Title: Fleming Key Houseboats from CA $98 | 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) # Search Houseboats in Fleming Key from CA $98 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=HOUSE_BOAT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=HOUSE_BOAT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOUSE_BOAT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOUSE_BOAT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Fleming Key Houseboats ## Our top choices for Fleming Key houseboats ![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/af1f2a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 9.0/10 Wonderful (162) "The stay was beautiful " CA $98 CA $340 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/74a49171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living the Dream Key West Style Stock Island 9.8/10 Exceptional (23) "Great hosts and great accommodations!" CA $370 CA $452 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! Stock Island 7.8/10 Good (22) "Loved everything about the stay, " CA $344 CA $693 total includes taxes & fees Sep 19 - Sep 20 [](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119490000/119482000/119481957/248e7005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/120000000/119490000/119482000/119481957/8af55551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119490000/119482000/119481957/26461fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/120000000/119490000/119482000/119481957/2c7d7b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentient Waters: 63' Boat With Full Amenities & Sun Deck Stock Island [](https://www.expedia.ca/Key-West-Hotels-Live-The-Island-Life-Spacious-65-Hatteras-Yacht-With-Full-Amenities-Sun-Deck.h119481957.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/118000000/117520000/117513100/117513090/4a8bda0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117520000/117513100/117513090/722852a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117520000/117513100/117513090/36d98ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117520000/117513100/117513090/fbd1a079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super-cozy boat in 5 Star Key West Marina. Stock Island 10/10 Exceptional (1) "We had the best experience in this charming boathouse - it was just the right size for our group of four. From the moment we stepped inside, we felt right at home in its cozy and comfortable atmosphere, it felt like a bit of home away from home, but with the added novelty of being right on the water. Lori's thoughtful touches throughout made the small space extra inviting and relaxing. She and her husband were amazing hosts and always responded quickly to answer any of our questions, I loved... [](https://www.expedia.ca/Key-West-Hotels-Super-Cozy-Boat-In-5-Star-Key-West-Marina.h117513090.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107870000/107861700/107861672/w1023h678x1y5-7681b950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/108000000/107870000/107861700/107861672/b74e0448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107870000/107861700/107861672/69e665ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107870000/107861700/107861672/w1130h683x3y0-29053983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER! Stock Island 10/10 Exceptional (5) "We had a great time. We had everything we needed. Our 4 hr excursion was so great. Perfect weekend trip. " [](https://www.expedia.ca/Key-West-Hotels-Luxurious-40-Sailing-Yacht-Located-In-A-Beautiful-Resort-VRBO-NEW-OFFER.h107861672.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111350000/111344400/111344385/bec2848a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111350000/111344400/111344385/b5d1b7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge](https://images.trvl-media.com/lodging/112000000/111350000/111344400/111344385/c5a8cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111350000/111344400/111344385/cb3e0837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand new VRBO exclusive offer! 50 foot motor yacht in Key West! Stock Island 10/10 Exceptional (1) "Having done power cat trips in BVI and Exumas we thought it would be fun to stay on a boat during our visit to Key West. Having the hotel pool and amenities made it feel like a resort stay. The boat was clean and spacious. Only negative is you can’t flush the toilet paper and have to put" [](https://www.expedia.ca/Key-West-Hotels-Brand-New-VRBO-Exclusive-Offer-50-Foot-Motor-Yacht-In-Key-West.h111344385.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/184a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/2420637e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/6c0cd1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/a08d8288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools Stock Island CA $344 CA $449 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/a3a4a1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/w1284h855x0y4-c3eac5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/9be6c638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/d33462a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West Stock Island CA $315 CA $678 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-Charming-1-Bedroom.h117636268.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/38000000/37720000/37713600/37713540/cc930d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37720000/37713600/37713540/6bf1c5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37720000/37713600/37713540/b99b8dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37720000/37713600/37713540/5c75f550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRAVEL THE KEYS OR JUST RELAX AT THE DOCK Stock Island 9.4/10 Exceptional (28) "The marina is the perfect location! There are 4 bedrooms so it is perfect for a group of friends (all individual beds except the master). The kitchen was well stocked to make all means and the grill on the top deck was great!" [](https://www.expedia.ca/Key-West-Hotels-TRAVEL-THE-KEYS-OR-JUST-RELAX-AT-THE-DOCK.h37713540.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76500000/76498000/76498000/d0532ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/77000000/76500000/76498000/76498000/f7859e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/77000000/76500000/76498000/76498000/8560a6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76500000/76498000/76498000/w4032h2850x0y0-da31b296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 34’ Catamaran Sailboat Key West 9.4/10 Exceptional (35) "Great time enjoying the keys like a pirate. " [](https://www.expedia.ca/Key-West-Hotels-34-Gemini-Catamaran-Sailboat.h76498000.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/1127c930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/22e34501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/d8d7e75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/84944688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew Stock Island CA $8,245 CA $10,365 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-Luxurious-6-Bedroom-64-Ft-Yacht-In-Beautiful-Key-West-With-Full-Time-Concierge.h116359795.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109800000/109797900/109797814/ace62606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/110000000/109800000/109797900/109797814/d2e4dade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/110000000/109800000/109797900/109797814/073c0c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/110000000/109800000/109797900/109797814/a7b9d763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys! Stock Island 7.6/10 Good (10) "The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. " [](https://www.expedia.ca/Key-West-Hotels-Florida-Keys-Living-Your-Charming-Houseboat-Getaway-In-The-Florida-Keys.h109797814.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393345/1efbfd6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393345/614fe614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393345/5e2e03b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393345/b8fc69ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean views!
