The Dancing Rooster: 2 Blocks from Duval in Old Town.
Cottage in Key West, FL
6 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones
About this cottage rental
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.
Amenities
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Balcony or Patio
TV
Map of Key West, FL
$$$$
Ratings and reviews
10.0 / 10.0
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!
8.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!
8.0 / 10.0
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.
10.0 / 10.0
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.
10.0 / 10.0
Walking close to Duval. On street parking can be tough but this block is NOT pay to park! Good to know.
10.0 / 10.0
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
10.0 / 10.0
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.
10.0 / 10.0
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+
10.0 / 10.0
Very nice and comfortable
10.0 / 10.0
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.
10.0 / 10.0
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.
10.0 / 10.0
First time to Fantasy Fest. Location was perfect to Duvall St. walking distance to restaurants and stores. Will definitely book again.
10.0 / 10.0
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!! : )
10.0 / 10.0
Great place and convenient location to get everywhere you need in Key West
10.0 / 10.0
Couldn't have asked for anything better on our weekend getaway to the Keys. The location was spot on -- a short walk to everything!
10.0 / 10.0
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.
10.0 / 10.0
cute home, great location
10.0 / 10.0
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
10.0 / 10.0
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.
10.0 / 10.0
We loved it! A darling, super clean, cozy and perfect location for the six of us to get the Yankee Freedom at 7:30am for Dry Tortogus!
Thank you!
10.0 / 10.0
Nice clean small cottage. Location was perfect if you want to be on Duval St. awesome little Cuban Coffee shop right around corner. We had 6 adults and we fit fine. I wouldn’t plan to cook much, no real table or place it eat but there are a lot of great places near by. Parking is a little tight, we had to park a couple blocks away to start but just watch for someone to move and go get car. We ended up parking right in front later that night.
8.0 / 10.0
The condo is within walking distance to everything in Old Town which was our first priority. It’s small and the layout is a bit chopped up. There really isn’t enough seating inside for four people but there is outside furniture that will seat everyone. We realized the refrigerator wasn’t keeping our food cold after we went shopping and ended up having to throw food out. The property manager Nancy was very responsive and brought in a temporary well worn mini frig until the new frig was delivered. There were a couple of other issues like the neighbor in the unit behind us smoking outside so we couldn’t use the back patio, and also probably inside because the smoke alarms went off twice in our unit late at night. Even with these issues we still enjoyed our stay in Key West.
10.0 / 10.0
Great accommodations close to everything. Extremely clean and surprisingly quiet.
10.0 / 10.0
Small but cozy. It was very good for our family, especially my 80 year old parents. It had everything we needed and the location was perfect. Nancy was very responsive to our questions. We would stay here again in a heartbeat.
8.0 / 10.0
This rental is in the perfect place. It was very clean. It had drawbacks. No place to gather and have a meal together. No way to sit and watch a little TV to wind down IF the TV in the main room worked. Overall It was a great place because of the location. They should have information there about the Duval Loop. It is a FREE bus that can be caught in less than 2 blocks and has 18 or so stops all around.
10.0 / 10.0
This is a great location for a mixed group of couples! We could do our own thing and meet up and walked to basically everything. Even the Truman waterfront amphitheater!
10.0 / 10.0
Perfect location. 15 minute walk to almost every where. Host was immediate to respond. Place was peefect for 3 couples.
10.0 / 10.0
Walk to Duval Street, southernmost point, many attractions. Clean.
10.0 / 10.0
The cottage was in the perfect location… 2 blocks off Duval. Loved the outdoor seating. Several mornings we went to the French Bakery on Duval to get breakfast and brought it back to enjoy outside.
The cottage was perfect for our group. The only thing I would say is the mattresses are probably at end of life 😊. New softer mattresses and this place is 10’s across the board. Thank you for sharing your cottage
10.0 / 10.0
What a great experience! We were able to leave our luggage before check-in. Problem with TV's. Nancy, property manager took care of the problem immediately. It was not the properties fault it was the internet. One block off Duval Street. We had several hours after check-out before our plane left and we were able to leave our luggage while we went back to Duval Street. We were all adults, but our cottage would be perfect for a family. Nancy said she just wanted us to be happy and we were!
10.0 / 10.0
The house was perfect for the 6 of us. We could easily walk every where, to duval street where all the action is, the shops, beach, great restaurants and the southern most point. We went on an amazing sunset cruise. I would definitely recommend this location.
10.0 / 10.0
Excellent experience. Property manager very responsive. Facilities great. You can walk to almost every attraction in the Old Town section. Would stay here again!
10.0 / 10.0
We had a post-wedding celebration getaway and spent five days in Key West. The location of this bungalow is perfect—a short walk to anywhere we chose to go. The cottage had all the essentials and was very clean. The thermostat’s battery ran out, causing the air conditioner to stop. This was fixed promptly. My only recommendation would be to invest in a better quality bed pillow.
All in all, though, the bungalow was perfect for our getaway. Heartily recommend.
10.0 / 10.0
Great location only two blocks from Duval Street
10.0 / 10.0
Great location. Cute!
10.0 / 10.0
Enjoyed our stay. Convenient location to Duval Street, but on quiet street. Only thing missing is a Washer & Dryer on the property.
10.0 / 10.0
Great location. Close to Duvall St but not too close. Well equipped kitchen. Bedrooms clean. Beds comfortable. High marks !
FAQs
How much does this cottage cost compared to others in Key West?
The average price for a rental in Key West is $489 per night. This rental is $242 above the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at The Dancing Rooster: 2 Blocks from Duval in Old Town.. For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.
Is The Dancing Rooster: 2 Blocks from Duval in Old Town. pet friendly?
Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at The Dancing Rooster: 2 Blocks from Duval in Old Town.?
We found 7 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.
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