Title: Key West Vacation Home Rentals from CA $369: Search Top Private Vacation Homes for Rent | Expedia.ca [Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497918-south-beach-fm.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Key West Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Key West Vacation Homes ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/622a0fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/f34f829b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/8e1b1140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/0cee51ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yellowfin Ledge | Inviting Getaway On Duval! Balcony! Old Town Key West 9.4/10 Exceptional (21) "Great location and communication with the property management." CA $147 CA $410 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Yellowfin-Ledge-Inviting-Getaway-On-Duval-Balcony.h110270653.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/53dba367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w3000h1999x0y1-09a4d9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/w3000h1999x0y1-215da3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76590000/76584900/76584886/46a74ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Cottage #411 Key West 9.8/10 Exceptional (53) "Nice area, quiet and clean" CA $232 CA $413 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-411.h76584886.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/d7a848f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/8590cf39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-ffef9e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/cd6c698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Cottage #412 Key West 9.2/10 Wonderful (25) "The property and our place was really nice. Would definitely stay again. " CA $232 CA $425 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/9d11031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/5b3a46d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED Stock Island 9.8/10 Exceptional (113) "Great location. Clean and beautifully decorated. " CA $314 CA $749 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/ea3f582f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/338d7cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/7841d26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96050000/96041800/96041709/82590615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gone Coastal Stock Island 9.8/10 Exceptional (17) "Great place , clean and close to everything!" CA $278 CA $679 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Gone-Coastal.h96041709.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/da517e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/282c9937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/352dd4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228964/a74a7176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location Old Town Key West 9.6/10 Exceptional (18) "Perfect location for enjoying Duval Street. " CA $220 CA $629 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Duval-Hideaway-In-The-Heart-Of-Key-West.h110228964.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/184a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/2420637e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/6c0cd1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/a08d8288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools Stock Island CA $349 CA $475 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/50000000/49290000/49280500/49280443/158b5004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/50000000/49290000/49280500/49280443/b2aa07fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/50000000/49290000/49280500/49280443/8b86bb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49290000/49280500/49280443/200b66a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury two floor apartment in prime location of famous Duval Street Old Town Key West 9.6/10 Exceptional (83) "We truly enjoyed our stay there, and our interaction with the property owner was very pleasant. " CA $272 CA $816 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Luxury-Two-Floor-Apartment-In-Prime-Location-Of-Famous-Duval-Street.h49280443.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2b7e5e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/55f445db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/2de387fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/a8959ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sept.mid wk.spec.117. lod + 10 min walk beach, close to all + full kitch& patio Old Town Key West 9.0/10 Wonderful (172) "This place was perfect for me and my boyfriend! It was in a great area very convenient and parking was pretty easy to find nearby, the new updates were super nice and everything was really clean! Host was really nice and understanding, would definitely stay here again!" CA $208 CA $458 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w905h683x60y0-701bb32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w907h683x59y0-59367592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w507h683x259y0-41e7ea9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w509h683x258y0-3618efad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise found Stock Island 9.8/10 Exceptional (29) "Clean, quiet and great location near Key West. " CA $347 CA $764 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Key-West-Hotels-Paradise-Found.h79683240.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) ![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) ![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939810/w1024h512x0y88-2d0ae173.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 $720 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/3-Bedroom-Boat-In-Beautiful-Key-West-Sleeps-10-People-50-Off.h119939810.Hotel-Information) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/w2997h2000x0y0-fea84ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/105adf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/493aac8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/6ec081bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capmar House by Brightwild Huge Home Pool Raccoon Key 10/10 Exceptional (1) "Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay" CA $900 CA $1,022 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/8ce6b31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/2679e466.