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

A beach with palm trees and a sailboat in the distance.
A poolside area with a glass table and chairs, a pool, and palm trees in the background.
A living room with a dining area, featuring wicker furniture, a glass table, and a ceiling fan.
A gated entrance with a small kiosk, a white fence, and a row of white buildings with balconies and palm trees.
A covered porch with a round table and wicker chairs, surrounded by lush greenery and a white picket fence.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 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

Add dates for prices

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About the area

Key West

Located in Key West, this condo is in the city centre. 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 19 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

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 30 October 2026, prices found for a 1-night stay for 2 adults at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach on 22 August 2027 start from NZ$4,852, 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. Mallory Square and Florida Keys Beaches 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. 115 out of 144 reviews
Rating 8 - Good. 20 out of 144 reviews
Rating 6 - Okay. 7 out of 144 reviews
Rating 4 - Poor. 2 out of 144 reviews
Rating 2 - Terrible. 0 out of 144 reviews

9.6/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay. The unit was very clean and a perfect location. We are going to book for next year
Stayed 9 nights in Sep 2026
Response from VrboOwner on 17 October 2026
Thank you so much for your five star review. Would love to have you back. Remember to book early this is a popular unit. Roberta
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo appeared to have just gone thru a complete renovation: New paint, new furniture with nice island paintings on the wall. If like the pool it is the closest condoto the pool. Plus, one of the balconies overlooks the pool.
Stayed 7 nights in Oct 2026
Response from VrboOwner on 28 October 2026
Thank you for your grade 5 star review. This is one of only a few units that allows weekly rental downtown in the Truman Annex. Roberta
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean place, walking distance to duval street, Roberta the host was very easy to work with. Air conditioning worked great! Unfortunately the pool was closed for maintenance but when it is done it will be amazing! Would stay again!
Stayed 7 nights in Aug 2026
Response from VrboOwner on 6 September 2026
Thank you for your five star review. Love to have you back. Roberta
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed at this condo the past week and had a very pleasant experience. Great location, clean and well kept. Great communication with the host! Will definitely stay again!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 28 July 2026
Thank you for your five star review. Happy to hear you enjoyed your stay.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Located in a beautiful, secluded location, the property was better than advertised as far as the beauty of the premises and proximity to everything in Key West. A wonderful home base to enjoy all that the island has to offer. Bonus: the pool is only steps from the property. We had a fun, relaxing time and hope to come back soon!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication and help when needed!
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
So very nice
Stayed 14 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Truman annex is always great place to stay. We hope it can stay a weekly rental. This condo was grandfathered in for weekly stays as the annex is trying to go to monthly rentals. It is walking distance to everything except Publix if you want groceries. This condo was second floor above the pool which was great. Clean with everything you need, dishes, towels, washer and dryer, even had a vacuum cleaner. Front and back balconies made for lovely mornings and evenings sitting outside. Roberta was easy to contact and gave great instructions for the gate codes and locks. There is also a reserved parking spot if you rent a car or drive there. The price was reasonable for the stay we had as the condo had a full kitchen as with other rooms for the same price there was no parking and no kitchen. Highly recommend this rental.
Stayed 7 nights in Sep 2026
Verified review

8/10 Good

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 review

10/10 Excellent

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 November 2024
It does have a great view. Thanks for the five star review. Greatly appreciated. Roberta
Verified review

10/10 Excellent

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 September 2022
Shipyard has a great location and much appreciated five star reveiw. Roberta
Verified review

10/10 Excellent

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 March 2022
Thank you for your five star review. The property does have a great location. Welcome back anytime Roberta.
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 April 2025
Thank you and it is a very unique property with many repeat renters. Roberta
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 March 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 review

10/10 Excellent

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 review

10/10 Excellent

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 March 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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 December 2023
Thank you for your five star review. Love to have you back.
Verified review

10/10 Excellent

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 August 2023
So happy you enjoyed your stay and thank you for your five star review. Roberta
Verified review

10/10 Excellent

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 March 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 review

10/10 Excellent

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
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