[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Living Life Dockside Cottage in Key West ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/73021fc4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/fe66822e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/7fa5e5a6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Close to Smathers Beach, Living Life Dockside has plenty to offer. Stay connected with in-room WiFi. 9.8 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 4 ## Popular amenities - Pet-friendly - Barbecue grill - Parking available - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Living Life Dockside Take it easy at this unique and tranquil getaway located right on the water in a beautifully artistic and tropical landscape marina. Enjoy sitting on the dock watching the shrimp boats come and go or enjoy grilling watching key west famous sunsets. This unique cottage (A.K.A the Shed) is located at Safe Harbour Marina which is a beautiful Artistic and tropical landscape marina in Stock Island which is a 15-minute ride to downtown Key West. There is the Famous locals Restaurant and Bar the Hogfish located at the Marina. The Shed is on the point of the marina and has nice views with a large dock with outside seating. Safe Harbour is a very secure marina and has a small friendly community of liveaboards that look out for everybody. This is a all-inclusive stay with two kayaks and two paddle boards provided, four set of snorkel gear and a floating mat. Propane barbeque available. There is plenty of seating on the dock that is exclusively for the Shed quests only with a nice sitting area with a grill to enjoy the beautiful sunset Key West is famous for. There is a full-size kitchen and a ice maker. There are all cooking utensils on board you might need. One private parking spot provided in a locked gated driveway. We offer private excursions on a 60 ft schooner and have a 30 ft pontoon boat with a slide available for rent to qualified boaters and available for captain charters. ## Property amenities ### Internet - Available in the cottage: WiFi ### Parking and transportation - Parking on site ### Food and drink - Microwave - Oven - Stovetop ### Bedrooms - Bedroom - Bedsheets provided ### Bathroom - 1 bathroom - Soap - Toilet paper - Towels provided ### Outdoor areas - Barbecue grill ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/3ec010e4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Docked in Paradise Stock Island - Pool - Kitchen - Washer - Dryer CA $411 CA $730 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=119184154&PinnedHotelID=119184154&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Living the Dream Key West Style Stock Island - Ocean view - Hot tub - Kitchen - Pet-friendly 9.8 Exceptional 27 reviews CA $420 CA $533 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=99882182&PinnedHotelID=99882182&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! Stock Island - Pool - Hot tub - Kitchen - Washer 7.8 Good 22 reviews CA $351 CA $712 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=92965988&PinnedHotelID=92965988&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870667/18cba495.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub! 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Stock Island - Washer - Dryer - Pet-friendly - Air conditioning CA $449 CA $646 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=119473269&PinnedHotelID=119473269&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/77000000/76500000/76498000/76498000/d0532ac7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 34’ Catamaran Sailboat Big Coppitt Key - Pet-friendly - Air conditioning - Outdoor space 9.4 Exceptional 35 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=76498000&PinnedHotelID=76498000&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/184a49f3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools Stock Island - Pool - Pet-friendly - Air conditioning - Laundry CA $351 CA $481 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=119492759&PinnedHotelID=119492759&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/58207e4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Caroline Suite | 1 bed, 1 bath condo w/shared pool Key West Historic District - Pool - Kitchen - Air conditioning - Laundry 9.0 Wonderful 16 reviews CA $669 CA $1,110 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=95773402&PinnedHotelID=95773402&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870681/961cda0e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub! Stock Island - Hot tub - Kitchen - Washer - Dryer 9.4 Exceptional 53 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=99870681&PinnedHotelID=99870681&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Minimum check-in age: 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 50 lbs per pet) ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Key West is home to this cottage. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Smathers Beach and South Beach. