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HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!

Photo gallery for HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!

Fridge, microwave, oven, stovetop
Interior
Exterior
A heated pool
Fridge, microwave, oven, stovetop

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms2 bathrooms

Popular amenities

  • Dryer
  • Washer
  • Pet friendly
  • Kitchen
  • Pool
  • Barbecue grill

About this property

Entire place

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

HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!

ISLAND TIME AWAITS…
Step up to this serene, tropical cottage inviting you in with a multitude of swaying palms, a private front porch and a picture-perfect white picket fence. Situated in the midst of Key West, this home pulls you into the timeless, historic feel of Old Town Key West and away from our real world worries.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES…
Follow the side hall beyond the bedrooms to an open concept Great Room that overlooks the pool deck filled with tropical vegetation. Snack inside at the breakfast bar for 3 in the fully equipped kitchen or enjoy the evening's breeze outside at the dining table for 4. Wood floors, ceiling fans and natural lighting throughout create a light and airy feel throughout this Key West retreat. Tropical décor paired with vaulted ceilings and wooden beams create an inviting ambiance with endless character.

SLEEPING ARRANGEMENTS…
Featuring 2 bedrooms with two ensuite bathrooms, this home allows for privacy amongst family or couples traveling together. Both bedrooms come with a queen size bed, storage for clothing, a flat screen TV and full bathrooms with the front room having a walk in shower and the 2nd bedroom having a shower/tub combination.

POOL AND OUTDOOR LIVING…
Let your worries wash away out on your private pool deck area surrounded by lush landscaping making you feel like you are truly immersed in Paradise. Catch some shade under the porch's awning and soak up the peaceful surroundings. Allow the sunny afternoon to flow into a cool, breezy evening as you swim under the stars in the private heated pool and grill up your fresh catch of the day. A washer/dryer is available in an enclosure off the back patio area, and the owner also provides 2 bikes for your use. This Old Town gem is just a short distance from all the action on Duval St. yet tucked away for a peaceful evening’s rest.

PETS...
Small dogs are considered for this home. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)

PARKING...
This home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 90 days before the start of stay will receive a 100% refund.

Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).

VACATION NEVER FELT SO GOOD...

Property manager

Wendy Zintsmaster & Team

Languages

English

Add dates for prices

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 704 square feet

Similar properties

Exterior detail

Old Town Key West classic with private saltwater pool & enclosed patio- by shops

  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, Exceptional, 11 reviews
Old Town Key West classic with private saltwater pool & enclosed patio- by shops

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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 allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and 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 Registration Number 25230-125598

Property is also known as

2450-162400

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 9 min walk - 0.8 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 1.0 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.0 km
  • Mallory Square - 4 min drive - 2.0 km

Getting around

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

Restaurants

  • ‪Sandy's Cafe - ‬5 min walk
  • ‪El Siboney Restaurant - ‬2 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬9 min walk
  • ‪Dairy Queen - ‬7 min walk
  • ‪Sinz Burritos - ‬10 min walk

Frequently asked questions

Is HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!?

Check-in begins at 4:00 PM.

What time is check-out at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!?

Check-out is at 10:00 AM.

Where is HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool! located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Key West Firehouse Museum and Duval Street. Florida Keys Beaches and South Beach are also within 15 minutes.

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HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool! Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 9 out of 12 reviews
Rating 8 - Good. 2 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 1 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Perry H.

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

Great place to stay

Property is close to everything one needs: grocery, dining, beaches, and bars. Property managers, Whitney and Shana, were very attentive and responsive.
Stayed 30 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

linda r.

Wonderful month!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This cottage was small but very comfortable. From the outdoors to well appointed bedrooms and kitchen. The days by the private pool were delightful as we knew it was very windy on beach. Santiago and nine one five were two favorite resturants. Bicycles were a plus but walked easily as well.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Susan B.

Great vacation rental

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Adorable little house

10/10 Excellent

Lorie P.

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

Just Another Day in Paradise!!

I can't say enough about this property. My daughter and I stayed just about 3 months and it was absolutely wonderful! When we had to leave, I left a little piece of me there. I will miss Hemingway's Hideout!! You will not regret staying in this amazing little home.
Stayed 83 nights in Aug 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lorie P.

Just Another Day In Paradise

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was the perfect place for our 3-month stay. They thought of everything that you would need (except the first-aid kit). We absolutely loved it. In our short-long stay it became part of us. We were sad to leave, but I will always remember Hemingway's Hideout and the new love I have for Key Wes. It was a complete pleasure to have the opportunity to stay in this fantastic home.
Stayed 83 nights in Aug 2019
This review comes from a trusted partner site and has not been verified.

