Roosters Perch at Truman Annex- LOW SUMMER RATES!!!

Photo gallery for Roosters Perch at Truman Annex- LOW SUMMER RATES!!!

A covered patio with outdoor furniture, a ceiling fan, and a white fence.
A beach with clear turquoise waters, a sandy shore, and rocky outcrops.
A living room with a ceiling fan, a television, a sofa, and a dining area.
A hotel with a white facade, a red-tiled roof, and a flagpole with an American flag.
A swimming pool with lounge chairs, palm trees, and a large building in the background.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Balcony
  • Outdoor pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Guest Bedroom

1 Queen Bed

Master Bedroom

1 Queen Bed

Sofa Sleeper

1 Double Bed

1 bathroom, 1 half bathroom

Full Bathroom

Toilet · Shower only

Powder Room

Toilet

Spaces

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

Add dates for prices

Similar properties

Living area
Life in the Slow Lane at the Truman Annex in Key West
Truman Annex
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
8.8 out of 10, Excellent, (33 reviews)
Life in the Slow Lane at the Truman Annex in Key West

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 Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Harry S. Truman Little White House - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 9 min walk - 0.8 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬6 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Wendy's - ‬7 min walk
  • ‪Jack Flats - ‬6 min walk

Frequently asked questions

Does Roosters Perch at Truman Annex- LOW SUMMER RATES!!! have a pool?

Yes, this property has an outdoor pool.

Is Roosters Perch at Truman Annex- LOW SUMMER RATES!!! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Roosters Perch at Truman Annex- LOW SUMMER RATES!!!?

On-site parking is available at the property.

What time is check-in at Roosters Perch at Truman Annex- LOW SUMMER RATES!!!?

Check-in begins at 4:00 PM.

What time is check-out at Roosters Perch at Truman Annex- LOW SUMMER RATES!!!?

Checkout is at 10:00 AM.

Where is Roosters Perch at Truman Annex- LOW SUMMER RATES!!! located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of We Cycle Key West, Duval Street and Ernest Hemingway Home and Museum. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 50 reviews
Rating 8 - Good. 8 out of 50 reviews
Rating 6 - Okay. 3 out of 50 reviews
Rating 4 - Poor. 1 out of 50 reviews
Rating 2 - Terrible. 1 out of 50 reviews

9.6/10

Cleanliness

10/10

Check-in

9.4/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
We had a wonderful time. The location and property were amazing
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

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

Amazing location

Amazing location. Great property.
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

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

Convenient to Old Town attractions & restaurants

The property was spacious
Stayed 10 nights in Dec 2023
Verified review

10/10 Excellent

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

Great property

This property had everything we needed and was so convenient to everything we wanted to do. Thank you so much for allowing us to rent your little house in paradise.
Stayed 9 nights in May 2024
Verified review

10/10 Excellent

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

we had a great stay ...would love to come back.

could use a little bit of updating.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

Would definitely stay again

Excellent. property.
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

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

Great place, a bit noisy on weekend nights due to proximity to the public parking lot

Very nice
Stayed 12 nights in Jan 2023
Verified review

10/10 Excellent

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

Great family vacation

We loved our stay here. Very easy check in and out. We loved the location. Easy walk to Truman park, beach, fishing, shopping, dining out! We would have loved to rent a golf cart for our entire stay, but we didn’t want to pay to park our vehicle somewhere else. We love Key West so much, and this house was perfect for our family!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

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

Our family vacation

We have stayed in the Truman Annex before, but we were in the condos. The townhome was much roomier and allowed for more privacy. We enjoyed our stay and were pleased with our accommodations. The owners responded quickly to all our questions during our stay. We would definitely stay again.
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

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

Great location

We had a great stay! The location was ideal for walking and it was an amazing place with clean, quiet grounds! Air conditioning was phenomenal. Could use a grill and maybe a new fridge but it worked and served its purpose! Absolutely would give your place 5 stars!!!!!! We’d stay again, for sure! Thank you for a great stay!
Stayed 7 nights in Oct 2024
Verified review

10/10 Excellent

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

Week Away

We were pleasantly surprised with how nice Roosters Perch was. We would rent again. One negative, the public parking lot can be loud but mostly on the weekends
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

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

Location location location

Wonderful condo in the heart of Key West. No car needed, you can walk to the famous Mallory square to watch the sun set. Or walk to any of the fine restaurants KW has to offer. The condo was exceptionally clean and comfortable. Beach chairs are available ( short walk to Fort Zack beach). Highly recommended this wonderful condo.
Stayed 7 nights in Nov 2024
Verified review

10/10 Excellent

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

Love Key West but Too Expensive

Loved the location and the property was great. Short walk to everything. Truman Annex is very quiet with lush tropical plants. Unfortunately, this is probably our last visit to Key West because everything has become incredibly expensive. There are so many other cities that are more affordable to visit.
Stayed 13 nights in Jun 2024
Verified review

