This vacation home places you in Old Town Key West, within a leisurely stroll of popular sights such as Duval Street and Florida Keys Beaches. The vacation home includes a private pool, a kitchen, and a patio.
Ernest Hemingway Home and Museum - 13 min walk - 0.7 miles
Southernmost Point - 14 min walk - 0.8 miles
Mallory Square - 4 min drive - 1.4 miles
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
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...
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.
Property manager
Wendy Zintsmaster & Team
Languages
English
Similar properties
Old Town Key West classic with private saltwater pool & enclosed patio- by shops
Old Town Key West classic with private saltwater pool & enclosed patio- by shops
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
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
This property welcomes pets
Service animals exempt from fees
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
Property Registration Number 25230-125598
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.
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 fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
2450-162400
Frequently asked questions
What's there to do around this vacation home?
This vacation home is situated in Old Town Key West within a short 10-minute walk of Duval Street and also 11 minutes on foot from Florida Keys Beaches. You'll also find South Beach and Ernest Hemingway Home and Museum less than a mile away.
Is there parking available at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What will couples enjoy most about a stay at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!?
Amenities that appeal to couples at this historic vacation home include a private pool and a kitchen along with a heated pool.
Are there hot tubs at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!?
No, but this vacation home does have a heated pool.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.1 mi away (8 minutes by car).
Are there rooms with balconies that I can book at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!?
Yes, every accommodation at HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool! comes with a deck.
HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool! Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 9 out of 12 reviews
10 - Excellent
9
Rating 8 - Good. 2 out of 12 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 12 reviews
6 - Okay
0
Rating 4 - Poor. 1 out of 12 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Perry H.
Jan 29, 2025
Liked: Cleanliness
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.
Perry H.
Stayed 30 nights in Dec 2024
10/10 Excellent
Susan K.
Nov 2, 2021
Liked: Cleanliness
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.
Susan K.
Stayed 30 nights in Oct 2021
8/10 Good
Patricia W.
Aug 7, 2021
Liked: Cleanliness
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.
Patricia W.
Stayed 28 nights in Jul 2021
10/10 Excellent
Lorie P.
Dec 3, 2019
Liked: Cleanliness
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.