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Entire condo

COLORFUL COCKTAIL in the Truman Annex

Waterfront condo with kitchen and balcony

Photo gallery for COLORFUL COCKTAIL in the Truman Annex

A heated pool - COLORFUL COCKTAIL in the Truman Annex (Key West)
Smart TV - COLORFUL COCKTAIL in the Truman Annex (Key West)
Property grounds - COLORFUL COCKTAIL in the Truman Annex (Key West)
Terrace/patio - COLORFUL COCKTAIL in the Truman Annex (Key West)
Smart TV - COLORFUL COCKTAIL in the Truman Annex (Key West)
Experience the vibrant atmosphere of this two-level Shipyard condominium, complete with a private courtyard perfect for sipping evening cocktails. With its colorful decor, natural stone baths, and contemporary kitchen, you'll feel right at home in this beautiful unit.

Reviews

9.6 out of 10
Exceptional

Entire condo

2 bedrooms3 bathroomsSleeps 6102 sq m

Popular amenities

  • Dryer
  • Washer
  • Pool
  • Kitchen
  • Parking available
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

COLORFUL COCKTAIL in the Truman Annex

Welcome to your perfect Key West getaway! Nestled in the coveted Shipyard community of Truman Annex, this beautifully maintained 2-bedroom, 2.5-bath townhome offers the ideal mix of island charm and modern comfort — all just steps from the vibrant energy of Duval Street, the Southernmost Point, and Fort Zachary Taylor Beach.

This two-story townhome features a bright and airy living space with tropical-inspired décor, a fully equipped kitchen, and a private back deck perfect for morning coffee or evening cocktails. On the first floor, you'll find one full bath and one half bath along with a guest bedroom with two twin beds (that can also be set up as a king upon request). Upstairs, you’ll find the master bedroom as well as a loft room with a full-size futon and another full bathroom.

Relax by the community pool, stroll through lush palm-lined streets, or explore world-class dining, shopping, and nightlife just outside your door. With gated entry, assigned (FREE) parking, and all the comforts of home, this is island living at its best.

Whether you’re here for relaxation, adventure, or a bit of both — this Shipyard gem puts you in the heart of it all!

“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Heated pool
  • Water park
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,100 square feet

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  • Kitchen
  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Colorful Cocktail in the Truman Annex
Colorful Cocktail @ the Truman Annex Key West
Colorful Cocktail @ the Truman Annex Private vacation home
20% Off Summer Special Colorful Cocktail @ the Truman Annex
2698-193284

About the neighborhood

Map
Florida, Key West

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Mangoes Restaurant - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 min walk
  • ‪Rams Head Southernmost - ‬8 min walk

Frequently asked questions

Does COLORFUL COCKTAIL in the Truman Annex have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is COLORFUL COCKTAIL in the Truman Annex pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at COLORFUL COCKTAIL in the Truman Annex?

Check-in begins at 4:00 PM.

What time is check-out at COLORFUL COCKTAIL in the Truman Annex?

Check-out is at 10:00 AM.

Where is COLORFUL COCKTAIL in the Truman Annex located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Jackson Square, Duval Street, and Ernest Hemingway Home and Museum. Fort Zachary Taylor Historic State Park and Mallory Square are also within 15 minutes.

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COLORFUL COCKTAIL in the Truman Annex Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 38 out of 48 reviews
Rating 8 - Good. 9 out of 48 reviews
Rating 6 - Okay. 1 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ton of fun and perfect location!

My buddies and I came and stayed for lobster mini season and this was the perfect stay! Great amenities, awesome patio, right next to duval, and plenty of sleeping arrangements. Would definitely stay again!
Stayed 7 nights in Jul 2023

8/10 Good

Patience J.

The location was great and the place was very comfortable

We came with our family for the annual summer vacation. We had stayed in the Annex before and loved the Colorful Cocktail. Great location.
Stayed 7 nights in Jul 2018

10/10 Excellent

Scott H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

The location was perfect! Walking distance to everything. We really enjoyed our stay. It checked all of our boxes. We will definitely stay here again. Thank you for helping make our week awesome!
Stayed 7 nights in Nov 2024

10/10 Excellent

Rachael F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location

House was in a great location! Worked for our group well.
Stayed 7 nights in Jan 2024

10/10 Excellent

Lynn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West For Christmas

Listing described everything accurately. Good location close to downtown activities 👍
Stayed 7 nights in Dec 2019

10/10 Excellent

Mary G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

This condo was the perfect size for our family if 5. The location was amazing, as we were able to walk to everything we wanted to do. We had an amazing vacation! Colorful Cocktail and Key West did not disappoint!!
Stayed 7 nights in Jun 2024

10/10 Excellent

Misty R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As advertised

Enjoyed our stay. No complaints.
Stayed 7 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jody S.

Our favorite cottage

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We’ve stayed in this unit many times and it brings joy each time I open the door. It’s cheerful, spunky, and fun. It’s spacious, clean, and has several updates. Great location and comfortable living spaces inside and a very private patio. We adore this place!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin C.

Great Stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great property that is every bit as nice as the pictures.

10/10 Excellent

Al L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truman Annex

We're all military guys and have high demands and expectations, this property lived up to all of them. Will recommend Compass Realty @Truman Annex going forward. ajl
Stayed 7 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

8/10 Good

doug l.

colorful cocktail

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: property was very nice , little dated .

