Entire home·Private host

COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West

Holiday home with private pool, 7-minute walk to Duval Street

Photo gallery for COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West

Outdoor pool, a heated pool
Fridge, microwave, stovetop, dishwasher
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Fridge, microwave, stovetop, dishwasher
Terrace/patio
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

  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Kitchen
  • Outdoor space

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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

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)

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

Similar properties

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

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

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that 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

We should mention

This property does not have any lifts

About the area

Map
Key West, FL

What's nearby

  • Duval Street - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 11 min walk - 1.0 km
  • Mallory Square - 15 min walk - 1.3 km
  • South Beach - 16 min walk - 1.3 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 13 min drive

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬6 min walk
  • ‪Square Grouper Key West - ‬6 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬5 min walk
  • ‪Half Shell Raw Bar - ‬6 min walk
  • ‪Pepe's Cafe - ‬6 min walk

Frequently asked questions

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.

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. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

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