Title: Book the Best Sugarloaf Key Hotels with FREE PARKING in 2026 | 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) ![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sugarloaf Key Hotels with Free Parking Tonight [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-16&endDate=2026-02-17&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 17 - Feb 18](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-17&endDate=2026-02-18&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key hotels with parking ![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/8ae32688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/edc430b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/fe329a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) Summerland Key 8.2/10 Very good (1,003 reviews) "Clean, convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $407 CA $458 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/d62d627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/bf68a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/a03560e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/2ea056a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and Exclusive Florida Keys Getaway [](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information) Upper Sugarloaf Key 10/10 Exceptional (14 reviews) "Beautiful! Pool was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. CA $741 CA $1,578 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/3d9bbd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/e1353328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/1f10acb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/w3000h1968x0y0-d4c36356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Serenity - Hideaway w Stunning Views [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) Summerland Key CA $710 CA $1,275 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/2f0f66a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/d9484c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/29ebdd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/b5a934e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hemingway - Beach Houses Key West [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Hemingway.h77064022.Hotel-Information) Upper Sugarloaf Key 9.6/10 Exceptional (8 reviews) "Perfect location way off the path if you like seclusion." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan L. CA $1,341 CA $2,441 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Hemingway.h77064022.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/97000000/96900000/96894500/96894451/997a222a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96900000/96894500/96894451/69634392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/97000000/96900000/96894500/96894451/4ceb81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96900000/96894500/96894451/38c326a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and Exclusive Beach Getaway [](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-Mi-Azucar.h96894451.Hotel-Information) Sugarloaf Key 10/10 Exceptional (10 reviews) "The location of the home is great, beautiful and peaceful.Enjoyed the pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel N. CA $2,022 CA $3,327 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-Mi-Azucar.h96894451.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111880000/111873800/111873736/27d3efc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111880000/111873800/111873736/d424d1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111873800/111873736/ca8e91e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/112000000/111880000/111873800/111873736/5018018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Serenity - Hideaway with Stunning Views [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-With-Stunning-Views.h111873736.Hotel-Information) Summerland Key CA $568 CA $1,195 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-With-Stunning-Views.h111873736.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/bf1a4e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/5e9a36aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/f9948293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/ccf18e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and Exclusive Beach Getaway [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Hammock-House-At-Sugarloaf-Beach.h88296003.Hotel-Information) Sugarloaf Key 8.0/10 Very good (2 reviews) "If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samat S. CA $2,194 CA $3,733 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Hammock-House-At-Sugarloaf-Beach.h88296003.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/f8c8ff12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/w8192h5417x0y0-63f3027d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/c4b93d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Windward Pointe, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) Key West 9.4/10 Exceptional (1,004 reviews) "Great staff, beautiful rooms, very clean, great property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Uma CA $658 CA $802 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, iPod dock](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/cd5c3e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/78d3e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/ecb382cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Beach House, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) Key West 9.4/10 Exceptional (1,003 reviews) "Everything about this place was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Howell CA $670 CA $815 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Stock Island 9.0/10 Wonderful (1,809 reviews) "Good location and service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Weiling CA $493 CA $640 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03®ionId=183126&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_183126) ## Top Sugarloaf Key Hotel Reviews ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Great room and staff was great" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Smooth and easy " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 "great location on the beach, room was clean and comfortable. bathroom very good also. three pools on property and bar and restaurant on premises. Location is the best at the end of south side Deval street." [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Room was spotless. Staff friendly and helpful. Onsite bicycle rental. Better for adults. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Great location. Staff was great. Amenities were convenient. Beautiful property, well maintained. Restaurant staff was great. " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg) ### NYAH Key West - Adults Only 10/10 Excellent "Nice location and nice Hostel! Would go again. " [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Everything was great at this resort. Staff was extremely friendly! Had our SuperBowl party by the outdoor bar and the food and drinks were great! Hotel staff were super responsive and would highly recommend!" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Great location !! Beach was wonderful. Beautiful place. Definitely will be back. " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Room was very clean, the staff and amenities were excellent!!!!! 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