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A Sunset Poolside at the Truman Annex in Key West

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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 gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky.
A living room with a beige sofa, a blue armchair, and a ceiling fan.
A two-story house with a balcony, surrounded by a white picket fence and various plants.
A spacious living area with a wooden deck, a dining table with chairs, a blue sofa, and a kitchen in the background.

Reviews

8.6 out of 10
Excellent

Entire condo

2 bedrooms2 bathroomsSleeps 4680 sq ft

Popular amenities

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The condo includes a balcony, a refrigerator, and a microwave.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 12 min walk - 0.7 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Rams Head Southernmost - ‬7 min walk

About this property

Entire place

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

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
The condo is air-conditioned and features a balcony or patio and 2 bathrooms, and there's space to spread out with 2 bedrooms. Guests can enjoy an LCD TV and stay connected with free WiFi. Other standard amenities include a washer/dryer, a microwave, and a refrigerator.

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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Onsite parking includes off-street options

Food and drink

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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

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

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Property is also known as

Sunset Poolside @ the Truman Annex
Sunset Poolside in the Truman Annex
A Sunset Poolside @ the Truman Annex Key West
20% Off Summer Special Sunset Poolside @ the Truman Annex
A Sunset Poolside @ the Truman Annex Private vacation home
2698-193339

Frequently asked questions

What is there to do within easy reach of this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Mallory Square less than a mile away.

Is there parking available at A Sunset Poolside at the Truman Annex in Key West?

No, there isn't parking available at the condo.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

Are there hot tubs at A Sunset Poolside at the Truman Annex in Key West?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at A Sunset Poolside at the Truman Annex in Key West?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (19 minutes by car).

Are there rooms with balconies at A Sunset Poolside at the Truman Annex in Key West?

Yes, every condo at A Sunset Poolside at the Truman Annex in Key West comes with a patio.

A Sunset Poolside at the Truman Annex in Key West Reviews

Reviews

8.6

Excellent

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

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Amy R.

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
From a partner site

10/10 Excellent

Donna B.

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.
Verified review

10/10 Excellent

steward e.

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

6/10 Okay

albert s.

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

William T.

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

Leslie W.

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
From a partner site

10/10 Excellent

A guest from Ocean City, NJ

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.
Verified review

6/10 Okay

Jason B.

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

Deidre F.

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.
From a partner site

10/10 Excellent

A guest from Ocean City, NJ

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.
Verified review

10/10 Excellent

Carol W.

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

NA

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

8/10 Good

william w.

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

Cathy K.

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

DONALD B.

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

carolyn m.

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

Laureen M.

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!
From a partner site

6/10 Okay

Jenna S.

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

Phyllis R.

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

William D.

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

Karen W.

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

2/10 Terrible

Linda D.

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

Lon B.

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

10/10 Excellent

Kendall L.

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

4/10 Poor

Andrea R.

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

Kevin C.

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