Entire condo

A Sunset Poolside at the Truman Annex in Key West

Photo gallery for A Sunset Poolside at the Truman Annex in Key West

A water park with a slide, a water fountain, and palm trees at sunset. - A Sunset Poolside at the Truman Annex in Key West (Key West)
A living room with a beige sofa, a blue armchair, and a ceiling fan. - A Sunset Poolside at the Truman Annex in Key West (Key West)
A spacious living area with a wooden deck, a dining table with chairs, a blue sofa, and a kitchen in the background. - A Sunset Poolside at the Truman Annex in Key West (Key West)
A two-story house with a balcony, surrounded by a white picket fence and various plants. - A Sunset Poolside at the Truman Annex in Key West (Key West)
A gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky. - A Sunset Poolside at the Truman Annex in Key West (Key West)
Close to Duval Street and Ernest Hemingway Home and Museum, A Sunset Poolside at the Truman Annex in Key West provides amenities such as laundry facilities. Guests can connect to free in-room WiFi.

Reviews

8.6 out of 10
Excellent

Entire condo

2 bedrooms2 bathroomsSleeps 4680 sq ft

Popular amenities

  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available

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About this property

A Sunset Poolside at the Truman Annex in Key West

  • This amazing first floor end unit features two bedrooms and TWO ensuite bathrooms with walk in showers.
    Each bedroom has their own LCD TV.
    This terrific property is conveniently located right at the community pool. The Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town area. These condos are located just 2 blocks from Duval Street and all the Old Town Key West attractions including Fort Zachary Taylor State Park and Beach and the Truman Waterfront park. This property is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, assigned off street parking, and access to a refreshing community pool.
    Please note: This property has a 28 night minimum stay

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Onsite parking includes off-street options

Food and drink

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 private bathrooms
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • LCD TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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

General

  • Gated community
  • Unit size: 680 square feet

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  • Dryer
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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are 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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

About the area

Located in Key West, this condo is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • A colorful wall with cut-out shapes of fish, birds, and trees at the Florida Keys Eco-Discovery Center.
    Florida Keys Eco - Discovery Center
    3 min walk - 0.3 km
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    6 min walk - 0.5 km
  • A historic building with green shutters and a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    8 min walk - 0.7 km
  • A brick corridor with arched ceilings and benches.
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    19 min drive

Restaurants

  • Blue Heaven
    8 min walk
  • Green Parrot Bar
    4 min walk
  • Margaritaville
    7 min walk
  • Moondog Cafe & Bakery
    8 min walk
  • Mangoes Restaurant
    7 min walk

Frequently asked questions

Is A Sunset Poolside at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at A Sunset Poolside at the Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at A Sunset Poolside at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at A Sunset Poolside at the Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is A Sunset Poolside at the Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.

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A Sunset Poolside at the Truman Annex in Key West Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 21 out of 37 reviews
Rating 8 - Good. 9 out of 37 reviews
Rating 6 - Okay. 5 out of 37 reviews
Rating 4 - Poor. 1 out of 37 reviews
Rating 2 - Terrible. 1 out of 37 reviews

9.4

Cleanliness

10

Location

Reviews

From a partner site

10/10 Excellent

Review

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: Vacation Experience was excellent. Great location, condo laid out great for a two couple stay, always clean and well kept. We have stayed in this condo for many years and love it. Only downside is a frustrating Roku TV to get it to work, but this is not that important to us.
From a partner site

10/10 Excellent

Review

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: Vacation Experience was excellent. Great location, condo laid out great for a two couple stay, always clean and well kept. We have stayed in this condo for many years and love it. Only downside is a frustrating Roku TV to get it to work, but this is not that important to us.
From a partner site

8/10 Good

gREAT rIDE

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: eVERYTHING WAS GREAT
From a partner site

8/10 Good

Key West February 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 recommend this vacation rental. Reviewer Comments: The unit we rented was small, but perfect for two couples. It was well supplied with everything we needed. The bathroom attached to the front bedroom did have an odor, possibly the plumbing. The shower in the second bathroom doesn’t drain right. The thermostat kept “jumping” to 85 degrees. We turned it down to 65 and, after a while, it would jump up again. It was a little cool the week we were there so it wasn’t too big a deal, but if had been a hot week, it would have been miserable.
From a partner site

10/10 Excellent

Very Comfortable!

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: Very clean and nice place. All on one level which was nice. Although we didn't use the pool, its right out the front door.
From a partner site

10/10 Excellent

Wonderful experience

Rating Details: The property manager was more than 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: The entire experience from finding the right place to stay during the KWLC that fit three people, to easy check in/walkability/clean/well appointed, all of that. Highly recommend.
From a partner site

10/10 Excellent

Poolside Paradise

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 Sunset Poolside condo was in the perfect location in Truman Annex. Well equipped compact space with a beautiful tropical view of the pool from the front porch and the lush gardens from the back patio. K-cup and drip coffee. Very close to Ft Zachary or the Truman Waterfront Park to see spectacular sunsets and cruise ships arriving or departing. Easy walk to Duval for all of our favorite restaurants. Had a little trouble finding the rental office and the unit at first. Should have paid more attention to the rental office’s directions instead of the driver that thought he knew where to go. Very clean and exactly as pictured. Pool right outside the unit was a great extension of the space. Will definitely be back!
Verified review

