Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Annex Luxury - Location and Classic Key West Charm

Bedrooms 3
Space 1,426 sq. ft.
Property type house
Minimum Stay 4 nights


About the property

3 bedrooms and 3 full baths, secluded garden - sleeps 6

Classic Key West charm and great location within the Truman Annex gated community make this home of distinction an ideal place for that tropical getaway that you have always dreamed about. We have some of the most comfortable bedding in Key West which makes each night a fabulous experience, leaving you rested and relaxed for each day’s adventures. Concierge service is available to ensure that you get the most out of your stay. Due to this property being central to everything important to Key West we recommend that you do not rent an auto. A list of electric cars and gas powered scooters providers are available upon request.


Old Town House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1426 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • pets considered
  • Events Allowed
  • children welcome
  • non smoking only
  • Family
  • Historic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Ceiling Fans
  • Clothes Dryer ...
  • Covered Parking ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Parking Off Street ...
  • Towels Provided
  • Washing Machine ...
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven
  • Refrigerator
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Masterbath - toilet , shower , En Suite
    Front Bedroom bath - toilet , combination tub/shower , En Suite
    Downstairs bathroom - toilet , shower , Downstairs
  • Granite and seamless glass, remodeled recently, and absolutely sumptuous towels.
  • 3 Bedrooms, Sleeps 6
  • Master bedroom - 1 king , Bathroom en suite
    Upstairs Front bedroom - 1 queen , En suite bathroom
    Downstairs bedroom - 1 queen
  • Great, top quality, Simmons Beautyrest bedding with mattress pad covers and designer comforters.
  • Music Library ...
  • Television ...
  • Video Library ...
  • Balcony
  • Deck / Patio
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Wood Deck
  • 2 garden chairs
  • Long-term Renters Welcome
  • alternative lifestyle
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
Onsite Services:
  • Concierge
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • tennis
  • water skiing
  • wind-surfing
If you require any additional amenity listed herein we will gladly accommodate your request, we like to tailor the place to your needs.


Wonderful! 4.8/5 -
(42 traveler reviews)

92% Complete
2% Complete
0% Complete
0% Complete
4% Complete
Annex Luxury - Location and Classic Key West Charm
average rating of 4.785714 based on 42 reviews
Waynesboro, VA

First Time Visitors to Key West - Loved the Property

  • 5 of 5

This was our first visit to Key West...wife, two 20-something daughters and me.... to celebrate a milestone birthday for my wife. This is a 5-Star property in our view. Location is perfect in the Truman Annex area of Key West. Short walk or bike ride to everything. The home is well appointed and was an easy place to spend down time and/or cook when we weren't out and about the town. The owner has multiple properties in the area and does an excellent job welcoming you into his home. Would definitely seek out this or other properties owned by Michael on a future visit.

  • Submitted: Apr 6, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am both humbled and flattered, it is nice to have one's work appreciated. Thank you so much for taking time to share your views.
Did you find this review helpful?
0 0

Just Perfect!

  • 5 of 5

We love staying here and find Casa Cristol perfectly meets our needs. It has the perfect number of very comfortable beds and baths, lovely private yard, proximity to Duval St, and is securely located within the Truman Annex.

  • Submitted: Jan 27, 2018
  • Stayed: January 2018
  • Source: HomeAway
Did you find this review helpful?
0 0


  • 5 of 5

We just returned from our visit in Key West and loved it. For the price you pay for a good B&B or resort close to the water, you too can stay at this beautiful home with the luxury of an "at home" feeling. The Annex is a luxurious compound with 24 hour security, tropical surroundings, intimate pools and of course, close to everything. Even though the area is very safe, it is good to know someone is close by at all times and secure from stragglers. It was a pleasure to meet Michael, the owner after corresponding with him since I booked the home. Super great guy that is very helpful and accommodating. The home is well maintained, clean, offers all of your linens and towels, soap dispensers and paper products. You may have to purchase plastic wrap or foil if you need to cover leftovers and there are some kitchen staples for cooking and coffee. The outdoor patio is surrounded by lush tropical foliage for privacy and the pool is right next to the house. We enjoyed our coffee outside every morning and watched the little chameleons scatter across the stones with the crowing of the roosters in the background. The roosters are my favorite and we were pleasantly surprised to see banana trees full of bunches while walking through the annex. I'm showing my NY roots! The Truman House is a must see historical home. The guide had a wonderful voice and articulated the history of the 'home' and the annex with great detail. I absolutely loved the location of the home in the annex, the grounds are lush and beautiful and Michael is a gem. Don't miss out on this piece of paradise when you visit the Keys! Book you stay NOW!!!

