Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 6
Popular amenities
Kitchen
Pet-friendly
Outdoor space
Parking available
Explore the area
Key West, FL
Duval Street
Place, Duval Street
3 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
6 min walk
Southernmost Point
Place, Southernmost Point
9 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
13 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Double Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
About this property
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.
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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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Must be under 20 pounds
default
Smoking
Smoking is not permitted
Important information
You need to know
Property # 2306761vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Key West
Located near the beach, this cottage is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Ernest Hemingway Home and Museum - 6 min walk - 0.6 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
Circle K - 4 min walk
Bourbon Street Pub - 7 min walk
801 Bourbon Bar - 6 min walk
Old Town Tavern - 4 min walk
Ocean Grill & Bar - 3 min walk
Frequently asked questions
Is The Dancing Rooster: 2 Blocks from Duval in Old Town. pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at The Dancing Rooster: 2 Blocks from Duval in Old Town. on 19 June 2026 start from AU$577, 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.
How much is parking at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
On-site parking is available at the property.
What time is check-in at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
Check-in begins at 4:00 PM.
What time is check-out at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
Checkout is at 11:00 AM.
Where is The Dancing Rooster: 2 Blocks from Duval in Old Town. located?
Located in Old Town Key West, this cottage is within a 5-minute walk of Tennessee Williams Key West Exhibit and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location. Just as advertised.They went out of there way to allow us to check in early and the property manager was great. Would definitely stay here again.
Beautiful bungalow. Clean and has everything you need. Comfortable and located walkable distance to all attractions on the island. Nice neighborhood! Enjoyed our stay and plan to return!
Responsive host & property manager. Great location within walking distance to shops, restaurants, & attractions. Property was clean & beds comfortable, but would recommend having spare blankets should anyone want to sleep on the sofa. Would definitely stay there agsin.
Great location cleaning service was super nice was able to leave luggage at house before check in time plane arrived early so we didnt have to carry luggage around answer to question was prompt only thing waa shower heaad in one bathroom would not stay up and shows they have a grill on site but that has not yet been replaced everything else was great
Angela F.
Stayed 6 nights in Feb 2026
Response from VrboOwner on 25 Feb 2026
Hi Angela,
Thank you very much for your thoughtful note.
I wanted to let you know that the shower head has since been replaced with a new system to ensure a better experience for our guests.
Regarding the BBQ, you are absolutely right—we had to remove it from the property following the City of Key West’s regulations. I appreciate you bringing this to my attention, and I will update the listing promptly to reflect this change.
While I wish we could have earned a 5-star rating from you, I truly appreciate you choosing to stay with us.
Wishing you a wonderful rest of the year!
Scott
Had a lovely visit. The cottage was lovely and great location. Had a minor issue (co2 detector) and the property manager was quick to take care of it for us so we could go on with our day. Turned out it just needed to be changed and really didn’t matter much because every room had a detector. Would highly recommend!!
The property was exactly as described. It was clean, comfortable, and spacious for our party of 4. Communication was friendly and expedient. Check in was simple. Location, location, location! We were within walking distance to so much and rented a golf cart for anything further away. I would definitely book again! Thank you…10/10!
What a perfect location in Olde Town Key West! We walked to many nice places and, if it was a bit further, a very reasonable taxi took us there. Our favorite part was sitting on the front porch and just watching the town people go by! The awning was the icing on the cake as it created the perfect shade to sit and enjoy! Inside was ample room, nice kitchen and BIG TV’s! We will certainly book here again for our next Keys trip.
For our short family spring break trip, the accommodations were great. Great location to everything we wanted to see and the amenities had all that we needed.
Glenn S.
Stayed 3 nights in Mar 2022
Response from VrboOwner on 19 May 2022
Thanks for the nice review Glenn. If there's anything we could have done better to earn a 5 star review please share.