Condo

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 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 poolside area with a glass table and chairs, a pool, and palm trees in the background.
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
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Balcony

Explore the area

View in a 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

Where you'll sleep

2 bedrooms (sleeps 6)

Guest Bedroom

2 Twin 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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
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 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 trash
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

Property # 466455
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 indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

About the neighborhood

Key West

Located in Key West, this condo is in the city center. 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 Smathers 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 Eco - Discovery Center - 3 min walk - 0.3 km
  • 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

Getting around

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

Restaurants

  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬4 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 Sep 24, 2026, prices found for a 1-night stay for 2 adults at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach on Jan 2, 2027 start from $496, 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?

Onsite 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?

Check-out 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 labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 112 out of 141 reviews
Rating 8 - Good. 20 out of 141 reviews
Rating 6 - Okay. 7 out of 141 reviews
Rating 4 - Poor. 2 out of 141 reviews
Rating 2 - Terrible. 0 out of 141 reviews

9.4/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

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 Sep 6, 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 Jul 28, 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

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 Nov 11, 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 Sep 15, 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
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 spot

Super location, easy check in, great spot for a week of vacation.
Stayed 7 nights in Feb 2022
Response from VrboOwner on Mar 20, 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

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 Apr 26, 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

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 Jun 3, 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 Jul 21, 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

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

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 Mar 26, 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 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 Mar 26, 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

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 Dec 10, 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 Aug 20, 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 Mar 26, 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 May 16, 2022
Thank you for your five star review. You are welcome back anytime. Roberta
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 May 14, 2023
Thank you for your five star review. We aim to please. Roberta
Verified review

10/10 Excellent

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 Nov 18, 2022
Linda thank you for your five star rating. Always happy to help. Roberta

About the host

Hosted by Roberta Mira-REALTOR

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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