Located in Old Town Key West, this vacation home is a leisurely stroll from popular sights such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a private pool, a kitchen, and a refrigerator.
Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
Mallory Square - 15 min walk - 0.8 miles
Southernmost Point - 17 min walk - 0.9 miles
Getting around
Key West Intl. Airport (EYW) - 13 min drive
Restaurants
Cuban Coffee Queen Waterfront - 6 min walk
Square Grouper Key West - 6 min walk
Half Shell Raw Bar - 6 min walk
Pepe's Cafe - 6 min walk
Harpoon Harry's Restaurant and Bar - 5 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West
Welcome to Cocktails on the Corner — Your Tropical Oasis in Old Town Key West!
Step into the perfect blend of historic charm and modern luxury at this beautifully renovated 2-bedroom, 1-bathroom Conch-style home, ideally situated on the corner of Southard and Margaret Streets. Nestled just minutes from the vibrant heart of Old Town, this residence invites you to experience the laid-back Key West lifestyle with all the comforts you desire.
Highlights:
Prime Location: Just 4 blocks from iconic Duval Street and 3 blocks to the Historic Seaport waterfront — perfect for exploring on foot or bike.
Charming Conch-Style Home: A seamless mix of historic character and contemporary upgrades.
Spacious & Comfortable: Two beautifully appointed bedrooms plus a sofa sleeper in the living room, comfortably accommodating guests.
Fully Renovated Kitchen & Bath: Quartz countertops, stainless steel appliances, breakfast bar with stools, and a modern bathroom with a large shower.
Private Outdoor Paradise: Enjoy your own 12 x 15 ft heated (optional) in-ground pool surrounded by lush tropical foliage and mature canopy trees.
Inviting Outdoor Living: Fenced corner lot with high-top seating, sun loungers, rocking chairs, and a gas grill—perfect for relaxing or entertaining.
Entertainment Ready: 50” TV with Firestick, ceiling fans, and a cozy open floor plan for socializing.
Laundry Convenience: Full-size stackable washer and dryer tucked inside the primary bedroom.
Parking: Street parking available on a first-come, first-served basis.
Sleeping Arrangements:
Primary Bedroom: King-size bed, large dresser, closet, ceiling fan, and TV with Firestick for your comfort and entertainment.
Guest Suite: Queen-size bed with plenty of natural light streaming through large windows.
Living Room: Sofa sleeper offers additional sleeping space for guests.
Relax and Unwind:
Whether you're soaking in the pool under the tropical sun, grilling your fresh catch poolside, or exploring the lively streets of Key West, this home is your sanctuary. The fully fenced yard ensures privacy while the mature trees offer refreshing shade — making every moment spent outside simply unforgettable.
Additional Details:
Guest Age Minimum: Primary guests must be at least 30 years old and remain on the property for the entire stay.
Pet Policy: This is a pet-free home to ensure the utmost comfort for all guests.
Pool Heating: Available November through April for an additional charge.
No designated parking space: street parking is subject to availability.
Perfect for couples, remote workers, or small groups looking to immerse themselves in the best of Key West living. Whether you’re escaping winter or seeking a seasonal retreat, Cocktails on the Corner is ready to welcome you with warmth, style, and all the amenities you need for an unforgettable stay.
The vacation home is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker. Housekeeping is available on request.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
2 steps to reach entrance
Area rugs in public areas
Hardwood flooring in public areas
No elevator
Single level property
Tile flooring in public areas
Smoking not allowed
Services and conveniences
Concierge services
Housekeeping (on request)
Iron/ironing board
Things to do
Heated pool
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)
General
At least 80% lighting from LEDs
Energy-saving switches in guestrooms
Garden
Housekeeping (on request)
Local artist showcase
Locally-owned and organized tours and activities
Recycling
Water-efficient toilets
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 30
Check-out
Check-out before 10:00 AM
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
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 30
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector and a smoke detector.
Additional information about polices, regulations, and more:
There are no elevators.
Frequently asked questions
What can I see close to this vacation home?
This vacation home is situated in Old Town Key West within a short 7-minute walk of Duval Street and also 13 minutes on foot from Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Mallory Square less than a mile away.
Will I be able to park at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.
Is COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West good for couples?
There are many amenities for couples at this vacation home, including a private pool, private pools in some accommodations, as well as an outdoor pool.
Does COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West have a hot tub?
No, but guests can enjoy a heated pool at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
Where is the closest airport to this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.7 mi away (13 minutes by car).
Are there rooms with balconies that I can book at COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West?
No, there aren't any accommodations with balconies at COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West.