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BOOKING SMOKING HOT 2025 DEALS NOW!

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Come and Experience 'The Writer's Retreat'
Shipyard Condominiums are located within the Guard Gated Truman Annex Property
Separate Guard Gate into the Shipyard condo area
Front of the home with very close parking available
Entering through the first floor door takes you up to the second floor unit

Reviews

9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 665.0 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Outdoor space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪6 min walk‬
  • Mallory Square
    ‪10 min walk‬
  • Ernest Hemingway Home and Museum
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

BOOKING SMOKING HOT 2025 DEALS NOW!

City of Key West Business License # 28224

We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memorabilia welcome you into the abode our first guest affectionately called “The Writer's Retreat'.
This two bedroom, one bath condo with bleached grey hardwood flooring throughout is highlighted by a massive 65 inch Plasma TV loaded with thousands of movies at your fingertips. Relax on the designer furniture while enjoying the full collection of Hemingway's books or lose yourself in The Master Bedroom retreat which has been luxuriously decorated with 1000 thread count bedding on the Romantic Canopy Bed with French doors leading out to a spacious rear patio overlooking the pool.
The guest bedroom has two twin upgraded pillow top beds that can be converted to a King bed to accommodate a family or two couples. The King is stocked with a very thick down padding and luscious linens for maximum comfort. Enjoy the sounds of the keys or music of Buffet as the guest bedroom is decorated in tribute to crooner and the island lifestyle detailed in framed sheet music.
If staying in for the evening or fixing breakfast or lunch have fun in the 1950’s themed state of the art kitchen equipped with an imported European SMEG Fridge and Stainless Appliances. Likewise, the bathroom has been decorated in an art deco style typical of an earlier time in the Keys.
The front Family room area has features a queen sleeper sofa bed with a down pad and bedding for extra sleeping space. All pillows and bedding are down and of high quality in order to provide maximum comfort on your stay. Quite simply, we designed this home to fit in with the Keys lifestyle. It is bright, open and lends itself to a vibe which we hope catapults you to a great stay in our beloved Keys.

Please enjoy the slide show of our new wonderful home in Key West and we hope to accommodate your vacation needs.

TO VIEW OUR OTHER PROPERTIES VISIT
VRBO Listing #412277 & #497962 for Catalina Island
VRBO Listing #316356 PGA WEST La Quinta
VRBO Listing #592709 for San Clemente Beach
VRBO Listing #633858 for Park City Utah
VRBO listing #724909 for Garden District New Orleans
VRBO listing ID 815366 For Kiawah Island, Charleston South Carolina
VRBO Listing ID 901935 for Newport Beach

Please see contract for additional details.

Property manager

Jenny Blaylock
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Two twin beds or can be converted to King
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
RENTAL AGREEMENT - A valid Driver's License and signed Short-Term Rental Agreement are due after booking confirmation.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock

About the area

Key West

Located on the waterfront, this condo is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Mallory Square - 10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 11 min walk - 1.0 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 1.0 km
  • Southernmost Point - 18 min walk - 1.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Margaritaville - ‬6 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪Green Parrot Bar - ‬8 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Mattheessen's - ‬6 min walk

Frequently asked questions

Does BOOKING SMOKING HOT 2025 DEALS NOW! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is BOOKING SMOKING HOT 2025 DEALS NOW! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at BOOKING SMOKING HOT 2025 DEALS NOW!?

Check-in begins at 3:00 PM.

What time is check-out at BOOKING SMOKING HOT 2025 DEALS NOW!?

Checkout is at 10:00 AM.

