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
9.29.2 out of 10
Wonderful
Entire home
3 bedrooms2 bathroomsSleeps 4960 sq ft
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
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 transport
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
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
Smoke-free property
Location highlights
In a village
In the city centre
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)
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
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
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. Visit our Key West travel guide
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. 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 travellers 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.
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!
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!
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.
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.
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.
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
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.
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.
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
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.
Rachel A.
Stayed 7 nights in Jun 2025
Verified
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
April M.
Stayed 7 nights in Apr 2025
Verified
4/10 Poor
7 S.
12 Jan 2026
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.
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.
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.
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.
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!
Mary Jane G.
Stayed 10 nights in Oct 2025
Verified
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.
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.
Carol B.
Stayed 7 nights in Feb 2024
Verified
6/10 Okay
Jacque M.
19 Aug 2022
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.