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Ring in the New Year Right. 2025 Special on Open Nights

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Exterior
Terrace/patio
A heated pool
Fridge, microwave, oven, stovetop
TV, books, music library, video library

Reviews

9.4 out of 10

Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 665 sq m

Popular amenities

  • Washer
    Washer
  • Parking available
    Parking available
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Dryer
    Dryer
  • Pool
    Pool

Explore the area

Map
Key West, FL
  • Harry S. Truman Little White House
    5 min walk
  • Duval Street
    6 min walk
  • Mel Fisher Maritime Museum
    7 min walk
  • Key West, FL (EYW-Key West Intl.)
    8 min drive

Room options

Similar properties

Living Area

Sea Breeze, Near Downtown!| Off-Street Parking!

Kitchen
Washer
Dryer
Air conditioning
4.8 out of 5, Exceptional, (34)
The price is CA $653
per night
CA $1,296 total
includes taxes & fees
7 Dec - 8 Dec
Sea Breeze, Near Downtown!| Off-Street Parking!

About the area

Key West

City center stay.Within a 15-minute walk of this Key West Historic District condo, you'll find Duval Street and Mallory Square. Jackson Square and Harry S. Truman Little White House are also within half a mile (1 km).
View more Condo rentals in Key WestOpens in a new window

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 Intl. Airport (EYW) - 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

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Ring in the New Year Right. 2025 Special on Open Nights

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

Languages

English

Property amenities

Pool/Spa

  • Heated pool
  • Shared/communal pool

Internet

  • Internet access

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite service
  • Books
  • Video library
  • Music library

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Phone

Location highlights

  • On the waterfront
  • In the city center
  • Near a health or beauty spa
  • Near a hospital

Things to do

  • Cycling nearby
  • Power boating nearby
  • Windsurfing nearby
  • Kayaking nearby
  • Fishing nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Water tubing nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

General

  • Unit size: 700 sq ft (65 sq m)

Policies

Check-in

Check-in time starts at 3:00 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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: two twin beds or can be converted to King

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Start 2019 off Right Hands Down Best Deal Key West Condo
Start 2019 off Right Hands Down Best Deal Condo
Start 2019 off Right Hands Down Best Deal Key West
Start 2019 off Right Hands Down Best Deal
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Start 2019 off Right Hands Down Best Deal Condo
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KEY West Summer Slam Special $205 A Night Until 8/21 Condo
Start 2019 off Right Hands Down Best Deal
KEY West Summer Slam Special $205 A Night Until 8/21 Key West
Condo Start 2019 off Right With Hands Down Best Deal in Key West
Start 2019 off Right Hands Down Best Deal Condo
Start 2019 off Right Hands Down Best Deal
Start 2019 off Right With Hands Down Best Deal in Key West

Ring in the New Year Right. 2025 Special on Open Nights Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 134 out of 186 reviews" "
Rating 8 - Good. 38 out of 186 reviews" "
Rating 6 - Okay. 13 out of 186 reviews" "
Rating 4 - Poor. 0 out of 186 reviews" "
Rating 2 - Terrible. 1 out of 186 reviews" "

9.4/10

Cleanliness

2.0/10

Staff & service

4.8/10

Amenities

6.8/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Deborah C.

Liked: Cleanliness
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
Nice place, convenient location
Stayed 4 nights in Sep 2024

10/10 Excellent

Alta W., Rock Creek

Liked: Cleanliness
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
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
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
Stayed 3 nights in Aug 2024

10/10 Excellent

Ian P.

Liked: Cleanliness
Stayed 5 nights in Aug 2024

10/10 Excellent

Ed B.

Liked: Cleanliness
Stayed 5 nights in Apr 2024

10/10 Excellent

Sarah E.

Liked: Cleanliness
Stayed 7 nights in Apr 2024

10/10 Excellent

Angie H.

Liked: Cleanliness
Stayed 3 nights in Mar 2024

8/10 Good

Monica E.

