Title: Cow Key Houseboats from CA $299 | Expedia.ca [Cow Key Travel Guide](https://expedia.ca/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.ca/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.ca/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Cow Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.ca/Cow-Key.d180163.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 Cow Key from CA $299 ![](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cow Key Houseboats ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/7733e82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/a9650977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/a95ab6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/8ce6b31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina. Stock Island CA $280 CA $436 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/ab0c7c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/58ffd6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/e0aeec92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/84bd38a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Luxury Houseboat Stock Island 9.6/10 Exceptional (8) "This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!" CA $873 CA $1,380 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Luxury-Houseboat.h58988271.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) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.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) ![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) ### Living the Dream Key West Style Stock Island 9.8/10 Exceptional (26) "Great hosts and great accommodations!" CA $375 CA $473 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) ![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/90000000/89840000/89832400/89832384/3a268cdc.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) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 8.8/10 Excellent (164) "The stay was beautiful " CA $117 CA $367 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.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) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.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) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! Stock Island 7.8/10 Good (22) "Loved everything about the stay, " CA $351 CA $701 total includes taxes & fees Oct 11 - Oct 12 [](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/120000000/119500000/119492800/119492759/184a49f3.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) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/23ebb7dc.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 boat at the Perry with AC, fitness room and 2 swimming pools Stock Island CA $209 CA $299 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/d6d1bef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/42465d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/54e33093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/e35982fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West Stock Island 6.6/10 (12) "Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. " CA $228 CA $465 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Charming-4-Bedroom-Yacht-With-AC.h111019535.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) ![Lobby](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/79043241.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) ![Marina](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/9be6c638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West Stock Island CA $321 CA $714 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-Charming-1-Bedroom.h117636268.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/3ec010e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/8f700f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/a6e93cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/688a7aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Docked in Paradise Stock Island CA $410 CA $724 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Docked-In-Paradise.h119184154.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/bbcb642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/7386add3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/83a75b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/0525fb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FREE TIME 50’ 2 Cabin Yacht Key West Stock Island CA $707 CA $1,137 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-FREE-TIME-50-2-Cabin-Yacht-Key-West.h116961428.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/w1115h1280x401y0-11434d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/w1024h512x0y88-2d0ae173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/w1131h1280x393y0-cc24a95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/f4fb1e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off Stock Island CA $363 CA $724 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/3-Bedroom-Boat-In-Beautiful-Key-West-Sleeps-10-People-50-Off.h119939810.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/f7ca8cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/84d1ba56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/3aed3e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/w1200h794x0y0-85128d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West Stock Island CA $6,309 CA $8,863 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Stay-Together.h117379843.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/c08a43cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/dc2b3ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/43ede49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/e542540e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront & Heated Pool - Awai's Floating Villa Stock Island 9.0/10 Wonderful (2) "Accommodations were outstanding. The covered rooftop patio was my favorite. The surrounding areas were a bit distressed and rundown. The walk from the parking lot to the boat was a bit of a hike. " CA $592 CA $1,137 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Awais-Floating-Villa-Luxury-Houseboat.h103997279.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/a94d8d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/2b50480b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/172f6771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/ae0a5ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West Stock Island CA $1,260 CA $2,220 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-Luxurious-4-Bedroom-Catamaran.h117637289.Hotel-Information) ![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/76ab7cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/2c771588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/5572ae24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/eec5154b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super-Cozy boat in Key West! Key West CA $349 CA $431 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Key-West-Hotels-Super-Cozy-Boat-In-Key-West.h120524691.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/c5fb9b60.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 $8,412 CA $10,591 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Luxurious-6-Bedroom-64-Ft-Yacht-In-Beautiful-Key-West-With-Full-Time-Concierge.h116359795.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/a87612ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/d26dd76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/96ad8f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/e42463db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Houseboat in Key West Stock Island 10/10 Exceptional (1) "Went with my girlfriend and we had an amazing time, so much fun. I recommend to anyone.if you have a partner, friends and family or even by yourself this is a great experience " CA $568 CA $975 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Beautiful-Houseboat-In-Key-West.h95648282.