See all properties
Entire home

Living Life Dockside

Cottage near Smathers Beach in Key West

Choose dates to view prices

Photo gallery for Living Life Dockside

Outdoor dining
1 bedroom, WiFi, bed sheets
Interior
Marina
Marina

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Pet friendly
  • Air conditioning
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Naval Air Station Key West, FL
  • Place, Key West Naval Station
    ‪12 min walk‬
  • Place, Key West Golf Club
    ‪15 min walk‬
  • Place, Stock Island Yacht Club & Marina
    ‪15 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

About the neighborhood

Key West

In Key West .Within 2 miles (3 km) of this Key West cottage, you'll find Stock Island Yacht Club & Marina and Robbie's. Key West Tropical Forest and Botanical Garden and Lower Keys Medical Center are also within 2 miles (3 km).
View more Cottages in Key WestOpens in a new window

What's nearby

  • Key West Naval Station - 12 min walk - 0.7 miles
  • Key West Golf Club - 15 min walk - 0.8 miles
  • Stock Island Yacht Club & Marina - 15 min walk - 0.8 miles
  • Robbie's - 2 min drive - 0.9 miles
  • Key West Tropical Forest and Botanical Garden - 3 min drive - 1.3 miles

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

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.

Similar properties

Apartment | 1 bedroom
Resort View 1BR Suite With Direct Pool Access
  • Pet friendly
  • Parking included
  • Outdoor Space
$638 nightly
The price is $718
Apr 13 - Apr 14
Total with taxes and fees
Resort View 1BR Suite With Direct Pool Access

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)

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 are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Frequently asked questions

How close is Living Life Dockside to the airport?

This cottage is 3.2 mi (10-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Living Life Dockside?

As of Mar 19, 2026, prices found for a 1-night stay for 2 adults at Living Life Dockside on Mar 23, 2026 start from $623, 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.

Does Living Life Dockside have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is Living Life Dockside to the beach?

This cottage is 4 mi (9-min drive) from Smathers Beach and 4.6 mi (12-min drive) from Florida Keys Beaches. Don't forget your sunscreen!

Does Living Life Dockside offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Living Life Dockside?

No, there is no casino at this cottage.

What time is check-in at Living Life Dockside?

Check-in begins at 3:00 PM.

Is there free parking at Living Life Dockside?

Free parking is not available at this cottage.

Does Living Life Dockside have a pool?

This cottage does not have a pool.

Does Living Life Dockside have a spa?

There are no spa services available at this cottage.

How close is Living Life Dockside to downtown Key West?

This cottage is 4.4 mi away from Key West.

Living Life Dockside Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Chris S.

Liked: Cleanliness
The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay.
Stayed 4 nights in Jan 2026

10/10 Excellent

Angela H.

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!
Stayed 2 nights in Jan 2026