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Cottages in Key West](https://www.expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=24.566517,-81.72944&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:y_%7EtC%7EwyqN%3FQ%3FQ%3FO%40Q%40O%3FQ%40O%40Q%40OBQ%40QBO%40QBOBOBQBMDQBODQDMDQDMDQDMDOFMDOFOFMFOFMFMHMFOHMFMHMHKHMHKHMJKHKJMHKJKJIHKJKLIJKJIJIJILIJGLILILGJILGLELGLGLGNELGLENELENCLELCNENCLCNCNALCNANCNALAN%3FNANAN%3FNAL%3FN%3FN%40N%3FN%40L%40N%3FN%40N%40NBL%40NBN%40LBNBNBLDNBLDNBLDNDLDLFLDLFLFLFLDLFLHLFLHJHLFJHLHJHJJJHJHJJJJJHJJHJJLHJHJJLHJHLHJFLHLHLFNFLHLFLFNDLFNFNDLFNDNDNDLDPDLBPDNBPBLBPDN%40NBPBN%40P%40PBN%3FP%40N%40P%40N%3FP%40N%3FP%3FP%3FN%3FPAP%3FNAPAPAN%3FNCPANAPCPCNAPENCNCNCNEPCNENENENELEPGNELGNGLENGNGLILGLGNILIJGLILIJILKJILIJKJIJKJKJKJKHKJKHKHKJMHKHMFKHMFMHMFMFMFMFMFMDMFMDMDODMFOBMDOBMBODO%40MDO%40OBM%40OBO%3FO%40O%40M%40O%3FO%3FO%40O%3FM%3FOAO%3FO%3FOAOAMAO%3FOCOAMCOAOEMAOEOCMCMEOCMGOEMEMEOGMEMGMGMGMGKGMIMGMIKGMIKIKKKGKKMKKIIKKKKKIKKKIKKMIKIMIKIMIMGKIMGOIMGMGMGOGOGMEOGMEOEOEOEOEOEOEOCQEOCOCOCOCQAOCQAQCOAQAOAO%3FQAQAO%3FQ%3FQ%3FO&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=7wcNp1G1zb4fz89u0RvwefIIsz8=) Naval Air Station Key West, FL ### What's nearby - Key West Golf Club - 15 min walk - 1.3 km - Stock Island Yacht Club & Marina - 15 min walk - 1.3 km - Key West Tropical Forest and Botanical Garden - 3 min drive - 2.0 km - Smathers Beach - 9 min drive - 5.7 km - Duval Street - 13 min drive - 9.0 km ### Getting around - Key West Intl. Airport (EYW) - 10 min drive ### Restaurants - ‪The Docks - ‬2 min walk - ‪El Siboney Stock Island - ‬12 min walk - ‪Bad Boy Taqueria & Tequila - ‬19 min walk - ‪Hogfish Bar & Grill - ‬1 min walk - ‪Deluna's Cafe - ‬8 min walk ## Frequently asked questions ### Is Living Life Dockside pet-friendly? > Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. ### How much does it cost to stay at Living Life Dockside? > As of Oct 17, 2025, prices found for a 1-night stay for 2 adults at Living Life Dockside on Oct 28, 2025 start from CA $530.9, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Living Life Dockside? > Check-in begins at 3:00 PM. ### What time is check-out at Living Life Dockside? > Check-out is at 11:00 AM. ### Where is Living Life Dockside located? > Situated in Key West, this cottage is within 2 mi (3 km) of Stock Island Yacht Club & Marina, Robbie's, and Key West Tropical Forest and Botanical Garden. Lower Keys Medical Center and Florida Keys Community College Library are also within 2 mi (3 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question 9.8 ### Exceptional ## Expedia's Latest Trends ### Hotels > [The Morgan Resort Spa Village](https://www.expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) > > [Lido Beach Resort](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) > > [Champions Gate Resort](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Resort.h14593168.Hotel-Information) > > [Omni Orlando Resort at ChampionsGate](https://www.expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) > > [Hawks Cay Resort](https://www.expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) > > [Hotels in Budapest](https://www.expedia.ca/Budapest-Hotels.d179994.Travel-Guide-Hotels) > > [All Inclusive Resorts and Hotels in Europe](https://www.expedia.ca/Destinations-In-Europe-All-Inclusive-Hotel.0-0-d6022967-tAllInclusiveHotel.Hotel-Filter-Destinations) > > [The Casablanca Hotel](https://www.expedia.ca/Hamilton-Hotels-The-Casablanca-Hotel.h477749.Hotel-Information) > > [Manasota Key Resort](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-WannaB-Inn.h5800169.Hotel-Information) > > [Hotels in Toronto](https://www.expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) > > [Hotels in Kelowna](https://www.expedia.ca/Kelowna-Hotels.d3997.Travel-Guide-Hotels) > > [Seawinds Motel](https://www.expedia.ca/Annapolis-Royal-Hotels-Seawinds-Motel.h11687634.Hotel-Information) > > [Richmond Hotel Premier Tokyo Schole](https://www.expedia.ca/Tokyo-Hotels-Richmond-Hotel-Premier-Tokyo-Oshiage.h12786805.Hotel-Information) > > [Sandcastle Resort At Lido Beach](https://www.expedia.ca/Sarasota-Hotels-Sandcastle-Resort-At-Lido-Beach.h20959.Hotel-Information) > > [Hotels in New York](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) > > [The Canvas Dubai - MGallery Hotel Collection](https://www.expedia.ca/Dubai-Hotels-The-Canvas-Dubai-MGallery-Hotel-Collection.h4649108.Hotel-Information) ### Flights > [Flights from Toronto (YYZ) to Jackson (JAC)](https://www.expedia.ca/lp/flights/yyz/jac/toronto-to-jackson-hole) > > [Flights from Toronto (YYZ) to Manchester (MAN)](https://www.expedia.ca/lp/flights/yyz/man/toronto-to-manchester) > > [Flights from Narita (NRT) to Lapu-Lapu (CEB)](https://www.expedia.ca/lp/flights/nrt/ceb/tokyo-to-cebu) > > [Flights from Toronto (YYZ) to Fort Lauderdale (FLL)](https://www.expedia.ca/lp/flights/yyz/fll/toronto-to-fort-lauderdale) > > [flights from el nido airport](https://www.expedia.ca/lp/airports/eni/flights-from-el-nido-airport) > > [Flights from Toronto (YYZ) to Winnipeg (YWG)](https://www.expedia.ca/lp/flights/yyz/ywg/toronto-to-winnipeg) > > [Flights from Rio de Janeiro (GIG) to Buenos Aires (EZE)](https://www.expedia.ca/lp/flights/gig/eze/rio-de-janeiro-to-buenos-aires) > > [Flights from Toronto (YYZ) to Seawell (BGI)](https://www.expedia.ca/lp/flights/yyz/bgi/toronto-to-bridgetown) > > [Flights from Comox (YQQ) to Cassidy (YCD)](https://www.expedia.ca/lp/flights/yqq/ycd/comox-to-nanaimo) > > [Flights from Chicago (ORD) to Dallas (DFW)](https://www.expedia.ca/lp/flights/ord/dfw/chicago-to-dallas) > > [Flights from Toronto (YYZ) to Dhaka (DAC)](https://www.expedia.ca/lp/flights/yyz/dac/toronto-to-dhaka) ### Cruise > [Royal Caribbean Cruises](https://www.expedia.ca/Royal-Caribbean-International.cRC.Cruise-Line-Info) ### Packages > [Josone Park](https://www.expedia.ca/Josone-Park-Cardenas.d6096954.Vacation-Attraction) > > [Cancun Vacations](https://www.expedia.ca/Cancun.d179995.Destination-Travel-Guides)