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

Key West, Florida
$361 avg/night Minimum Stay 7 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 6

Max Sleeps

Night 7 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • SAFETY

    Deadbolt Lock Fire Extinguisher No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Jet Skiing Nearby Kayaking Nearby Swimming Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Michelle Sharon

    Submitted Oct 16, 2022

    Stayed Oct 4, 2022

    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…

  • Angie

    Submitted Feb 27, 2022

    Stayed Feb 19, 2022

    Loved the location, easy walk to Duval Street and the beach. Nice condo and other guests around us were respectful. Owner made check in and out very clear and easy.

  • Charlie

    Submitted Sep 20, 2021

    Stayed Sep 11, 2021

    Incredible location, easy to walk all over the historic district, free Duval Street Loop shuttle stop nearby, South and North Loop bus stops nearby, grocery store a couple of blocks away, lots of bars and restaurants. The unit is on the second floor at the end of the building in the center of the complex overlooking the pool. Balconies on the front and back of the unit. Beds were comfortable enough for us. Kitchen had everything we needed. Yeah, there are a few cracked tiles but we use the unit as a base of ops and didn't spend much time there. One thing we weren't prepared for was the chickens. They are everywhere. There was one rooster that apparently lives near the unit that would crow a lot, sometimes as early as 3:30 a.m. The iPhone white noise generator was great for covering the crowing.

  • Rick L.

    Submitted Jan 21, 2026

    Stayed Dec 24, 2025

    The pool was nice. The location could not be beat. It was within walking distance to everything for tourists.

  • Michele L.

    Submitted Oct 28, 2025

    Stayed Aug 6, 2025

    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.

  • Stacie K.

    Submitted Jul 1, 2025

    Stayed Jun 20, 2025

    Safe location, great for families! Steps from the community pool. Plus a really nice neighborhood walk to local attractions like the aquarium and museums.

  • Elizabeth M.

    Submitted Jun 4, 2025

    Stayed May 10, 2025

    Just as advertized !

  • Joey C.

    Submitted Jun 1, 2025

    Stayed May 24, 2025

    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!

  • Kenneth L.

    Submitted May 19, 2025

    Stayed Apr 26, 2025

    Great stay, great unit and great location. Host was great as always

  • Anne Marie B.

    Submitted Apr 24, 2025

    Stayed Apr 15, 2025

    Several recommendations were sent to property manager - some regarding cleanliness others repairs, fixes. We were without air on holiday when temperature and humidity was high. Air fixed next day. Requested partial refund but have received no response. I sent photos of all issues some of which handyman and others couldn’t find. Do not recommend for older people due to stairs.

  • Jamie W.

    Submitted Apr 12, 2025

    Stayed Apr 5, 2025

    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.

  • Missy C.

    Submitted Apr 1, 2025

    Stayed Mar 15, 2025

    This property checked every box. The place was clean, and just the right size. Everything we needed for a two week stay was there from beach towels, linens, pans, dishes, even hand soap and dish soap was provided. The few questions I had were answered immediately. The location is absolutely perfect. Within walking distance to everything. The pool was cleaned daily and the grounds were immaculate. I highly recommend this place.

  • Sue D.

    Submitted Nov 6, 2024

    Stayed Oct 27, 2024

    Roberta was wonderful to work with. Extremely responsive. The unit was spectacularly clean. We could not have asked for a better location.

  • David O.

    Submitted Oct 27, 2024

    Stayed Oct 18, 2024

    Great location, close to the action on Duval St as well as the water front.

  • Linda M.

    Submitted Oct 8, 2024

    Stayed Oct 1, 2024

    We had an amazing time at this condo. The place had everything we needed. Having two balconies and one that overlooked the pool was a plus. We walked everywhere, this condo was right in the middle of town. You just needed to decide everyday go right or left. Take a Sunset cruise!!! Visit Hemingway house and Butterfly Exhibit. Oh yeah and Irish Kevin’s on Duvall St. Thank you Roberta.

  • Carolynn M.

    Submitted Sep 15, 2024

    Stayed Sep 6, 2024

    We had a great stay… loved being overlooking the pool as it was quiet and pretty. Lots of Key West chickens about and nice to hear the national anthem at 8 am every morning from the nearby military base. Many good restaurants within walking distance and the parking for a car/golf cart was really handy. The unit is cute and clean. Everything you need is available. Loved the two porches although they were being painted for much of our stay. The unit could do with a spot of paint but overall it was wonderful.

  • Brian K.

    Submitted Aug 17, 2024

    Stayed Aug 10, 2024

    This was a great vacation and this unit/location was amazing!!! Literally walk to everything and in the complex the pool was just outside the door, 2 balconies so you could always find shade and relax

  • Stacey C.

    Submitted Aug 8, 2024

    Stayed Jul 27, 2024

    You can't beat this location. It is quiet, safe, and within walking distance from nearly everything you want to do in Key West. We saw a manatee at the waterfront right next to the complex the second night we were there. We also spent several days at Fort Zachary Taylor State Park, which is walking distance from the property if you don't have a lot of items to carry. This is a great spot for families. Despite the heat, we also spent a lot of time reading on the balcony overlooking the pool. The pool is clean and very quiet during this time of year. There were several points during our 10 day trip when we had the pool to ourselves. The complex property is immaculate and everyone was very friendly. Property manager was responsive and helpful.

  • Sheila S.

    Submitted Jul 12, 2024

    Stayed Jul 5, 2024

    I wasn't really thrilled with this particular property. There were a lot of rules for the pool, the interior stairs were narrow and steep, the condo itself was kind of small. However, and huge however, Roberta, the property manager is amazing and will make everything right for you. She quickly put us somewhere larger and nicer when the tv and internet were not working correctly and the new place was AMAZING! We will definitely be back with Roberta again, she is awesome and caring.

  • Jonathan M.

    Submitted Jul 5, 2024

    Stayed Jun 28, 2024

    Property is exactly as described. Easy check in/out. Walking distance to Duval.

  • Michael G.

    Submitted Jun 12, 2024

    Stayed May 24, 2024

    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.....

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Total

Includes taxes and fees
$361+
View details