Entire home

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Photo gallery for The Dancing Rooster: 2 Blocks from Duval in Old Town.

Exterior
Main Entrance off Street - Peaceful and Quiet!
Kitchen
Bath to Master Bedroom - Queen Bed
Full Bath to Bedroom 2

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 669.7 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Barbecue grill
  • Kitchen
  • Outdoor space
  • Air conditioning

Explore the area

Map
Key West, FL
  • Duval Street
    ‪3 min walk‬
  • Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Southernmost Point
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 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.



Property manager

Scott Miller
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen
Pet-friendly
Free WiFi
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Must be under 20 pounds
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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

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.
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.5 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km
  • Mallory Square - 3 min drive - 1.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬7 min walk
  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Moondog Cafe & Bakery - ‬6 min walk
  • ‪Old Town Tavern Key West - ‬4 min walk
  • ‪Pinchers - ‬6 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.

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. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 109 out of 118 reviews
Rating 8 - Good. 9 out of 118 reviews
Rating 6 - Okay. 0 out of 118 reviews
Rating 4 - Poor. 0 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Carol M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West birthday celebration

The house was perfect for our group of 3 couples- we loved sitting out on the front porch - got lucky and parked golf cart in front every evening- close to Duval St - quiet area
Stayed 4 nights in Apr 2025

10/10 Excellent

Suzanne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Long weekend.

Clean, perfect location in Old Town Key West. The property manager was so accommodating and quickly got back to me with answers to my questions. Would definitely stay there again.
Stayed 3 nights in Mar 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice stay !

This location is great - easy to get to bight and Duval St. The interior was very clean. Good shower, good room lay out, good mattress. Like the two different entrances as I stayed with my sister's family which gave us privacy. Good prompt response from owner and staff.
Stayed 4 nights in Mar 2025

10/10 Excellent

Cecile S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dancing at the Roost

The Dancing Rooster has a fantastic location. We walked everywhere! It was very clean and had everything we needed for a little cooking. We very much enjoyed our stay.
Stayed 4 nights in Mar 2025

10/10 Excellent

Gerrilynne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

N/a

Great location
Stayed 3 nights in Feb 2025

10/10 Excellent

Kevin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overdue visit to Key West

Fantastic week, bungalow was the perfect location to enjoy everything Key West has to offer. Spent late evenings on the patio playing games and speaking with passerby’s.
Stayed 6 nights in Feb 2025

10/10 Excellent

Courtney W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Dec 2024

10/10 Excellent

lauashhei

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot to access all of the things

It was really important for my group to be able to walk to the majority of the food and things. It was a great spot to do that from. Our only regret is we did not come during a time of year when the weather was touch warmer.
Stayed 3 nights in Jan 2025

10/10 Excellent

Brett M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dancing Rooster stay: Family - 3 couples

The property was clean and functional. It was conveniently located just 1 block from Duval. 6 of us stayed 4 nights. Kitchen was small but worked for us. We had breakfast and lunches, plus 1 family dinner where we used the BBQ grill. Very satisfied and would stay again. it wasn't problem for us but you had to go through bedroom2 to get to bedroom 3 from the interior. Bedroom 3 also had its own exterior door to allow you to exit and re-enter via main door to avoid passing through BR#2.
Stayed 4 nights in Jan 2025

10/10 Excellent

David K R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place, good communication

3 relaxing days
Stayed 3 nights in Jan 2025

10/10 Excellent

Maureen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Right Space Right Location!

Our 3 bedroom, 2 bathroom bungalow accommodated the 5 of us perfectly. Kitchen had all that we needed, space to sit outside, and so close to the action on Duval St.
Stayed 3 nights in Nov 2024

10/10 Excellent

Keith P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving week shenanigans

Comfy beds, clean sheets. Parking was as described. No spot the first night and had to move the car the next morning. Nice central location just off Duval.
Stayed 3 nights in Nov 2024

10/10 Excellent

Leann L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway with friends

Key West after fantasy week we had a great time manager always got right back to us
Stayed 4 nights in Oct 2024

10/10 Excellent

Austin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home and location!

The location of this property is unbeatable! Very close to Duval street with plenty of restaurants and shopping nearby. The home was clean and well kept up also. Property manager was very quick to respond and helpful!
Stayed 3 nights in Aug 2024

8/10 Good

Bea C.

Liked: Cleanliness, communication, location, listing accuracy

Key West

Biggest frustration was parking. There were no spots available near the unit until later in the evening. We had to unload across the street and then relocate the vehicle to a legal parking spot. Once you find parking, stay there and walk or Uber during the day. Typical Key West drama. The unit was comfortable, but the kitchen was barely adequate. Don’t plan on preparing any family meals and it’s fine.
Stayed 3 nights in Jul 2024

10/10 Excellent

Amber W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

10 Stars

We chose to spend my husband and daughter’s birthday in the Keys this year. The property is located in walking distance of everything and if you’re tired of walking, a scooter/golf cart business is right on the corner! The property was extremely clean and had all the amenities to make vacation easier. We utilized the grill and kitchen daily! If you’re like me and love to boil your skin in the shower, this place has the best hot water for showers! The owner and property manager are lovely and easy to communicate with. I highly recommend this property and will personally book with them again in the future!
Stayed 5 nights in Jul 2024

10/10 Excellent

Adam H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

We had a great stay and wonderful trip to Key West. The location is great for walking and Nancy the property manager was great and very helpful in anything we asked.
Stayed 3 nights in Jul 2024

10/10 Excellent

Leslie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!
Stayed 7 nights in Jun 2024

8/10 Good

Kris J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

This place was in a perfect location. It was a easy walk to Duval and to many of the bars and restaurants. The operating manager responded quickly to a couple of minor issues that we had. I would definitely stay there again.
Stayed 4 nights in May 2024

10/10 Excellent

Todd M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Time

We attended a friends wedding with 6 of us staying at the Southernmost Retreat. Great central location close to everything, plenty of room in the cottage for all of us and ice cold air conditioning for that hot Key West weather. We had a great time and would stay again.
Stayed 4 nights in May 2024

10/10 Excellent

Mike P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Close to Duval

Walking close to Duval. On street parking can be tough but this block is NOT pay to park! Good to know.
Stayed 4 nights in May 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

One night adventure to Key West

The home was a great option vs three hotel bookings, centrally located we walked to all adventures on Duvall St, stayed for one night for cinco de mayo, beds were great showers etc all good
Stayed 1 night in May 2024

10/10 Excellent

Barbara W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute Bungalow

Great stay at Bungalow 5! The place was clean and well equipped and you can’t beat the location. Good communications and accurate in every way.
Stayed 4 nights in Feb 2024

10/10 Excellent

Linda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West getaway

This was in the perfect location: not too far from Mallory Square or the buoy. Close to Duval yet in a quieter neighborhood. Parking is an issue but it was pointed out before we booked the trip so we were prepared. We loved it! We would stay there again and also highly recommend it to other travelers! A+
Stayed 3 nights in Feb 2024

10/10 Excellent

Richard C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key west one night

Very nice and comfortable
Stayed 1 night in Jan 2024

About the host

Hosted by Scott Miller

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests