Title: Living Life Dockside - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=101969867&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Living Life Dockside ## Photo gallery for Living Life Dockside ![Outdoor dining - Living Life Dockside (Naval Air Station Key West)](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Marina - Living Life Dockside (Naval Air Station Key West)](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/73021fc4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, WiFi, bed sheets - Living Life Dockside (Naval Air Station Key West)](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/fe66822e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Living Life Dockside (Naval Air Station Key West)](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Living Life Dockside (Naval Air Station Key West)](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/3fd64f58.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Smathers Beach, Living Life Dockside has plenty to offer. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 4 ## Popular amenities - Kitchen - Pet friendly - Air conditioning - Parking available - Barbecue grill ## 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 ### Kitchen - Ice maker - 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 ### Things to do - Kayak - Paddleboard ### 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 ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/40c4cfb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island View 1BR Residence With Balcony Key West 10 Exceptional 2 reviews CA $630 CA $833 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109003146&PinnedHotelID=109003146&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/c247b637.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Resort View 1BR Suite With Direct Pool Access Key West - Pet friendly - Parking included - Outdoor Space CA $638 CA $842 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109003134&PinnedHotelID=109003134&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003127/bee2e366.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Resort View 1BR Suite Key West - Pet friendly 9.0 Wonderful 4 reviews CA $646 CA $851 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109003127&PinnedHotelID=109003127&HadPinnedHotel=true®ionId=-1&adults=2) ![Garden](https://images.trvl-media.com/lodging/110000000/109850000/109846300/109846283/w2986h2010x0y0-371d0da8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New The Cottage at James House Key West Historic District - Free WiFi - Outdoor Space - Living/Dining area 8.0 Very good 2 reviews CA $684 CA $947 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&selected=109846283&PinnedHotelID=109846283&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Luxury Home - Tidelands House Raccoon Key - Pet friendly - Parking included - Free WiFi - Outdoor Space CA $2,469 CA $4,193 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&selected=115993610&PinnedHotelID=115993610&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003075/04001561.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Seaport Suite by Brightwild 2nd Story Hideaway Key West Historic District - Pet friendly - Free WiFi - Outdoor Space - Living/Dining area CA $1,448 CA $2,424 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109003075&PinnedHotelID=109003075&HadPinnedHotel=true®ionId=-1&adults=2) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003082/909e5bed.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spindrift House by Brightwild Huge Pool Dock Raccoon Key - Parking included - Free WiFi - Barbecue grill - Living/Dining area CA $1,560 CA $2,725 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109003082&PinnedHotelID=109003082&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/4d2d6f73.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### JULIE \~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! Old Town Key West - Pool - Free WiFi - Air conditioning - Tennis court 10 Exceptional 84 reviews CA $411 CA $761 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&selected=83530022&PinnedHotelID=83530022&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach](https://images.trvl-media.com/lodging/35000000/34150000/34143600/34143518/3bcbead9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value Beachside - Ocean view - Hot tub - Kitchen - Washer 9.4 Exceptional 142 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=34143518&PinnedHotelID=34143518&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591689/cf8f969d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Andy's Attic | Budget-Friendly! Old Town Key West - Pool - Kitchen - Washer - Dryer 8.0 Very good 33 reviews CA $296 CA $662 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=109591689&PinnedHotelID=109591689&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=101969867&PinnedHotelID=101969867&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=101969867,109003146,109003134,109003127,109846283) ## 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 Information provided by the property may be translated using automated translation tools ### 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 Florida Keys Beaches. 