Liked: Cleanliness
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
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
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
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
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
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

10/10 Excellent

Mark E.

Liked: Cleanliness
Wonderful stay
Completely enjoyed our stay. Great location, great place. Pictures and descriptions were very accurate. Condo was very cozy and comfy. Would highly recommend to anyone
Stayed 3 nights in Mar 2024

10/10 Excellent

The Janet K.

Liked: Cleanliness
Great location!
Excellent location, in walking distance of all the main attractions of historic Key West, yet very quiet, safe neighborhood.
Stayed 2 nights in Mar 2024

10/10 Excellent

Elizabeth G.

Liked: Cleanliness
Key West Adventure
Property was exactly as listed. It’s in a great location. We were within walking distance of any place we had planned to visit. Neighbors gave us some excellent restaurant recommendations. We had a wonderful time and can’t wait for a return visit!
Stayed 3 nights in Mar 2024

8/10 Good

Ben S., Lenoir City, TN

Liked: Cleanliness
Writers Retreat Winter 2024
Great location and tropical gardens and pool. 2 blocks to Duval and 1 block to the Parrot. The refrigerator should be replaced with a larger unit that can hold ice and frozen food if you are staying more than a few days. It worked fine but we could not really use the freezer. Management is aware of the issue as I have seen the same comments on several reviews. Overall a great stay. Tnanks Writers Retreat!
Stayed 28 nights in Feb 2024

10/10 Excellent

Amy P.

Liked: Cleanliness
Charming
Absolutely charming and a great location!
Stayed 2 nights in Jan 2024

8/10 Good

Eric a., Seattle, WA

Liked: Cleanliness
Great location
Great location. Nice theme. Would be cramped with 6 people. This is a second floor condo, accessed by stairs (I did not see this mentioned in the listing, other than a photo). Bedrooms are cramped. Master bedroom has a very comfortable, 4 poster bed, one night stand and a closet with greatly reduced storage capacity due to it containing sheets, towels, bedding… Only cold water in the bathroom sink. Freezer needs defrosting and ice trays replaced. Washer and dryer were a bonus!
Stayed 3 nights in Jan 2024

10/10 Excellent

Jay D., LEES SUMMIT

Liked: Cleanliness
Beautiful and convenient
The property was beautiful, very nicely decorated and incredibly convenient. Loved the stay and will be back.
Stayed 4 nights in Dec 2023

10/10 Excellent

Ryan O.

Liked: Cleanliness
Excellent stay in Key West
Everything about the location and property was spot on. Would stay here again!
Stayed 4 nights in Dec 2023

6/10 Okay

Phil, Virginia Beach

Travelled with family, Travelled with group
Liked: Cleanliness, property conditions & facilities
Location is convenient & has pool & parking. They need to update their arrival paperwork;almost everything was incorrect about keys, WIFI, TV, & Parking pass. Keys were not located as described; WIFI info wrong; TV remotes not the same as pictured/described; Parking pass not in location that it said it would be. I figured all of this stuff out on my own. Also need to update pool safety contract; it says "The home you have rented includes a community outdoor pool and a Jacuzzi"; we were excited about the Jacuzzi even though one is not included on the listing. There is no Jacuzzi. Nice Hemingway theme throughout the property. The kitchen had everything we needed. The biggest issue was the freezer. It was tiny. We bought a bag of ice for drinks, but it would not fit. It only fits a few ice trays--not enough ice for 6 people. Rain and windy our entire stay; if I could have predicted that, I would have gotten a bigger place. A bit small for 6 people to hang out and use one bathroom; one bedroom did not have room to put luggage. Due to rain and wind, couldn't use larger outdoor porch. Was able to sit on the small covered front porch somewhat so that was nice. New washer and dryers were nice, especially since every trip outside required us to dry our gear upon return. Girls rented bikes around the corner and that was nice. Husband liked the short walk to bars, esp. the Green Parrot. Love the area and will stay in vicinity again as I have at several of this compound's rentals.
Stayed 4 nights in Dec 2023