Best Old Town Location in Key West

community poolfirst floor great roomfirst floordining and kitchen areakitchenmaster bedroommaster bedroommaster bedroommaster bedroomguest bedroomfront porchfront yardTruman AnnexbeachMallory SquaresunsetBeach
“ Excellent ”
12 Reviews
101 Front St, Key West, FL 33040


Bedrooms: 2
Bathrooms: 2.5
Sleeps: 6
Type: Townhouse
Per week: $1,100 - $2,800
Pets allowed: No
Internet: Yes
Description of the Key West vacation townhouse rental
Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker in Key West who manages my property. This means that you do not send any money to me. My agent will handle the transaction, give you the keys when you arrive, and be available to take care of any problem that may arise during your stay.
Area Information
Located in the historic Foundry Building in Truman Annex adjacent to the Little White House where President Truman vacationed. Two blocks from Duval Street. Walk to shops and restaurants and beach at Zachary Taylor State Park.

Availability Calendar


Begins Ends Week
Weekly Monthly Min
Oct 01 2014 Nov 30 2015 - - $1,699 - 1 Week
Dec 09 2014 Dec 26 2014 - - $2,300 - 1 Week
Dec 27 2014 Jan 03 2015 - - $2,800 - 1 Week
Jan 03 2015 Jan 15 2015 - - $2,300 - 1 Week
Apr 16 2015 May 31 2015 - - $1,600 - 1 Week
Jun 01 2015 Aug 31 2015 - - $1,500 - 1 Week
Sep 01 2015 Sep 30 2015 - - $1,100 - 1 Week
View all periods
Check In: 4 p.m. Check Out: 11 a.m.
Lodging tax: 12.5%
Payment Options: Cashier's Check, Mastercard, Money Order, Personal Check, Visa


  • Beds

  • 1 King Bed
  • 2 Twin Beds
  • 1 Sofa Bed
  • Features

  • Air Conditioning
  • Deck
  • High Speed Internet
  • Parking Included
  • Beach Chairs
  • Full Kitchen
  • Linens Provided
  • Patio
  • Beach Towels
  • Heating
  • Appliances

  • Alarm Clock
  • DVD Player
  • Radio
  • Telephone
  • Blender
  • Dishwasher
  • Refrigerator (Full)
  • Toaster
  • CD Player
  • Fax Machine
  • Stereo
  • VCR
  • Ceiling Fan
  • Microwave
  • Stove
  • Washer/Dryer
  • Coffee Maker
  • Oven
  • TV (Cable/Satellite)
  • Activities

  • Pool
  • Jet Skiing
    (<1 mile)
  • Shopping Area
    (<1 mile)
  • Parasailing
    (1 mile)
  • Aquarium
    (<1 mile)
  • Ocean
    (<1 mile)
  • Snorkeling
    (<1 mile)
  • Sailing
    (1 mile)
  • Beach
    (<1 mile)
  • Park
    (<1 mile)
  • Boating
    (1 mile)
  • Tennis
    (1 mile)
  • Bicycling
    (<1 mile)
  • Restaurant
    (<1 mile)
  • Deep Sea Fishing
    (1 mile)
  • Volleyball Court
    (1 mile)
  • Fishing
    (<1 mile)
  • Scuba Diving
    (<1 mile)
  • Kayaking
    (1 mile)
  • Golf
    (5 miles)
  • Grocery Store
    (<1 mile)

Other Vacation Rental Amenities
two tennis racquets, fishing rods, and two sets of golf clubs are provided. Community pool.

Reviews for this vacation townhouse rental in Key West, Florida

Have you been a guest of this property? Write a review!
Rhandy Scrivner

Denver, Colorado

Anns street

We loved staying in this small but very cute place. The location is perfect, close to all the fun, but quiet. We loved how the place was decorated. Very cozy, and very comfortable. We will recommend it to our friends, and we hope to return our selves someday.

Anton Weiss

Owner's reply:

I am so pleased you enjoyed staying at my house and hope you will return often.

Roger Burris



What a great place, everything, Duval Street, Restaurants, Mallory Square, shopping, bars was within walking distance. Clean, comfortable property with plenty of amenities, did I mention the beach is just an ambitious bike ride or 5 minute car ride away. Cannot wait until next vacation! We will be back to this property!!!

Anton Weiss

Owner's reply:

I am so pleased that you enjoyed staying at my house and look forward to your returning for another vacation.

Mike Cetola


Great 7 day stay!

We rented this house for a week and we had a fantastic time! The weather was good and the location of the home was great. If you like Duval St. but don't want to hear it at night this is the place for you. The Truman Annex is a beautiful neighborhood, peaceful, quiet and a secure location. It is walking distance to everything but the bicycles were are favorite way of getting around. They were perfect, you can be anywhere in minutes. they came with locks so you can park them at the southern most point or Malory Square and not need to worry. We had one of the best trips ever and will definitely be back! Thanks Anton!

Anton Weiss

Owner's reply:

I am so pleased you enjoyed my house and look forward to your making future visits.