8/10 Good

Ava J.

February Stay in Key West

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: In general, we enjoyed our stay at this property (our 4th monthly rental in KW). Pluses: (1) property management - Whitney was very responsive; (2) location - we like this area of KW; (3) bikes (although they need lights for riding at night); (4) great back deck with vegetation and shaded places to relax. Not so good: (1) for half our stay the pool was too dirty to use; (2) limited, not-so-comfortable seating in the living/kitchen area; (3) appliances are old and there is no kitchen vent over the stove.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ken T., Saugatuck, MI

Wonderful place,great customer service

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property lived up to it’s online description and then some. Very comfortable, nicely furnished, and very nice well equipped. Having two bikes included was a much appreciated added feature. The rental agency’s customer service was five star outstanding. Whitney, our manager, responded to every question or concern we had immediately, and made sure it was resolved. We would not hesitate to return.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bjorn S.

Key West Feb.2022

Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: From end to start it was a pleasure to work with this company.The house is small but perfect for two people, great location in a quiet and quaint neighborhood. Pool was lovely, kitchen had everything you needed and beds were comfortable. Having the bikes was an extra bonus. We absolutely loved it and will be back!
Stayed 28 nights in Feb 2022

10/10 Excellent

Susan K.

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

Great month in Key West

We loved this house and would love to rent it again. We spent most of our time poolside. Whitney was very helpful and responded quickly to any questions we had. Location is great and neighborhood was quiet.
Stayed 30 nights in Oct 2021

8/10 Good

Patricia W.

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

Cozy House but needs work

We stayed in the house for the month of July. The location is good. You have easy access to the major roads and the street is quiet. The management company is very attentive. Upon entering we were a bit disappointed with the overall state of the house for the money we paid. The walls need to be repainted, the closet situation in the first bedroom looks like the door fell off so they just put up a cheap curtain, there is a huge gap in the doorframe of the front door of the home, the mirrors were hung upside down. It felt like there was not much attention to detail. The rooms were cozy enough but it is a space better suited for 2 or 3 people. The outside pool is lovely but there is quite a bit of mold in the corners and the last renters that commented about the trash being around the back yard are correct. I think the deck and awning were brand new as they are in great shape but the outside furniture needs to be replaced (particularly the lounge chairs). The beds were comfortable and we were provided plenty of linens. I will say there was a grill and the use of two bikes which we didn’t know before we got there and were a great addition to our stay. The kitchen is packed with everything you can need as far as equipment. Again, it’s just they little things and when you are paying nearly $7k for a month, it feels like they add up. Again, it’s a solid rental but it can be made so much better with a bit of upkeep.
Stayed 28 nights in Jul 2021
This review comes from a trusted partner site and has not been verified.

4/10 Poor

David K.

Disappointed

Rating Details: The property manager was very helpful. The vacation rental was clean. I was more than happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: First, Melanie and the crew that support this house are among the best we’ve experienced. The house is another matter. It is extremely small and uncomfortable for a monthly rental. There is ONE piece of furniture to sit on (an uncomfortable couch) and four very uncomfortable stools around an island. The bedrooms are ok, but the social/living space on this house is one small room that includes the kitchen. And the pool area has the only table and chairs, so you eat outside or around the small island. The pool is ok, but the deck is a big mess. They said it was scheduled to be replaced and is long overdue. The owner stores junk and old deck furniture along and under the house. If you have pets they can get under the house and pool deck (not clean). Few of the doors close properly. The pictures on the rental site are old and out of date and do not reflect the current condition of the property. Bottom line, it fell way short of our expectation considering the price to rent it.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Catherine S.

Best. Stay. Ever. (even in a pandemic)

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house is beautiful. It is absolutely charming inside and out. The neighborhood is quiet, but a quick walk to everything. The backyard is absolutely spectacular. The moment we walked in the door on our first day we all had the same reaction - it's even better than the pictures. It truly came to feel like home and we were so, so sad to leave it. I would go back in a heartbeat and would absolutely recommend this property to anyone who's looking to stay in - and fall in love with - Key West. Things not to miss: El Siboney cuban food right around the corner. A walk up and down Duval street. Take the (provided free of charge!) bicycles down to Mallory Square and hit Simonton pier to watch the sunset. Sit on the porch with your coffee or take in sunrise over the pool and palm trees in the backyard. The only thing I wouldn't recommend is leaving!