10/10 Excellent

Lisa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Location

The property we booked was gorgeous but there was unplanned roof work occurring. Due to that, we were offered the chance to move from Shipyard to Foundry, which was equally beautiful but with a smaller pool. We were allowed access to the original pool area however. Overalla beautiful community in an amazing location! i.
Stayed 7 nights in Apr 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Craig B.

colorful vacay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My wife and I enjoyed our stay very much. The condo was colorfully decorated, nicely furnished and well maintained.

10/10 Excellent

Jennifer S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Location & amenities

This condo is perfectly situated in the Truman District enabling 5-10 walks to all popular tourist destinations and dining in Old Town. Air conditioned and private back porch and well stocked kitchen. Well maintained although some updates were incongruous in theme. Comfortable for 4 people. Would absolutely stay here again.
Stayed 7 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert T., Geneva, IL 60134

Winter Stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The people at Compass Reality are very professional and friendly. They are available to solve any problems that might arise in a quick and courteous manner.
This review comes from a trusted partner site and has not been verified.

8/10 Good

MaryDell L.

Good place

Rating Details: The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I very much liked both the location and the apartment. My one complaint is that the bedroom with twin beds is very, very small. A chair to put on shoes would be good. The TV isn't necessary in such a small space. The two beds were very hard and uncomfortable.

10/10 Excellent

David K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Colorful Cocktail

Property was still being cleaned when we arrived at the airport so Compass Realty let us store our luggage until our 4:00 check in time. The condo unit was well stocked, clean and spacious for a family of five. Parking directly in front of the unit was a big plus compared to their units we’ve stayed in at the Truman Annex. Just one block from the Green Parrot, our favorite bar, and two blocks from Duval. Very close to the Waterfront Park is excellent for sunset view. We liked it so much, we already booked the same unit for two trips next year.
Stayed 7 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

David J.

Two weeks of satisfaction!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: All good. The main floor TV was a challenge to operate but the master bedroom one was easy to use. We advised the office about a couple of minor issues,
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott C., Longmeadow, MA

Perfect Place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Colorful Cocktail results in a perfect vacation. The four of us(some non related), had plenty of room, utilizing the bedrooms and the den futon. Beautifully accented with artwork and all necessary appliances, beach towels, etc. Perfectly located, only a block and a half from our favorite nightspot (Green Parrot). We would definitely stay here again. Only caveat is that management property not open on Saturday, the most popular rental day
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica O.

Good Place to Stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The Colorful Cocktail is a delightful place to stay. The place has enough room for four people to stay there comfortably. The condo has a lot of character with the artwork, deck and balcony just off of the smaller upstairs bedroom. The deck in the back was my father's favorite part of the house. The location is perfect too. If you want to hit Duval Street, it's two blocks away. If you want to hit a great bar that's off Duval, the Green Parrot is just a short block away. Maybe Mallory Square is too rowdy for your sunset watching needs? That's cool, the water front park scratches that itch with a more mellow mood.While I enjoyed my stay, I do have a couple of criticisms about the place. We had an ant problem in the kitchen upon arrival. I noticed it the night we got in. You may ask: Why would you use the kitchen? You're in Key West! My father has a medical condition and he requires a special diet, so we used the kitchen a little more than the average person. I did report it Compass Realty, they said exterminator services would be stopping by. Unfortunately we didn't see any evidence of it. We just kept the kitchen area meticulous and it seemed to mitigate the issue. The other problem was the air conditioning for the unit. It wasn't working properly and the Keys were having heat advisory warnings the week we stayed. The heating and cooling techs had to come out 3 different times before the air was fixed. Compass Realty did ensure it was fixed, however, so I'm grateful for their help.Overall I would recommend this, the location is great and the condo is very comfortable. I gotta knock it down a star because of the maintenance issues we had. A little preventative maintenance would have made this perfect place to stay instead of just a great place to stay.
Stayed 8 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

sue c.

Great location

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: So easy to get to all the best restaurants, boat excursions and shopping. We biked or walked everywhere! Rental had everything we needed even lots of beach towels. It was a good size for the 4 of us and so nice to have 2.5 bathrooms!! Do wish they was a better way to access the keys after hours. Very inconvenient.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Don and Debbie N.

Keys House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was very clean and was walking distance to Duvall Street! I would definitely come back and stay here again! We all had a wonderful time!Plenty of space in the house for all 5 of us.
Stayed 7 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

8/10 Good

Pamela M.

Colorful Cocktail

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall a great place. Location is perfect!!! Loft bedroom gets very hot, the fan that’s provided helps a little. NEED labels on light switches and fans. Spent more time figuring out switches downstairs and trying on lights upstairs and vice versa.

8/10 Good

Cheryl M.

Liked: Cleanliness, communication, location

Great location-needs some up dating

We loved our experience down there. Over all the stay was wonderful but townhome needs a few things looked after. We did come after the season was up so maybe they had a lot of traffic through and are going to maintain during summer?! We loved how close this place was to everything and was grateful for that. For the price we spent we were expecting a bit more.
Stayed 7 nights in Jun 2022

10/10 Excellent

Rob W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway close to everything

Great location and well maintained home
Stayed 7 nights in Jun 2022