000000/550000/543700/543614/16d35331_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "Comfortable room" [](https://expedia.co.uk/Naples-Hotels-Compass-Hotel-Naples.h543614.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 "Rooms clean; staff helpful" [](https://expedia.co.uk/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 10/10 Excellent "Very prompt with requests and great, friendly staff." [](https://expedia.co.uk/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "Yes staff was outstanding especially the General Manager Mini" [](https://expedia.co.uk/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Bayfront Inn Fifth Avenue](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/3ee16c77_y.jpg) ### Bayfront Inn Fifth Avenue 10/10 Excellent "It was great " [](https://expedia.co.uk/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.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 "Amazing. " [](https://expedia.co.uk/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.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 10/10 Excellent "nice staff—easy access to paradise sports complex." 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