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Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

Condo with an outdoor pool, 7-minute walk to Duval Street

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Outdoor dining - Two Bed One Bath Ground Floor End Unit in the Heart of Old Town (Key West)
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Outdoor pool - Two Bed One Bath Ground Floor End Unit in the Heart of Old Town (Key West)
Smart TV, books - Two Bed One Bath Ground Floor End Unit in the Heart of Old Town (Key West)
Close to Ernest Hemingway Home and Museum and Duval Street, Two Bed One Bath Ground Floor End Unit in the Heart of Old Town provides a garden, a playground, and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

TRUMAN ANNEX:

PLEASE NOTE: As Of January 2026, This property is switching to monthly rentals and can be booked here:

https://www.airbnb.com/rooms/1374590031464974940

The Rooster Retreat is a lovely two bedroom, one bathroom ground floor end unit with a spacious backyard deck.
The master bedroom offers one king size bed, ceiling fan, 55" TV and double french doors that open onto the back deck.
The queen bedroom offers natural light through the front window, ceiling fan and 55" TV.
The bathroom, located in the common area between the two bedrooms, offers a recently updated vanity and walk-in shower.

This unit is cleaned regularly by our local cleaning service and we are following CDC guidelines for cleaning/disinfectants. Read our reviews, we have always been known to have a spotless, clean place - and we've increased our care. Stay with us!

Being at the far end corner of the property, unit #175 boasts added privacy compared to neighboring units. Unique to this floor plan is the added natural light from the extra exterior wall and window. Enjoy the open kitchen to living room layout, large leather sectional and newly added 65" Sony TV. You will be just a short walk from Truman Water Front park and Coffee Butler Amphitheater. Pack a picnic and take a short bike ride to nearby Fort Zachary Beach.

This sunny ground floor condo is clean with well-appointed bedrooms, beautiful linens and art work. Enjoy the breeze on a cool night with open double french doors in the master bedroom. The newly remodeled kitchen with quartz countertops, thoughtfully placed lighting and seating for four is both stylish and functional. A washer/dryer are located within the unit for your convenience. The kitchen is fully equipped with pots & pans, dish towels and dish ware. Enjoy central air conditioning, on-site laundry and all the necessities for both long and short-term stays.

Relax at the Truman Annex Shipyard Pool - located within the property grounds.
Our condo is outfitted with beach towels, beach chairs, coolers, etc. We also have designated on-site parking, although it's likely you will not need (or want) to get in your car while you're here. We request a 7 night minimum, and try for a Saturday to Saturday schedule.

(Due to fire code ordinance, this condo is unable to have an outdoor grill, much like many other condos on the island.)

Thank you.

2019 New deck and landscaping

2018 and 2017 CONDO UPDATES: New bathroom, All new AC & air handler,

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Fenced yard
  • Garden
  • Patio

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.
  • Single level property
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina
  • Near the sea

Things to do

  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

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  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

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
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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

About the neighborhood

Map
FL, Key West

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km

Getting around

  • Key West Intl. Airport (EYW) - 16 min drive

Restaurants

  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Moondog Cafe & Bakery - ‬9 min walk
  • ‪Kaya Island Eats - ‬8 min walk
  • ‪Rams Head Southernmost - ‬8 min walk

Frequently asked questions

Does Two Bed One Bath Ground Floor End Unit in the Heart of Old Town have a pool?

Yes, this property has an outdoor pool.

Is Two Bed One Bath Ground Floor End Unit in the Heart of Old Town pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Two Bed One Bath Ground Floor End Unit in the Heart of Old Town?

Check-in begins at 4:00 PM.

What time is check-out at Two Bed One Bath Ground Floor End Unit in the Heart of Old Town?

Check-out is at 10:00 AM.

Where is Two Bed One Bath Ground Floor End Unit in the Heart of Old Town located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Florida Keys Eco - Discovery Center, Duval Street, and Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

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Two Bed One Bath Ground Floor End Unit in the Heart of Old Town Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 130 out of 148 reviews
Rating 8 - Good. 13 out of 148 reviews
Rating 6 - Okay. 5 out of 148 reviews
Rating 4 - Poor. 0 out of 148 reviews
Rating 2 - Terrible. 0 out of 148 reviews

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Deb

Liked: Cleanliness, amenities, property conditions & facilities, communication
Safe, clean & quiet & lovely!
Stayed 6 nights in Aug 2025

10/10 Excellent

Mercedes P.

