Virtual Tour
USA Florida Key West Old Town Key West Listing #12441

Olivia Street Retreat - Key West, FL

7 reviews
Max. occupancy: 4 1 Queen Bed, 1 Sofa Bed 1 bedroom 1 bathroom 1 dog max  (40 lb weight limit) 
Address provided after booking

Worry-free booking

Enjoy peace of mind with flexible travel options.

  • At least 7 days before check-in: You can reschedule your trip, or cancel and receive 100% of the cost as a Future Stay Credit.
  • At least 30 days before check-in: You also have the option to cancel for a refund (minus the booking fee).

Exceptions apply. Read our full policy for details.

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Many Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Welcoming, conveniently-located, dog-friendly home - walk to everything!

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit of being right in the heart of the island.

You'll be in the center of Key West within walking distance to restaurants, bars, and shops, as well as all the well-known sites, including famous Duval Street. Take a stroll to Ernest Hemingway House and Museum then head to Southernmost Point Beach for an afternoon of lounging on the sand, soothed by the sound of the crashing waves. Fort Zachary Taylor Historic State Park and the National Marine Sanctuary are a mile to the west, and Mallory Square, which offers more shopping and dining, is a mile to the north.

After a fun day of exploring, head home to your tastefully decorated getaway to freshen up, then treat yourself to a mouthwatering seafood dinner at The Little Pearl. Or stay in and work your magic in the full kitchen and enjoy your feast at the small dining table or relax in the living room and watch some a cable show or movie on the flatscreen. The free WiFi will help you get around and create your ideal itinerary, and the private washer and dryer will keep your clothes and humble abode sand free. The family dog is also welcome to join you here for an additional nightly fee.

Book this adorable home today, and get ready for your rejuvenating Key West getaway!

This property is managed by Vacasa Florida LLC.
A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

You must be 25 years or older to rent this property.

Property tax ID: 25230-123245
Property permit ID: 26823




Washer/dryer : Private

Heating & cooling

Central AC

Kitchen & dining




Internet : AT&T


Cable : AT&T

Wireless router

On-site activities

Adult bikes


Beach chairs



7 reviews

William F. Feb 2021
The location in old town is perfect for my time in Key West. The washer, dryer, and full kitchen make are very convenient,
Joshua E. Jul 2020
House was very clean and well taken care of, plenty of amenities to make the stay a breeze. Most of all though, it was close to everything exciting on Key West. We could walk most everywhere, but if not walking, biking made it a breeze. Loved the time there!
William F. Jan 2020
This is the second time we rented this cottage. We like the privacy of a cottage, along with a full kitchen. All of the amenities worked, and the place was ready and clean on arrival. We hope to rent it again next year.
William F. Feb 2019
Good location in Old Town; having a cottage was really like living in Key West. It has a nice layout, and all of the appliances functioned well. Nice restaurant right next door.
John S E. Mar 2018
The home is nicely remodeled and perfect for 2 people. You are 2 blocks from Duval Street. Be aware that there is NO parking available for whoever rents this place. You can easily drive around for an hour or more looking for a parking place with no guarantee of finding one. The city parking garage is 9 blocks away and costs $107/ month. If you're flying in and have no rental car it is a wonderful location. There is a nice, but expensive, restaurant next door.
Zac M. Dec 2017
I stayed here while working in Key West for a month. The house is in the middle of old town, just a couple blocks off Duval. Close to restaurants, bars, anything you want on the island. My favorite part of this house is the covered front porch. Perfect for enjoying a drink in the shade on a hot day.
The staff was helpful and the whole experience was exceptional.