Title: Key West Cottages from CA $429 | 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://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=1187&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) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Key West cottages ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/2a05ec53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1bbc07a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1937bf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1e6e1b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval! [](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.Hotel-Information) Old Town Key West 9.8/10 Exceptional (36 reviews) "Good place to stay loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles I. CA $336 CA $734 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/3fd64f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/fe66822e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living Life Dockside [](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information) Stock Island CA $525 CA $788 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1667x1y0-498f0aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-cebdca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-309d168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/5d3b3b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Find your zen at HIDDEN TREASURE [](https://www.expedia.ca/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.Hotel-Information) Old Town Key West 8.8/10 Excellent (11 reviews) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah R. CA $576 CA $1,213 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/90b1662b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/4f45fe51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/3db766fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/c13e8747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dancing Rooster: 2 Blocks from Duval in Old Town. [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) Old Town Key West 9.8/10 Exceptional (135 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEFFREY Z. CA $703 CA $1,156 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/392d685e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/8e0efceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/ba84cca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/ea0f9223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs! [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) Old Town Key West 9.8/10 Exceptional (23 reviews) "Great little place, perfect for southernmost area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee G. CA $385 CA $807 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/ccb1c2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street! [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) Old Town Key West 10/10 Exceptional (29 reviews) "It was very cozy to be in after running around in all the chaos of the streets all day" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina L. CA $407 CA $840 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/cbed84b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/2f371c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/247b149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval! [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) Old Town Key West 9.8/10 Exceptional (29 reviews) "Great location! Fun place to stay! Responses to our questions/needs very promptly! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teressa S. CA $384 CA $809 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/59200c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/a6f175b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/3b340556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval! [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) Old Town Key West 10/10 Exceptional (29 reviews) "Wonderful clean place. It was an enjoyable experiance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chels J. CA $384 CA $809 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/1b26e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/3b92efe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/dfe1cfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/f25a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval! [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) Old Town Key West 9.6/10 Exceptional (27 reviews) "Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richele CA $407 CA $840 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/88ffbc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/d2eb3e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/6feb29f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/12e38f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIDDEN OASIS 3 blocks from Duval [](https://www.expedia.ca/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.Hotel-Information) Old Town Key West 9.6/10 Exceptional (96 reviews) "Loved the location of the cottage " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty B. CA $783 CA $1,464 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.Hotel-Information) ![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) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (286 reviews) "We loved it here. So beautiful and quiet." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $207 CA $429 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/6b090d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/7140cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/2cf2f4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/442d52e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information) Cudjoe Key 8.6/10 Excellent (52 reviews) "We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren R. CA $312 CA $596 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/e8ad0ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/98e9c6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/39a5429b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/6a3c7406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) Cudjoe Key 8.6/10 Excellent (175 reviews) "Great location if you bring a boat. Secure location. Venture Out is a nice community. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgiana V. CA $250 CA $551 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/761d8c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Boat Dockage just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) Cudjoe Key 8.6/10 Excellent (155 reviews) "This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. CA $243 CA $440 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/3ccd287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/6bd3efab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/60530704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/9961aea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage & Amenities in Gated Community [](https://www.expedia.ca/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) Cudjoe Key 10/10 Exceptional (2 reviews) "Beautiful home, perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay S. CA $372 CA $953 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front, dockage, 2 bedroom, 2 bath [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (89 reviews) "The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer D. CA $395 CA $726 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/5da801d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/61e6cf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/515ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottages, dockage, pool, just minutes to Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) Cudjoe Key 8.6/10 Excellent (121 reviews) "Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANJANA CA $278 CA $525 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/a7df710a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/4231ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Oceanfront Cottage with dockage, pool just minutes to Key West! [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) Cudjoe Key 8.6/10 Excellent (165 reviews) "Everything was nice and clean. Loved the location . Would definitely stay at the property again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn M. CA $312 CA $525 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/8108b152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/17d08c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) Cudjoe Key 8.2/10 Very good (54 reviews) "Great area. Quiet and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nancy c. CA $281 CA $557 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) Cudjoe Key 9.2/10 Wonderful (161 reviews) "We love our little cudjoe key hideaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary H. CA $347 CA $613 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.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=2026-01-27&endDate=2026-01-28®ionId=1187&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Condos [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=HOUSE_BOAT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Key+West%2C+Florida%2C+United+States+of+America®ionId=1187&latLong=24.554807%2C-81.802079&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN) ![](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-Cottages.d1187-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation) ## Top Key West Hotel Reviews ![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 "Wonderful Christmas Week with our family! Can’t wait to come back and enjoy the pool, bar, and Cuban food." [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "Friendly staff and a great stay!" [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Room was spotless. Large shower with grab bars. Bathrobes provided. Quiet. great location. Used the shuttle every day and it was so convenient." [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg) ### Fairfield Inn and Suites by Marriott Key West 10/10 Excellent "A safe in the room would be nice. Clean room, friendly staff, convenient to nearby places. I would definitely stay there again because of the convenience and location with restaurants and shopping nearby." [](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.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 "The staff was absolutely fantastic! Highly recommend." [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 "Wonderful stay, clean room, attentive staff" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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 "Beautiful resort, wonderful staff, clean rooms!" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Room was very clean and for someone like me who is OCD about staying somewhere clean i was very comfortable there would definitely come back !!! " [](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 "Property was clean. Staff friendly, food delicious " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ## Find out more about Key West ## Key West Cottages information | Number of reviews | 1,618 | | ----------------- | ------------ | | Accommodation | 124 Cottages | | Lowest Price | CA $429 | | Highest Price | CA $1,464 | ## Frequently asked questions ### How much do cottages in Key West cost? ### What are the best cottages in Key West? ### How many cottages are there in Key West? ### Are there any family-friendly cottages in Key West? ### Why book your cottage in Key West with Expedia? ### How can I find cheap cottages in Key West? ### What is there to do in Key West near my cottage? ## 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) - 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