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

Quiet Beautiful 2BR king/twins, END UNIT Truman Annx Ground FL, Pool on grounds

Bedrooms 2
Space 680 sq ft
Property type condo
Minimum Stay 7 nights


About the property

Quiet Beautiful 2BR king/twins, END UNIT Truman Annx Ground FL, Pool on grounds

The ROOSTER RETREAT is a lovely 2 bedroom, (1 king/2 twins, and queen bed) 1 bathroom SUNNY end-unit offering a nice OPEN kitchen, comfortable leather sectional, LARGE deck and lush landscaping. This end-unit is quiet, private being at the far end of the property. Backs up to beautiful waterfront for sunsets.

(Due to fire code ordinance, this condo is unable to have an outdoor grill, much like many other condos on the island.)

This sunny 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.

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 a few hours
Response rate:
Calendar last updated:
April 24, 2018

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 Old Town

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


Old Town Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 680 sq ft
House Rules:
  • Max. occupancy: 4
  • pets not allowed
  • non smoking only
  • Away From It All
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Telephone
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 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 ...
  • 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 -
(46 traveler reviews)

91% Complete
8% Complete
0% Complete
0% Complete
0% Complete
Quiet Beautiful 2BR king/twins, END UNIT Truman Annx Ground FL, Pool on grounds
average rating of 4.9130435 based on 47 reviews

Rooster Retreat Rocks!

  • 5 of 5

Perfectly located a couple of blocks from central Duval St. and an easy walk to many of the bars and restaurants. Clean and extremely comfortable for a home away from home and had everything we needed. Grounds are tropical, lush and well cared for. We enjoyed our stay tremendously!

  • Submitted: May 27, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the fabulous review. We appreciate your comment about how clean and comfortable the condo was with everything you needed for your stay. The location can't be beat - and at night, it's quiet. We look forward to your next stay. Cheers! Marie
Did you find this review helpful?
0 0
Middletown Delaware

Can’t wait to come back!

  • 5 of 5

We love “The Rooster Retreat “. It has everything you want in a vacation rental. The beds are comfortable, the appliances are all in good working order, a sunny

and inviting outdoor deck and most of all it is a beautiful and safe location.

  • Submitted: Mar 14, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Richard and Karen for the nice review. I'm so glad that you found the beds are comfortable, and loved the outdoor deck. It's so nice that that our unit is at the end of the property, our deck is so nice and private and also quiet. We are so glad you'll be coming back to beautiful Key West! Marie and Tom
Did you find this review helpful?
0 0

We had a wonderful time and loved the condo. Definitely will be coming back and staying here again.

  • 5 of 5

Nice, clean, easy to access. Plenty of room

for our family of 4. Upstairs neighbors were basically our alarm clock as they were not the quietest but that is normal anywhere, hotels included. Loved the ability to cook our own meals and also bring home left overs from our evenings eating out. Location was perfect, allowed for us to walk almost everywhere. The worst part about it was that we had to leave. Myself and my daughter have fallin in love with Key West.

  • Submitted: Dec 30, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Great Stay at Rooster Retreat

  • 5 of 5

We stayed at Rooster Retreat for one week and thoroughly enjoyed it. The condominium was equipped with anything you need for a day at the beach or at the pool. The location is within walking distance of downtown and the beach. Marie and Tom were very good communicating with us before and after our stay. Due to the hurricane that occurred prior to our stay, they kept us updated on the condition of the condo and city. Our security deposit was returned very timely. We would definitely consider staying there again.

  • Submitted: Nov 21, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Very clean and very well stocked with all pool, beach and kitchen amenities.

  • 5 of 5

The condo is a great 2 bedroom corner unit, very clean with lots of natural lighting.

It is also very close to everything on the island. We rented bikes for the 7 days we were here and explored the whole island, all the beaches and found some amazing places to eat off the beaten trail. Would highly recommend this property and area of the island.

  • Submitted: Aug 8, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

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: March 2017
  • Source: VRBO, from HomeAway
Owner's Response: Paula, Thank you for the great review. I'm so glad you and your friends had such a fun time and loved the condo. We look forward to hearing from you again! Marie
Did you find this review helpful?
1 0


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

Taxes and fees are additional

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.