Daniel McHugh

Louisville, CO

Live Like a Tourist or Local - Best of Both Worlds

This place completely exceeded our expectations. We have been to Key West a number of times but this was our first experience in a rental and outside of a hotel. We were pleased with everything from the minute we picked up our keys to the time we dropped them off. The rental agency provided great service. They were just a stone’s through away if you needed them but otherwise you would never know they were there. The home provided our family of four plenty of space to spread out and also with a nice living area for us to eat or lounge around together. The location is what will keep ups coming back. When outside on the porch or over at the pool you would never know that you were only a couple blocks away from the energetic Duval Street area in one direction and Mallory Square in another. The neighborhood is as quiet as can be even when the parties are in full force over on Duval. A bit further of a walk, but still manageable, is the Southernmost Point and Ft. Zachary Taylor State Park (Beach). This house included a few extras and boy were we glad they did. We went fishing a handful of times with the fishing rods. Played a little tennis with the rackets and rode the two bikes almost daily. Honestly these were things we thought we may or may not use when we first booked the place but found them to be a more than welcomed amenity during our stay. Between the grill and the kitchen we had everything we needed to cook meals when we didn’t feel like going out. Perhaps the best review I can give this place is that everyone who went (myself, my wife, a 12yr old and 16yr old) said they would rather go back here than to a hotel on our next trip to Key West.

Anton Weiss

Owner's reply:

I am so pleased that you enjoyed my place. Thank you for your kind words.

Josh Quinn

West chester pa usa

Josh quinn

Loved it great location will rent again

Anton Weiss

Owner's reply:

Thank you for your kind words. I am so glad that you enjoyed staying in my house.

Harold Ochstein

Miami, FL


We stayed for two weeks, just as advertised and maybe a little better. Super location, walk or use their Bikes to get to everything. Hope we can come back next year!

Anton Weiss

Owner's reply:

So glad you enjoyed my house.

Lynn Illeck

South Carolina

Truman Annex

You could ask for a better rental or location in Key West! The townhouse has plenty of room and within walking distance to everything. The on-site property mgt was checking on us while Isaac was approaching Key West. The owner was great to work with!

Anton Weiss

Owner's reply:

Thanks so much for your kind comments. I'm glad you enjoyed my place.

Elena VIvas


Porch view pleasure

We had a great time in key west with the help of Olivia by duval. The location was perfect, room was cozy and clean and the porch was great to drink a beer and people watch on. I highly suggest this place, it's budget friendly so that's a big plus.

Anton Weiss

Owner's reply:

I am so pleased that you enjoyed my house.

Kurt Winters

North Palm Beach, Florida


Great Place. Never got to the third floor though. If you are a TV sleeper there is no TV or cable in the Master but great clean and updated unit with great assigned parking for no hassle parking. Very easy walk to Mallory and Duval even for me.

David Muckerman

Atlanta, GA

Great condo - Great location

The location is perfect, walking distance to Duval Street and the beach. With the bicycles provided you can do or see anything in Key West. There is no need for a car rental. You are close to the action on Duval but the condo is in a quiet gated community which means when you go home, you can get some sleep. The gates are locked at 6 PM and a guard is on duty. Property is in great shape, we had no issues. Overall incredible experience, would highly recommend.

Robbin MacNeil


Fantastic community in great location

The location is fantastic, walking distance to anything you want to do or see in Key West. Nestled in a quiet gated community means when you go home, you can get some rest. Property itself is in great shape, no issues. Overall great experience, would definitely recommend.


Toronto, Ontario

Great spot!

Truman Annex is beautiful and this specific condo is a 5 minute walk to everything in old town. Bars, mallory square, beach, everything. Great place! Very clean and has all the amenities you could ever want while in Key West! We had an awesome time!

Frequently Asked Questions

Q: How far away are Duval Street and Mallory Square?
A: Duval Street is two blocks away. Mallory Square is about four blocks away.
Q: Do I need a car in Key West?
A: No. You can walk or bike to almost everything. However, if you have a car, I do have an assigned parking space.
Q: How do I pay for the rental?
A: I have a licensed real estate agent who manages my property. They will handle everything and take care of any problem that might arise during your stay. I do not take any money from you. You do not have to worry about sending money to an "internet stranger". If you decide to rent my place, I will have my agent call you, send you the contract, and make the payment arrangements.
Q: What makes my place special?
A: It is in the best location for Old Town Key West. It is perfect for two couples because each bedroom has its own full bath and privacy is assured because the bedrooms are on different floors. (There is also a sleep sofa on the first floor with an half bath).
Q: What should I do if I have more questions?
A: Call or email me. I will be happy to answer any questions you have about my house or about Key West.

Interested in Renting this Property?

Page Views This month: 166 This year: 5,562 Since listed: 35,588
Last updated: November 7, 2014

Contact Owner

First Name *
Last Name *
Email *
Check In
Check Out

Owner Profile

Anton Weiss

Anton Weiss

(202) 607-4178

More about the owner
  • About:

    I am a lawyer in private practice in Washington, DC. I purchased my house in Key West seventeen years ago and usually come down three times a year during the season. I was attracted to this house because of its fabulous location in easy walking distance to Duval Street and Mallory Square and because...
  • View full profile