Title: Fleming Key Guest Houses from CA $400 | Expedia.ca [Fleming Key Travel Guide](https://expedia.ca/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Vacation Rentals in Fleming Key](https://expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Flights to Fleming Key](https://expedia.ca/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Fleming Key Car Rentals](https://expedia.ca/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[Fleming Key Vacation Packages](https://expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 prices for these dates Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Fleming Key guest houses ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Courtyard view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/0849ca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/8af6b0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) Key West Historic District 8.0/10 Very good (1,010 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Venkata Durga Phanindra Reddy CA $300 CA $400 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/f6fb7a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite, 1 King Bed, Garden View, Ground Floor](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/d35b4a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/9cfe0bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) Old Town Key West 9.6/10 Exceptional (257 reviews) "Loved the hotel will definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $327 CA $405 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage Suite 138 | Living area](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/7cb777fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/dfaa6255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/54861217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palms Hotel [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) Old Town Key West 8.8/10 Excellent (1,013 reviews) "Enjoy the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $488 CA $580 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/caf0575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/eed8060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/4f2f52f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/ae04ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grand Guesthouse [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) Old Town Key West 9.6/10 Exceptional (1,001 reviews) "Great location and really nice room. Def stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/f02c0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/7d668ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/617f7c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/002755fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House Court - Adult Only [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1,004 reviews) "Loved our stay! Nice clean room in a good location, staff was VERY friendly! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sydney CA $386 CA $487 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.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) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.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 (932 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $433 CA $487 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/39c00051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/5775eee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/88646fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/a154a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHIBA \~ Adults Only, Poolview Queen Room in Historic Azul Mansion! [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) Old Town Key West 9.6/10 Exceptional (149 reviews) "Wonderful stay at Azul. Good location, clean, quiet. The pool was nice place to relax. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer H. CA $219 CA $470 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabana Cottage](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/75209084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/8cc28f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) Old Town Key West 8.8/10 Excellent (1,004 reviews) "Great location near the heart of Duval St. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/8a2ee79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/ad546a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/747c0ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Key West Hotel [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) Key West Historic District 9.2/10 Wonderful (519 reviews) "Great location, very clean, and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $593 CA $743 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/ca7964c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/d193f745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/dcd75cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JULIE \~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! [](https://www.expedia.ca/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) Old Town Key West 10/10 Exceptional (81 reviews) "We had a fabulous time. Now that we’ve stayed at the Scarlet Mango Inn, I can’t imagine staying anywhere else. Perfect location, beautiful historic home, great amenities, friendly accessible host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly S. CA $320 CA $649 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/d0e113c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/0655c71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Havana Suite w/kitchenette | Garden view](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/6c9ccbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/c8bd1ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Inn [](https://www.expedia.ca/Key-West-Hotels-Duval-Inn.h529427.Hotel-Information) Old Town Key West 8.6/10 Excellent (729 reviews) "Great staff and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred CA $438 CA $563 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-Duval-Inn.h529427.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/5b9721a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/0bf5f846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/8b59cd75.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) ### WHITEHEAD ROOM @ Inn on Fleming\~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool [](https://www.expedia.ca/Key-West-Hotels-THE-WHITEHEAD-ROOM-2nd-Floor-Queen-Suite-Inn-On-Fleming-W-Shared-Pool.h110834319.Hotel-Information) Old Town Key West 9.6/10 Exceptional (20 reviews) "Complete Beautiful arrangement " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $241 CA $497 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-THE-WHITEHEAD-ROOM-2nd-Floor-Queen-Suite-Inn-On-Fleming-W-Shared-Pool.h110834319.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) ![Interior](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/2d2bd17f.