I didn’t do it too Stock Island 10/10 Exceptional (21) "Successful" [](https://www.expedia.ca/Key-West-Hotels-Great-View-In-A-Private-MarinabrI-Didnt-Do-It-Too.h65393345.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/115500000/115492400/115492359/510e508a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115500000/115492400/115492359/c8ec8a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115500000/115492400/115492359/504bf3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115500000/115492400/115492359/w1342h676x0y7-d104aba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West! Stock Island 10/10 Exceptional (1) "We have never stayed on a boat like this before and it was amazing!! Booked it for a surprise 50th birthday celebration for my husband and our friends. The bedrooms and bathrooms are smaller than ones on a cruise ship but we were barely in them. Not to mention we had full use of ALL of the amenities at the hotel and marina which was awesome!! Pool, bars, restaurants, showers, bathrooms....perfect! Location of the boat in the marina was perfect...far enough away from hotel to not be around... [](https://www.expedia.ca/Key-West-Hotels-SPECIAL-OFFER-SMACK-50-Foot-Sailing-Catamaran-In-Elegant-Resort.h115492359.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89160000/89152900/89152849/7363e03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89160000/89152900/89152849/e2aaf9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/90000000/89160000/89152900/89152849/ae0218a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89160000/89152900/89152849/24ebdd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Bell is a Beautiful Houseboat cozy and relaxing. Stock Island 10/10 Exceptional (6) "The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!" [](https://www.expedia.ca/Key-West-Hotels-Southern-Bell-Is-A-Beautiful-Houseboat-Cozy-And-Relaxing.h89152849.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116350000/116348700/116348636/9b8d5c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116350000/116348700/116348636/5208f8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116350000/116348700/116348636/00a102c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116348700/116348636/cf326805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 51' Luxury Yacht in Key West Stock Island [](https://www.expedia.ca/Key-West-Hotels-51-Luxury-Yacht-In-Key-West.h116348636.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27750000/27747600/27747565/d0d065f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27750000/27747600/27747565/1c8d4923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/28000000/27750000/27747600/27747565/2d6e591f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27750000/27747600/27747565/35f87dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6. Stock Island 9.0/10 Wonderful (106) "Our stay was great! Host was very accommodating! We took advantage of chartering the smaller boat the host has out to the sandbar for a fun day out in the water. Would definitely recommend!Boat amenities were as expecting. They are on the process of making upgrades to the boat. They just did new flooring before our stay. " [](https://www.expedia.ca/Key-West-Hotels-KEY-WEST-LIVIN-Beautiful-66-Yacht-With-4-Bedrooms-And-4-Bath-Sleeping-6.h27747565.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/115110000/115107600/115107512/0b3b8bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/116000000/115110000/115107600/115107512/eedc8543_edited_3345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115110000/115107600/115107512/3905bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115110000/115107600/115107512/60531d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort Stock Island 10/10 Exceptional (2) "We had a wonderful stay aboard the yacht! Everything was spotless, well-maintained, and even more beautiful than in the photos. The marina resort offered a peaceful and luxurious setting, and waking up on the water was truly unforgettable. Highly recommend this unique experience!" [](https://www.expedia.ca/Key-West-Hotels-NEW-VRBO-Listing-Elegant-40-Yacht-In-5-Star-Resort.h115107512.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/112000000/111530000/111524400/111524327/e403ed8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/112000000/111530000/111524400/111524327/ec383d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111530000/111524400/111524327/da61cfb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/112000000/111530000/111524400/111524327/c20ccd51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming catamaran sailboat with AC, pool in stock island yacht club, Key West. Stock Island 10/10 Exceptional (2) "We loved the settings, and Captain Mike is a wonderful, helpful host!The interior of the boat is not spacious, and is full of useful items available for our use.A highly recommended unusual stay.The pood and communal showers are excellent." [](https://www.expedia.ca/Key-West-Hotels-Charming-2-Bedroom-Boat-With-AC.h111524327.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=2025-10-01&endDate=2025-10-02®ionId=180162&adults=2&lodging=HOUSE_BOAT&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-Houseboats.d180162-aaHouseboats.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Houseboats.d180162-aaHouseboats.Travel-Guide-Accommodation) ## Top Fleming Key Hotel Reviews ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Quiet, private beach, pool and bar" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Excellent " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ibis Bay Beach Resort](//images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Everything about our stay was wonderful! The resort was amazing and the staff was outstanding! We will definitely be back again! The fun desk staff and guides were outstanding and the bartender for most of our stay treated us wonderfully and always made sure were hydrated! Nothing about our visit was disappointing while there! Thank you !!! " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "Great employees " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "Views " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Excellent Property " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "I loved the hotel " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Margaritaville Beach House Key West](//images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Conveniently located hotel. SHUTTLE to Duvall Street & Airport " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Houseboats information | Number of reviews | 385 | | --- | --- | | Accommodation | 49 Houseboats | | Lowest Price | CA $98 | | Highest Price | CA $8,245 | ## 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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[Things to do in Key West](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities) - [Book Houseboats in Fleming Key on Expedia.com](https://www.expedia.com/Fleming-Key-Houseboats.d180162-aaHouseboats.Travel-Guide-Accommodation) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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