Entire home·Private host

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

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

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

Beach nearby
Property grounds
Miscellaneous
Exterior
Smart TV

Reviews

10 out of 10

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 670 sq m

Popular amenities

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

Explore the area

Map
Key West, FL
  • Duval Street
    3 min walk
  • Key West Lighthouse and Keeper's Quarters Museum
    5 min walk
  • Ernest Hemingway Home and Museum
    5 min walk
  • Key West, FL (EYW-Key West Intl.)
    9 min drive

Room options

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.



This cottage's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Duval Street. The cottage offers free WiFi and a kitchen.
  • Air-conditioned cottage with kitchen, 2 bathrooms and patio
  • Free WiFi
  • Just a 3-minute walk from Duval Street and 5 minutes on foot from Ernest Hemingway Home and Museum
The Dancing Rooster: 2 Blocks from Duval in Old Town. offers its guests barbecue grills. The front desk is open around the clock.

This Key West cottage is smoke free.

Property manager

Scott Miller

Languages

English, Spanish

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Outdoor furniture
  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • 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

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.

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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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

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

Reviews

10

Exceptional

Rating 10 - Excellent. 99 out of 108 reviews" "
Rating 8 - Good. 9 out of 108 reviews" "
Rating 6 - Okay. 0 out of 108 reviews" "
Rating 4 - Poor. 0 out of 108 reviews" "
Rating 2 - Terrible. 0 out of 108 reviews" "

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Maureen M., St. Louis

Liked: Cleanliness
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Key west one night
Very nice and comfortable
Stayed 1 night in Jan 2024

10/10 Excellent

Michael S.

Liked: Cleanliness
Excellent location for downtown and beach.
Location is so important and this VRBO has an excellent location. We walked or took short Uber rides everywhere we wanted to go- and we could easily come back for a quick lunch or nap in the middle of the day. Parking was competitive but we always got something within three blocks, as we have people in our family with NYC skills 😂. One of the 3 BRs is small and more like a front room/entrance converted to a BR but we made it work and very much appreciated the rarity of having a place with 2 bathrooms.
Stayed 3 nights in Dec 2023

10/10 Excellent

Douglas M., Milwaukee, WI

Liked: Cleanliness
Great location
The property was very clean and comfortable. We enjoyed having coffee and people watching in the morning from the front patio. It was only a few blocks to Duval St. where there are plenty of restaurants to choose from. The property is centrally located, so we were able to walk to everything. The main reason we went to Key West, was to celebrate my 70th birthday. I informed the owner of this and I was surprised to see a Birthday card and balloon. It was a nice touch. I would definitely book this property again.
Stayed 4 nights in Dec 2023

10/10 Excellent

pam h.

Liked: Cleanliness
Fantasy Fest 2023
First time to Fantasy Fest. Location was perfect to Duvall St. walking distance to restaurants and stores. Will definitely book again.
Stayed 3 nights in Oct 2023

10/10 Excellent

jeanne b.

Liked: Cleanliness
Very clean and convenient location.
Communication was excellent with Nancy. We were able to leave our luggage and come back later to check in. Milton, the housekeeper was accommodating and friendly. This cottage is a block from Duvall and we walked everywhere with no problem. Will def return and stay here. Thanks for having us!! : )
Stayed 1 night in Oct 2023

10/10 Excellent

Mike H.

Liked: Cleanliness
Great place and location
Great place and convenient location to get everywhere you need in Key West
Stayed 3 nights in Oct 2023

10/10 Excellent

Brianna B.

Liked: Cleanliness
Enjoyed our stay!
Couldn't have asked for anything better on our weekend getaway to the Keys. The location was spot on -- a short walk to everything!
Stayed 3 nights in Aug 2023

10/10 Excellent

Sheila F.

Liked: Cleanliness
So Very Convenient
This was our first family vacation which included our son in law. The set up was perfect the adult children took the rooms with the queen beds and shared the bath; my husband and I took the smaller room with the full bed and enjoyed our ensuite. It was so close to Duvall Street that everything was easily accessible, but not so close that we were disturbed by the noise. We will definitely stay there again if we have that many people. There was a problem with the smoke detector one night, but Nancy was quick to respond, and the problem was easily resolved.
Stayed 5 nights in Jul 2023

10/10 Excellent

Emily S.

Liked: Cleanliness
great experience
cute home, great location
Stayed 2 nights in Jul 2023

10/10 Excellent

kary c.

Liked: Cleanliness
Would rent again
For the size of the property, it was great to have two full bathrooms and three full bedrooms! We did t spend much time in the house during the days so having so mauve sleeping/relaxing space was great. The house was a very easy walk to duval street
Stayed 3 nights in Apr 2023

10/10 Excellent

Rein L., London, Ontario

Liked: Cleanliness
Great location
3 couples stayed in Key West for one fun night. While the property unit we stayed in was small and strangely laid out, it was clean and was perfectly located. Fit the bill for what we needed. We had easy & fast responses from the property manager as well.
Stayed 1 night in Apr 2023