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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Beautiful 2BR king or twins, END-UNIT Truman Annx Ground FL, Pool on Grounds

Bedrooms 2
Property type condo
Minimum Stay 7 - 8 nights


About the property

Beautiful 2BR king or twins, END-UNIT Truman Annx Ground FL, Pool on Grounds

Rooster Retreat is a lovely 2 bedroom, (king/twins, and queen bed) 1 bathroom end-unit offering a nice kitchen, comfortable leather sectional, LARGE deck and lush landscaping.

This ground floor condo is very clean, and has well-appointed bedrooms with beautiful linens and art work. The extra large window in the living room floods the condo with lots of natural light not found in many other units. The new and open kitchen with quartz countertops, beautiful lighting and seating for four is stylish and functional. A washer/dryer are located within the unit for your convenience. The fully equipped kitchen, pots & pans, towels & linens and central air conditioning provide all the amenities you want for long- and short-term stays.

Relax at the Truman Annex Shipyard Pool - which is a minute walk from the condo.

***As owners, we want to let you know that the city is working on a waterfront park by the Shipyard Complex and a road extension on the left side of our property. Our Summer rates are discounted to consider the possible noise guests may hear during their stay. We appreciate your understanding, and hopefully the noise may be intermittent. We hope our discount (not everyone is as transparent as us) will help offset any interruptions. Thank you!***

NEED MORE SPACE or EXTRA CONDO for additional guests? Visit VRBO #595903 to see photos & description of the large & proud SHABBY CHICKEN!!

At the Rooster Retreat, you'll also enjoy a comfortable leather couch in the living room with a 32' flat screen TV, secure wireless Wi-Fi and Bluetooth speaker for your device to connect to for music.

Rooster Retreat is within easy walking and biking distance to everything Old Town Key West has to offer, including Fort Zachary Beach and a one minute walk to the Truman Annex Shipyard pool. Our condo is outfitted with beach towels, beach chairs, a cooler, etc. We also have designated on-site parking, although it's likely you will not need (or want) to get in your car while you're here. We request a 7 night minimum, and try for a Saturday to Saturday schedule. Thank you.

FALL 2016 CONDO UPDATES: All new AC & air handler, queen bed, king bed, bath fixtures & lighting, and landscaping

More Details

Tom and Marie
Member since: 2012
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 17, 2017

About Tom and Marie

We both grew up in Ohio, met at Ohio State University, married and moved to Charlotte, NC. Ten years ago we relocated to Chicago. Living in Chicago is great, but the winters are long and the city is hectic. Visiting Key West allows us to slow down and really enjoy a different pace of life.

Tom and Marie purchased this condo in 2012

Why Tom and Marie chose Key West

We purchased this property, and named it The Rooster Retreat, as a sanctuary from when life has you running around like a chicken, or in this case a 'rooster'. The lifestyle in Key West and amazing sunsets can all teach us to keep life simple and take pause when you can. The only rush hour here is the walk to your favorite happy hour. We retreat to the keys to unwind and relax, hear live music, eat great local seafood.

What makes this condo unique

Our ground floor end unit condo offers more light, privacy and island breezes than others because there are no buildings to the left of us or behind us. In addition, our assigned parking spot is close to our front door, which makes for easy loading and unloading of suit cases, groceries, etc.

Guestbook comments from the owner

As new owners of the Rooster Retreat (formerly Holiday Dance), we keep the well-appointed two bedroom place clean and comfortable for your stay. Read up past reviews on the Holiday Dance to find out more.
May 2012
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Truman Annex Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 4
  • non smoking only
  • pets not allowed
  • Air Conditioning ...
  • Clothes Dryer ...
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Telephone
  • Washing Machine ...
  • Wireless Internet
  • Cooking Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Refrigerator
  • Dining Area
  • 1 Bathroom
  • Bathroom 1 -
  • 1
  • 2 Bedrooms, Sleeps 4
  • King size beds (1) Two twins in the one bedroom that have the flexiblity to be converted into one king bed or remain as two separate twins., Queen size Beds (1)
  • CD Player
  • DVD Player
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • Porch / Veranda ...
Pool / Spa:
  • Communal Pool
  • cinemas
  • library
  • live theater
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • boating
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • water skiing


Wonderful! 4.9/5 -
(41 traveler reviews)

Beautiful 2BR king or twins, END-UNIT Truman Annx Ground FL, Pool on Grounds
average rating of 4.902439 based on 42 reviews
Happy Traveler


  • 5 of 5

Cozy, comfortable and pretty. The Roooster Retreat is really something to "CROW" about.🙄򡁔hat was too good to pass up! The location here can't be beat. It lies midway between the Southernmost Point and Mallory Square.

The outside deck is aurrounded with palms and other plants, all of which give you privacy and beauty. The French doors in the bedroom and living room open up to the deck and provide wonderful breezes. Everything is provided for you. I highly recommend the Rooster Retreat.

  • Submitted: Mar 1, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
Owner's Response: Karen, I just love your 'Crow' comment! Thank you for letting others know about the fabulous location and the lush palms that provide so much privacy - you do feel like you have a piece of paradise all to yourself. The French doors add to much to welcoming the outdoors in. We look forward to having you again.
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Great place to stay!

  • 5 of 5

Had everything we needed. Marie was awesome to deal with. Loved the back deck for morning mimosas. Would definitely stay there again. First time in Key West - won't be the last. So much fun!

