Old Town Key West stay.At this Old Town Key West cabin, you'll be well placed to visit Duval Street and Ernest Hemingway Home and Museum, both within a 5-minute walk. Also, Southernmost Point is within half a mile (1 km) and Mallory Square is within 2 miles (3 km).
Ernest Hemingway Home and Museum - 3 min walk - 0.2 miles
South Beach - 9 min walk - 0.5 miles
Southernmost Point - 11 min walk - 0.6 miles
Mallory Square - 17 min walk - 0.9 miles
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
Bourbon Street Pub - 4 min walk
801 Bourbon Bar - 3 min walk
Old Town Tavern - 2 min walk
Nine One Five - 2 min walk
Better Than Sex - 2 min walk
About this property
Entire place
You'll have the entire cabin to yourself and will only share it with other guests in your party.
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Tradewinds
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love?
Located half a block from all the excitement of Duval Street, you can walk to historical landmarks like the Key West Lighthouse and The Ernest Hemingway Home and Museum, then stroll south to look out to sea from Southernmost Point. A short walk north will reveal more bars and restaurants than you could hope for on an island this size!
Fuel your day with a home-cooked breakfast in your fully equipped kitchen, sip coffee in the tropical garden, and get a morning soak in the hot tub for some extra relaxation. Freshen up using the outdoor shower, have a barbecue using the gas grill, and kill some time browsing the free WiFi or surfing the flatscreen cable TV. A dog is welcome.
Put life on hold for a moment and settle into paradise with these two cottages on Key West - book today!
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 2 vehicles.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Similar properties
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Note from host: Smoking is not permitted anywhere on the premises.
Services and conveniences
Iron/ironing board
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Unit size: 1,620 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Rules
For information about quiet hours, please refer to the listing description.
Pets
Pets are welcome
Service animals are exempt from fees
Note from host: Dogs only. Max of 4. Weight limit: 30 lbs each.
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
10731
Frequently asked questions
How close is Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK to the airport?
This cabin is 3.6 mi (9-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 Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
As of Sep 26, 2025, prices found for a 1-night stay for 2 adults at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK on Oct 22, 2025 start from $401.0, 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 for more accurate prices.
Does Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK have an airport shuttle?
Airport shuttle services are not available at this cabin.
How close is Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK to the beach?
This cabin is a short 10-minute walk from South Beach and 10-minute walk from Florida Keys Beaches. Don't forget your sunscreen!
Does Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK offer free breakfast?
This cabin does not offer free breakfast.
Is there a casino at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
No, there is no casino at this cabin.
What time is check-in at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
Check-in begins at 4:00 PM.
Is there free parking at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
Free parking is not available at this cabin.
Does Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK have a pool?
This cabin does not have a pool.
Does Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK have a spa?
There are no spa services available at this cabin.
How close is Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK to downtown Key West?