POOLSIDE HANGOVER

This is an amazing second floor two bedroom TWO BATH condo over by the gorgeous pool. Fully equipped for you to enjoy your time away from it all. Enjoy mornings out on the rear deck overlooking the refreshing community pool. Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and close to all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. All properties are outfitted with washer/dryer, pots & pans, towels & linens, condo has central air conditioning, off street parking and community pool access.
Please note: This property is monthly rental - the minimum rental period is 28 nights

Vacation Rental Reviews

• Paradise Found

  Stayed 28 days ending in February, 2026

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  Rosemary R from Portage, PA recommends this vacation rental

  Our rental unit from Compass reality was exactly as described. Location perfect with privacy and a view of pool and palm trees. Unit was very clean and well appointed . Kitchen , appliances, and washer / dryer in excellent condition!
  Linens provided were new and all rooms have a costal vibe.

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• poolside

  Stayed 7 days ending in November, 2025

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  Kathy B from Fulton, IL recommends this vacation rental

  very nice. clean and nice view of pool.

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• A great stay!

  Stayed 7 days ending in April, 2025

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  Shannon W from Walpole, MA recommends this vacation rental

  We loved our unit, having stayed in the shipyard many times, it was another great stay. Compass was great to work with and even relocated us to this unit knowing our original unit was going to be noisy with maintenance going on. Just sad to know we won’t be able to stay for a week next year with the new monthly rental rules taking effect in 2026. We will hopefully be back one way or another!

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• Great location

  Stayed 7 days ending in March, 2025

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  Sherry D from Beckett Ridge, OH recommends this vacation rental

  We have rented from Compass many times and always have had a good experience.This home was well stocked, close to the community pool, and in a quiet area. While this home was clean and within walking distance to most that Key West has to offer, it could use some updates. The cushions on the living room furniture were dingy, the fan in the second bedroom was so noisy that you could not use it. The towels in both bathrooms were worn and the pillows were flat and uncomfortable. I have rented from Compass in the past and had a great experiences, from the initial booking to departure. This location is not up to par with their other locations. With some updates, I would most certainly recommend Poolside Hangout and would definitely recommend Compass for all of your Key West rental needs.

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• Great location & good bones

  Stayed 7 days ending in January, 2025

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  Nancy R from Allison Park, PA does not recommend this vacation rental.

  Unit was furnished & decorated very well, but that was more than a few years ago. It is now a bit worn looking & dated. It is a 2 bedroom, 2 bath but it was not equipped for 4 people. For example only a tiny bistro table on the porch with 2 chairs.

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• Perfect location and wonderful experience

  Stayed 10 days ending in December, 2024

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  Mark L from Suwanee, GA recommends this vacation rental

  I’d rent this unit again. Compass was fantastic. Everything from booking to check-out was professional and efficient. The condo is in a fantastic location and included everything you could possible need. Thank you

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• A definite hangover

  Stayed 7 days ending in November, 2024

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  a guest from Bondurant, IA recommends this vacation rental

  We've stayed In shipyard for 4 yrs now with no complaints. Great location, walking distance to Duval.

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• Poolside Hangover Condo at Truman Annex

  Stayed 7 days ending in April, 2024

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  a guest from Fort Myers, FL recommends this vacation rental

  Couldn't be happier with our Compass Realty experience, outstanding customer service. Our condo location was great! The condo itself could definitely use some updating. Probably the biggest issue was the floor, needs a professional cleaning, walking barefoot was not an option, even after we mopped the floor ourselves. We dine out so no issues with the kitchen. I would suggest looking at some newer furniture options, chairs for the deck too. Overall, a pleasant experience

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• Poolside Hangover Spring Break

  Stayed 7 days ending in April, 2024

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  Sheri O from Henderson, KY recommends this vacation rental

  This is my 4th time staying in Shipyard Condos which I like for location and decent pricing. Entry was same, wish there were another way to get keys, but since I know it is fine. Condo dated but clean. Several broken items, chair on deck, blow dryer in master. Appreciate condiments in cabinet. Appreciate late checkout.

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• Paradise Found��

  Stayed 35 days ending in March, 2024

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  Rosemary R from Portage, PA recommends this vacation rental

  We will be returning .... Lovely condo...!

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• Amazing & wonderful

  Stayed 10 days ending in January, 2024

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  a guest from Belmond, IA recommends this vacation rental

  Fabulous location the place was clean. The area around us was peaceful and wonderful!!!

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• Don’t use Compass!!!

