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.

A wooden pathway leading to a beach with palm trees and a clear sky. - The Dancing Rooster: 2 Blocks from Duval in Old Town. (Key West)
A two-story building with balconies, surrounded by lush greenery and palm trees. - The Dancing Rooster: 2 Blocks from Duval in Old Town. (Key West)
A rustic wooden gate with a sign reading "Blue Heaven" and another sign advertising showers for $1.00 to watch for $2.00. - The Dancing Rooster: 2 Blocks from Duval in Old Town. (Key West)
A white building with a gabled roof, large windows, and a front porch with chairs. - The Dancing Rooster: 2 Blocks from Duval in Old Town. (Key West)
A bedroom with a bed, a nightstand, a lamp, a ceiling fan, a door, and a wall-mounted anchor decoration. - The Dancing Rooster: 2 Blocks from Duval in Old Town. (Key West)
Close to Ernest Hemingway Home and Museum and Duval Street, The Dancing Rooster: 2 Blocks from Duval in Old Town. provides amenities like laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 670 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Add dates for prices

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.

    Exciting Things Are Coming to The Dancing Rooster!

    Beginning August 24, with completion anticipated in early October, The Dancing Rooster will undergo an exciting renovation designed with our guests in mind. We're giving the home a fresh new look, featuring a beautifully redesigned kitchen, new countertops, brand-new bathrooms, new flooring, a new washer and dryer, and stylish, comfortable furnishings throughout.

    Our goal has always been to provide a home that is not only exceptionally clean and well-appointed, but also a place where you can truly relax, unwind, and experience the best of Key West. These thoughtful upgrades will create an even more inviting, comfortable, and modern retreat while preserving the charm that makes The Dancing Rooster so special.

    We can't wait to share updated photos once the renovation is complete and to welcome you to the newly refreshed Dancing Rooster. We are confident these enhancements will make your next Key West getaway even more comfortable, memorable, and enjoyable. We look forward to hosting you!

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

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

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • 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
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 750 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 20 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: must be under 20 pounds

Children and extra beds

Children are welcome

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

This property does not have elevators

About the neighborhood

Located near the beach, this cottage is in Old Town Key West, a neighborhood 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 The Kite House are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Key West travel guide
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Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    3 min walk - 0.3 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    6 min walk - 0.6 km
  • A lighthouse with a white exterior and a black top, surrounded by lush green trees.
    Key West Lighthouse and Keeper's Quarters Museum
    6 min walk - 0.6 km
  • A beach with people sunbathing, palm trees, and a multi-story building in the background.
    South Beach
    8 min walk - 0.7 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    9 min walk - 0.8 km

Getting around

  • Key West Intl. Airport (EYW)
    9 min drive

Restaurants

  • Green Parrot Bar
    10 min walk
  • Blue Heaven
    9 min walk
  • Margaritaville
    10 min walk
  • Moondog Cafe & Bakery
    6 min walk
  • Circle K
    4 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 20 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite 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.?

Check-out 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.

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