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Condo

Come and Experience 'The Writer's Retreat'

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

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms1 bathroomSleeps 6700 sq ft

Popular amenities

Dryer
Washer
Kitchen
Outdoor space

Explore the area

Key West, FL

Duval Street
‪5 min walk‬
Ernest Hemingway Home and Museum
‪7 min walk‬
Mallory Square
‪9 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 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

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

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Amenities

Pool

Kitchen

Washer

Dryer

Air conditioning

Outdoor space

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Kitchen
Air conditioning
Microwave

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Two twin beds or can be converted to King

Events

No events allowed

Pets

No pets allowed

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

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

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.

Key West, FL

What's nearby

Duval Street - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Mallory Square - 9 min walk - 0.8 km
Southernmost Point - 15 min walk - 1.3 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.

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

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

8/10 Good

Kenneth M.

5 May 2025

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

Key Condo

Very nice property in a great location, easy walk to bars, shops, beaches and the Port. Would recommend

Stayed 3 nights in May 2025

10/10 Excellent

Ian P.

12 Sept 2024

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

Stayed 5 nights in Aug 2024

8/10 Good

MARIE F.

11 Sept 2022

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

Beautiful condo but no pool available

I loved this property as it was close to Duval street but in a quiet area .I could see that the amenities would be great for a 3 night stay so splashed out as there was a communal pool too ;perfect after seeing the sights of Key West .unfortunately the pool was not in operation so awaiting a response

Stayed 3 nights in Sep 2022

10/10 Excellent

CHRISTINA W.

15 Jun 2022

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

Perfect

2 bedrooms but plenty big enough for 4 adults every facility u could wish for including a kettle to make hot tea (cos we are Brits). Easy walking distance to shops/restaurants, would happily stay here again & certainly recommend. 😉

Stayed 2 nights in Jun 2022

8/10 Good

Tanya D., Glasgow

28 Jul 2018

Fabulous apartment in a fabulous location!

My husband and 2 young girls (6 & 5) stayed for 3 nights end of June 2018. The upstairs apartment is in a gated complex in a quiet part of town with a dedicated parking space directly outside. No need for a car to explore all the top hot spots as everything is in easy walking distance. Apartment itself is beautiful and well equipped. 2 good size bed rooms with king size bed & 2 x large singles in the other. Kitchen well equipped although dishwasher didn't close so couldn't use it. Good sized washing machine & drier. Lovely balcony off the living room & main bedroom. Negative points were the dirty bed linen in the main room upon arrival so I washed & dried them myself, also termites and a visit from an exterminator on our first morning although transpired he didn't know we were staying. Nothing too major and did not tarnish our stay. The pool is out the back in the middle of the complex. Fine size for a dip & plenty loungers. Keep an eye out for iguanas wandering around. Would I stay again....absolutely & look forward to returning one day. Visit Charlie Macs for excellent pub grub.

Stayed 3 nights in Jun 2018

8/10 Good

Dawn Q.

6 May 2025

Liked: Check-in, communication, location, listing accuracy

Good location in Key West

We had a nice stay. The beds were very comfortable, and it was conveniently located to many walkable restaurants. The pool area was quiet, and we had everything we needed for our stay. We enjoyed the double balconies too. My only negative comment would be about the overall cleanliness. The bathroom, kitchen and floors were in need of more attention to detail by the cleaning staff. Overall, I would recommend the property, however the cleanliness was lacking as mentioned above.

Stayed 3 nights in Apr 2025

10/10 Excellent

Katherine K.

21 Apr 2025

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

Spring break

Spring break with my husband and two teens. Great proximity to everything old town has to offer. Comfy beds. Fit the 4 of us perfectly.

Stayed 2 nights in Apr 2025

8/10 Good

judith m.

10 Apr 2025

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

Four sisters trip

Great location with use of the pool. Loved the second floor porches on front and rear of the unit. Tight bedrooms with one small bathroom. Cleaning crew was at our door at the 10am checkout time.

Stayed 3 nights in Apr 2025

10/10 Excellent

Melissa S.

2 Apr 2025

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.

22 Mar 2025

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.

6 Feb 2025

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.

22 Jan 2025

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.

22 Jan 2025

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

Stayed 4 nights in Dec 2024

6/10 Okay

LeeBeth M.

19 Jan 2025

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.

11 Jan 2025

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.

22 Dec 2024

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.

10 Nov 2024

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.

4 Nov 2024

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.

8 Oct 2024

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

Nice place, convenient location

Stayed 4 nights in Sep 2024

10/10 Excellent

Alta W.

4 Oct 2024

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.

30 Sept 2024

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.

17 Sept 2024

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.

15 Sept 2024

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

Stayed 3 nights in Aug 2024

10/10 Excellent

Ed B.

10 Aug 2024

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

Stayed 5 nights in Apr 2024

10/10 Excellent

Sarah E.

10 Aug 2024

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

Stayed 7 nights in Apr 2024

About the host

Hosted by Jenny Blaylock

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

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BOOKING SMOKING HOT 2025 DEALS NOW!

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Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

Bedroom 2

1 bathroom

Bathroom 1

Spaces

About this property