Entire home

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

Holiday home with an outdoor pool, a short walk to Duval Street

Overview
Amenities
Policies
Location

Exceptional

2 bedrooms1+ bathroomSleeps 4960 sq ft

Popular amenities

Dryer
Washer
Kitchen
Outdoor space

Explore the area

Key West, FL

Place, Duval Street
‪5 min walk‬
Place, Mallory Square
‪8 min walk‬
Place, Southernmost Point
‪17 min walk‬
Airport, Key West, FL (EYW-Key West Intl.)
‪10 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

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.

Add dates for prices

Amenities

Pool

Kitchen

Washing machine

Dryer

Free WiFi

Air conditioning

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 28

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

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

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

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 South Beach and Smathers Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting.

View more Holiday homes in Key West

Key West, FL

What's nearby

Duval Street - 5 min walk - 0.4 km
Mallory Square - 8 min walk - 0.7 km
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
Southernmost Point - 17 min walk - 1.4 km

Getting around

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

Restaurants

‪Green Parrot Bar - ‬4 min walk
‪Margaritaville - ‬6 min walk
‪Willie T's - ‬6 min walk
‪Blue Heaven - ‬8 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.

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. Fort Zachary Taylor Historic State Park and Mallory Square are also within 15 minutes.

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Rachel A.

8 Jul, 2025

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

10/10 Excellent

Justin V.

5 Jan, 2023

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

Amazing location

Amazing location. Great property.

Stayed 7 nights in Dec 2022

10/10 Excellent

John S.

15 Dec, 2023

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

Convenient to Old Town attractions & restaurants

The property was spacious

Stayed 10 nights in Dec 2023

8/10 Good

April M.

14 May, 2025

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

10/10 Excellent

Jeremy D.

12 May, 2024

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

10/10 Excellent

Sheila G.

1 Feb, 2025

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

10/10 Excellent

Kelaine H.

18 Oct, 2024

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

10/10 Excellent

Tom V., centerville ma

8 Mar, 2023

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

10/10 Excellent

Ed P.

13 Nov, 2023

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

Would definitely stay again

Excellent. property.

Stayed 7 nights in Nov 2023

10/10 Excellent

Sarah K.

31 Mar, 2024

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

10/10 Excellent

jo p.

15 Jan, 2023

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

10/10 Excellent

michael i.

21 Nov, 2024

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

10/10 Excellent

Kim W.

5 Jan, 2023

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

10/10 Excellent

Theresa H.

23 Jun, 2024

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

8/10 Good

SUSAN B.

2 May, 2023

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

10/10 Excellent

Matt T.

18 Feb, 2023

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

8/10 Good

Deborah M.

13 Jun, 2023

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

10/10 Excellent

Carol B.

17 Feb, 2024

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

10/10 Excellent

Bob B.

20 Mar, 2025

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

6/10 Okay

Karine C.

30 Apr, 2025

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

Noisy

First the positives: the unit is lovely and comfortable. Everything is provided. The beds are comfortable. Now the negative: above both bedroom windows are awnings that flop often hard with the wind all night long which sounds like banging on the windows, hard to ignore when trying to sleep. Also, the bedroom windows face the public parking lot and at night turns into a party place for young people until the late hours. This ruined our stay. We did not notify management, because there was nothing that could have been done about it.

Stayed 7 nights in Apr 2025

8/10 Good

Sebastian G.

30 Mar, 2023

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

Great spot! Almost Perfect...

Great location, clean and great communication from the owner. Check in was a breeze. Our flight got in way before check in, but we were able to drop off our luggage which we really appreciated. The pool was great as well. We never needed a car because everything was within walking distance. If I could give 4 3/4 stars, I would. There were 2 couples, and we both agreed that the beds were not very comfortable. Also, we all really enjoy cooking, especially when you can get such fresh local seafood...we made it work, but the cookware could use an upgrade. That being said, I would highly recommend this place and wouldn't hesitate to stay there again. Thank you so much!

Stayed 7 nights in Feb 2023

10/10 Excellent

Wayne C.

17 Mar, 2024

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

10/10 Excellent

Mark B., SUGAR LAND

16 Sept, 2023

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

.

Stayed 8 nights in Sep 2023

8/10 Good

Karen K.

14 May, 2023

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

10/10 Excellent

Rebecca R.

17 Nov, 2022

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

Fantastic Home in Key West

Fantastic property close to the Truman waterfront park, Fort Zachary Taylor beach & Duval Street. Exactly what we needed in a home for 11 nights, clean and bright, nice pool area to use a 3 minute walk away.

Stayed 11 nights in Nov 2022