  • Submitted: Jul 28, 2017
  • Stayed: July 2017
  • Source: HomeAway
Owner's Response: I am humbled by your kind words and thank you profusely for staying with us.
Did you find this review helpful?
0 0

Best rental and experience EVER!!

  • 5 of 5

Key West is AMAZING! We were first time visitors to KW and were sort of skeptical, especially about where to stay. After hours of web searching for a place that would accommodate 3 couples, I came across this beautiful home and after making contact with Michael, I knew this was the place for us!

There is nothing negative to say about the house or the experience of renting from Michael. The house/property was spotless, the location was perfect (walking distance to just about anywhere - in fact, we didn't even need bikes), and working with Michael was seamless. He was super-friendly, extremely accommodating and eager to help us out if we needed anything.


Thanks again Michael - You're the best :-)

  • Submitted: May 24, 2017
  • Stayed: May 2017
  • Source: HomeAway
Did you find this review helpful?
0 0


  • 5 of 5

Casa Cristol comes exactly as advertised. Classic Key West charm located in the beautiful Truman Annex neighborhood. Our group enjoyed having an evening happy hour on the private deck before heading out to the Fantasy Fest fun. The owner Michael was very friendly and accommodating. He even shipped my IPad back to me at his expense after I left it behind! There was nothing else my wife and friends could have wanted in home a way from home.

We will be back!

  • Submitted: Nov 2, 2016
  • Stayed: October 2016
  • Source: HomeAway
Owner's Response: We are so happy everybody had a good time! We appreciate you all for leaving the place so clean: trash was out, beds stripped and towels in the washer. Thanks for being perfect guests and we look forward to next time too.
Did you find this review helpful?
0 0

Perfect location

  • 5 of 5

Great house and location. Plenty of space for 3 couples. Everything well maintained

  • Submitted: Oct 12, 2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
3 0

Property Manager

Michael McMahon
Member since: 2007
Speaks: english, french, german, spanish, russian, italian, dutch, swedish, greek, czech, danish, norwegian, polish, hungarian, finnish
Response time:
Within 2 days
Response rate:
Calendar last updated:
February 12, 2018

About Michael McMahon

Enjoy meeting people for all over the world who stay at our home.

Michael McMahon purchased this house in 2003

Why Michael McMahon chose Old Town

Originally purchased as our home but we moved a block away to a condo, then turned that to a rental too. We now live in a gated community out by the airport only minutes away from the Annex

What makes this house unique



Nearest Airport
4 Miles
Key West International
Nearest Barpub
0.25 Miles
The Bull & Whistle
Nearest Ferry
0.25 Miles
Weston Hotel Pier 'B'
Nearest Golf
5 Miles
Key West Golf Club
Nearest Train
150 Miles
Nearest Motorway
0.1 Miles
Mile Marker Zero
Nearest Restaurant
0.25 Metres
Nearest Ski
1500 Miles
Skil Liberty
Nearest Beach
0.5 Miles
Ft. Zachery Taylor State Park
Car: not necessary

This home is in Key West’s premier gated community the Truman Annex. Ideally situated right next to every important tourist attraction which Key West has to offer there is no need for a car. Mallory Square and the Sunset Celebration are mere steps away, as is the Margaritaville Café and Hemingway's world famous “Sloppy Joe’s”.

Other Activities: Sunset Watching

Golf: Only one choice here and an excellent one at that, so golfing should be a highlight - rather than the main goal of your vacation.

Ski: Water skiing, parasailing, diving - whatever you want! Have at it!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Pet Fee $100

E-mail us with your Key West Holiday needs and we will accommodate your requests at a price that will compare favorably to the best suites at the Westin Resort & Marina ® located next to the Truman Annex. We will always consider shorter stays on a by case basis. Thanks for visiting our listing.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund