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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

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

Living area
Property grounds
Exterior
Property grounds
Living area

Reviews

9.8 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning

Explore the area

View map
  • Place, Duval Street
  • Place, Mallory Square
  • Place, Southernmost Point
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

2 bedrooms (sleeps 4)

Front Room

1 Queen Bed

Living Room 1

1 Double Sofa Bed

Master

1 King Bed

1 bathroom

Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

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,

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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

No pets allowed
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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
On-site 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

About the area

Key West

Located near the beach, this condo is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. With jet skiing, scuba diving and snorkelling nearby, you'll find plenty of adventures in the water.
Map
Key West, FL

What's nearby

  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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.

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?

Checkout 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.

Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 130 out of 147 reviews
Rating 8 - Good. 13 out of 147 reviews
Rating 6 - Okay. 4 out of 147 reviews
Rating 4 - Poor. 0 out of 147 reviews
Rating 2 - Terrible. 0 out of 147 reviews

Reviews

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

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

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

Todd S.

Tropical getaway

Wonderful stay in Key West.
Stayed 7 nights in Mar 2019

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

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

John H.

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

Great location in Key West !

We have been to key west twice before but this was the best location for us . We walked everywhere and enjoyed local sights . Instacart was a bonus so we could eat breakfast and lunch on the patio
Stayed 7 nights in Apr 2023

10/10 Excellent

Jane N.

Great location

This condo is in a great location. It was close to the beach, shops, and restaurants but far enough from Duval to be nice and quiet. It was clean and comfortable and had all the amenities we needed. Owners Marie and Tom were great and the self check-in was easy.
Stayed 7 nights in Apr 2019

10/10 Excellent

Stacy Y.

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

Perfect little Paradise

What a wonderful place to stay. Centrally located between all of the hot spots and must sees In key west. Will definitely be going back to the Rooster Retreat! Thank you again!
Stayed 7 nights in Sep 2020

10/10 Excellent

JoEllen A.

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

Great location.

I loved that we could walk everywhere. The pool was close and it was a short walk to see the sunset. The owners and the property manager were quick to respond to any questions I had.
Stayed 7 nights in Dec 2021

10/10 Excellent

Daren B.

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

Coming back

My daughter and I loved this place. I think she just wants to live there now!
Stayed 7 nights in Aug 2022

10/10 Excellent

Mary L.

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

Great Location

My husband and I rented this condo for a week. Great location. Walkable to most destinations. Very close to the state park . We had our own private patio. Enjoyed eating breakfast outside in the morning. Would rent again
Stayed 7 nights in Mar 2021

10/10 Excellent

valerie m.

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

Met all our expectations

One of the nicest places we have stayed. Liked the privacy of the corner unit. Television and cable worked great. Very comfortable furniture. Back deck and foliage was very nice and we had a cute little lizard we named Runt come visit us every morning. Would love to stay here again!
Stayed 7 nights in Sep 2023

8/10 Good

James W.

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

Nice Location

We VRBO often and this was our first trip to Key West. The location of this property was great…most things within walking distance including our favorite restaurant Blue Heaven! It’s a must try! We liked that the community was gated and had a dedicated parking spot as parking around town can be challenging. The property manager was very accommodating. We would consider this place again when we come back to Key West for sure.
Stayed 7 nights in Dec 2023

10/10 Excellent

John P.

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

Great rental for Key West

The rental was immaculate and was just as advertised. Within short walk to all major sites on Duvall and 10 minute walk to Mallory Square. Could not have been better. Bike rental 1 block away. The pool on the property was 1 minute walk to a great pool. We will be coming back
Stayed 7 nights in Aug 2019

10/10 Excellent

Nathaniel K.

A great condo in the BEST location!

My wife and I celebrated our anniversary in Key West and had the pleasure staying at Tom & Marie’s place. Since it was our first time in Key West, we weren’t really sure where to stay, but we were so happy when we got there! Not only was the unit spotless when we arrived, it was also in the best location to easily access the beach and just steps away from downtown. The gates at the entrances kept the traffic out and the noise down, which we appreciated being so close to everything. We stayed a week, and will definitely be back for another stay in the near future!
Stayed 7 nights in Jul 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Beautiful 2 bedroom 1 bath condo

This 2 bedroom 1 bath condo was beautiful, homey, small, yet extremely cozy. The condo was stocked with many things to fit our needs from towels, sunscreen, and beach chairs to books and board games. This location is also very central to many places and just a few blocks from Duvall street. It was a delight to spend the week at the Truman Annex in this condo and I will definitely book again when I return to keywest in the future.

10/10 Excellent

Jennifer B., Milwaukee

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

Perfect location

The price was great and the location was absolutely perfect. We were able to walk just about anywhere and rented a golf cart which I highly recommend as it makes it easier to go even further. Marie was very communicative and there was more than enough of everything needed. I have stayed in a VRBO in Ruskin and didn’t have towels as stated and cooking items. At the annex we had EVERYTHING. Thanks for a wonderful stay
Stayed 7 nights in Apr 2022
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Amazing Getaway!

Just got back from an amazing vacation at The Rooster Retreat. The attention to detail and cleanliness in the condo was refreshing to see! Centrally located just off Duval so you're still close enough if you wanted to walk. The condo has literally everything that you need and then some! Very impressing in working with Marie, providing any and all the information that you will need for your stay. Will definitely be returning next year!

6/10 Okay

Tami W.

Liked: Check-in, communication, location
Disliked: Cleanliness

Needs some TLC

Due to A/C issues the unit was very musky smelling. Mold around the window in the living room, in the shower and in the washer. Unit definitely needs a little TLC. A/C issues was resolved the day before we departed.
Stayed 6 nights in Nov 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Best Owner on VRBO, Best spot on Key West!

This condo was the absolute perfect location! We were able to be close enough to the action yet we came home to a quiet oasis. We walked everywhere...no need for cabs or cars! Marie is the most kind considerate owner I have ever rented from on VRBO! She went above and beyond to make sure we had everything we needed. Loved having all the beach towels and chairs to use! You will not be disappointed with your stay at rooster retreat! I highly recommend staying here!!
This review was submitted before 2018 and has not been verified.

10/10 Excellent

great location

This was our first trip to Key West we are thrilled with our choice of places to stay. Not only is this condo warm and inviting, but we felt very safe in this gated area. The location is close to all the action, but also close to Zachary Park, swimming in the Gulf, and in the middle of beautiful walking and biking byways. We like the end unit because it has extra light. One thing we do have to mention, we were unaware that the roosters crow throughout the day - it was a blast

10/10 Excellent

Mylise H.

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

Awesome Experience

I would highly recommend this property. The location was within walking distance to pretty much everything we wanted to do, Duvall St., beaches, etc., but nice and quiet, due to its location on the property. The pool was great. Everything was super clean and well stocked. Our only con is that sometimes the neighbors upstairs could be noisy, and I think if we were traveling with another couple we would probably want a bigger place since there is only 1 bathroom. But for my husband and I it was perfect!
Stayed 7 nights in Dec 2020
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Rooster Retreat

The Rooster Retreat accomodations were clean and appropriately furnished for our needs. All but one of our activities was within walking distance of the condo including Fort Zachary Beach. The owners of the condo provided chairs and beach towels which was a huge savings on rental of these items. If your a nature lover I would recommend the Botonical gardens and the Butterfly Conservatory. Like to cook? Get your fresh seafood and grill it on the deck of the condo.

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