  • Submitted: Apr 8, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
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Wonderful Stay

  • 4 of 5

My wife and I visited Key West for my retirement celebration and we are very happy that we chose this property.

With the exception of one day, the property was very quiet and relaxing. The city is building a waterfront park behind the Shipyard complex and one morning the workers decided to start at 5:30 am and continued through about 4 in the afternoon. Fortunately this only occurred on one day and was not repeated.

The unit is very clean with all that you need to set up housekeeping with the exception of the food you want.

The lanai is very comfortable and the perfect place for breakfast or just relaxing between sight seeing.

The location is perfect for walking anywhere around Old Town. No car would be necessary but if you bring one there is a reserved parking space available which, if your been to KW before, you know is a major plus.

We will definitely check for availability of Rooster Retreat the next time that we plan a trip to Key West. Thank you Marie and Tom!

  • Submitted: Mar 26, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you George for taking the time to write a review. I'm glad you chose our place for your retirement celebration and found our place to be clean, comfortable, the perfect place in location, having breakfast on the deck. The city is working on a large waterfront park right out back of the Truman complex, so I'm trying to let renters know of this, and I'm sorry to hear work started at 530 am! I keep in touch with the project managers for the city - they let me know they were warned about this early start - and I presume this is why it was only day. I look forward to when the park is finished as it will be a gem for the community. Thank you for your understanding. Congratulations on your retirement. We look forward to hearing from you as you mentioned you would stay again - please do! Marie and Tom
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New England, USA

Fun and relaxing vacation with a great "temporary home"

  • 5 of 5

My husband and I enjoyed this 2 bedroom unit. The unit was immaculately clean. The unit is smaller, but comfortable. There is a breakfast bar with 4 bar stools. The back deck has a lounge chair, and a table with chairs. Very walkable to Duval Street, restaurants, bike and moped rental. Fully stocked kitchen equipment for meals. When we rented the owner warned us of construction work going on in the back of the condo behind the fence and the potential for noise. This noise never bothered our sleep nor when we enjoyed the deck to relax and enjoy our books. A plus for me is a washer and dryer and this unit had a new and clean washer and dryer. We would rent this condo again.

  • Submitted: Mar 15, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
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Lovely week away from snowy Connecticut

  • 4 of 5

Tom and Marie's cozy cottage was exactly as we expected. The kitchen is small but very well-equipped. The beds are quite comfortable - even the twin beds made into a king worked out well.

We enjoyed the back deck and were saddened when the gas grill was removed due to a city ordinance that is now being enforced.

We would definitely return!

  • Submitted: Mar 11, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your review of our place and how well-equipped the condo is and the comfortable beds and nice deck. Key West is fabulous especially when it is snowing back home. Thank you for your understanding about the grill and the new fire ordinance that impacts most all condos. We too are so sad to see it go. Please let us know when you will be back to Key West.
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Very good

  • 5 of 5

Very clean, surroundings were beautiful, grounds well kept, temp. excellent

Some of pool furniture is not appropriate for the and didn't function very well.

Working with the owners was a pleasant experience.....

  • Submitted: Feb 13, 2017
  • Stayed: Jan 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for staying at the Rooster Retreat. It was so nice to meet you and your wife the other week. I'm glad you found the condo to be very clean and you liked the location & surroundings, along with my customer service. There are a lot lounge chairs at the Shipyard pool and the association replaced about half of them with some really nice ones, and hopefully more will be arriving soon.
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Our condo is in the heart of old town Key West. Enjoy a three minute walk to Blue Heaven Restaurant, La Creperie, Green Parrot, along with taking in the sights, sounds, and characters on Duval Street. You are a short walk or bike ride from exciting Mallory Square where sunset is celebrated every evening, or walk out behind our complex to appreciate a low-key, quiet sunset from the Coast Guard pier. You are also minutes from Fort Zachary beach.


Rates & Availability

Truman Annex Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Apr 1 2017 - Apr 30 2017
7 night minimum stay
May 1 2017 - May 31 2017
7 night minimum stay
Summer: June-August
Jun 1 2017 - Aug 31 2017
7 night minimum stay
Sept Special
Sep 1 2017 - Sep 30 2017
7 night minimum stay
Oct 1 2017 - Oct 19 2017
7 night minimum stay
Fantasy Fest Week
Oct 20 2017 - Oct 29 2017
7 night minimum stay
Power Boat Race Week 2017
Nov 6 2017 - Nov 13 2017
7 night minimum stay
Thanksgiving week
Nov 18 2017 - Nov 25 2017
8 night minimum stay
Flat fee
November - December
Nov 25 2017 - Dec 22 2017
7 night minimum stay
Christmas Week
Dec 23 2017 - Dec 29 2017
7 night minimum stay
New Years Eve week
Dec 30 2017 - Jan 6 2018
7 night minimum stay
Jan 7 2018 - Mar 31 2018
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $200
Card Processing $65
Tax Rate 12.5%

Thank you for considering our place for your stay:
We kindly request a $200.00 security deposit, refundable to guest if all is in good order
PayPal will have an additional 3.0% charge to total amount
VRBO Book It or credit card processing is $50.00, along with their (VRBO) service fee
Rates are subject to change until reservation is confirmed
Refer to the rental agreement from the owner for specifics on cancellation policy

Owner's Cancellation Policy

100% refund if canceled at least 60 days before arrival date.

Enter dates for accurate pricing


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