House in Key West, Florida

Welcoming & Conveniently Located Dog-Friendly Home - Walk to Everything

House in Key West, Florida

4 Guests

1 Bedrooms

1 Bathroom

Pets allowed

Locally Owned & Operated

Florida Keys

Casago Franchise Owner

5.00

Olivia Street Retreat is praised as a charming and well-designed cottage that offers a comfortable, private stay with a welcoming residential feel. Guests appreciated the nicely remodeled interior, relaxing front porch, and thoughtful features that made longer visits easy and enjoyable. The home is consistently described as clean, well cared for, and ready on arrival, with appliances and amenities working smoothly throughout the stay. Its Old Town setting is a standout, with guests enjoying easy walking access to nearby shops, restaurants, and local attractions. Helpful staff and a smooth overall experience added to the appeal, leaving guests eager to return.

Overview

*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.

Permit info: 25230-123245

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

Amenities

Central AC

Washer/dryer

Internet

Cable

Fridge

Stove

Adult bikes

Dog-friendly

Snowbird-friendly

Sleeping Arrangements

Bedroom 1

sleeps 3

1 queen bed

1 sofa bed

Location

Key West, Florida, Home

(Exact address will be provided after booking)

5 Star

100%

4 Star

3 Star

2 Star

1 Star

Sort by:

Jean Marie K2026-02-19

We loved the layout - easy to have some privacy in the space. Grateful for heat - it was colder than usual in January. Front porch sitting was the best! CVS is only a block away and was super handy - overall the location was perfect for us. Yes, you have to hand wash the dishes - didn't bother us at all - just part of the fun.

William F2025-02-01

The location in the heart of Old Town Key West is great. Everything is within walking distance.

Chadd W2022-07-31

This House was perfect for our month stay. Conveniently close to shops and restaurants, quiet, and clean!! Looking forward to staying here again in the near future.

William F2022-01-31

The cottage was ready on schedule, and the air conditioning is updated. All we needed for relaxation in Key West.

William F2021-02-10

The location in old town is perfect for my time in Key West. The washer, dryer, and full kitchen make are very convenient,

Joshua E2020-07-21

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!

Dates

Guests

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Olivia Street Retreat

House in Key West, Florida

Locally Owned & Operated

What our guests are saying...

Overview

Amenities

Sleeping Arrangements

Bedroom 1

Location

Key West, Florida, Home

Rating