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Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach

Photo gallery for Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach

Nice size pool with plenty of sitting areas and lounge chairs.
Nice size pool.
Second private balcony.
Private front balcony.
Private balcony overlooking swimming pool. Nice table set for outside dinning.

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

2 Single Beds

Master Bedroom

1 Queen Bed

1 bathroom

Bathroom 0

Bathtub or shower · Toilet

Spaces

Kitchen
Balcony
Dining area

About this property

Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach

This condo has been grandfathered in to allow for weekly rentals. One of only a few with City approval. This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in the Truman Annex, a gated community of private homes and condominiums. Located inside the Truman Annex is Truman's Little White House Museum, Eco-Discovery Center, Water Park for small children and Fort Zachary State Park. Freshly painted and upgraded with custom bedspreads, new key west style furniture, all flat screen televisions, comfortable outdoor furniture, queen bed with two twin beds that are easily converted to a king sleeper, a sofa sleeper, full kitchen, living room, washer/dryer and two private balconies one overlooking the swimming pool and the other facing the courtyard. Free assigned parking spot and Free Wi-fi. Steps from famous Duval Street, sunset celebration and all the downtown action one desires. High demand book early.

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: 27
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

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Full detail check-out instructions are inside the owners manual.
Make sure you text me @ 305-797-5263 copy of both sets of keys.
The garbage and recycle cans are located next to your parking bay.
Failure to complete these may result in a negative review from the host.

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 indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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

We should mention

A car is not required for transport to and from this property

Frequently asked questions

Does Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach have a pool?

Yes, this property has a pool.

How much does it cost to stay at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach?

As of 27 Mar 2026, prices found for a 1-night stay for 2 adults at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach on 14 June 2026 start from AU$432, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach?

On-site parking is available at the property.

What time is check-in at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach?

Check-in begins at 4:00 PM.

What time is check-out at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach?

Checkout is at 10:00 AM.

Where is Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.

Reviews

9.6

Exceptional

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. 105 out of 133 reviews
Rating 8 - Good. 19 out of 133 reviews
Rating 6 - Okay. 7 out of 133 reviews
Rating 4 - Poor. 2 out of 133 reviews
Rating 2 - Terrible. 0 out of 133 reviews

9.4/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

9.8/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

8/10 Good

Rick L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The pool was nice. The location could not be beat. It was within walking distance to everything for tourists.
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

Michele L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Roberta was wonderful I left something important behind and she mailed it to me the next day. The location is great. We LOVE the Annex. Would stay here again.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Stacie K.

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

Excellent Location

Safe location, great for families! Steps from the community pool. Plus a really nice neighborhood walk to local attractions like the aquarium and museums.
Stayed 10 nights in Jun 2025
Response from VrboOwner on 21 July 2025
Thank you for your five star review. It is a great property with walking to all the historic attractions and restaurants and bars.
Verified

10/10 Excellent

Jamie W.

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

Great location

Love Key West and this is a fantastic location in the middle of everything, making all entertainment very walkable if you choose. Great pool and very friendly people.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 26 Apr 2025
Thank you and it is a very unique property with many repeat renters. Roberta
Verified

10/10 Excellent

David O.

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

Great Stay

Great location, close to the action on Duval St as well as the water front.
Stayed 9 nights in Oct 2024
Response from VrboOwner on 11 Nov 2024
It does have a great view. Thanks for the five star review. Greatly appreciated. Roberta
Verified

10/10 Excellent

Kenneth L.

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

Always great

Great stay, great unit and great location. Host was great as always
Stayed 12 nights in Apr 2025
Response from VrboOwner on 3 June 2025
Thanks
Verified

10/10 Excellent

Melissa P.

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

Great location and property!

Great location and property!
Stayed 7 nights in Aug 2022
Response from VrboOwner on 15 Sept 2022
Shipyard has a great location and much appreciated five star reveiw. Roberta
Verified

10/10 Excellent

Kim R.

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

Great spot

Super location, easy check in, great spot for a week of vacation.
Stayed 7 nights in Feb 2022
Response from VrboOwner on 20 Mar 2022
Thank you for your five star review. The property does have a great location. Welcome back anytime Roberta.
Verified

10/10 Excellent

Michael G.

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

Awesome stay at the Truman Annex

The stay at the Truman Annex was great. The location, facilities available and the staff are all commented for the nice appearance and wonderful environment.....
Stayed 8 nights in May 2024
Verified

10/10 Excellent

Amy B.