  Stayed 9 days ending in December, 2023

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  Sheri B from Harrisonburg, VA recommends this vacation rental

  Very dissatisfied with service from rental company, request for made, and confirmed on the contract and with three different phone calls as to queen bid instead of twins TVs in the bedroom to arrive, and it was not done and was told it could not be done until four days later. The smoke detector was missing in the living room, which kind of looks bad in an expensive rental house but I was told that they were up to code so it didn’t matter, the ventilation fan in the primary bathroom did not work, which they tried to tell me that I was complaining about the AC, I made no complaints about the AC. Both of the bathrooms, the shower curtains all along the bottom have black mold my contract on the first page stated that I had an early check-in a late check out. . I made no complaints about the AC. Both of the bathrooms, the shower curtains, all along the bottom, have black mold my contract on the first page stated that I had a early check in a late check out and that the bids were to be put into a queen. I have never had issues with any other company that I have used when coming to Key West like I did with compass , when I questioned that being on the contract I was told that’s just customer comments well don’t put it on the contract if you’re not gonna honor it and don’t tell your clients that you will when you book it when you call and talk to three different people that work for the company!!!!!

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• Great location and nice property

  Stayed 7 days ending in November, 2023

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  Teri B from Irvine, NA recommends this vacation rental

  Quiet low key community but close to Duval.

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• February in Paradise

  Stayed 35 days ending in March, 2023

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  Harry C from Cary, NC recommends this vacation rental

  We've stayed at many condos in Shipyard, this one was 'typical'. The only real negative was the furniture (old, used and uncomfortable)

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• Beautiful condo in Shipyards

  Stayed 7 days ending in January, 2023

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  a guest from Fort Smith, AR recommends this vacation rental

  Very nice unit. Comfortable, clean, nice decor. Had everything needed for a great stay.

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• Needs updates

  Stayed 7 days ending in November, 2022

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  Barbara P from Manchester, NH does not recommend this vacation rental.

  The kitchen had small bugs. The primary bedrooms bath Matt’s we filthy. The internet was not working, we tried unplugging like suggested and it still was not working. The towels in the second bedroom should be replaced as they are all shrunk at the band on the ends.
  

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• Nice condo

  Stayed 7 days ending in July, 2022

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  John H from Ft Myers, FL recommends this vacation rental

  Really enjoyed our stay! Loved the pool being so close and the open air balcony

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• Beautiful!

  Stayed 7 days ending in April, 2022

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  Lisa U from Nanticoke, PA recommends this vacation rental

  This property is amazing! The room is beautiful, very clean, very cozy. The location is awesome and close to Duval!

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• Poolside Hangover

  Stayed 7 days ending in March, 2022

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  Lisa K from Poquoson, VA recommends this vacation rental

  This was a great location! The place was clean and had everything we needed. The beds aren’t the most comfortable. The A/C wasn’t working well the first couple of days but I notified the rental company and they got someone out right away. We rented bicycles for the week and There are plenty of bike racks around in the complex to lock them up. We had a great week. Would rent this again

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• Island beauty

  Stayed 56 days ending in March, 2022

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  Dorothy K from Chicago, IL recommends this vacation rental

  I enjoyed this lovely porch high in the trees. I felt like I was living in a tree house. This unit was very comfortable however, there are no blankets in the unit. I stayed for two months and there were several cold nights and this was uncomfortable. I did finally use the heat. I would have loved a lounge chair for the porch. I had one for a while and then it was removed.

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• Great Time

  Stayed 7 days ending in October, 2021

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  a guest from Orlando , FL recommends this vacation rental

  Overall great time. All issues were handled promptly. Great place at a great location.

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• Very Nice Week

  Stayed 7 days ending in August, 2021

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  Robert C from Medford, NJ recommends this vacation rental

  The place was clean, a/c worked and had everything you need. My only complaints - they are minor - are that we could not use one of the showers for a day while we were there because the condo below us had a leak. Compass Realty did provide us with a credit for this inconvenience, which was very nice. Secondly, it would be much better if dropping off the keys were not as far away or as laborious as it was. We had trouble finding the place to drop the keys off and it was not close by. Lastly, the WiFi service was a challenge and the cable TV seemed to clip out very regularly. Thankfully, we were not there to watch TV. Aside from those minor issues, it was terrific: the location is ideal, the place is nice. the pool is nice also and the ceiling fans are plentiful.

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• Key West 2021

  Stayed 7 days ending in July, 2021

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  Damon S from Danville, KY recommends this vacation rental

  Basically perfect. No complaints. Would certainly stay here again.

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• Great rental property

  Stayed 8 days ending in June, 2021

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  Cindy R from San Francisco, CA recommends this vacation rental

  Loved our rental unit. Beds were comfortable, the place was very clean, kitchen well equipped. Loved the location, easy to walk every where. Easy check in and check out. We really enjoyed the balcony, nice to be able to sit outside.

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• Just a small bug :)

  Stayed 7 days ending in May, 2021

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  Karen K from BlacKwood, NJ recommends this vacation rental

  We always enjoy staying in the ship yard and other condos/townhomes in the area. We are repeat offenders when it comes to vacationing in Key West. The only complaint I have is that I believe the unit we stayed in may have had bed bugs when we arrived. My entire family has the bites on various parts of our bodies. I'm only telling you so that you take a good look at the unit in case it is bed bugs so you can mediate the issue. Have a great day! Karen.

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