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Hands-Down Best Deal in Key West!

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Terrace/patio
Exterior
TV, books, music library, video library
2 bedrooms, internet, bed sheets
Property grounds

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 6700 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪7 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

About the neighborhood

Key West

This condo places you in Old Town Key West, within a leisurely stroll of popular sights such as Duval Street and Mallory Square. The condo includes a kitchen, a balcony, and a refrigerator.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Harry S. Truman Little White House - 5 min walk - 0.3 miles
  • Duval Street - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 7 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 9 min walk - 0.5 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Margaritaville - ‬6 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪Jack Flats - ‬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.

Hands-Down Best Deal in Key West!

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.

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Please see contract for additional details.
The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and a phone.

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

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

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Phone

Location highlights

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

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

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

General

  • Garden
  • Unit size: 700 square feet

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
Information provided by the property may be translated using automated translation tools

Rules

RENTAL AGREEMENT - A valid Driver's License and signed Short-Term Rental Agreement are due after booking confirmation.

Pets

  • This property doesn't allow pets

Children and extra beds

  • Note from host: two twin beds or can be converted to King

Events

No events 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a smoke detector, and a deadbolt lock.

Property is also known as

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Frequently asked questions

What is there to do within easy reach of this condo?

This condo is situated in Old Town Key West within a short 6-minute walk of Duval Street and also 10 minutes on foot from Mallory Square. You'll also find Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park less than a mile away.

Is there parking available at this condo?

No, this condo doesn't offer parking.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What do couples enjoy most about Hands-Down Best Deal in Key West!?

Amenities that appeal to couples at this waterfront condo include a kitchen as well as a heated pool and a garden.

Does Hands-Down Best Deal in Key West! have a hot tub?

No, but this condo does have a heated pool.

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at this condo?

No, this condo doesn't feature connecting guestrooms.

How far is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.2 mi away (8 minutes by car).

Can I book a room with a balcony at Hands-Down Best Deal in Key West!?

Yes, every condo unit at Hands-Down Best Deal in Key West! comes with a balcony.

Hands-Down Best Deal in Key West! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 149 out of 210 reviews
Rating 8 - Good. 45 out of 210 reviews
Rating 6 - Okay. 14 out of 210 reviews
Rating 4 - Poor. 1 out of 210 reviews
Rating 2 - Terrible. 1 out of 210 reviews

9.2/10

Cleanliness

2.0/10

Staff & service

4.8/10

Amenities

6.8/10

Property conditions & facilities

Reviews

4/10 Poor

Vince A.

This condo really needs some attention. Paint needs touch ups, knobs on doors and kitchen chairs are wobbly. Everything looks worn and the upholstered furniture needs a good wash. After the first time we ran the dishwasher it had standing water in the bottom. The ceiling fan in one bedroom had a missing pull for the fan. We had bugs in the kitchen and bathroom. It took several calls, messages to get a response. We did finally get the fan and dishwasher fixed and the exterminator came after 4 days. The notebook with instructions for the condo is falling apart and obviously outdated, for instance, the phone numbers for help aren’t correct.
Stayed 14 nights in Jan 2026

8/10 Good

Sue M., Albany, OR

Liked: Cleanliness
We enjoyed our stay. The condo is in a great location. There was neighbor noise, and the units are close. But, pretty comfortable.
Stayed 2 nights in Nov 2025

10/10 Excellent

Carla H.

Liked: Cleanliness
Ideal location, walking distance to restaurants and main tourist attractions Lodging was very clean and comfortable, enjoyed the pool and quiet neighborhood. Would definitely stay again
Stayed 4 nights in Oct 2025

10/10 Excellent

Cheryl A R.

Liked: Cleanliness
The condo was very clean. The location was close to beaches, bars, and restaurants. The Hostess was very accommodating. Our vacation was perfect.
Stayed 5 nights in Oct 2025

10/10 Excellent

Danielle C., Horse Cave, KY

Liked: Cleanliness
We loved our long weekend getaway. My family of 6 stayed for 3 nights this past weekend. The location is perfect and lots in walking distance. No worry about parking either. The pool and pool house were nice. Very quiet and clean. Condo was great for our shorter trip. Thank you!
Stayed 3 nights in Sep 2025

10/10 Excellent

Tim F.

Liked: Cleanliness
Great place. Close to all
Stayed 3 nights in Aug 2025

10/10 Excellent

Benjamin B.

Liked: Cleanliness
Great place. Excellent location. Nice pool. I would stay here again.
Stayed 4 nights in Jun 2025

8/10 Good

Carla N., Thompsons Station, USA

Liked: Cleanliness
Stayed 2 nights in Jun 2025

10/10 Excellent

Laura W.

Liked: Cleanliness

Ashes

The property is clean with comfortable furniture. Great walking distance to Duval, Mallory Square & The Southernmost Point.
Stayed 2 nights in Jun 2025

10/10 Excellent

Liz F.

Liked: Cleanliness
Love this place! The location is amazing very close to all of the best restaurants and bars in Old Town Key West. The condo itself is very nice comfortable and clean witch is very important to me
Stayed 3 nights in Jun 2025

8/10 Good

Dawn Q.

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

8/10 Good

Kenneth M.

Liked: Cleanliness

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

Vicki

Traveled with family
Liked: Cleanliness
wonderful place to stay
Stayed 2 nights in Mar 2025

10/10 Excellent

Katherine K.

Liked: Cleanliness

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.

Liked: Cleanliness

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.

Liked: Cleanliness

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., Springfield, PA. 19064

Liked: Cleanliness

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

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

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
Stayed 4 nights in Dec 2024

6/10 Okay

LeeBeth M.

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., Grimes, IA

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

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

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

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

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