Title: Sugarloaf Key Houseboats from CA $361 | Expedia.ca [Sugarloaf Key Travel Guide](https://expedia.ca/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Houseboats in Sugarloaf Key from CA $361 - ![](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 [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Sugarloaf Key Houseboats ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/08ccb708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/4eaebe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/417107dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/06ef4c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West Stock Island CA $488 CA $1,239 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Modern-Sea-Ray-Yacht-1BR-Convertible-Salon-Bed-And-2Bath-Key-West.h117380123.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.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) ### Living the Dream Key West Style Stock Island 9.8/10 Exceptional (34) "Everything was very nice. Staff was friendly and helpful ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $376 CA $476 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.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) ![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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trish R. CA $874 CA $1,358 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Luxury-Houseboat.h58988271.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/28c949c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/51b2695f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/ddf31c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/42e84698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina. Stock Island CA $384 CA $574 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.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) ![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) ![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.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 (26) "This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $349 CA $707 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/6e1617cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience! Stock Island 10/10 Exceptional (1) "Tom & Jen were great hosts! Prompt with communication before and during our stay. They shopped for and delivered our groceries, along with welcoming us with a tour of the marina & boat. Very personable. The boat was very clean with all necessities on board. Highly recommend staying aboard Free Time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa G. CA $137 CA $968 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-FREE-TIME-50-2-Cabin-Yacht-Key-West.h116961428.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/503b06e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/007d891a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/1e093994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/69c6e5fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart Stock Island 10/10 Exceptional (1) "Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $122 CA $361 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-Skip-The-Hotel-Stay-On-The-Water-Aboard-A-46-Foot-Yacht-In-Key-West.h107901117.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/93c41649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/9152b7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/922b12a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/1c1c8520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown Stock Island 10/10 Exceptional (1) "The owners are very attentive and interested in making sure that our stay was great on every level. Top notch communication and they went above and beyond with the hospitality. Thanks so much. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc B. CA $305 CA $520 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Key-West-Hotels-43-Classic-Trawler-5-Star-Resort-Pools.h120336516.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) ![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.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/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 8.8/10 Excellent (168) "Location , staff , and aqua lodge were perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $148 CA $401 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/87559166_edited_0450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/89e7295c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-da395f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-034e5e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Houseboat Stock Island CA $440 CA $910 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Cozy-House-Boat-At-3D-Boat-Yard-On-Stock-Island-Just-Next-To-Key-West.h105765915.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) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/dd6bb941.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) ![Dining](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/w1131h1280x393y0-cc24a95c.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 $409 CA $782 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Boat-In-Beautiful-Key-West-Sleeps-10-People-50-Off.h119939810.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/84944688.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) ### Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew Stock Island CA $8,386 CA $10,625 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Luxurious-6-Bedroom-64-Ft-Yacht-In-Beautiful-Key-West-With-Full-Time-Concierge.h116359795.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) ![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) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/w1200h790x0y0-12bf95fd.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, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West Stock Island CA $907 CA $1,740 total includes taxes & fees Dec 2 - Dec 3 [](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/104000000/104000000/103997300/103997279/43ede49b.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) ![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 9.4/10 Exceptional (3) "Very clean and modern. Marina view was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy V. CA $769 CA $1,083 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Awais-Floating-Villa-Luxury-Houseboat.h103997279.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/40976dad.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 $739 CA $1,409 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-40ft-Sailboat.h114128700.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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/2c771588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super-Cozy boat in Key West! Key West 8.0/10 Very good (1) "Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rachael K. CA $348 CA $440 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Super-Cozy-Boat-In-Key-West.h120524691.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) ![Dining](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/8195b10f.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) ![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 $1,257 CA $2,213 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Luxurious-4-Bedroom-Catamaran.h117637289.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/a5225623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Docked in Paradise Stock Island CA $409 CA $738 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Docked-In-Paradise.h119184154.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) ![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) ![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) ### 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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio M. CA $566 CA $980 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Key-West-Hotels-Beautiful-Houseboat-In-Key-West.h95648282.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/120000000/119500000/119492800/119492759/23ebb7dc.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 6.0/10 (1) " Host’s communication needs to improve! When we checked in, beddings didnt look fresh, so I asked: Me: sent pic & asked “this is how bed? Sheets washed/clean? Her reply: If we are going to have these kinds of problems because how I choose to make my bed then your more than welcome to try a room at the hotel ( copied & pasted from her text)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myra CA $280 CA $442 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.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=2025-12-15&endDate=2025-12-16®ionId=183126&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_183126) ![](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%2FSugarloaf-Key-Houseboats.d183126-aaHouseboats.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Houseboats.d183126-aaHouseboats.Travel-Guide-Accommodation) ## Top Sugarloaf Key Hotel Reviews ![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 "Would stay again. Great location and nice hotel." [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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 "I did not have breakfast there" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "Love this hotel ! One of my favorite here at the Keys ! Beautiful view and hotel ! " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.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 "Great atmosphere and wonderful property. The shuttle was convenient." [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Very clean" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "This suite was fabulous. There is nothing more to add." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Room was spotless, staff was terrific. Checked on our stay and asked if any problems. Roosters wereloud, but the earplug gift was worth it and known!! Loved it" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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 "Nice resort. Good food. Nice pool. Friendly staff." [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ## Find out more about Sugarloaf Key ## Sugarloaf Key Houseboats information | Number of reviews | 238 | | --- | --- | | Accommodation | 48 Houseboats | | Lowest Price | CA $361 | | Highest Price | CA $10,625 | ## Frequently asked questions ### Why book your houseboat in Sugarloaf Key with Expedia? > Reserving a houseboat in Sugarloaf Key is as simple as entering your travel dates and choosing the option that suits your style. On the lookout for a floating retreat that's inexpensive or upscale, or a stay that also includes a hot tub? Use Expedia's search filters to narrow your results even further and find your ideal match. ### What is there to do in Sugarloaf Key near my houseboat? > The best travel accessory is a well-planned itinerary. 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