10/10 Excellent

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

Just as expected

I spent a lot of time researching the area and deciding what would be most convenient, then looked for the perfect place in that area. This really fit all of our requirements and more. The location was great, easy to walk anywhere we wanted to go. The room was really nice and spacious. Having the outdoor space was really nice, and the washer and dryer was also very nice. We would definitely stay here again if we come back.
Stayed 7 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness

Roosters perch

Condo was great if I had one complaint it would be beds were not very comfortable otherwise great experience thank you
Stayed 7 nights in Apr 2025
Verified review

8/10 Good

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

Loved the property/ location

Some glitches w/ the television/live streaming first few days, but property mgmt made it good. Wish it had been ready at start. Very responsive to requests for help.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

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

Almost perfect

Great location, comfortable accommodations. Great deck in back, access to the pool; terrific. 1 little thing. You’re renting to adults. To pay $4G’s for a weekly rental and have a cheap 4 cup coffee maker is silly.
Stayed 7 nights in Feb 2023
Verified review

8/10 Good

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

Reprive from the doldrums

It was nice and mostly as advertised. It definitely needed work in the bathroom, showers needed mat to prevent sliding, should have been instruction books for all the remotes that operate the TV's. Comfortable ,centrally located, and good for 2 people. Overall a nice place to stay, needs some updates.
Stayed 7 nights in May 2023
Verified review

8/10 Good

Liked: Check-in, communication, location

Great location

We had several issues that arose during our stay and the property manager addressed them quickly. The location was perfect but the unit needs updating inside and out. A rusted bench and weeds at the front door do not promote a great first impression.
Stayed 14 nights in May 2023
Verified review

10/10 Excellent

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

Rooster’s Perch

The condo is perfect for a couple or a small family. My husband is 90 and has Alzheimer’s. It is not an ideal location for someone with mobility issues, but it is a perfect spot for people who have no trouble with stairs and low toilets. It’s very “key west.” Very close to duval and all the fun.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

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

Excellent Service

Property was as advertised. We did have a few issues during our stay. We contacted the property manager, Theresa, who was very responsive. The problems were dealt with in a timely manner allowing us to enjoy our getaway. Highly recommend The Conch Collection and especially Theresa for excellent service.
Stayed 28 nights in Feb 2024
Verified review

6/10 Okay

Liked: Check-in, location, listing accuracy

Birthday trip

Condo is in need of TLC inside & out. Information on back gate would have been very helpful. Checking out was confusing. Location was perfect except for parking lot next door.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 3 September 2022
Dear Jacque, Thank you for taking the time to leave a review. We wish you would have contacted us during your stay to express any kind of questions or concerns regarding the unit. We sent several emails including check in instructions and we never heard anything from you throughout your entire booking process until now. In future please contact us if anything is out of sorts or needing to be addressed as we are always available to assist our guests to ensure their stay is perfect. Kind Regards, Management
Verified review

4/10 Poor

Liked: Communication, location
Disliked: Cleanliness, listing accuracy
The first problem was the tile floors (up and down stairs) were filthy enough to turn your feet black. No TV's in bedrooms. And cockroaches in kitchen. The manager was very helpful when called, but definetly not worth 6,000. We've stayed in Key West for many years and this was not one we'd pay that price for again.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 12 January 2026
Thank you for your feedback. We do appreciate you taking the time to provide us with valuable feedback. We do not advertise the home with TV’s in the bedrooms and we do give a full description of the home, rooms and inclusions. All which note there is only a TV in the living area which has basic cable and streaming services. I must ask if the floor was dirty why when speaking to management was that not brought to their attention? We would have immediately recalled the cleaners to address the floor. We take cleanliness very serious so please in future please be sure to bring to a managers attention so they may quickly resolve the issue. We also have active pest control and have requested re-treat around the unit. But again, next time please discuss with any manager and these issues would be immediately resolved. It’s never a bother to reach out and we are available daily to assist you. Thank you, Management
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
More information should be given upon check-in. We couldn't locate the keys for the pool and the gate when we arrived. Also, there were no instructions for the TV - just 3 remotes! Very confusing!We had a problem with the Keurig - reported it with no response from the property manager.But, all in all, we enjoyed our stay there. No place is ever perfect!
Stayed 10 nights in Oct 2025
Verified review

10/10 Excellent

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

Conch get enough vacation

We had a great time in our unit and in Key West.We tried to rent for next year but the unit was taken, which we were very disappointed to hear. Surprised that we were not given first choice. Great location and set up. Very quiet and private too.Could use a new refrigerator and silverware set too.Frying pans were not usable. Purchased our own for the weeks we were there.Cabinets in upstairs bath were pretty bad as was the shower. All in all, very nice unit to rent.Bob
Stayed 35 nights in Feb 2025
Response from VrboOwner on 21 March 2025
Hi Bob, Thanks for the feedback. We did not receive any feedback while in house other than the gate key need. However upon your departure saw the refrigerator was rusting (was immediately replaced) We looked over the pans and they seemed fine not sure if you threw away the pans you didn’t like. Next time please call us and we are happy to change or address items. No need to go through a month with issues. We rather fix as they happen and all are done now. Thank you and we hope to welcome you back again sometime!
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