Entire home

Old Town Key West Cottage

Photo gallery for Old Town Key West Cottage

A kitchen with a granite countertop, stainless steel sink, wooden cabinets, and pendant lighting.
Property video
A swimming pool with a wooden deck, palm trees, and a white building with a balcony.
A living room with a wooden ceiling, a TV mounted on the wall, a leather chair, a coffee table, and a bookshelf.
A kitchen with wooden cabinets, a central island, and a hanging light fixture.

Reviews

10 out of 10
Exceptional
With an outdoor pool, this vacation home accommodates 6 guests in 2 bedrooms and 1 bathroom. It includes 1 separate living room. Enjoy activities like snorkeling, swimming, and parasailing nearby. The property features a patio and deck, along with access to nearby golf opportunities. Explore attractions such as Duval Street and We Cycle Key West.

Highlights

  • Outdoor pool

    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Discover nearby landmarks

    Close to Duval Street
2 bedrooms1+ bathroomSleeps 6

Popular amenities

  • Outdoor pool
  • Deck or patio
  • Barbecue
  • Onsite parking available
  • Air-conditioning
  • Washing machine

Explore the area

View map
Naval Air Station Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Place, Key West Lighthouse and Keeper's Quarters Museum
    ‪3 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Living Room

1 Double Sofa Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Outdoor shower

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Number of living rooms
Dining area

About this property

Old Town Key West Cottage

Designed for easygoing island living, the cottage has a relaxed, open feel that makes it easy to settle in from the moment you arrive. The kitchen, dining, and living spaces are connected, creating a natural gathering place whether you’re preparing breakfast, enjoying a leisurely dinner, or relaxing together after a day around the island.



The home’s real appeal is the way it opens to the outdoors. The spacious patio extends the living space and gives you your own private outdoor area to enjoy the Key West sunshine and tropical surroundings. It’s the kind of space where mornings start slowly, afternoons stretch a little longer, and evenings are best spent outside.



The sleeping arrangements include a comfortable king bedroom and a separate queen bedroom, making the cottage a great fit for two couples, friends traveling together, or a small family. With two bathrooms and private laundry, the home is also well suited to longer stays when having a little extra space and convenience makes all the difference.



Just outside the cottage, the shared swimming pool provides an easy way to cool off and settle into the island pace. Whether you spend the afternoon poolside or head out to explore Key West, having the pool only steps from your door means relaxation is always close by.



There is also on site parking, a particularly convenient feature for an Old Town property. Leave the car behind and explore on foot, or use it to discover more of Key West and the Lower Keys at your own pace.



Most of all, the cottage captures the character of Key West itself. The white picket fence, tropical setting, outdoor living spaces, and relaxed atmosphere create a stay that feels distinctly Old Town rather than simply a place to sleep. It’s a comfortable home base for slowing down, soaking up the sunshine, and experiencing Key West the way it’s meant to be enjoyed.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed: limit 2 total

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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:

Load and start the dishwasher

Take out the rubbish

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 2968962vb
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood 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. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Naval Air Station Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • Key West Lighthouse and Keeper's Quarters Museum - 3 min walk - 0.3 km
  • Southernmost Point - 12 min walk - 1.1 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Blue Heaven - ‬3 min walk
  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Mangoes Restaurant - ‬2 min walk

Frequently asked questions

Does Old Town Key West Cottage have a pool?

Yes, this property has an outdoor pool.

Is Old Town Key West Cottage pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at Old Town Key West Cottage?

On-site parking is available at the property.

What time is check-in at Old Town Key West Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Old Town Key West Cottage?

Checkout is at 10:00 AM.

Where is Old Town Key West Cottage located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location, exceptional deal

Location 1 block off duval, right about the middle point between the ocean and the Gulf. And i didn't have to break the bank to stay. Would definitely recommend.
Stayed 30 nights in Apr 2024
Response from VrboOwner on 27 May 2024
Thank you for the wonderful review! We are so glad you enjoyed your stay and hope to see you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Stay

We rented this property for February and March so my 80+ y/o mother could escape the cold winter up north. Turns out, it was the perfect place for our needs. The house is conveniently located just off of Duval Street making it ideal for walking to all the surrounding attractions, restaurants, bars and shops. The house is comfortable, very clean and in a very quiet location. We found the owner and property manager to be responsive and professional. I highly recommend this property!
Stayed 56 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

722 Samaritan Lane

A newly renovated property with an open concept layout for the living room and kitchen. The house has an excellent location, right off Duval street. Even though it is in heart of old town, it is really quiet in the evenings. There are two bedrooms; the master bedroom has a comfortable king size bed. In addition to a beautiful interior space, there is a large deck, with a portion covered by an extended roof area and a spot that is more sunny. The managing agent, James, was very helpful and accommodating. We stayed a month in 2022-2023, and are ready to book this house again. This is a fantastic property that feels comfortable from the moment you walk in. As it was the first time for us renting a vacation property, we were pleasantly surprised by the whole experience.
Stayed 28 nights in Dec 2022

About the host

Hosted by Alison

Host profile image

Key West has been home to me for more than a decade, and I’ve had the opportunity to experience the island from just about every angle through my career in hospitality and property management. I love everything that makes Key West unique, from its historic architecture and colorful neighborhoods to its incredible restaurants, beautiful water, and famously laid back way of life. I’m passionate about creating stays that feel easy, comfortable, and genuinely connected to the island. I’m always happy to share local recommendations, from favorite places to eat and hidden gems to the best spots for enjoying a Key West sunset. Whether you’re visiting for a long weekend, a special celebration, or an extended escape, I want you to feel at home while having the opportunity to experience the very best of Key West.

Why they chose this property

The location is one of the biggest reasons to choose this cottage. Set in historic Old Town and just steps from Duval Street, you’re right in the middle of the Key West experience. Walk to restaurants, bars, shops, galleries, and many of the island’s most popular attractions without needing to get in the car. At the same time, the cottage offers a quiet retreat behind its private white picket fence. After a day of exploring, you can come back to your own outdoor space, take a dip in the pool, and enjoy a little peace and privacy away from the energy of Duval Street. With the best of Old Town practically outside your door, on site parking, and a comfortable home to return to, this property offers the ideal combination of location, convenience, and classic Key West charm.

What makes this property unique

The Old Town Cottage offers the best of both worlds: a prime location in the heart of Key West with a private, peaceful retreat to come home to. Tucked behind a charming white picket fence, the cottage feels secluded while being just steps from the energy of Duval Street. The true indoor and outdoor living experience is a standout feature, with the open living spaces flowing directly onto a spacious private patio. An outdoor shower, tropical setting, and pool just steps away add to the relaxed island experience. On site parking is an especially valuable benefit in historic Old Town, while the cottage’s walkable location means you can easily leave the car behind and explore restaurants, nightlife, shopping, and attractions on foot. The combination of privacy, outdoor space, pool access, parking, and classic Key West character makes this a particularly special place to stay.

Languages:

English

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