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/4eaebe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/w1191h798x4y0-2962f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/3ff9a34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/08ccb708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 46' Yacht 2BR + Salon Bed and 2Bath ~ Key West / Dry Tortugas Stock Island CA $3,505 CA $5,298 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Modern-Sea-Ray-Yacht-1BR-Convertible-Salon-Bed-And-2Bath-Key-West.h117380123.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/w507h683x259y0-64583b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/5dceca8e_edited_43a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/w1024h512x0y88-e37b4030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/1d9a6138_edited_8c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West Stock Island CA $599 CA $1,205 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Key-West-Hotels-Accommodates-8-Guests-50-Discount-3-Bedroom-Boat-With-AC-In-Amazing-Key-West.h119344295.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/d7d4a936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/66ec6d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/d2cde3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/f1b58c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6 Stock Island CA $738 CA $1,422 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Key-West-Hotels-40ft-Sailboat.h114128700.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=2025-10-24&endDate=2025-10-25®ionId=180163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FCow-Key-Houseboats.d180163-aaHouseboats.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Houseboats.d180163-aaHouseboats.Travel-Guide-Accommodation) ## Top Cow Key Hotel Reviews ![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 "We loved this resort and will be back!" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 "Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay. " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Wonderful stay! The hotel was spotless, the staff was friendly, and the atmosphere was relaxing. Would definitely stay again!” Enjoyed the shuttle to and from the hotel. It also provides transportation to and from Duval St. Overall great experience" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Awesome property , would 100% stay again. Staff was awesome. Only downside was one of the elevators wasn’t working and the room was a bit small…….. but no problem at all. Enjoyed our stay very much !!! Thanks " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "One of the most enjoyable stays. Staff extremely knowledgeable and friendly. Received texts regarding activities daily-this was a nice touch! Property well staffed and maintained. Nice beach area which is a plus in Key West. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](//images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Great views from our room excellent staff service. Would definitely stay again" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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 "Super clean. The pool was amazing..friendly staff.." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "We had a great time. Everything was clean and very comfortable " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Parrot Key Hotel & Villas](//images.trvl-media.com/lodging/1000000/30000/24700/24615/b83a5985_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Impeccable service" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ## Find out more about Cow Key ## Cow Key Houseboats information | Number of reviews | 219 | | --- | --- | | Accommodation | 60 Houseboats | | Lowest Price | CA $299 | | Highest Price | CA $10,591 | ## Frequently asked questions ### How much do houseboats in Cow Key cost? > Rates for houseboats in Cow Key range between CA $299 and CA $10,591 per night. Whatever your budget, you're sure to find an awesome option for you and your crewmates. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best houseboats in Cow Key? > Take your pick of multiple houseboats in Cow Key for an unforgettable adventure on the water. These floating retreats have a total average guest review rating of 9.3, and one of the most sought-after is [Key West Sailing Adventure With Sunset Charter Included](https://www.expedia.ca/Key-West-Hotels-Key-West-Sailing-Adventure-With-Sunset-Charter-Included.h1555152.Hotel-Information). It has a 3-star rating and amenities including an art gallery and individually decorated rooms. [Key West Yacht Life](https://www.expedia.ca/Key-West-Hotels-Key-West-Yacht-Life.h15465312.Hotel-Information) is also recommended by Expedia guests. This 4-star option offers a barbecue grill, a swimming pool and more. ### How many houseboats are there in Cow Key? > You can choose from 60 houseboats in Cow Key. Whether you're vacationing with the family or arranging a weekend escape with your pals, Expedia will help you find the perfect getaway on the water. ### Are there any family-friendly houseboats in Cow Key? > Check your crew in at [Key West Sailing Adventure With Sunset Charter Included](https://www.expedia.ca/Key-West-Hotels-Key-West-Sailing-Adventure-With-Sunset-Charter-Included.h1555152.Hotel-Information), a 3-star option sure to float everyone's boat. Conveniences here include a nearby beach and laundry facilities. Another family-friendly houseboat is [Key West Yacht Life](https://www.expedia.ca/Key-West-Hotels-Key-West-Yacht-Life.h15465312.Hotel-Information). WiFi and laundry facilities help make this 4-star property a hit with families planning a water-based vacation. Cow Key has tons of family-friendly attractions to check out that'll keep the kids entertained. [Smathers Beach](https://www.expedia.ca/Smathers-Beach-Key-West.d6069255.Vacation-Attraction) and [South Beach](https://www.expedia.ca/South-Beach-Key-West.d6246827.Vacation-Attraction) promise fun for travellers of all ages. ### Why book your houseboat in Cow Key with Expedia? > Booking a houseboat in Cow Key is as easy as entering your travel dates and selecting an option that meets your needs. Looking for a floating retreat that's luxurious or low cost, or a stay that also includes a hot tub and free WiFi? 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[Stock Island Vacations](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides) - [Visit Stock Island](https://www.expedia.ca/Stock-Island.dx180166) - [Ada Rental Cars in Stock Island](https://www.expedia.ca/ADA-Car-Rentals-In-Stock-Island.d180166-c1109.Car-Rental-Guide-Suppliers) - [Avis Canaries Rental Cars in Stock Island](https://www.expedia.ca/Avis-Canaries-Car-Rentals-In-Stock-Island.d180166-c1135.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Stock Island](https://www.expedia.ca/Budget-Car-Rentals-In-Stock-Island.d180166-c39.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Stock Island](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-Stock-Island.d180166-c19.Car-Rental-Guide-Suppliers) - [Redspot Rental Cars in Stock Island](https://www.expedia.ca/Redspot-Car-Rentals-In-Stock-Island.d180166-c1078.Car-Rental-Guide-Suppliers) - [Rentacar Guadeloupe Rental Cars in Stock Island](https://www.expedia.ca/RentACar-Guadeloupe-Car-Rentals-In-Stock-Island.d180166-c1103.Car-Rental-Guide-Suppliers) - [Turisprime Rental Cars in Stock Island](https://www.expedia.ca/Turisprime-Car-Rentals-In-Stock-Island.d180166-c1100.Car-Rental-Guide-Suppliers) - [Things to do in Stock Island](https://www.expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities) - [Book Houseboats in Cow Key on Expedia.com](https://www.expedia.com/Cow-Key-Houseboats.d180163-aaHouseboats.Travel-Guide-Accommodation)