Always a great stay when I stay here. Always very accommodating and pleasant.
Stayed 7 nights in Jul 2025

10/10 Excellent

Lori S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home base for exploring Key West! It had everything we needed, from beach chairs, beach toys, beach towels to all the kitchen needs. It was very clean and comfortable. We got quick replies for our questions. Location can’t be beat and the swimming pool is wonderful.
Stayed 6 nights in Jul 2025

10/10 Excellent

Cheryl S.

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

Amazing again!

This was our second stay here. We had a slight hiccup with the internet but communication was great and it was fixed promptly. Super clean unit in a quiet neighborhood. Looking forward to staying again.
Stayed 9 nights in Jun 2025

10/10 Excellent

Geoffrey M.

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

Great Location

The unit is clean and comfortable. It is close to all the fun and quiet in the evenings.
Stayed 10 nights in Dec 2024

10/10 Excellent

Michelle B.

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

A great place to get good Key West vibes

Great place and a great location! We were able to walk, rent a golf cart, or catch a ride to the most iconic places in Key West. Would stay here again!
Stayed 6 nights in Jul 2024

6/10 Okay

James W.

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

Convenient Location

A great location. The unit we stayed in was adequate. It really needs to be updated.
Stayed 7 nights in Dec 2024

10/10 Excellent

David R.

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

Comfortable, friendly, great location

Property was spotless, owner was very responsive, and the location is central to everything Key West has to offer!
Stayed 6 nights in Apr 2024

10/10 Excellent

Joann M.

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

Great Accommodations

Loved our stay will book again !!!!
Stayed 7 nights in Jun 2023

10/10 Excellent

lisa s.

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

So comfortable and convenient

We have stayed in several units in Shipyard and this by far is the most comfortable. King size bed in one room , Queen in the other. All tvs were large with great pics. Sofa large and relaxing, two could literally lay down and enjoy your chill time. Kitchen had everything you needed!!! Will return.
Stayed 7 nights in Mar 2025

10/10 Excellent

Jeffrey K.

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

Great property!

Easy to book & stay
Stayed 6 nights in Mar 2023

10/10 Excellent

Gina M.

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

Perfect location

Really enjoyed staying at this location near Fort Zachary Taylor beach and Duval Street. The place was quiet and simple and served our needs well!
Stayed 6 nights in May 2024

8/10 Good

Marilyn M.

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

Key west

Great location
Stayed 6 nights in Jul 2024

10/10 Excellent

Douglas K.

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

Great spot and very accommodating host.

Great key west location right next to the splash park and fort Zachary state park beach. A hurricane delayed our departure for a day but the host accommodated an extra night stay. Would book again!!
Stayed 6 nights in Sep 2024

10/10 Excellent

Janet K.

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

Wonderful place to stay.

Close to down town, had a blast at the Green Parrot. Recommend highly for a nice quiet getaway.
Stayed 7 nights in May 2022

10/10 Excellent

Dave D.

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

Key West

Host was very responsive and very accommodating…
Stayed 7 nights in Sep 2024

8/10 Good

Beth G.

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

Nice location

Convenient to walk all over.
Stayed 6 nights in Mar 2024

10/10 Excellent

Todd S.

Tropical getaway

Wonderful stay in Key West.
Stayed 7 nights in Mar 2019
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Daniel C.

great stay

Great town, great location, great stay....Walking distance to Duval St. as well as beach...kitchen as well as washing machine/dryer are an added bonus.

10/10 Excellent

daniel p.

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

Nice place to stay and close to all there is to see

Nice place to stay close to all the things there are to see in the Keys. We did a lot of walking and sitting by the pool which is a really nice pool. If we go back to the Keys in the future this would be on the top of our list of places to stay!!
Stayed 7 nights in Mar 2021

10/10 Excellent

Rob M.

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

Awesome place to stay

This place is awesome. The guy who runs it is very helpful place was clean. Also has a wash machine and dryer.
Stayed 6 nights in Aug 2023

10/10 Excellent

Erin W.

Great location!

Loved our stay at Rooster Retreat! The condo was well appointed and had everything we needed! Can’t wait to come back some day!
Stayed 7 nights in Dec 2018

8/10 Good

Gordon S.

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

Great location

Clean, comfortable, and simple.
Stayed 6 nights in Aug 2023

10/10 Excellent

Cindy B.

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

Lovely

We had a lovely time
Stayed 6 nights in May 2024

10/10 Excellent

Debbie G., Florence Al

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

Great Location

Great stay in a comfortable, and secure environment. Within walking distance of multiple attractions and near several really nice restaurants. Clean and comfortable pool available for tenants.
Stayed 7 nights in Aug 2021