Entire condo

Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action

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Terrace/patio
Property grounds
Outdoor dining
Fridge, microwave, oven, stovetop
TV, DVD player

Reviews

9.0 out of 10
Wonderful

Entire condo

2 bedrooms1 bathroomSleeps 460 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Air conditioning
  • Outdoor space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About this property

Entire place

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

Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action

Seashore at the Shipyard

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Step into your slice of paradise in the heart of Old Town Key West. Perfectly located within the sought-after Truman Annex, this stylish coastal escape offers the best of both worlds — resort-style comfort and authentic island adventure.

Wake up to the sound of swaying palms and sip your morning coffee on the private balcony, where ocean breezes set the tone for another beautiful day. When you’re ready to explore, you’re just steps from Mallory Square, Duval Street, and Fort Zachary Taylor Historic Park — all less than a mile away. Spend your days snorkeling, biking, or hopping on a ferry to Sunset Key for a day trip filled with tropical bliss.

After a sun-soaked afternoon, cool off in the shared community pool or unwind on the patio before cooking up your fresh catch in the fully equipped kitchen. From movie nights on the flat-screen TV with cable and WiFi access to relaxing evenings in the cool comfort of central AC, every moment here feels effortless.

When it’s time to refresh, the private washer/dryer and spacious layout make extended stays easy. Plus, you’ll enjoy the rare convenience of a private parking space — a luxury in downtown Key West.

✨ Highlights & Amenities
•Prime location in the Truman Annex, minutes from beaches, dining, and nightlife
•Shared pool surrounded by lush tropical landscaping
•Private balcony & patio for outdoor lounging
•Fully equipped kitchen with modern appliances: fridge, stove, microwave, and dishwasher
•Private washer & dryer, iron, and all essentials provided
•High-speed internet, cable TV, and DVD player
•Central and partial AC for year-round comfort
•One private parking spot

❤️ Why You’ll Love This Home

You’ll fall in love the moment you step inside — where coastal charm meets the laid-back energy of Key West living. Tucked inside the exclusive Truman Annex, this home puts you steps from everything that makes the island magical — from the sunset celebrations at Mallory Square to the soft sands of Fort Zachary Taylor Beach.

☀️ The Mornings: Begin with coffee on your private balcony, where the island breeze and distant sounds of the sea set a peaceful tone for your day.

🏖️ The Days: Lounge by the shared pool surrounded by lush palms, stroll down to the beach, or wander through historic streets filled with art, music, and hidden gems.

🌅 The Evenings: As the sun melts into the horizon, join the locals at Mallory Square for the nightly celebration — or enjoy a quiet dinner at home, cooking fresh seafood in your fully equipped kitchen before unwinding in cool central AC.

💦 The Little Luxuries:
•Your own private washer/dryer so you can pack light and stay fresh
•Private parking (a rare Key West luxury)
•Fast WiFi and streaming-ready TV for those cozy nights in
•Balcony & patio spaces perfect for morning yoga, evening cocktails, or a good book in the breeze

Here, every detail invites you to slow down, breathe deep, and rediscover what “vacation” really means.

Whether you’re here to celebrate a sunset at Mallory Square, wander through the Little White House, or simply unwind by the pool, this Truman Annex retreat captures everything that makes Key West unforgettable. No matter what you choose to do on your vacation, this Florida coast home will make sure your stay stress-free and fun-filled!

*Please note that last-minute bookings cannot be made online.

Parking notes: There is free parking available for 1 vehicle.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
During your stay at this condo building, you're just a quick walk from Duval Street. Enjoy features like laundry facilities. The condo offers a kitchen and a balcony.
  • Air-conditioned condo with kitchen, washing machine, and balcony
  • Amenities include laundry facilities
  • Within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum
This condo offers its guests laundry facilities. The front desk is open around the clock.

This Key West condo is smoke free.


Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: WiFi

Parking and transport

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 646 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

Rules

For information about quiet hours, please refer to the listing description.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

10820

Reviews

Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action Reviews

9.0

Wonderful

9.6/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities
Rating 10 - Excellent. 35 out of 54 reviews
Rating 8 - Good. 12 out of 54 reviews
Rating 6 - Okay. 6 out of 54 reviews
Rating 4 - Poor. 1 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

Reviews

10/10 Excellent

Karen

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
The condo was clean and very well maintained. There were ample bath and beach towels supplied, as well as laundry and dishwasher detergent. We had to buy our own bath soap, condiments (salt/pepper), and coffee (only a day or two packets of coffee were supplied). The pool was close to our unit and there were plenty of chairs and tables. It would have been helpful if we could have communicated with the condo owner prior to our stay to get more detailed information about the unit. Overall, it was a very nice place to stay and we would recommend it to others.
Stayed 7 nights in Apr 2024

10/10 Excellent

edward O.