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

Great place

Love the location, couldn’t ask for a better place!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Verified traveller

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

Great location and comfortable stay

We had a great time at this property. It is conveniently located to Duval, Mallory Square, Fort Zachery, and the beach. Nice view of the pool from the balcony and overall comfortable stay.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Donna G.

Perfect location and detailed information on places to eat and things to do!

The property is beautiful. Place is clean and very comfortable. Pool was awesome and location is excellent to everything!
Stayed 7 nights in Jan 2019
Response from VrboOwner on 26 Mar 2020
Thank you for your five star review. I try to make it nice. Happy to hear you enjoyed your stay. Roberta Mira-Property Manager
Verified

10/10 Excellent

Dave C.

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

Great place to stay! Close to the pool!

It was a very nice place to stay! Truman Annex is close to all! Only a short walk to Duval St. I would strongly recommend staying in this condo!
Stayed 7 nights in Nov 2019
Response from VrboOwner on 26 Mar 2020
Thank you for your five star review. It is a great property close to all the action but yet gated community for privacy. Roberta
Verified

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as advertized !
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Bob C.

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

Quiet but Close

great location and close to all the activities we were interested in
Stayed 7 nights in Nov 2023
Response from VrboOwner on 10 Dec 2023
Thank you for your five star review. Love to have you back.
Verified

10/10 Excellent

Joey C.

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

Our Favorite Place

This property was a wonderful stay. The beds were comfy, the showers were refreshing, the air conditioning was cold. Perfect place to come "home" to after a hot day out on the water. A dip in the pool was greatly enjoyed after getting used to the initial chill of the water, a little colder than previous years, but tolerable. We look forward to more visits to this complex in the coming years!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Jesica W.

Liked: Check-in, communication, location, listing accuracy

Great Key West getaway

Loved the place and can’t beat the price. Excellent location, walking distance to almost everything and easy for kids. Loved the pool and the fun community at Truman Annex.
Stayed 10 nights in Jul 2023
Response from VrboOwner on 20 Aug 2023
So happy you enjoyed your stay and thank you for your five star review. Roberta
Verified

10/10 Excellent

Anne J.

Great location!! Our home away from home was perfect!! Thank you sooo much!

Excellent!! Clean and a fantastic location! Thanks for an amazing vacation
Stayed 7 nights in Dec 2018
Response from VrboOwner on 26 Mar 2020
Thank you for your review. Glad you enjoyed your stay and thank you for your five star rating. Hope to see you in the future. Roberta Mira-Property Manager
Verified

10/10 Excellent

Amy B.

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

Perfect Getaway

Great location right by the pool and walking distance to Duval Street. Will definitely book again.
Stayed 7 nights in Oct 2021
Response from VrboOwner on 16 May 2022
Thank you for your five star review. You are welcome back anytime. Roberta
Verified

10/10 Excellent

nicki m.

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

This is a great location, clean and efficient condo.

This is a great property. The host was informative and was easy to access. Great location and very clean.
Stayed 5 nights in Mar 2023
Verified

10/10 Excellent

Thomas J.

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

Shipyard at Truman Annex

Awesome location, property as described in listing.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 14 May 2023
Thank you for your five star review. We aim to please. Roberta
Verified

10/10 Excellent

Linda P.

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

Great location to duval

Property manager was helpful when needed. Great location.
Stayed 3 nights in Oct 2022
Response from VrboOwner on 18 Nov 2022
Linda thank you for your five star rating. Always happy to help. Roberta
Verified

10/10 Excellent

Michelle Sharon

Liked: Cleanliness, amenities, property conditions & facilities, communication
We had a wonderful time at the house…Very roomy and clean and the kitchen had everything we needed..We were also right next to the pool..Will definitely stay here on our next visit..Thanks for making our visit so enjoyable…
Stayed 7 nights in Oct 2022
Verified

10/10 Excellent

Claudia B.

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

Comfortable in Great Location

Comfortable for the family. Great location near Duval St., Mallory Square, and all the attractions. Right next to the pool. Would definitely stay here again.
Stayed 6 nights in May 2022
Verified

10/10 Excellent

Darlene D.

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

Great location

Well kept property with a great location to everything. Owner replied to my questions immediately.
Stayed 5 nights in Aug 2022
Response from VrboOwner on 2 Sept 2022
Thank you for your five star review. The location is ideal to downtown and beach. I was happy to help. Roberta

About the host

Hosted by Roberta Mira-REALTOR

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English

Premier Host

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