Title: Book the Best HISTORIC Hotels in Old Town Key West in 2025 | Expedia.ca [Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Old Town Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Key-West.d553248635976481920.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.ca/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497971-south-beach-fm.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Old Town Key West, FL from CA $230 - ![](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 Old Town Key West Historic Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town Key West Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/ee4555f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/c435c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/705cf1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only Old Town Key West 9.0/10 Wonderful (1144) "Will definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $167 CA $230 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/6cf9bef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/acfeb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Opal Key Resort & Marina, Key West Old Town Key West 9.2/10 Wonderful (1005) "great view and wonderful grounds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $357 CA $457 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1809a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/38d0f336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/967dbb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5cbc0ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion! Old Town Key West 9.6/10 Exceptional (141) "Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista CA $134 CA $345 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/b1290b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/007f977b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/c2bf392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/4d2d6f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! Old Town Key West 10/10 Exceptional (75) "Excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt M. CA $161 CA $432 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/cf7f237d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/56dfeed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/a5da01ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only Old Town Key West 8.8/10 Excellent (1025) "Great location, great staff, great amenities, would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia CA $226 CA $318 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/0bf5f846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/d6bc83f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/858035c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/2166e4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool Old Town Key West 9.6/10 Exceptional (14) "We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica C. CA $130 CA $340 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-THE-WHITEHEAD-ROOM-2nd-Floor-Queen-Suite-Inn-On-Fleming-W-Shared-Pool.h110834319.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/81c4c567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/4a65a2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/6177b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/3eb8f6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pegasus International Hotel Old Town Key West 8.2/10 Very good (1018) "You can hear everything in your room and the people in the room across from us were loud and partying majority of night. Hotel is okay. Not the cleanest." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/e6b2a42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/40114484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn Old Town Key West 9.6/10 Exceptional (457) "Loved the location and eating our breakfast on the patio. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $284 CA $319 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ac5e99f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/4852a6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/921c399e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/1865b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool! Old Town Key West 9.8/10 Exceptional (96) "Everything you need to explore Key West" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie P. CA $169 CA $444 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) ![Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/10660828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed, Balcony, Pool View](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/3d1c0cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed, Ground Floor](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/987af2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 Double Bed](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/10948484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Curry House Old Town Key West 7.0/10 Good (44) "This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven [](https://www.expedia.ca/Key-West-Hotels-Curry-House.h100745070.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=2025-11-18&endDate=2025-11-19®ionId=553248635976481920&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Old Town Key West | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | August | March | CA $398 | CA $473 | | Month | Price | | --- | --- | | January | CA $559 | | February | CA $606 | | March | CA $637 | | April | CA $555 | | May | CA $485 | | June | CA $382 | | July | CA $378 | | August | CA $320 | | September | CA $333 | | October | CA $491 | | November | CA $398 | | December | CA $473 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Old Town Key West Hotel Reviews ![Duval House](//images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg) ### Duval House 10/10 Excellent "Our room was clean and anything we needed more of was not a problem. All of the rooms are close to everything on the property. Our room was one of the bigger rooms and it was perfect for us. The staff in the office, at breakfast, landscapers, housekeeping all were so kind and would talk to guests. The landscaping is absolutely beautiful and calming. When you walk off the property basically there’s so many places either right there or within walking distance. Thank you Duval House!!! We will see you again!!!" [](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![The Palms Hotel](//images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88_y.jpg) ### The Palms Hotel 10/10 Excellent "Great location. Room was clean and need. The staff was friendly and courteous. The pool was awesome with its little Tiki bar and happy hour at 3. We will definitely stay there again." [](https://expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Excellent time " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![The Southernmost Inn - Adults Only](//images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad_y.jpg) ### The Southernmost Inn - Adults Only 10/10 Excellent "I loved it" [](https://expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Great beach view!" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Paradise Inn Key West - Adults Only](//images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/069168f1_y.jpg) ### Paradise Inn Key West - Adults Only 10/10 Excellent "So nice a convenient location " [](https://expedia.ca/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information) ![Almond Tree Inn Hotel - Adults Only](//images.trvl-media.com/lodging/1000000/810000/809100/809031/3d7c7063_y.jpg) ### Almond Tree Inn Hotel - Adults Only 10/10 Excellent "All was perfect" [](https://expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![Ella's Cottages - Key West Historic Inns](//images.trvl-media.com/lodging/1000000/870000/863200/863188/8034db18_y.jpg) ### Ella's Cottages - Key West Historic Inns 10/10 Excellent "Loved it! Felt totally at home!!" [](https://expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Beautiful property far enough away from duval to be quiet but close enough to walk and right on its own private beach. You can rent bikes and jet skis and everything on site." [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Old Town Key West? > The historical sites in Old Town Key West are likely a big part of your travel plans. And while you're visiting the area, why not also take some time enjoying all you'll find to see and do here? ### How many historical hotels will I find in Old Town Key West? > In Old Town Key West, you'll find 1341 hotel accommodations bookable on Expedia though not many historic hotels to choose from. ### What are the top historical sites and other places to visit in Old Town Key West? > Old Town Key West is notable for landmarks like Saint Mary Star of the Sea, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum. Cultural venues include Florida Keys Eco - Discovery Center, Harry S. Truman Little White House, and Mel Fisher Maritime Museum. Duval Street is another popular sight to explore. ### What is a historic hotel like in Old Town Key West? > Guests who choose a historic hotel can sleep someplace that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of such hotels in Old Town Key West, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value along with how it inspired the community. ### Do historic hotels in Old Town Key West have modern facilities? > Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Old Town Key West, you won't find yourself staying at a place that is rundown or uncomfortable. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976470405-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Beach-Hotel.0-n553248635976470405-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Boutique-Hotel.0-n553248635976470405-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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