Entire home
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Cottage with kitchen, 3-minute walk to Duval Street
Photo gallery for The Dancing Rooster: 2 Blocks from Duval in Old Town.





Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6750 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street3 min walk
- Place, Ernest Hemingway Home and Museum5 min walk
- Place, Southernmost Point9 min walk
- Airport, Key West, FL (EYW-Key West Intl.)8 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. 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.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Pet-friendly
Free WiFi
Air conditioning
Outdoor space
Parking available
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- Kitchen
- Washer
- Dryer
- Pet-friendly
9.6 out of 10, Exceptional, (10 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Must be under 20 pounds
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Property # 2306761vb
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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. 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.

Key West, FL
What's nearby
- Duval Street - 3 min walk - 0.3 km
- 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
Restaurants
- 801 Bourbon Bar - 6 min walk
- Old Town Tavern - 4 min walk
- Nine One Five - 3 min walk
- Ocean Grill & Bar - 3 min walk
- Viva Argentinian Steakhouse - 4 min walk
Frequently asked questions
Reviews
10
Exceptional
9.8/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
13 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2025
10/10 Excellent
Bob C.
13 Nov 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bob C.
Stayed 4 nights in Nov 2025
10/10 Excellent
Christina C.
6 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christina C.
Stayed 4 nights in Nov 2025
10/10 Excellent
John P.
16 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
John P.
Stayed 4 nights in Oct 2025
8/10 Good
Melissa F.
1 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Melissa F.
Stayed 3 nights in Sep 2025
10/10 Excellent
John B.
4 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
John B.
Stayed 3 nights in Sep 2025
10/10 Excellent
Kristi
9 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kristi
Stayed 3 nights in Oct 2025
10/10 Excellent
Kimberly O.
24 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimberly O.
Stayed 5 nights in Sep 2025
10/10 Excellent
Matthew C.
20 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent family trip!
Matthew C.
Stayed 5 nights in Jun 2025
10/10 Excellent
Tracy S.
11 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable; great location
Tracy S.
Stayed 3 nights in May 2025
10/10 Excellent
Dave S.
13 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good location
Dave S.
Stayed 3 nights in May 2025
10/10 Excellent
Carol M.
24 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West birthday celebration
Carol M.
Stayed 4 nights in Apr 2025
10/10 Excellent
Leslie M.
26 Jun 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Leslie M.
Stayed 7 nights in Jun 2024
10/10 Excellent
Suzanne D.
30 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Long weekend.
Suzanne D.
Stayed 3 nights in Mar 2025
10/10 Excellent
Cecile S.
10 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dancing at the Roost
Cecile S.
Stayed 4 nights in Mar 2025
10/10 Excellent
David K R.
21 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, good communication
David K R.
Stayed 3 nights in Jan 2025
10/10 Excellent
Mike H.
18 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and location
Mike H.
Stayed 3 nights in Oct 2023
10/10 Excellent
Verified traveller
17 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice stay !
Verified traveller
Stayed 4 nights in Mar 2025
8/10 Good
Glenn S.
29 Mar 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Glenn S.
Stayed 3 nights in Mar 2022
10/10 Excellent
Lynne M.
29 Apr 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Lynne M.
Stayed 6 nights in Apr 2022
10/10 Excellent
Brianna B.
23 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed our stay!
Brianna B.
Stayed 3 nights in Aug 2023
10/10 Excellent
Adam H.
29 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place
Adam H.
Stayed 3 nights in Jul 2024
10/10 Excellent
Kevin C.
7 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Overdue visit to Key West
Kevin C.
Stayed 6 nights in Feb 2025
10/10 Excellent
jim m.
17 Nov 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
nice place
jim m.
Stayed 4 nights in Nov 2021
10/10 Excellent
Gerrilynne S.
14 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
N/a
Gerrilynne S.
Stayed 3 nights in Feb 2025
About the host
Hosted by Scott Miller
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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