10/10 Excellent
Stephen R.
Apr 5, 2026
Liked: Cleanliness
Stephen R.
Stayed 3 nights in Mar 2026
Entire home
Living Life Dockside
Choose dates to view prices
Photo gallery for Living Life Dockside
Reviews
1010 out of 10
Exceptional
Entire home
1 bedroom1 bathroomSleeps 4
Popular amenities
- Kitchen
- Pet friendly
- Air conditioning
- Parking available
- Barbecue grill
Explore the area
Naval Air Station Key West, FL
- Key West Naval StationPlace, Key West Naval Station14 min walk
- Key West Golf ClubPlace, Key West Golf Club15 min walk
- Stock Island Yacht Club & MarinaPlace, Stock Island Yacht Club & Marina17 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)7 min drive
Room options
About the neighborhood
Key West
Located within a mile (2 km) of Stock Island Yacht Club & Marina, this cottage is within 2 miles (3 km) of Robbie's. The cottage includes a kitchen and a microwave.
What's nearby
- Key West Naval Station - 14 min walk - 0.8 miles
- Key West Golf Club - 15 min walk - 0.8 miles
- Stock Island Yacht Club & Marina - 17 min walk - 0.9 miles
- Key West Tropical Forest and Botanical Garden - 3 min drive - 1.3 miles
- Duval Street - 15 min drive - 5.4 miles
Getting around
- Key West Intl. Airport (EYW) - 10 min drive
Restaurants
- Hogfish Bar & Grill - 1 min walk
- Toasted Coconut - 4 min drive
- American Legion - 5 min drive
- El Siboney Stock Island - 12 min walk
- El Mocho's - 9 min walk
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.
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.
The cottage is air-conditioned and features a kitchen and space to spread out with a separate bedroom.
Similar properties
Blue Flamingo Resort Key West
New Town
Blue Flamingo Resort Key West
New Town
- Pool
- Hot tub
- Pet friendly
- Free WiFi
8.4 out of 10, Very Good, 2,160 reviews
8.4
Very Good
2,160 reviews
$195 nightly
The price is $219
$219 total
May 31 - Jun 1
Total with taxes and fees
Ibis Bay Beach Resort
Northside Resort
Ibis Bay Beach Resort
Northside Resort
- On private beach
- Pool
- Breakfast included
- Free WiFi
8.0 out of 10, Very Good, 2,226 reviews
8.0
Very Good
2,226 reviews
$248 nightly
The price is $279
$279 total
May 4 - May 5
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
Stock Island
Oceans Edge Key West Resort, Hotel & Marina
Stock Island
- Pool
- Pet friendly
- Free WiFi
- Restaurant
9.0 out of 10, Wonderful, 1,852 reviews
9.0
Wonderful
1,852 reviews
$256 nightly
The price is $288
$288 total
May 25 - May 26
Total with taxes and fees
The Perry Hotel & Marina Key West
Stock Island
The Perry Hotel & Marina Key West
Stock Island
- Pool
- Pet friendly
- Free WiFi
- Restaurant
9.4 out of 10, Exceptional, 1,269 reviews
9.4
Exceptional
1,269 reviews
$250 nightly
The price is $281
$281 total
May 26 - May 27
Total with taxes and fees
Havana Cabana at Key West
New Town
Havana Cabana at Key West
New Town
- Pool
- Hot tub
- Pet friendly
- Parking included
9.0 out of 10, Wonderful, 1,762 reviews
9.0
Wonderful
1,762 reviews
$223 nightly
The price is $251
$251 total
May 17 - May 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
- Pool
- Breakfast included
- Parking included
- Restaurant
8.6 out of 10, Excellent, 1,001 reviews
8.6
Excellent
1,001 reviews
$195 nightly
The price is $219
$219 total
May 31 - Jun 1
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
New Town
Hilton Garden Inn Key West / The Keys Collection
New Town
- Pool
- Hot tub
- Pet friendly
- Restaurant
8.0 out of 10, Very Good, 1,223 reviews
8.0
Very Good
1,223 reviews
$177 nightly
The price is $199
$199 total
May 10 - May 11
Total with taxes and fees
Beachside Resort & Residences
Key West
Beachside Resort & Residences
Key West
- On private beach
- Pool
- Hot tub
- Free WiFi
8.6 out of 10, Excellent, 2,191 reviews
8.6
Excellent
2,191 reviews
$251 nightly
The price is $283
$283 total
May 11 - May 12
Total with taxes and fees
The Laureate Key West
New Town
The Laureate Key West
New Town
- Pool
- Pet friendly
- Air conditioning
- Business services
9.2 out of 10, Wonderful, 1,001 reviews
9.2
Wonderful
1,001 reviews
$184 nightly
The price is $207
$207 total
May 25 - May 26
Total with taxes and fees
Sugar Loaf Lodge
Summerland Key
Sugar Loaf Lodge
Summerland Key
- Pool
- Parking included
- Free WiFi
- Restaurant
8.2 out of 10, Very Good, 1,000 reviews
8.2
Very Good
1,000 reviews
$169 nightly
The price is $190
$190 total
May 3 - May 4
Total with taxes and fees
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 20 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)
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
Rules
1 small dog pet only and the pet cannot be left unattended.
Pets
- This property welcomes pets
- Dogs only
- 1 total (20 lbs is the maximum weight per pet)
- Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
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
- Check-in: 3:00 PM
- Check-out: 11:00 AM
- Minimum check-in age: 18
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
Frequently asked questions
What is there to do around this cottage?
This cottage is located in Key West, close to Duval Street, Smathers Beach, and South Beach. You'll also find Florida Keys Beaches and Stock Island Yacht Club & Marina within a short drive.
How much does it cost to stay at Living Life Dockside?
As of May 1, 2026, prices found for a 1-night stay for 2 adults at Living Life Dockside on May 31, 2026 start from $627, including 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 for more accurate prices.
Is this cottage associated with a casino?
No, this cottage is not connected to a casino.
Is there an indoor pool at this cottage?
No, there is no indoor pool at this cottage.
Does this cottage provide breakfast?
No, this cottage doesn't offer breakfast.
Does this cottage allow pets to stay free of charge?
Although dogs can't stay for free, they are welcome at this cottage.
What is the closest airport to this cottage?
The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 3.2 mi away (10 minutes by car).
Living Life Dockside Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 3 out of 3 reviews
10 - Excellent
3
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Chris S.
Jan 26, 2026
Liked: Cleanliness
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
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!
Angela H.
Stayed 2 nights in Jan 2026