Liked: Cleanliness

Truman Annex Stay

The unit at the Truman Annex was very clean and just the right size for the two of us. Key West is a walking town and the Truman Annex is in a great location to get to most of the town.
Stayed 7 nights in May 2023

6/10 Okay

Jeff and Kris G., Hemlock, In

Liked: Cleanliness

Very basic rental

The good: location! The condo is in the Truman Annex which is quiet and convenient to everything. The parking spot is a little difficult to find because it’s not in front of the condo. The pool is nice, plenty of chairs and shade when needed. The not so good: the condo is VERY basic. There are no plastic cups to have drinks down by the pool. There is nothing to carry your towels in to go to the beach. There are no games. The TVs and neck straining to watch because they’re mounted too high and they are small. Basically there are just NONE of the little extras that make renting a private condo appealing and there are way too many choices to choose such a basic one. And yes I know you’re in paradise but we all need a little downtime to relax so when you’re inside it should be well equipped. The bad: the air conditioning went out on our second day. The condo was 82 degrees for three days. I wouldn’t actually complain about this because it’s just something that happens. However, the Vacasa management is VERY POOR. I had to call them THREE times to get an update on when they would fix it. The maintenance guy brought two “portable air conditioners” that even he said “won’t help much”. They did not, it got down to 78 one night and that’s it. The biggest problem for me is the lack of communication. We’re paying over 2k for a week in a condo and you can’t even be bothered to call the tenant when they report a problem? It’s poor management.
Stayed 7 nights in May 2023

10/10 Excellent

Brian M.

Liked: Cleanliness

Great location

Perfect location in the Truman Annex, close to Fort Zachary beaches, music events, Duval street and Mallory Square. Close, but far enough away to retreat to some solitude.
Stayed 7 nights in Jan 2023

10/10 Excellent

Natalie T.

Liked: Cleanliness

Request

Would have liked 2 dish washing soap dispensers and a few more washing machine and dishwasher pods. Thank you
Stayed 7 nights in Jan 2022

10/10 Excellent

Catherine C.

Liked: Cleanliness

Great location

Just enough space for four adults. Great quiet location but a short walk to Duval St and harbors.
Stayed 7 nights in Jan 2022

8/10 Good

Amy M., Shelby Township, MI USA

Liked: Cleanliness

Perfect location simple accommodations

The location of this condo could not have been better for our family. We could easily walk to anywhere in downtown, yet it was quiet for easy sleeping. The unit itself was bare minimum. Nothing fancy- basic essentials were covered. Washer and dryer in the unit was nice to have. It’s a bit dated, older furniture, basic plates and cups to use. Cable didn’t work and Wi-Fi was sketchy but we got by since we were rarely in the unit. Pool was close by and very clean- perfect for us. We would definitely stay here again!
Stayed 9 nights in Dec 2021

10/10 Excellent

Maureen P.

Liked: Cleanliness

Excellent location Beautiful Condo

Perfect size condo for me and my three adult daughters. We loved the two balconies; one in the front and one in the back. Very nice washer/dryer. Definitely will book again.
Stayed 7 nights in Nov 2021

6/10 Okay

Jeremy L.

Liked: Cleanliness

Communication issues

The pool was only open for 1 day of our stay. The main reason why we booked in Shipyard was because of the pool. We reached out to Vacasa and asked when the pool would be open again and after sending our confirmation number, we never received a reply. We feel as if we were unable to fully use the amenities at our condo and after reaching out, was never given any info. Overall the property, location, and check in/checkout process were great. Communication with your customers should come first in my mind and we are very unhappy with your failure to do so.
Stayed 7 nights in Aug 2020

10/10 Excellent

Jon S.

Liked: Cleanliness

Great Location in old town Key West

This is a great location near Duvall Street. We slept very well. The queen bed was very comfortable. Overall the condo was clean but could use some minor maintenance. Patio door needs replacing. Kitchen needs better cookware. (clean but worn out) Owner asked renters to throw in a load of towels and I would have done that, if there was laundry soap in the unit. We enjoyed our stay and would rent again.
Stayed 7 nights in Jan 2020

10/10 Excellent

Nell C.

Liked: Cleanliness

Key West Condo

The rental company and the location were top notch. This condo does not have ANY bells and whistles. The toaster is half broken, the coffee pot had a broken top, the TV is tiny and ancient. We weren’t able to do any serious cooking as the kitchen was very small and sparsely accessorized. Will come back to the neighborhood but not this unit
Stayed 14 nights in Feb 2020

10/10 Excellent

Donna/Ned S., Annapolis, Maryland

Comfortable little cottage with 2 balconies!

It is wonderful to book a stay and then find out that it is as good as you hoped for. This two bedroom, VERY clean unit is nicely furnished, with great beds, and with 2 private balconies. The kitchen had everything we needed and the towels and bedding were top notch. Location is everything and it was an easy walk to Duval Street. We would stay here again!
Stayed 7 nights in Mar 2019