Title: Book the Best HISTORIC Hotels in Stock Island in 2026 | Expedia.ca [Stock Island Travel Guide](https://expedia.ca/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.ca/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Vacation Rentals in Stock Island](https://expedia.ca/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[Flights to Stock Island](https://expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Stock Island Car Rentals](https://expedia.ca/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide)[Stock Island Vacation Packages](https://expedia.ca/Stock-Island.d180166.Destination-Travel-Guides) ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.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 Stock Island Historic Hotels Tonight [Feb 15 - Feb 16](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-15&endDate=2026-02-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-16&endDate=2026-02-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Stock Island historic hotels ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.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/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (166 reviews) "Everything was there that I needed. Very nice area for my dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/df6d7013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b653e8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just 20 miles from Key West! Oceanfront, dockage, swimming pool [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) Cutthroat Harbor Estates 8.4/10 Very good (121 reviews) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peyton S. CA $477 CA $950 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/c3050189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/b6f371a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cudjoe Cottages, swimming pool, just 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information) Cudjoe Key 8.8/10 Excellent (151 reviews) "Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bryan c. CA $511 CA $993 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/133c6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/515ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/61e6cf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottages, dockage, pool, just minutes to Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) Cudjoe Key 8.6/10 Excellent (122 reviews) "Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANJANA CA $306 CA $562 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/29a8f0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) Cudjoe Key 9.2/10 Wonderful (163 reviews) "Very convenient to Restaurants & nice drive to Key West" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim V. CA $337 CA $600 total includes taxes & fees Mar 14 - Mar 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/5c65acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Bathroom sink](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/634733ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) Key West Historic District 9.4/10 Exceptional (940 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $506 CA $569 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737200/57737161/d2035e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737200/57737161/f93ec2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737200/57737161/f5adc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737200/57737161/36917711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CAPTIVA \~ Adults Only, King Room with Community Pool at Azul Mansion! [](https://www.expedia.ca/Key-West-Hotels-Captiva-Historic-Mansion-Suite-With-Community-Pool-And-Parking.h57737161.Hotel-Information) Old Town Key West 9.8/10 Exceptional (138 reviews) "Quaint and quiet, clean and lovely place. Would recommend a key code lock for guests only on front door and gates for security but we had no issues. Pool heated, amenities provided as described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $342 CA $622 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Key-West-Hotels-Captiva-Historic-Mansion-Suite-With-Community-Pool-And-Parking.h57737161.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/580edbc7.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) ![Street view](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/6177b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/e65beb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pegasus International Hotel [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) Old Town Key West 8.2/10 Very good (1,011 reviews) "Very clean, great amenities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $563 CA $703 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Beach nearby, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/217/97893d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/10000/300/217/deea5dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/217/cd48d5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/300/217/bc692f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam's Curry Mansion Inn [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) Key West Historic District 8.4/10 Very good (1,003 reviews) "Room was great, right by the pool. Location cannot be beat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $509 CA $711 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed - Newly Remodeled](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/22aa8bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/ec642303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) Old Town Key West 9.6/10 Exceptional (488 reviews) "Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo CA $600 CA $675 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.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=2026-03-01&endDate=2026-03-02®ionId=180166&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-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_180166) ## Top Stock Island Hotel Reviews ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "great location on the beach, room was clean and comfortable. bathroom very good also. three pools on property and bar and restaurant on premises. Location is the best at the end of south side Deval street." [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Room was spotless, light airy feel throughout the space. The view out our balcony elevated our entire stay! Attention to details upon arrival, soft music playing on the tv with a personalized welcome greeting. Resort was beautiful and well maintained, their landscaping was eye candy for this Ohio girl. We look forward to our next visit, thanks for the hospitality Oceans Edge!" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Room was spotless. Staff friendly and helpful. Onsite bicycle rental. Better for adults. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Great location. Staff was great. Amenities were convenient. Beautiful property, well maintained. Restaurant staff was great. " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg) ### NYAH Key West - Adults Only 10/10 Excellent "Nice location and nice Hostel! Would go again. " [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Everything was great at this resort. Staff was extremely friendly! Had our SuperBowl party by the outdoor bar and the food and drinks were great! Hotel staff were super responsive and would highly recommend!" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Great location !! Beach was wonderful. Beautiful place. Definitely will be back. " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Room was very clean, the staff and amenities were excellent!!!!! " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Clean suite, friendly staff members, a convenient shuttle downtown, a great restaurant, the pool and more! We’d stay there again, in a minute!" 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