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) ### Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina. Stock Island CA $446 CA $642 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/00cf6ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/95657be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/8c3abb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/cf3c6484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New The Greenmoor House With Pool Raccoon Key CA $1,111 CA $2,607 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/dbf348bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/8d24d53c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/1814e3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/d6dfda1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Joyrise House at Solaire Lunara Bay Raccoon Key CA $1,381 CA $2,910 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/55188e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/02dd362b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/ba799f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/1eebb67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagate House by Brightwild Waterfront w Dock Raccoon Key CA $910 CA $1,957 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Seagate-House-By-Brightwild-Waterfront-W-Dock.h109003080.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/0d06e4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/977525fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/ab339c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/99456258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fairhaven House at Solaire Lunara Bay Raccoon Key CA $1,535 CA $3,084 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/9c641387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/55508c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/75e7846c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmgale House in Key West Raccoon Key CA $1,334 CA $2,773 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a7ddb2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Luxury Home - Tidelands House Raccoon Key CA $1,874 CA $3,465 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/2167d440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/f02f370b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/e58d4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/b1b917f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wahoo Way | Charming Hideaway On Duval Street! Old Town Key West 9.0/10 Wonderful (17) "Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!" CA $130 CA $369 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-West-Hotels-Wahoo-Way-Charming-Hideaway-On-Duval-Street.h110270651.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=2025-10-20&endDate=2025-10-21®ionId=1187&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Key West Hotel Reviews ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Very beautiful, clean, pet friendly resort definitely going back as soon as possible " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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 "Perfect place to stay in key west " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Beautiful hotel rooms are awesome " [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.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 "Overall just a good placecto saty whike yiur there" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "The room was clean and newly updated and the staff were pleasant and helpful. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Our stay was fantastic. Came to get married in low key wedding. The condo was perfect and staff left us champagne and fruit as a welcome. " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Favorite place in Key West!" [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.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 "I loved the variety of restaurants and the location. It was perfect for my daughter and I, we will be back! Thank you 🤗" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![The Laureate Key West](//images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg) ### The Laureate Key West 10/10 Excellent "This is our second time staying there. We love the hotel. It close to everything and have a great view " [](https://expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ## Find out more about Key West ## Key West Vacation Homes information | Number of reviews | 450 | | --- | --- | | Accommodation | 1056 Vacation Homes | | Lowest Price | CA $369 | | Highest Price | CA $3,465 | ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Cabin Rentals in Boca Chica Key](https://www.expedia.ca/Boca-Chica-Key-Cabins.d553248635083916609-aaCabins.Travel-Guide-Accommodation) - [Aparthotels in Cow Key](https://www.expedia.ca/Cow-Key-Apart-Hotels.d180163-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Cow Key](https://www.expedia.ca/Cow-Key-Guest-Houses.d180163-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Cow Key](https://www.expedia.ca/Cow-Key-Motels.d180163-aaMotels.Travel-Guide-Accommodation) - [Resorts in Cow Key](https://www.expedia.ca/Cow-Key-Resort-Hotels.d180163-aaResortHotels.Travel-Guide-Accommodation) - 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[Motels in Raccoon Key](https://www.expedia.ca/Raccoon-Key-Motels.d180164-aaMotels.Travel-Guide-Accommodation) - [Resorts in Raccoon Key](https://www.expedia.ca/Raccoon-Key-Resort-Hotels.d180164-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Raccoon Key](https://www.expedia.ca/Raccoon-Key-Townhomes.d180164-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Stock Island](https://www.expedia.ca/Stock-Island-Apart-Hotels.d180166-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Stock Island](https://www.expedia.ca/Stock-Island-Bed-And-Breakfast.d180166-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Houseboats in Stock Island](https://www.expedia.ca/Stock-Island-Houseboats.d180166-aaHouseboats.Travel-Guide-Accommodation) - [Vacation Homes in Stock Island](https://www.expedia.ca/Stock-Island-Private-Vacation-Homes.d180166-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Stock Island](https://www.expedia.ca/Stock-Island-Resort-Hotels.d180166-aaResortHotels.Travel-Guide-Accommodation) - [Duval Street](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Visit Downtown Key West](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405) - [Key West Historic District Vacations](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) - [Visit Key West Historic District](https://www.expedia.ca/Key-West-Key-West-Historic-District.dx6281809) - [Book Vacation Homes in Key West on Expedia.com](https://www.expedia.com/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)