This cottage puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Ernest Hemingway Home and Museum. .Accommodation features free WiFi, 2 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a fenced private garden and a Smart TV are also available.
Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
South Beach - 8 min walk - 0.7 km
Key West Butterfly and Nature Conservatory - 8 min walk - 0.7 km
Southernmost Point - 9 min walk - 0.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 9 min drive
Restaurants
Old Town Tavern - 4 min walk
801 Bourbon Bar - 6 min walk
Vinos on Duval - 5 min walk
Viva Argentinian Steakhouse - 4 min walk
Nine One Five - 3 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.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house. The Southernmost Retreat is part of the Simonton Historic Cottage enclave and is surrounded by fine restaurants, art galleries, shopping and proximate to all attractions in the Old Town District. No car is needed as you can walk to the beaches and all of the famous attractions.
Two of the Queen bedrooms share an en-suite bath easily assessable from either bedroom. It features a very large walk-in shower. The 3rd bedroom features a full sized bed, walk in shower and private entrance. The quaint living room has a new L Shaped Sofa that provides plenty of additional sitting room for kicking back and chill time.
Each bedroom and the living room are equipped with brand new HIDEF Samsung 4K Smart TV’s. In addition, we have recently upgraded the cottage to include FREE 300 Mbps ATT Hi Speed Business Internet, new orthopedic mattresses, and cozy linens – towels to make your stay relaxed and pleasant. There is also a brand new Central Air Conditioning system to help keep you comfortable and snug, especially during the warmer summer months!
Adjacent is a completely equipped kitchen that has granite counter tops, glass cooktop stove, microwave and refrigerator. Even wine and champagne glasses are included! A bicycle lock-up in the courtyard is available.
Blocks from the marina district, and an easy walk (.7 miles) to Ft. Zachary Taylor where Australian Pines tower over the beach. There is on street parking available (Hemmingway House .28 miles, Duval Street 1 block, Marina District 7 blocks, beach .7 miles).
There is a health food store located directly across the street called 'The Sugar Apple' which serves fresh fruit smoothies, lunch, and offers a variety of health food. A CVS is located one block away. A bike and scooter rental location is one block away. There is a grill outside in the courtyard for you to use.
A 3-night minimum stay required and strict No Smoking policy applies. Please contact owner for exception to 3 night minimum
Please note rates are subject to change and are higher during Event Periods such as Fantasy Fest, Gay Pride, Memorial Day, Christmas Week, New Year's Week, Thanksgiving, etc. Longer stays than 3 days may be required during event periods.
NOTE: There is No Dedicated Parking included with this rental. Directly on Simonton Street are (4) spaces and available on first come basis. We do recommend keeping the car parked and walk, bike or use the bus service, The Duval Loop. The Duval Loop provides FREE Hop on, Hop off bus service, operates every day, and stops a half block from the cottage. https://www.cityofkeywest-fl.gov/326/Duval-Loop
IMPORTANT: We strongly recommend purchasing travel insurance to protect against illness, medical emergencies, weather-related issues, or other unexpected circumstances. While travel insurance can be purchased during the booking process, you may want to consider other reputable travel insurance providers, such as Travel Guard (AIG), Nationwide, Allianz, Berkshire Hathaway and Red Sky. We encourage you to review their coverage options and rates to find the best fit for your needs.
For those traveling during Florida's hurricane season (June 1 – November 30), travel insurance is especially important. Please note that NO refunds will be issued for weather-related disruptions or early departures.
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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 (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Unit size: 750 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 11:00 AM
Contactless check-out
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: 20 lb per pet)
Restrictions apply
For more information, you can reach out to the property at the number on the booking confirmation
Service animals are exempt from fees.
Note from host: must be under 20 pounds
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
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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 private host, not a professional engaged in trade or business.
On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.
We should mention
To make arrangements for your pet, contact the property directly using the information on your booking confirmation.
Property is also known as
Vrbo Property
Southernmost Retreat 2 Blocks From Duval in Old Town
Southernmost Retreat 2 Blocks from Duval in Old Town.
Southernmost Retreat: 2 Blocks from Duval in Old Town. Cottage
Southernmost Retreat: 2 Blocks from Duval in Old Town. Key West
Frequently asked questions
Are there any beaches close to The Dancing Rooster: 2 Blocks from Duval in Old Town.?
Yep, The Dancing Rooster: 2 Blocks from Duval in Old Town. is a short 8-minute walk from Florida Keys Beaches.
Fun beach activities include jet skiing, snorkelling and scuba diving. You can also find motor boats.
How much does it cost to stay at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
As of 28 Nov 2025, prices found for a 1-night stay for 2 adults at The Dancing Rooster: 2 Blocks from Duval in Old Town. on 10 Dec 2025 start from AU$948.14, 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 The Dancing Rooster: 2 Blocks from Duval in Old Town. have a pool?
No, this cottage doesn't have a pool.
Is The Dancing Rooster: 2 Blocks from Duval in Old Town. family-friendly?
You bet! With amenities such as a BBQ and children's dinnerware, it's no surprise that The Dancing Rooster: 2 Blocks from Duval in Old Town. is a winner with our family travellers.
Is there a free airport shuttle available at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
No, The Dancing Rooster: 2 Blocks from Duval in Old Town. does not offer an airport shuttle service.
What time are check-in & check-out at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
Check-in begins at 4:00 PM. Check-out time is 11:00 AM.