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) ![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 [](https://www.expedia.ca/Key-West-Hotels-Curry-House.h100745070.Hotel-Information) Old Town Key West 7.0/10 Good (48 reviews) "It was not able to open any Window in the room. Even in the bathroom was not possible. The only way to get fresh air to open the entrance door. The air condition was very noisy. It was not possible to switch off or set a higher temperature. I did not find any remote controller. The shower did not worked. After a long day without bath is not comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gergely [](https://www.expedia.ca/Key-West-Hotels-Curry-House.h100745070.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/d0d5bcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Small Queen Room at Olivia By Duval, 511 Olivia Street](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/9027e7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage 2 Queen Beds at Wicker Guesthouse, 913 Duval Street | Outdoor spa tub](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/4066cd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/e94793f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wicker Guesthouse [](https://www.expedia.ca/Key-West-Hotels-Wicker-Guesthouse.h10974431.Hotel-Information) Old Town Key West 8.6/10 Excellent (1,000 reviews) "Awesome place to stay very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $634 CA $713 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Key-West-Hotels-Wicker-Guesthouse.h10974431.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/300/217/bc692f27.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/300/217/e8c5a6d0.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 (1,001 reviews) "Location was great ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela CA $410 CA $601 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/a3570bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/146db7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm 1 Bedroom Suite | Living area](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/e8fb967e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/dba63347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colors on White [](https://www.expedia.ca/Key-West-Hotels-Colors-On-White.h36259375.Hotel-Information) Old Town Key West 8.0/10 Very good (393 reviews) "Room was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Herbert CA $497 CA $559 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Key-West-Hotels-Colors-On-White.h36259375.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/ae6676ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/9c58be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment | Living area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/41684e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/05765b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana's Foster Guesthouse [](https://www.expedia.ca/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) Key West Historic District 9.0/10 Wonderful (8 reviews) "The room was spotless and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KARLA [](https://www.expedia.ca/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/a913c72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ac5e99f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ed2fdb43.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) ### GOLDEN NUGGET \~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool! [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) Old Town Key West 9.8/10 Exceptional (104 reviews) "Super clean beautiful place!! Great location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug Y. CA $415 CA $770 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.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) ![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) ![Porch](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/ec642303.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) ### Coco Plum Inn [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) Old Town Key West 9.6/10 Exceptional (476 reviews) "The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent CA $497 CA $559 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0a96de9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/13a96887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coconut King | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/673d8b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/bbb6c4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Oasis [](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information) Old Town Key West 8.2/10 Very good (604 reviews) "Great location, nice specious room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Val CA $523 CA $589 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.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=2026-02-04&endDate=2026-02-05®ionId=180162&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Guest-Houses.d180162-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Guest-Houses.d180162-aaGuestHouses.Travel-Guide-Accommodation) ## Top Fleming Key Hotel Reviews ![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 "Great " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![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 "The right location at the right price. They sent texts to update you on activities on-site." [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "Location was good" [](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 "Awesome" [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.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 "A little gem of a hotel with its own private beach and sunsets right at the top of Duvall Street." [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "Great place to stay. The Cuban touch was fun and different than any other place I have stayed. Not a huge menu, but wonderful, different options. " [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Beautifully kept property. Great staff, very friendly. Our room was comfortable and clean, the pools were great and we could walk to every thing! The breakfast each morning was a wonderful start to the day. Would definitely stay again. " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal. " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Room was clean, staff was very friendly, bartenders were outstanding and Johnny, our shuttle driver was awesome. " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Guest Houses information | Number of reviews | 11,213 | | ----------------- | --------------- | | Accommodation | 57 Guest Houses | | Lowest Price | CA $400 | | Highest Price | CA $770 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [Hotels near Duval Street ](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Flamingo ](https://www.expedia.ca/Flamingo-Apart-Hotels.d553248635074842070-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Flamingo ](https://www.expedia.ca/Flamingo-Chalets.d553248635074842070-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Flamingo ](https://www.expedia.ca/Flamingo-Guest-Houses.d553248635074842070-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Flamingo ](https://www.expedia.ca/Flamingo-Holiday-Parks.d553248635074842070-aaHolidayParks.Travel-Guide-Accommodation) - 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