Close to Duval Street and Ernest Hemingway Home and Museum, COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West provides a garden, laundry facilities and more. Stay connected with free in-room WiFi.
Entire home
2 bedrooms1 bathroom
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
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.
Property amenities
Pool/Spa
Heated pool
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
No on-site parking available
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Kitchen island
Microwave
Refrigerator
Toaster
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Hair dryer
Towels provided
Living spaces
Living room
Entertainment
Smart TV
Outdoor areas
Barbecue grill
Garden
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
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 lift
Single level property
Tile flooring in public areas
Smoke-free property
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)
Fire extinguisher
General
At least 80% lighting from LEDs
Energy-saving switches in guestrooms
Garden
Housekeeping (on request)
Local artist showcase
Locally-owned and organised tours and activities
Recycling
Water-efficient toilets
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Margaretaville - Private Home in Old Town Key West
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 not allowed
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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 any lifts
About the area
Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Visit our Key West travel guide
Does COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West pet-friendly?
No, pets are not allowed at this property.
How much is parking at COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West?
This property doesn't offer parking.
What time is check-in at COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West?
Check-in begins at 4:00 PM.
What time is check-out at COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West?
Checkout is at 10:00 AM.
Where is COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of The Kite House and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
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COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West Reviews