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 - ![#TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!](https://images.trvl-media.com/place/553248635976481245/e66923bb-4dc7-449a-bbc6-f6b5c57b69c9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Naval Station 12 min walk \- 1.1 km - ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Golf Club 15 min walk \- 1.3 km - ![S2KBYX](https://images.trvl-media.com/place/6184527/e41320c9-13b3-49ef-aee1-b36c8c0f050a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Stock Island Yacht Club & Marina 15 min walk \- 1.3 km - ![Robbie\'s which includes bird life](https://images.trvl-media.com/place/6068603/48808f5f-0be1-4985-9534-8ae6ce36ff5e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Robbie's 2 min drive \- 1.1 km - ![D1P59F Florida Key West Florida Keys Key West Tropical Forest & and Botanical Garden frost-free nature trail](https://images.trvl-media.com/place/553248621532652302/ff90846c-80b3-4135-908b-f5dbc55ba1f1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Tropical Forest and Botanical Garden 3 min drive \- 2.0 km ### Getting around - Key West Intl. Airport (EYW) 10 min drive ### Restaurants - Hogfish Bar & Grill 1 min walk - El Siboney Stock Island 12 min walk - El Mocho's 9 min walk - Bad Boy Taqueria & Tequila 19 min walk - Toasted Coconut 4 min drive ## Frequently asked questions ### Is Living Life Dockside pet-friendly? ### How much is parking? ### What time is check-in at Living Life Dockside? ### What time is check-out at Living Life Dockside? ### Where is Living Life Dockside located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Living Life Dockside Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Chris S. Jan 26, 2026 Liked: Cleanliness, check-in, communication, location, listing accuracy The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay. ##### Chris S. Stayed 4 nights in Jan 2026 ### 10/10 Excellent #### Angela H. Jan 18, 2026 Liked: Cleanliness, check-in, communication, location, listing accuracy The hosts, Glen and Abby were super sweet. Glen even made a spaghetti dinner to share amongst all the incoming guests. The available kayaks and paddle boards were fabulous! We will be back for sure! ![](https://a.travel-assets.com/ugc/hotel-reviews/8227f34b-f5a7-43c4-b3a8-9291d10feba4-1768765585323.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Angela H. Stayed 2 nights in Jan 2026 ## Expedia's Latest Trends ### Hotels > [The Bay Resort](https://www.expedia.ca/Rehoboth-Beach-Hotels-The-Bay-Resort.h13278917.Hotel-Information) > > [Casey Key Resort - Gulf Shores](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resort-Gulf-Shores.h15447995.Hotel-Information) > > [Spa Hotels in Victoria West](https://www.expedia.ca/Victoria-West-Victoria-Hotels-Spa-Hotel.0-n6215700-0-tSpaHotel.Travel-Guide-Filter-Hotels) > > [Bayfront Beauty ](https://www.expedia.ca/Nokomis-Hotels-BAYFRONT-BEAUTY.h73236514.Hotel-Information) > > [Lido Beach Resort](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) > > [Hotels in Jesenice](https://www.expedia.ca/Jesenice-Hotels.d6023269.Travel-Guide-Hotels) > > [Luxury Hotels in Runaway Bay](https://www.expedia.ca/Runaway-Bay-Hotels-Luxury-Hotel.0-0-d553248634999379063-tLuxuryHotel.Travel-Guide-Filter-Hotels) > > [Hyatt Place National Harbor](https://www.expedia.ca/College-Park-Hotels-Hyatt-Place-National-Harbor.h53607104.Hotel-Information) > > [Treehouses North America](https://www.expedia.ca/North-America-Treehouses.d500001-aaTreehouses.Travel-Guide-Accommodation) > > [Hotels with an Indoor Pool in Scarborough](https://www.expedia.ca/Scarborough-Toronto-Hotels-Hotels-With-Indoor-Pool.0-n6070427-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) > > [Luxury Beach Condo on Manasota Key ! 650 feet to beach.](https://www.expedia.ca/Englewood-Hotels-Perfect-Beach-Stay.h34600567.Hotel-Information) > > [Manasota Key Resort](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-WannaB-Inn.h5800169.Hotel-Information) > > [Sandcastle Resort at Lido Beach](https://www.expedia.ca/Sarasota-Hotels-Sandcastle-Resort-At-Lido-Beach.h20959.Hotel-Information) > > [SUNRISES & SUNSETS - BEAUTIFUL BAYSIDE VIEW & STEPS TO THE BEACH](https://www.expedia.ca/Englewood-Hotels-SUNRISES-SUNSETS-BEAUTIFUL-BAYSIDE-VIEW-STEPS-TO-THE-BEACH.h102188039.Hotel-Information) ### Flights > [Flights from Richmond (YVR) to Kloten (ZRH)](https://www.expedia.ca/lp/flights/yvr/zrh/vancouver-to-zurich) > > [Flights from Dorval (YUL) to Saguenay (YBG)](https://www.expedia.ca/lp/flights/yul/ybg/montreal-to-bagotville) > > [Flights from Pullman (PUW) to Luqa (MLA)](https://www.expedia.ca/lp/flights/puw/mla/pullman-to-luqa) > > [Flights from Santorini (JTR) to Arnavutköy (IST)](https://www.expedia.ca/lp/flights/jtr/ist/thira-to-istanbul) > > [Flights from Auckland (AKL) to Ottawa (YOW)](https://www.expedia.ca/lp/flights/akl/yow/auckland-to-ottawa) ### Cars > [Budget Car Rentals In Rockland](https://www.expedia.ca/Budget-Car-Rentals-In-Rockland.d181903-c39.Car-Rental-Guide-Suppliers) > > [Car rentals in Kayak Island](https://www.expedia.ca/Car-Rentals-In-Kayak-Island.d6193568.Car-Rental-Guide) ### Activities ### Packages > [El Yunque National Forest](https://www.expedia.ca/El-Yunque-National-Forest-Puerto-Rico.d6116646.Vacation-Attraction) > > [Teotihuacan Archaeological Site](https://www.expedia.ca/Teotihuacan-Archaeological-Site-Teotihuacan.d6113620.Vacation-Attraction) > > [Ritchie Wharf](https://www.expedia.ca/Ritchie-Wharf-Miramichi.d6207420.Vacation-Attraction) ### General