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

Bedrooms 2
Space sq. ft.
Property type condo
Minimum Stay 7 - 8 nights
Popular Features
  • Internet
  • Washing Machine
  • Parking
  • non smoking only
  • Air Conditioning
  • Barbecue


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 with King (or two separated twins) and Queen bed is very clean, and has well-appointed bedrooms which have been recently updated with beautiful linens, art work and comfortable beds. 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.

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:
25 March, 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
  • 1 of 1


Accommodation and facilities for this holiday condo in Truman Annex in Key West

Property Type:
  • condo
  • floor 1
  • Self-catering
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 ...
  • Terrace ...
  • Barbecue ...
  • Veranda ...
Pool / Spa:
  • Communal Pool
  • cinemas
  • library
  • live theatre
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antique hunting
  • beachcombing
  • Boating
  • Shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundrette - serviced
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • Kayaking
  • Parasailing
  • pier fishing
  • sailing
  • diving
  • snorkelling
  • Snorkeling/Diving
  • swimming
  • water skiing


Wonderful! 4.9/5 -
(39 traveller reviews)

Beautiful 2BR king or twins, END-UNIT Truman Annx Ground FL, Pool on Grounds
average rating of 4.923077 based on 40 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.

  • Review Submitted: Mar 1, 2017
  • Date of Stay: 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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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.

  • Review Submitted: Mar 15, 2017
  • Date of Stay: 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!

  • Review Submitted: Mar 11, 2017
  • Date of Stay: 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 resort..cheap and didn't function very well.

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

  • Review Submitted: Feb 13, 2017
  • Date of Stay: 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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Roanoke, VA

What a FANTASTIC place to stay!

  • 5 of 5

This place was perfect for me and my husband. All the amenities and more. Marie was so helpful throughout our stay. I would give 10 Stars!!!

  • Review Submitted: Dec 15, 2016
  • Date of Stay: Oct 2016
  • Source: HomeAway
Owner's Response: Thank you Erika for the fantastic review. I'm so glad you loved the place. We often get repeat guests and hope to hear from you again when you travel down to Key West. Marie
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Gainesville, Fl

Beautiful 2 bedroom 1 bath condo

  • 5 of 5

This 2 bedroom 1 bath condo was beautiful, homey, small, yet extremely cozy. The condo was stocked with many things to fit our needs from towels, sunscreen, and beach chairs to books and board games. This location is also very central to many places and just a few blocks from Duvall street. It was a delight to spend the week at the Truman Annex in this condo and I will definitely book again when I return to keywest in the future.

  • Review Submitted: Jul 15, 2016
  • Date of Stay: Jun 2016
  • Source: VRBO, from HomeAway
Owner's Response: Ashley, Thank you for your review. We are so glad that you and your girlfriends had a wonderful time. The photo you sent was just beautiful - you're a great photographer. I look forward to hearing when you'll be back again. Thank you, Marie
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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.


Prices & Availability

Prices for this holiday condo in Truman Annex, Lower Florida Keys

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

Additional pricing information

Card Processing £52
Refundable Damage Deposit £160
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 for cancellations more than 60 days before check-in date.

Enter dates for accurate pricing

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