HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag

VILLA-3 BDR-3 BR-Private Parking-RENT 30 DAYS MIN W/FRIENDS & FAMILY & share!

5 Reviews
Bedrooms 3
Separate WC's1
Property type villa
Minimum Stay 29 nights

Pay with confidence

Your booking will be backed by our Book with Confidence Guarantee when you complete your reservation online and finalise payment on HomeAway.

Learn more


Minimum Stay
29 nights


Photos and Description of this 3 bedroom holiday villa in Downtown - Little Hemingway House

Featured in Island Jane Magazine!-Family BEACH pass-Driveway-Laundry-Cable-WIFI

As seen in the March 2015 issue of Island Jane Magazine, this Hemingway inspired Villa sits on the Old Samaritan Hall site where they held lots of weddings! Such a good vibe! ( James Brown played here!!) Never before offered as a vacation rental! This unique home w/ 10 ft ceilings offers lush private gardens on double lot, & plenty of off street parking. Hemingway's house, Lighthouse, mm0, Southernmost Pt, & Mallory Sq are all located right here! Duval is one block, Ft Zach beach is 2 blks- family pass for 8 included. It is a monthly rental since we do not have a transient license to rent it out for less than 30 days. ( 29 nights except Feb) You can go in on the house with friends and family for the entire month and share the house! Please inquire if you have any questions. Thanks for considering staying at the Little Hemingway House! We look forward to accommodating you!

  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible

Brenda Quicksall
Member since: 2008
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
16 October, 2016


based on 5 holidaymaker reviews

VILLA-3 BDR-3 BR-Private Parking-RENT 30 DAYS MIN W/FRIENDS & FAMILY & share!
average rating of 4.8 based on 5 reviews

What a great way to experience Key West!

  • 5 of 5

Arrival was easy. Property was immaculate and NOT IKEA furnished. We had everything we needed and could walk to all the best restaurants and attractions. Stay here and fall in love with Key West. We will be back.

  • Review Submitted: Oct 2, 2016
  • Date of Stay: Aug 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

The Perfect Key West House

  • 5 of 5

You know how so many times you see photos online of beautiful homes available for vacation rental and when you arrive you are flooded with disappointment? NOT with "The Little Hemingway" house.

This Key West Vacation home was absolutely perfect!

The moment my fiancé and I stepped through the door the most memorable holiday vacation began.

We left our luggage sitting inside the door as we went from room to beautiful room admiring this tropical 3 bedroom 2 1/2 bath home that we were blessed enough to be living in for two magical weeks.

We stepped out the front door to be once again standing in awe on the high, tiled, pillared, wide stepped front porch that reminded me of a southern plantation. The front yard filled with tall, grand, thick tropical foliage gently swaying in the warm breeze and providing all the privacy you need to sit every morning in your choice of a rocker or glider or around the patio table while sipping on your coffee or mimosa. Roosters proudly walking around in their many grand colors welcoming us with their cock a doodle do.

We couldn't wait to get settled and nested to see what was around the corner.

We discovered that we were pretty much within walking distance of everything. One block from the notorious Duval Street. Two blocks from Ernest Hemingway house. A short walk to the harbor where we found so many wonderful and delicious seafood restaurants.

Before we knew it our two weeks flew by and it was time to get off our magic carpet ride and leave what we considered to be one of the most memorable vacations and this review comes from people who have traveled extensively.

Ken and Sandy

  • Review Submitted: Jan 6, 2016
  • Date of Stay: Dec 2015
  • Source: HomeAway
Did you find this review helpful?
0 0
Quarryville, Pennsylvania

Great house & location can't be beat!

  • 5 of 5

We had a great time staying at the Little Hemingway House! The location is fantastic, so close to everything and yet still in a quiet section. We adopted a family of chickens out front - Mamma and her babies stayed with us almost the entire time. Brenda was super easy to work with, and answered every question we had lightning fast. We wouldn't hesitate to rent again - thanks so much for everything!

  • Review Submitted: Aug 24, 2015
  • Date of Stay: Aug 2015
  • Source: HomeAway
Did you find this review helpful?
0 0

Great Location!

  • 4 of 5

We enjoyed our stay at the Little Hemingway House. It is a great location and a beautiful home. It is only one block off of Duval which was great! It is also close to our three favorite restaurants (Mam's, Blue Heaven, and Santiago's Bodega). We also really appreciate that the property is pet friendly. The owners have only had the home for a few months and have done a nice job so far. However, there are still some improvements that can be made. Most things were minor. Our biggest complaint is the smaller of the three bedrooms on the main floor. It is very small with less than a foot between the wall and the bed, there is no TV, the AC is in the closet and is extremely loud, and it does not have a true door so there is not a lot of privacy and it can be difficult to sleep since you can hear everything going on in the living room and kitchen. Furthermore, the only showers are in the two bedrooms upstairs so the people in the small bedroom downstairs must go through another bedroom upstairs to use a shower. Our other complaint is the vegetation in the yard is not properly maintained. I emailed the owner regarding this midway through our stay and I did not receive an email back and it was not taken care of. While not a complaint, the driveway only fits two vehicles, not three like the property description stated. Perhaps three Fiats would fit. This is a beautiful property but I believe that with some more effort from the owners that it can be even better.

  • Review Submitted: Jul 16, 2015
  • Date of Stay: Jun 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Exceeded Expectations...A lot

  • 5 of 5

Location and Privacy. What a gem, located in the heart of everything Key West. One block from Blue Heaven restaurant, half a block off Duval and a short walk to Mallory Square. And amazingly the house is completely private with three off street parking spots two of which are behind a private gate solely for the house. Great gardens enable guests to have coffee and people watch while remaining secluded. Decorated with fantastic touch. We liked the house better and better each day and didn't want to leave. Finally 'little' is misrepresentative, the house has plenty of room with the two master suites and downstairs bedroom. You'll pinch yourself if your lucky enough to rent the Little Hemingway House. Can you tell we loved it?!