Where is BOOKING SMOKING HOT 2025 DEALS NOW! located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Jackson Square and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 140 out of 195 reviews
Rating 8 - Good. 40 out of 195 reviews
Rating 6 - Okay. 14 out of 195 reviews
Rating 4 - Poor. 0 out of 195 reviews
Rating 2 - Terrible. 1 out of 195 reviews

9.2/10

Cleanliness

2.0/10

Staff & service

4.8/10

Amenities

6.8/10

Property conditions & facilities

8.0/10

Eco-friendliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Melissa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
The Writer's Retreat was conveniently located near all of the Key West attractions we wanted to visit. Once we were checked in, we didn't need to move the car again until we left. The community pool was a great amenity and was located close to the unit. The apartment was the perfect size for our family of four.
Stayed 3 nights in Mar 2025

10/10 Excellent

Christine B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday Getsway
We loved our stay! It was myself, my husband and my in laws.Clean, convenient and as advertised. We hope to return next year.
Stayed 5 nights in Mar 2025

10/10 Excellent

Jeremy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for KW getaway
First time to KW and the location is great and we comfortably walked everywhere. Condo owner was very responsive to questions. Comes with small kitchen and fridge for cooking but we did not use it because we were only there 4 days. Condo did accommodate our family of 6 but it was small and tight. Would be perfect for 4!Thank you for the opportunity the place was great.JP
Stayed 3 nights in Jan 2025

10/10 Excellent

Ken B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Condo was beautiful and located in the perfect location. Nice and quiet and a short walk to the fun busy town. Appreciate the stay and look forwarded to doing it again
Stayed 4 nights in Jan 2025

10/10 Excellent

Teresa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024

6/10 Okay

LeeBeth M.

Liked: Location
Disliked: Check-in
Great location, Condo OK
We had high hopes when booking this property-- write-up and reviews looked great, location was ideal. On the plus side- the location of the condo was great--close to everything Key West has to offer within walking distance! Nice community with a pool. Parking is right out front. Condo itself was another story-- definitely didn't live up to the description- it needs some updating/up-keep. Check-in was an hour after contracted time (apparently the previous guests had a late checkout, to our detriment); freezer needs a serious defrosting; the bathroom towels (ostensibly white) were dingy and stained; many of the light bulbs were out; TV remote batteries were dead; the backs of the dining chairs were so loose they are a safety concern; porch furniture (on either deck) not as depicted- torn cushions on the front deck furniture.
Stayed 3 nights in Jan 2025

8/10 Good

Neil B.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Great location
The property was in a great location to explore old town on foot. The complex and unit were comfortable. The unit could really use a deep clean and it would have been nice to have a workable freezer and ice machine. Otherwise the unit worked fine for our week stay.
Stayed 6 nights in Jan 2025

8/10 Good

Diane M.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
Nice condo decorated
Decorated nice. Did not like the broken bathroom faucet. I called to notify and was told it works but due to future bookings, it has been broken for awhile but still not fixed. Not pleased with the frost filled freezer.
Stayed 4 nights in Dec 2024

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
Property is in a perfect location to all key west has to offer. Clean and modern condo, we will be back.
Stayed 2 nights in Nov 2024

10/10 Excellent

Deborah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ladies Birthday Trip
My sister and niece and I came for a long weekend at Key West and had a great time! The location of the condo is so perfect- walkable to everywhere and the property is just as described. The pool was a great way to relax on the hot afternoons and all the bars and restaurants were so fun and convenient in the evenings .Would definitely recommend and stay here again.
Stayed 3 nights in Nov 2024

10/10 Excellent

Dani F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, convenient location
Stayed 4 nights in Sep 2024

10/10 Excellent

Alta W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Nice Unit=Enjoyed!
The unit was very clean and nicely appointed. The owners have provided (as far as we needed) all the utensils, dishes, etc. you will need. Although the ad says that there are no beach chairs provided, there is a big basket of them- perhaps left from previous visitors. Two things we had problems with: The freezer is TINY. It needs defrosted for one and a small bag of ice leaves no room for anything else. The key box on the outside door is not reachable for a vertically challenged person. If I hadn't had tall friends, I would have never been able to gain entrance. Other than that, location is ideal. I've stayed in the Truman Annex every time I've visited Key West (10-12 years). The fact that you can have a quiet place to go back to after being in the night life, I feel, is wonderful. Book the Writer's Retreat. You won't be disappointed!
Stayed 6 nights in Sep 2024

