8/10 Good
Kenneth M.
5 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key Condo
Kenneth M.
Stayed 3 nights in May 2025
Condo
BOOKING SMOKING HOT 2025 DEALS NOW!
Photo gallery for BOOKING SMOKING HOT 2025 DEALS NOW!
Reviews
9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 665 sq m
Popular amenities
Explore the area
Key West, FL
- Duval Street5 min walk
- Mallory Square9 min walk
- Southernmost Point15 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
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.
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
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
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.
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
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
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 window9.2/10
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
Katherine K.
21 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring break
Katherine K.
Stayed 2 nights in Apr 2025
10/10 Excellent
Melissa S.
2 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Melissa S.
Stayed 3 nights in Mar 2025
8/10 Good
judith m.
10 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Four sisters trip
judith m.
Stayed 3 nights in Apr 2025
10/10 Excellent
Christine B.
22 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday Getsway
Christine B.
Stayed 5 nights in Mar 2025
10/10 Excellent
Ken B.
22 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Ken B.
Stayed 4 nights in Jan 2025
10/10 Excellent
Michael M.
10 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
Michael M.
Stayed 2 nights in Nov 2024
10/10 Excellent
Jeremy P.
6 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for KW getaway
Jeremy P.
Stayed 3 nights in Jan 2025
8/10 Good
Neil B.
11 January 2025
Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Great location
Neil B.
Stayed 6 nights in Jan 2025
10/10 Excellent
Clayton C.
30 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Clayton C.
Stayed 3 nights in Sep 2024
10/10 Excellent
Deborah C.
4 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ladies Birthday Trip
Deborah C.
Stayed 3 nights in Nov 2024
10/10 Excellent
Nina B.
17 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little retreat.
Nina B.
Stayed 5 nights in Sep 2024
10/10 Excellent
The Janet K.
22 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
The Janet K.
Stayed 2 nights in Mar 2024
10/10 Excellent
Catherine N.
3 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place for a few relaxing days in Key West
Catherine N.
Stayed 2 nights in Mar 2024
10/10 Excellent
Liz F.
15 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding Location
Liz F.
Stayed 3 nights in Jun 2024
10/10 Excellent
Jay D., LEES SUMMIT
3 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and convenient
Jay D.
Stayed 4 nights in Dec 2023
10/10 Excellent
Amy P.
25 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming
Amy P.
Stayed 2 nights in Jan 2024
10/10 Excellent
Vicki C.
5 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Vicki C.
Stayed 4 nights in May 2024
10/10 Excellent
Barbara A.
28 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Barbara A.
Stayed 4 nights in Feb 2022
10/10 Excellent
George W., Atlanta, Ga
12 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
First Key West Visit
George W.
Stayed 3 nights in Oct 2023
10/10 Excellent
Elizabeth G.
7 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Adventure
Elizabeth G.
Stayed 3 nights in Mar 2024
10/10 Excellent
Kelly C.
2 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway location
Kelly C.
Stayed 4 nights in Feb 2023
10/10 Excellent
Jennifer D., Bloomfield Hills, MI
26 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Location
Jennifer D.
Stayed 7 nights in Feb 2023
10/10 Excellent
Amanda W., Knoxville,Tennessee
27 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Super clean- convenient location
Amanda W.
Stayed 2 nights in Mar 2023
10/10 Excellent
Sally R.
30 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at Truman Annex
Sally R.
Stayed 5 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
They consistently provide great experiences for their guests
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