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A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!

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A two-story house with a wooden deck, a balcony, and a patio area with outdoor furniture.
A bedroom with a bed, a ceiling fan, a desk with a lamp, and a view of the outside.
Interior
A coastal residential area with houses, a swimming pool, and a view of the ocean.
A modern living room with a dining area, a ceiling fan, a television, and a view of the outdoors.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroom680 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

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 Florida Keys Beaches. The condo includes a kitchen, a patio, and a refrigerator.
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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) - 14 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 SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!

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.

CHARMING 1ST FLOOR CONDO IN BEAUTIFUL "SHIPYARD" COMMUNITY OF TRUMAN ANNEX…
This adorable retreat with a community pool is located in the prestigious gated community of Truman Annex in Key West's famous Old Town neighborhood. With 2 bedrooms and 1 bath, it's cozy perfection for 2 couples or a small family. You will revel in the location which is only 2 blocks from the vibrant excitement of Duval Street and only 1/4 mile from the pristine beach of Fort Zachary Taylor State Park. You are walking distance to the island's hot spots: The Green Parrot, Sloppy Joe's, Hemingway's Home and Mallory Square - home of the famous nightly "Sunset Celebration".
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Your southernmost serenity begins as you enter the sun-filled living area, a perfect space to unwind after an exciting day on the town. The fully appointed kitchen has been totally remodeled with new cabinets, and granite countertops and will inspire you to conjure up your favorite tropical dishes. Decompress and read your favorite novel on the comfortable furnishings or indulge in relaxed conversation over a crafted cocktail. Enjoy hardwood floors, and ceramic tile throughout the home. A washer and dryer are provided for your convenience.

SLEEPING ARRANGEMENTS…
Slip into tranquil slumber in one of the two bedrooms with plush queen beds. The living room also offers a sleeper sofa.  The shared bathroom has  a walk-in shower and single vanity. 

OUTDOOR LIVING…
The Shipyard in Truman Annex is a charming, tree-shrouded hideaway with serene walking paths and lanes. The beautiful community pool is lined with lounge chairs and is perfect for soaking up the Key West sun. This unit features a beautiful landscaped courtyard located next to the community pool.

PARKING...
This home does offer parking for one vehicle, just steps from the front door -  (vehicle cannot exceed 18 ft.). Oversized trucks and extra large SUVs are not permitted and will have to park outside of this community. 

PETS...
This is a dog friendly home (no cats) 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 ESCAPE TO PARADISE IS CALLING...
The condo is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

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
  • Deadbolt lock

General

  • Unit size: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
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 welcomes pets
  • Service animals exempt from fees

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 and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • 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, a smoke detector, and a deadbolt lock.

Property is also known as

2450-274902

Frequently asked questions

What's there to see within easy reach of this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Florida Keys Beaches, and Fort Zachary Taylor Historic State Park. You'll also find Southernmost Point and Ernest Hemingway Home and Museum less than a mile away.

Is there parking available at A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!?

No, this condo doesn't offer parking.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

Is A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex! a good place to stay for couples?

Couples staying at this condo will value amenities like a kitchen, concierge services in some condo, as well as concierge services.

Does A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex! have a hot tub?

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

Does this condo provide breakfast?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay for free?

Although pets can't stay for free, they are welcome at this condo.

Does A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex! have connecting rooms available?

No, this condo doesn't feature connecting guestrooms.

Where is the closest airport to this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).

Are there rooms with balconies at A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!?

Yes, every condo at A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex! comes with a patio.

A SEAGLASS PARADISE ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 4 out of 6 reviews
Rating 8 - Good. 2 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

anne b.

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

Highly Recommend

Property was perfect for our stay! Communication and check in/out was seamless.
Stayed 8 nights in Jul 2025
Verified

10/10 Excellent

Leah R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Management was excellent at communicating with me. Absolutely wonderful location. Everything was clean and well stocked.
Stayed 7 nights in Nov 2025
Verified

8/10 Good

Dion W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was great and helped with the minor issues we had
Stayed 7 nights in Oct 2025
From a partner site

10/10 Excellent

Kim B.

A great 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: We loved the home and the area. The management team was wonderful.
Verified

10/10 Excellent

Tammy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for a couple , 3 people at most. Could use less decorative stuff for more space for personal items. No storage drawers or shelves in 2nd bedroom . For 2 people it was perfect .
Stayed 14 nights in Sep 2025
Verified

8/10 Good

Cathy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the condo! The bed was comfy, our parking spot was incredibly close to the condo, and the pool was directly behind our condo. The location was excellent. The center Duval St was only a couple of blocks from us. There was a splash pad and park behind our complex, and Ft Zachary State Park was just around the corner. My only negative about the stay would be the kitchen/cookware/knives were slightly under stocked; but that is a minor point. I would definitely recommend this unit!
Stayed 8 nights in Aug 2025

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