10/10 Excellent

Clayton C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Perfect location for getting around! Nice quiet neighborhood/street and just a block away from the party. Make sure to rent bikes, best way to get around town.
Stayed 3 nights in Sep 2024

10/10 Excellent

Nina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little retreat.
Property as described. Very comfortable, nice amenities. The host was very responsive and accommodating, would recommend.
Stayed 5 nights in Sep 2024

10/10 Excellent

Holly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Aug 2024

10/10 Excellent

Ian P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Aug 2024

10/10 Excellent

Ed B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Apr 2024

10/10 Excellent

Sarah E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Apr 2024

10/10 Excellent

Angie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2024

8/10 Good

Monica E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A little noisy
The property was nice and the community was fairly private with a little traffic. Unfortunately the unit below us was under construction and the contractor was a little loud and turned off the water at one point not knowing we were there. They were quick to turn it on when we informed them. There were painters that were working on the outside of our building including the front balcony so we did not use that area. We understand it is the off season but a heads up would have been nice. Otherwise the property was comfortable for our family.
Stayed 4 nights in Jul 2024

10/10 Excellent

Liz F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding Location
This property is great! It’s located in a quiet area of a very active town. The property clean, safe easily accessible to Key West best shopping, restaurants and bars
Stayed 3 nights in Jun 2024

10/10 Excellent

Vicki C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
We love staying in the Shipyard and find it a fantastic location. This property was the best unit we’ve stayed in. Very clean and comfortable with awesome decor. One room is a little tight with the queen bed taking up most of the room but the bed and bedding were very comfortable so it was easy to forget. Highly recommended.
Stayed 4 nights in May 2024

10/10 Excellent

Sally R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at Truman Annex
Great location in Key West. Easy to Uber or ride a bike around. The condo was very clean and the pool was nice. The beds were very comfortable. We had 4 adults stay there with one bathroom which was a little difficult. It was a little small for 4 adults. We really enjoyed sitting on both balconies, that did help with the space. Other than that it was a great choice in Key West!
Stayed 5 nights in Apr 2024

10/10 Excellent

Kristin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect retreat.
My husband, 8 year old son and my father- in -law enjoyed a quick trip down to Key West. This was a perfect place to stay as everything we wanted to do was easily walkable. The pool was a welcome place to go to cool down mid day and the balcony was delightful for end of the evening drinks.
Stayed 2 nights in Apr 2024

10/10 Excellent

Catherine N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place for a few relaxing days in Key West
Cozy place in a quiet condo very well located to visit Key West (old town, marina, southernmost point), enjoy the pool in a lovely garden, bars and restaurants and all the water activities nearby!
Stayed 2 nights in Mar 2024

About the host

Hosted by Jenny Blaylock

Host profile image
This home is managed by Simplicity Vacation Property Management. The home is owned by a family that loves to vacation in warm spots and has enjoyed Key West for many years. They loved the VRBO approach, but strive to offer a personable experience to our guests. In furtherance of this belief, they took great strides to decorate the home in such a way as to make it part of the total vacation experience. They hope when looking back on your vacation, the house will feature prominently in your memories and live on in spirit.

Why they chose this property

This property is a smaller property, but is located in the nicest area of Key West. We believe you will find it has been decorated impeccably and is designed with vacationers in mind with the installation of items such as closet organizers to avoid crowding the rooms with unnecessary furniture. It is a clean and above all else fun place to stay as a family or as a couple's get away.

What makes this property unique

Our unit has a parking spot right in front of the front door and the back of our unit overlooks the pool area which is a gorgeous view. When comparing units available we found this particular unit to have a superior location within Shipyard as several overlook a parking lot or are in view of other unit's yards.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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