Title: Sugarloaf Key Vacation Rentals from CA $430: Short-Term Rentals for 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)[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 prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key vacation rentals ![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.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) ![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) Stock Island 8.8/10 Excellent (175 reviews) "Unique place to stay! We loved the nature and the location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $195 CA $447 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Punta Brisa 8.6/10 Excellent (296 reviews) "Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $245 CA $468 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/0e99b193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/db48b475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/986d0b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/736d18c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front One Bedroom Residence [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information) Key West CA $1,030 CA $1,282 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information) ![Kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Non Smoking (Tiny House Isla) | Living area](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/0c457183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/fbdb0a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Key RV Resort & Marina [](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) Big Pine Key 8.8/10 Excellent (160 reviews) "Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brenda CA $415 CA $467 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic View Luxury Villa with Pool [](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) Summerland Key 10/10 Exceptional (1 review) "We were here for a night and it was great. A nice rustic feel on a big property, with good view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preetam CA $769 CA $1,404 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/38c43601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Patio, Pool View](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/35f44104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Patio, Pool View | Private kitchen](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/d4816f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/666fa05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contra House Key West [](https://www.expedia.ca/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information) Old Town Key West CA $1,612 CA $2,360 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/40c4cfb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/d3e9beca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/cf637b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/9bc9a0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island View 1BR Residence With Balcony [](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information) Key West 10/10 Exceptional (2 reviews) "Great place it is a full apartment with everything you could need and very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $801 CA $1,023 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/3f76db72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/w2994h2000x6y0-61040aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/81d7f208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/364b0f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front 2BR Residence [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-2BR-Residence.h109003138.Hotel-Information) Key West CA $1,515 CA $2,080 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-2BR-Residence.h109003138.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003132/c8d5472f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003132/dfefb925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003132/d11c36c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003132/af9e7f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort View 2BR Residence [](https://www.expedia.ca/Key-West-Hotels-Resort-View-2BR-Residence.h109003132.Hotel-Information) Key West CA $1,281 CA $1,738 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Resort-View-2BR-Residence.h109003132.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/c6481da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/d7bdd145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/f7973e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/973a50c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort View 3BR Residence [](https://www.expedia.ca/Key-West-Hotels-Resort-View-3BR-Residence.h109003131.Hotel-Information) Key West CA $1,527 CA $2,268 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Resort-View-3BR-Residence.h109003131.Hotel-Information) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/11dbf1c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/03c0fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/c247b637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/3ca5120e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort View 1BR Suite With Direct Pool Access [](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information) Key West CA $868 CA $1,099 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003158/6bb7b8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003158/07ccfb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003158/d1b7f41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003158/7c7c2ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front 1BR Suite With Direct Beach Access [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-1BR-Suite-With-Direct-Beach-Access.h109003158.Hotel-Information) Key West 10/10 Exceptional (2 reviews) "Clean and spacious. Great view from room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $1,190 CA $1,461 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-1BR-Suite-With-Direct-Beach-Access.h109003158.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/99362c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f7550de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Marina Suite by Brightwild Waterfront [](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) Stock Island 10/10 Exceptional (3 reviews) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pawel CA $947 CA $1,415 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003127/bee2e366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003127/efa30010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003127/3c3087cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003127/af54f954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort View 1BR Suite [](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite.h109003127.Hotel-Information) Key West 9.0/10 Wonderful (4 reviews) "Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $839 CA $1,067 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite.h109003127.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/8644c8e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/b3ce4966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/61cd5195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/fa1a52ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Coastal Rose - Bright Loft With High Ceilings [](https://www.expedia.ca/Key-West-Hotels-New-Coastal-Rose-Bright-Loft-With-High-Ceilings.h109003227.Hotel-Information) Key West Historic District CA $761 CA $1,293 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-New-Coastal-Rose-Bright-Loft-With-High-Ceilings.h109003227.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/f7bba010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/eac2e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/edbaadaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/3e677183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Residence With Balcony [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Residence-With-Balcony.h109003152.Hotel-Information) Key West 10/10 Exceptional (1 review) "The roosters crowing early morning was irritating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $1,181 CA $1,626 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Residence-With-Balcony.h109003152.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/9b8ce096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/8a17d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/a5e03f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/0136fdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tortuga Suite Sparkling Pool Hot Tub [](https://www.expedia.ca/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information) Key West CA $526 CA $985 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/2a1c9fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/5ac36685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/eafa7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fairhaven House at Solaire Lunara Bay [](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information) Raccoon Key CA $2,924 CA $4,686 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/w2995h2000x0y0-d27950d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/cef6e802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/70a74e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/2f5242cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mesa House Uno by Brightwild Perfect Location [](https://www.expedia.ca/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information) Key West Historic District CA $1,040 CA $1,432 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information) ![Apartment | Terrace/patio](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/80aab811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/c25eb8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/de6e1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/b5a66b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Suite by Brightwild Pvt Pool Parking [](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information) Old Town Key West CA $904 CA $1,410 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18®ionId=183126&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=APARTMENT) ![](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-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals) ## Top Sugarloaf Key Hotel Reviews ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Rooms are clean and quiet. Staff are feiendly and helpful. " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "The staff was great. The room was good." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 "The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. We would definitely stay there again. " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Great property! We had a junior suite and it was extremely spacious. The staff was very nice and the free shuttle to Duval St was a great perk. My only complaint was that nobody, but nobody told you to make a reservation for the free shuttle. I talked to multiple people at the front desk, concierge and on the phone… not one word about making a reservation. We saw countless people deal with that same situation. Kinda frustrating getting told you can’t get on the shuttle when you’ve been waiting for up to an hour. " [](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 "Everything was fantastic" [](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 "Chill vibes, great pool, convenient rooms, friendly staff" [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.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 "Perfect stay and location!" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Room was neat and staff was very courteous" [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Perfect location for exploring the town and everything " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ## Find out more about Sugarloaf Key You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sugarloaf Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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