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

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Beach nearby, sun loungers, beach towels - Roosters Perch at Truman Annex- LOW SUMMER RATES!!! (Key West)
A living room with a ceiling fan, a television, a sofa, and a dining area. - Roosters Perch at Truman Annex- LOW SUMMER RATES!!! (Key West)
A covered patio with outdoor furniture, a ceiling fan, and a white fence. - Roosters Perch at Truman Annex- LOW SUMMER RATES!!! (Key West)
Outdoor pool - Roosters Perch at Truman Annex- LOW SUMMER RATES!!! (Key West)
A bedroom with a bed, two nightstands, and a window with blinds. - Roosters Perch at Truman Annex- LOW SUMMER RATES!!! (Key West)
In the heart of Truman Annex, Roosters Perch is a sun-kissed retreat. Unwind in the spacious living room or step outside to enjoy private balconies with queen beds and a rear patio deck perfect for outdoor dining. The complex offers one of the largest pools in Truman Annex communities, complete with loungers and within walking distance to Fort Zachary Taylor Beach.

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 489 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

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

  • Welcome to Roosters Perch in Truman Annex, Porter Lane!

    This spacious corner duplex is flooded with natural light and boasts abundant windows throughout. The home offers two generous bedrooms, each featuring comfortable queen beds, private balconies, and large closets for your convenience. A shared bathroom with a shower is easily accessible from the hallway, serving both bedrooms.

    The main floor showcases an open-concept layout combining the kitchen, dining, and living areas. The living room includes a sofa sleeper for additional guests. Also on this level is a powder room and a roomy rear patio deck, complete with outdoor dining seating for four—perfect for relaxing evenings or meals al fresco.

    As an end unit, Roosters Perch offers privacy with neighbors on only one side.

    Porter Lane is one of the most sought-after complexes in Truman Annex, providing quick access to Mallory Square where you can experience breathtaking nightly sunsets. You’re just a short walk from Fort Zachary Taylor Beach (with beach chairs and towels provided), and steps away from Mile 0, the iconic Duval Street, and Ernest Hemingway’s historic home.

    Guests can enjoy the large, shared pool within the complex, one of the biggest in Truman Annex, complete with loungers for ultimate relaxation.

    Roosters Perch is fully furnished and turnkey ready for your stay.

    We look forward to hosting you at Roosters Perch @ Truman Annex!


    Check-in time is at 4 PM and check-out is at 10 AM. Please plan your travel accordingly or consider booking an extra night if you require more flexible arrival or departure times.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • TV

Outdoor areas

  • Balcony
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • In the city center

Things to do

  • Golf

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
  • Unit size: 960 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 28

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

Located near the beach, this vacation home is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Visit our Key West travel guide
View more Vacation Homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    5 min walk - 0.4 km
  • A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.
    Harry S. Truman Little White House
    5 min walk - 0.4 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    9 min walk - 0.8 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    11 min walk - 0.9 km
  • A brick corridor with arched ceilings and benches.
    Fort Zachary Taylor Historic State Park
    11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW)
    14 min drive

Restaurants

  • Green Parrot Bar
    4 min walk
  • Margaritaville
    6 min walk
  • Blue Heaven
    8 min walk
  • Kaya Island Eats
    6 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?

Onsite 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!!!?

Check-out is at 10:00 AM.

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

Located in Old Town Key West, this vacation home is within a 10-minute walk of We Cycle Key West, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

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

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Sarah K.

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

10/10 Excellent

Kelaine H.

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

10/10 Excellent

michael i.

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

10/10 Excellent

Theresa H.

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

10/10 Excellent

Wayne C.

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

10/10 Excellent

Bob B.

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
Verified

8/10 Good

Melinda D.

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

10/10 Excellent

Justin V.

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

Amazing location

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

10/10 Excellent

John S.

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

10/10 Excellent

Jeremy D.

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

10/10 Excellent

Tom V.

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

10/10 Excellent

Ed P.

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

Would definitely stay again

Excellent. property.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

jo p.

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

10/10 Excellent

Kim W.

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

10/10 Excellent

Sheila G.

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

10/10 Excellent

Rachel A.

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

8/10 Good

April M.

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

8/10 Good

SUSAN B.

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

10/10 Excellent

Matt T.

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

8/10 Good

Karen K.

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

4/10 Poor

7 S.

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
Verified

8/10 Good

Deborah M.

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

10/10 Excellent

Carol B.

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

8/10 Good

Mary Jane G.

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

6/10 Okay

Jacque M.

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