THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!

Top rated by guests
Shipyard community
Indoor dining
Fully equipped kitchen
Picturesque views
Steps to everything
review stars
9.4Outstanding
(24 Ratings)
"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 ..."
Carol M.
Don't miss out! Price and availability may change
9.4 / 10.0
Outstanding(24 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
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average

About this apartment rental

PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience.

CUTE CONDO IN STEPS FROM IT ALL…
This 2 bedroom, 1 bath ground level flat is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. This cozy downstairs unit has everything you'll need for your stay in paradise!
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Enter through the white picket fence and you are greeted by a lovely front porch with sitting area where you can sip coffee and plan your island adventures for the day. The flowing floor plan offers a spacious and lovely living and dining area that offer rest and relaxation after a day in the sultry sun and balmy breezes of the island. Whip up your favorite recipes in the fully equipped and stocked kitchen that overlooks the living area. A dining table for 4 sits next to the kitchen where you can enjoy cozy meals with your loved ones. A comfy couch, plush cushioned chairs and smart tv in the living area provide the perfect resting spot for bingeing on your latest shows and movies. A stacked laundry closet sits just off the living area for your convenience. Open the French Doors to your sweet backyard oasis.

SLEEPING ARRANGEMENTS…
The first queen bedroom is on the left as you enter the home. It offers a spacious hanging closet, smart tv, and a clothing dresser for your belongings. The primary bedroom also has a queen bed, smart tv, large hanging closet and clothing dresser, and is adjacent to the full bathroom, where you can wash off the day in the shower/tub combination.

OUTDOOR LIVING…
The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door in the living area to the delightful private deck, a shaded retreat outfitted for unwinding and refreshment.

PARKING...
This home does offer parking for one vehicle (vehicle cannot exceed 18 ft), but oversized trucks and extra large SUVs are not permitted and will have to park outside of this community.

PETS...
This is a pet friendly home with a required pet fee. Please include the size and breed when inquiring.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pet Fee (if applicable)

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

YOUR SWEET RETREAT...

Amenities at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!

Non-smoking
Pets allowed
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 Expedia properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Expedia 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 Expedia

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    Ratings and reviews

    9.4 / 10.0
    Outstanding(24 Ratings)
    10.0 / 10.0
    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: Great location that felt like home away from home!
    10.0 / 10.0
    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: From booking, to staying, to memories made, just a wonderful property. A very pretty property..beautifully presented and spotlessly clean. The bed was so comfortable and lovely quality bedding. The Sweet Life provided everything we needed. We loved the location too... really quiet and peaceful with a well kept private terrace and great pool area but also within a few minutes walk to bars, restaurants and the park. We hired bikes and cycled to the beach too... Best of Key West were always there to help if we had any questions. Will be back for sure X
    8.0 / 10.0
    Property was clean, great location, kitchen and bathroom really small, pool area good. The only concern I had was the doorway to the back patio only had a see through curtain on it. You could see inside the living room at night.That said I would still recommend the property.
    6.0 / 10.0
    Unfortunately our stay was at the time they were installing a new roof on the condo's and jack hammering up the sidewalks. We had debris on our patio and constant noise. There is always maintenance that needs to be done and we understand that but it was not a peaceful experience. The condo itself was close to the pool and well equipped. It was very clean and the bed was unbelievably comfortable. It felt like a safe environment and was within walking distance of many shops and restaurants. We would not hesitate to stay here again but just hoping it's not during a major condo complex upgrade.
    6.0 / 10.0
    A few issues that were somewhat resolved with some back and forth communication and negotiation after rainstorm damage. Location is excellent. Condo was very clean and outside area lovely.
    10.0 / 10.0
    Highly recommend the Truman Annex rental. Clean and convenient to downtown Key West with Duval Street just steps away. We had no problems or issues. Community pool was well maintained. Great place to stay!
    10.0 / 10.0
    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 condo appeared clean when we arrived, however we did find bugs in the shower and our bed that appeared to be cockroaches. We washed all rugs and couch cover before leaving. Chair arms and cushions are dirty and could use an updating. With all that being said, the Shipyard is our favorite place to stay and are saddened to hear that we can no longer rent on a weekly basis.
    10.0 / 10.0
    Great location and stay. Just steps from the pool, easy walk to the Truman Waterfront Market or Duval, unit clean and well decorated. Communication from Melanie the property manager was excellent as we were delayed.

    FAQs

    Is parking included with this apartment?

    Parking is not specified as an available amenity at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!. 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 THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! pet friendly?

    Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

    What amenities are available at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!?

    We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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