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

Top rated by guests
Pool
Private kitchen
Private kitchen
Interior
Property grounds
review stars
9.1Outstanding
(53 Ratings)
"Everything was great. Long time visitor to Key West. This unit was clean, friendly and close to everything."
Bob C.
Don't miss out! Price and availability may change
9.1 / 10.0
Outstanding(53 Ratings)

Apartment in Key West, FL

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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.

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

Family friendly

Map of Key West, FL


Things to know


Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

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    Ratings and reviews

    9.1 / 10.0
    Outstanding(53 Ratings)
    10.0 / 10.0
    Everything was great. Long time visitor to Key West. This unit was clean, friendly and close to everything.
    10.0 / 10.0
    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.
    8.0 / 10.0
    Nice clean and convenient to everything!
    10.0 / 10.0
    we were able to go out and come back several times during the day because of the location. Coffee, beach, sunset, then Duval....repeat
    10.0 / 10.0
    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.
    6.0 / 10.0
    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.
    10.0 / 10.0
    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.
    4.0 / 10.0
    The location is perfect, the pool is lovely. The onsite staff are pleasant and the unit appeared to be really clean. Having said that, The unit leaves a lot to be desired to comfortably accomodate guests. We booked for four adults. The seating in the living space technically seats four however the chairs are so worn through that the rush seats are below the frame thus making them unusable. The sofa is old but as long as you don't use the sleeper, it is serviceable. The sleeper is horrible. The bed in the master is on wheels and the headboard is not attached. At two in the morning, rolling over felt like Mr. Toad's wild ride so I tried to sleep on the pull out. I sent pictures of the horrible bite marks that I woke up with, to the management. They texted that someone would get back to me. No one did. My son appreciated that his bed was against two walls, that minimized his bed traveling however, my other kid did woke up every morning with the headboard leaning over her pillow. I do not understand why a management company would not have properly assembled beds much less a master bed on wheels on tile. This is not a suite designed for discreet romance. I returned mid day to the apartment to find unannounced men on the balcony. I was a bit freaked out since my daughter was napping in the apartment at the time. I communicated with the management that I needed to know when workers were going to be in the apartment. They assured me that they would, until the next day when another unannounced worker came by to fix a water issue ( I know it was a water issue because the retiree below us let me know all about the issues with the condenser dripping onto her deck, apparently this is a long term issue causing rot to her unit, I assured her that we did not know the owners thus, could not do anything). Generally speaking, the workers were all pretty nice guys who did their best to keep out of the way. Had we known they were coming, we would have planned accordingly. Unfortunately, cutting and installing new gutters on the deck while hubs was trying to get through a webex call with a team of executives proved to be problematic for my husbands work day. The pool is nicely maintained. It gets a bit crowded and several of the retirees had fairly loud conversations about the crowds getting worse because the HOA only allows 26 weeks of rental per year but owners are ignoring the rules and crowding the pool. The park behind the Truman Annex is beautiful, the unit is perfectly located and the grounds are a pleasure to walk through. Several other management companies are present in the complex including Compass. I would not recommend a property managed by Vacassa due to poor customer service but I would recommend this gated community. There were a few other irritants but I feel like a week of bad sleep just emphasized what should be non issues so just know, bring a few dishwasher pods if you are here for any length of time. They only give you two and you don't want to leave unwashed dishes anywhere in Florida. If you come in at night, parking is not in front of the unit door. If you are a light sleeper you may want to bring earplugs, one of the neighbors listens to their television pretty loud. If the ironing board falls on you, slide it under the bed, it fits fine just don't leave it close to the bed's wheels -no one wants that extra noise.

    FAQs

    Is parking included with this apartment?

    Parking is not specified as an available amenity at Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action. For more information, we encourage you to contact the property about where to park.

    Is there a pool at this apartment?

    We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

    Is Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action pet friendly?

    Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

    What amenities are available at Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action?

    We found 1 amenities for this rental. This includes , and family friendly.


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