See all properties
Save
Entire condo

BOOKING SMOKING HOT 2025 DEALS NOW!

Immerse yourself in Keys lifestyle charm with luxurious linens, art deco decor, and sounds of island music.

Photo gallery for BOOKING SMOKING HOT 2025 DEALS NOW!

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

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 665 sq m

Popular amenities

  • Washer
  • Outdoor Space
  • Air conditioning
  • Kitchen

About this property

Entire place

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

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

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
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • 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
  • Video library
  • Books
  • 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

  • Whale watching nearby
  • Water tubing nearby
  • Kayaking nearby
  • Parasailing nearby
  • Birdwatching nearby
  • Scuba diving nearby
  • Windsurfing nearby
  • Marina nearby
  • Wildlife and game walks 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)

Similar properties

Exterior detail

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

  • Pool
  • Hot Tub
  • Kitchen
  • Washer
9.2 out of 10, Wonderful, (188)
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

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

Pets not 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

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
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 Condo
Condo Start 2019 off Right With Hands Down Best Deal in Key West
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

About the neighborhood

Map
Key West, FL

What's nearby

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

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

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!?

Check-out 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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

BOOKING SMOKING HOT 2025 DEALS NOW! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 138 out of 193 reviews
Rating 8 - Good. 40 out of 193 reviews
Rating 6 - Okay. 14 out of 193 reviews
Rating 4 - Poor. 0 out of 193 reviews
Rating 2 - Terrible. 1 out of 193 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

Reviews

10/10 Excellent

The Janet K.

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

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

10/10 Excellent

Ryan O.

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

10/10 Excellent

Mark E.

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

Jay D., LEES SUMMIT

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

Amy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming
Absolutely charming and a great location!
Stayed 2 nights in Jan 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

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

Liz F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute condo in a great location
I highly recommend you rent this place! It has everything you need in a safe and secure place.
Stayed 3 nights in Jun 2023

10/10 Excellent

Elizabeth G.

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

10/10 Excellent

George W., Atlanta, Ga

Liked: Cleanliness, check-in, communication, location, listing accuracy
First Key West Visit
Writer's Retreat was a highlight. Conveniently located, quiet, clean and comfortable. Two porches a delight.
Stayed 3 nights in Oct 2023

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

Barbara A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Wonderful spot to walk around and get to all the great highlights of Key West. The house was in a Safe and clean location.
Stayed 4 nights in Feb 2022

10/10 Excellent

Alan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway
Great place to stay, amenities were just right. Close to the pool. Quiet property to relax and unwind. Parking is limited so prepare.
Stayed 3 nights in Jul 2023

10/10 Excellent

Kelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway location
The condo was lovely. Decorated nicely. Everything we needed. Loved the location, close to it all. I definitely recommend
Stayed 4 nights in Feb 2023

10/10 Excellent

Jennifer D., Bloomfield Hills, MI

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Location
We love the location since you can walk to anywhere you want to go! Property is clean, classy decor and has everything you need. We can’t wait to come back! ❤️
Stayed 7 nights in Feb 2023

10/10 Excellent

Amanda W., Knoxville,Tennessee

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super clean- convenient location
Beautiful condo! Very clean. Perfect for our family. Close to everything in the tourist area of key west but also in a gated community so it felt not as busy.
Stayed 2 nights in Mar 2023

10/10 Excellent

Marlene P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway in paradise
Our group of two couples couldn’t have asked for a better location, amenities, cleanliness, and ease of check in for our three night stay. While a small item, we were taken aback when we were told we had to provide our own toilet paper when the supply ran out.
Stayed 3 nights in Oct 2023

10/10 Excellent

Lori W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as advertised
Writer's Retreat is a beautifully decorated upstairs condo. The location is walkable to everything and we enjoyed relaxing poolside. The condo was clean and supplied with all expected kitchen basics. Plenty of clean towels and extra bedding if needed. We would definitely stay here again.
Stayed 7 nights in Jun 2023

10/10 Excellent

Bradley K., Staunton

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location & Facility
This is as good as you can get for a reasonable cost close to Whitehead, Duval, Mallory Sq, the Water Front & Zachary Taylor Beach. Great food places within short walks. Park in a reserved spot and walk most if not all the places you will want to see. The owners and keep staff are great to work with and communicate very well. I hope to be back, now our favorite place in Key West.
Stayed 4 nights in May 2023

10/10 Excellent

Christy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location!
The property exceeded expectations. Accommodations were just enough for two couples. The location was awesome. Walking distance to Duvall Street (10 min walk) and sunset pier (20 min walk). We visited in July which was VERY HOT. It was nice to do the 'touristy stuff' and return midday to chill in the pool and then go back out at night.
Stayed 4 nights in Jul 2023

8/10 Good

Vickie M.

Liked: Check-in, communication, location, listing accuracy
Great Location
Great location close to everything. Close to Duval but far enough way to be quiet. Short walk to the park to watch amazing sunset. 2 nice balconies to relax on, the one in back is very quiet and a nice place for morning coffee. Close to the pool. Lots of extras: laundry detergent, condiments, and kitchen stocked well.
Stayed 4 nights in Dec 2021

8/10 Good

Ben S., Lenoir City, TN

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

Ashley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely condo close to everything!
We had always wanted to stay at the Truman Annex and this was finally our chance! Our condo was just lovely and had basically everything we needed. There was comfortable bedding for all, two twins for our boys which was perfect. The kitchen was stocked with all that we needed and a full-size fridge, and W/D which was so so helpful as well. The bathroom was a tad tight for the 4 of us at times, but that would be the only "downside" I could see, and we made it work. Loved the Hemingway theme, check in/out was seamless and clear, no issues at all. We would stay here again for sure! Thank you for such a great stay!
Stayed 3 nights in Jul 2023

8/10 Good

Eric a., Seattle, WA

Liked: Cleanliness, check-in, communication, location
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