10/10 Excellent

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

Winter Vacation

Great location. Had an issue with no water upon checking in, but was resolved quickly by maintenance and management. Would stay again!!
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

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

May 2023

Great location, walking distance to everything. Condo well stocked.
Stayed 14 nights in Apr 2023
From a partner site

10/10 Excellent

Very Good

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: The condo was conveniently located near the pool. Everything was clean and in working order. The Compass office nearby was a plus.I would suggest that the owner supply comfortable chairs on the front and back deck. A bit of gardening and cleanup in back area would be nice.
From a partner site

6/10 Okay

Vacation

Rating Details: The property manager was very helpful. The vacation rental was very 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: Acceptable
From a partner site

10/10 Excellent

Tutcher Review of Unit 156

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a couple of minor issues but Compass Corrected them immediately, otherwise we had a great time.
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Sweet spot

This is a great place for a couple with or without one or two children. It is not great for 2 or more friends as one room has twin beds. And there is only a small sofa and bar chairs for indoor seating. There is a nice pool with lots of chairs one minute away and Duval Street is nearby.
Stayed 7 nights in Mar 2022
Verified review

6/10 Okay

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

Great location near the pool.

Enjoyed our stay. The unit is as advertised.Had a couple minor issues that were quickly resolved. There are a few deferred maintenance items that should be addressed like the broken microwave handle, broken cabinet doors, loose headboard on the queen bed (makes a loud noise), slow draining shower, needed paint. Having said that, I would gladly stay in this unit again. Property management team is fantastic.
Stayed 7 nights in Oct 2024
From a partner site

6/10 Okay

A Sunset Poolside

Rating Details: The property manager was very helpful. The vacation rental was clean. 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: Overall good-1 bath door did not lock, the other bath shower did not drain properly and a shelf fell out in medicine cabinet. Did not break, but the shelf support did not hold. We did not stay inside the unit except at night to sleep because we enjoy everything about Key West outside. We also love the locality of Truman Annex and especially that this unit was just steps from the pool.
Verified review

10/10 Excellent

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

NA

Love Truman Annex
Stayed 7 nights in Apr 2024
From a partner site

6/10 Okay

Beautiful Truman Annex

Rating Details: The property manager was more than helpful. The vacation rental was very dirty. 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: Beautiful location and easy to navigate !
Stayed 8 nights in May 2021
From a partner site

10/10 Excellent

Best location

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: Love this location - so close to everything! Good contact with the management co regarding arrival and departure. Condo was very clean. Kitchen is a bit small - one person at a time.
From a partner site

10/10 Excellent

Holiday recovery.

Rating Details: The property manager was adequately 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: Perfect get away after the holiday.
From a partner site

10/10 Excellent

7 nights of a much needed vacation

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: Compass Realty was wonderful to deal with. They responded to any questions quickly and provided all necessary information for the property.It was my husband, myself and another couple. The condo is not very large but we weren't spending much time there so it was perfect. The pool was right out the front door. It is very peaceful there. Unit was clean, kitchen seemed well equipped. We did not cook at all, too many good restaurants to go to and I was on vacation.
Stayed 7 nights in May 2021
From a partner site

10/10 Excellent

Key West winter get away

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: Over all a wonderful condo with good location and clean! Freshly decorated. Truly enjoyable!
From a partner site

2/10 Terrible

Needs attention.

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was more than happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We have rented 6 times in the Truman Annex, three times in the Shipyard. Up until now, very good experiences but would not rent this unit again. First of all, the photos of the unit are no longer accurate. Apparently there has been a change of ownership or a decision to remodel but the two sofas, lamps, etc. are no longer there. The unit now contains one large new but very uncomfortable sofa and one table lamp. A new large TV is mounted on the wall.The one sofa provides seating for two people. No other seating except for high kitchen stools or bringing in outside dining chairs. Fortunately, there were only two of us. Would be very uncomfortable for two couples or with children. As a previous reviewer noted, the dishwasher is only half size and comes out of the cabinet when opened. The smoke detector in the bedroom is missing. The unit needs attention -- some comfortable chairs, better lighting, better linens, some new kitchen supplies.
From a partner site

6/10 Okay

Sunset Poolside

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: Our 4th time leasing this condo and was not up to expectations.
From a partner site

4/10 Poor

A Sunset Poolside was substandard

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The attached picture is entirely false. Significant pieces of furniture had been removed and not replaced. We had to carry the patio chairs in and out to have sufficent seating. We had inadequate accommodation for our clothes in one bedroom, as a chest had been removed. The kitchen fittings were barely minimal, including a partly broken dishwasher. Vacuum cleaner also broken and one smoke alarm missing. If owners are required to meet certain standards, this one did not. If there are no standards, there should be.
From a partner site

8/10 Good

Good stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Great location next to the pool! General condition of the unit is starting to show its' age. Dishwasher isn't secured and the flooring is worn. Otherwise though, great e
Stayed 7 nights in Apr 2022