  • Review Submitted: Mar 4, 2015
  • Date of Stay: Feb 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0


Nearest Airport
3 Miles
Key West
Nearest Barpub
0.15 Miles
Green Parrot
Nearest Golf
4 Miles
Key West
Nearest Motorway
4 Miles
Over Sea's Hwy
Nearest Restaurant
0.05 Miles
Pinchers Crab House
Nearest Beach
0.25 Miles
2 blocks Ft Zachary
Car: not necessary

Everyone knows where to find Hemingway's house, and you won't want to miss it, along with many other famous KW attractions. However, you might also want to venture the road less traveled and go check out some of the best kept secret spots, such as the unmarked cottage of Tennessee Williams located at 1431 Duncan St.

There are great views of the island from the top of the lighthouse. ( located on our street) However, little known to most, is the best place to check out all of Key West after nightfall. From the top of this location, located on the corner of Caroline and Grinnell St, you can look down and see several historical sights in all their glory without all the hustle and bustle of the lighthouse.

Children and adults both love Nancy Forrester's Secret Garden with the tremendous collection of parrots, macaws and cockatoos, among lush fruit trees and orchids.

One of our best recommendations is Ft Zachory, the locals favorite beach. ( which is why we supply you with a pass for up to 8 people to get in whenever you want- go for the beach, or go grill out and enjoy the sunset, etc.) Close to Ft Zach is also the community pool overlooking the ocean! Unbelievably, not a lot of people know it's there, and it's free! It's huge and I've never seen it crowded. Of course you can always go to Mallory Sq where every night 2 hrs before sunset they start the celebration with st performers, artists, and exhibitors...everyone enjoying a good time on island time!


Prices & Availability

Prices for this holiday villa in Downtown, Key West

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
Late Fall and early peak
1 Oct 2016 - 30 Nov 2016
29 night minimum stay
for 29 nights
1 Dec 2016 - 28 Feb 2017
29 night minimum stay
for 29 nights
High Season-March-April
1 Mar 2017 - 30 Apr 2017
29 night minimum stay
for 29 nights
1 May 2017 - 30 Sep 2017
29 night minimum stay
for 29 nights

Additional pricing information

Cleaning Fee £204
Refundable Damage Deposit £245
Pet Fee £82
Tax Rate 12.5%

You must be at least 25 years of age to secure reservation and take occupancy unless otherwise accompanied by a parent or legal guardian. Prices may be higher for events and holidays. Cancellation is 60 days prior to check in for full refund-minus $35. processing fee. Thanks for considering to stay at The Little Hemingway House! We look forward to accommodating you!

Owner's Cancellation Policy

100% refund for cancellations more than 60 days before check-in date.
Enter dates for accurate pricing
Enquire Now
Available arrival


Accommodation and facilities for this holiday villa in Downtown in Lower Florida Keys

Property Type:
  • villa
  • Self-catering
Floor Area:
  • 2028 sq. ft.
Location Type:
  • city centre ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator
  • Hob
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 1 Separate WC
  • Bathroom 1 - Toilet , Shower Enclosure , Bidet
    Bathroom 2 - Toilet , Shower Enclosure
    Bathroom 3 - Toilet , washer/dryer
  • master bath is complete with shower, large vanity, and bidet 2nd master has shower and vanity 3rd 1/2 bath also has washer/dryer
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 Large Double Bed , his and her closets large master with ensuite bath lg tv
    Bedroom 2 - 1 Large Double Bed , his and her closets large ensuite bath flat screen tv
    Bedroom 3 - 1 Large Double Bed , large closet and ceiling fan
  • 2 master bedrooms both w/ ensuite baths on second floor 1 bedroom on first floor 1/2 bath also on first floor
  • Books ...
  • DVD Player
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Balcony ...
  • Bicycles ...
  • Terrace ...
  • Golf ...
  • Garden ...
  • Barbecue ...
  • 1 bicycles
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome
  • non smoking only ...
  • pets considered ...
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • botanical garden
  • churches
  • cinemas
  • festivals
  • Health/Beauty Spa
  • library
  • live theatre
  • marina
  • museums
  • playground
  • recreation centre
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • paddle boating
  • photography
  • scenic drives
  • Shelling
  • Shopping
  • Shuffleboard
  • sight seeing
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • Kayaking
  • paragliding
  • Parasailing
  • pier fishing
  • rafting
  • sailing
  • snorkelling
  • Snorkeling/Diving
  • bay fishing
  • surf fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Fort Zachary Beach is close by and such a hidden treasure. It is the locals favorite beach and R&R spot to lay back, grill out, fish, watch the sunset, etc. Bring your book, hammock or beach chairs ( 2 provided at house and can also rent there), pack a lunch (or buy from their concession stand), join a yoga class on the beach, catch a fresh fish and grill right there, ...you will want to take advantage of this piece of paradise! ( house includes the pass to get in!) ...Blue Heaven-#1 restaurant only 2 blocks away for breakfast, lunch, or dinner. Southernmost point is at one end of our St and Mallory Sq at the other end. Hemingway's House and Lighthouse in between! ( mm 0 is right up the St) Walk over to Duval for some of the best dining around, (art galleries, shopping, music and bars.) Many churches to choose from all within walking distance. 2 blks over is a cinema for the occasional rainy day! Corner grocery only 2 blks away! Make this your home away from home & enjoy island time!

Partner Offers

Portable wifi hotspot