Book Direct & Save - No Service Fees
See all properties

A Thousand Hidden Hemingways- a Monthly Key West Rental Home

Front Entry and Porch
Front Entry and Porch
1/22
1/22
Last minute deal!

Book for June 2025 and save 40% on published rates!

Offer for: May 17 - Jun 17

About this property


Key West House

  • Sleeps 10

  • 4 bedrooms

  • 3 bathrooms

  • 2200 sq. ft.
4 reviews
Last minute deal!

Book for June 2025 and save 40% on published rates!

Offer for: May 17 - Jun 17



Amenities


Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 20% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.


Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
May 01 - May 31 2025
$600 $600 $18,000 30 nights
Jun 01 - Jun 30 2025
$600 $600 $18,000 30 nights
Jul 01 - Jul 31 2025
$550 $550 $17,050 31 nights
Aug 01 - Aug 31 2025
$500 $500 $15,550 31 nights
Sep 01 - Sep 30 2025
$380 $380 $11,400 30 nights

View all periods


Fees:

  • Pet Fee: $500
  • Cleaning Fee: $600
  • Tax Rate: 12.5%


Notes:

Mid-stay cleaning, or even weekly, is available at an extra cost.


Availability

Last updated May 13, 2025

May 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
June 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
July 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
August 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
September 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
October 2025
  • S
  • M
  • T
  • W
  • T
  • F
  • S
  •  
  •  
  •  
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
20Available     20Unavailable    

Location

Nearest Airport

: Key West International - 2 miles

Nearest Restaurant

: 7 Seas - 50 feet

Reviews

from 4 reviews
Write a review
review

Beautifully Appointed Historic Home in Old Town

I really can't rave enough about this home and the hospitality of the owners. The house is a beautiful historic home in old town that has been lovingly restored. The outdoor living space and the open to the outdoors kitchen (when you open the glass doors) is unparalleled, the large covered porch and the heated swimming pool is where we spent most of our time. The furniture in the house is high quality and comfortable (the beds are the best!!). We spent the holidays there with extended family and our mini Aussie (did I mention pet friendly yet!?), and everyone loved it. The location is convenient to everything in Key West, and the neighbors were all so friendly. The hosts are super sweet and have so much helpful information that they share. We did not want to leave. HIGHLY RECOMMEND!!

Stayed: Submitted: January 09, 2024

Host response

"Wow! Thanks for a great review Vanessa- I think you captured everything that we hope to offer. You were great guests- respectful, communicative, and you let me know when there was something I could do to make your experience better. Come back and stay again!Kindly, Jonathan"

Was this review helpful? 
review

1000 Hidden Hemingways - A true Key West gem!

We booked this property in the month of April 2023 to be our home base while we got married in Key West!We cannot express how perfect this historic home is! All the Key West charm with modern amenities. 4 gorgeous bedrooms, each with its own deck/porch access. The home is light and bright, yet nice and cool to get away from the heat! The owners have the place stocked with anything and everything you could need to cook, clean, do laundry and explore the island.We cannot go without mentioning the fabulous back yard with a large size pool(For Key West). Beautiful landscape, and an amazing covered porch great for relaxing and entertaining.Also cannot forget to mention the spacious rooftop deck area a great spot to catch some rays during the day, or view the stars at night.This home is perfectly located to explore all areas of the island. We walked a lot, utilized the 2 bikes provided, and had perfect parking spot for our golf cart rental. The house has a very small parking area that will fit a compact car but who needs a car in Key West!If you get the opportunity to rent this property do not hesitate! The owners are extremely accommodating!The pictures look beautiful, but the home is even better in person!1000 Hidden Hemingways will be our go to lodging option whenever we are in Key West!10 stars!- Doug & Tina C.

Stayed: Submitted: May 28, 2023

Host response

"Hi guys,Thanks for such a glowing review! You hit all the reasons we love our location in Key West too. Thanks for taking such good care of the house and congratulations!!! Thanks for creating this great memory at 1000 Hidden Hemingways and please come back again!All the best wishes,Jonathan + Jessie"

Was this review helpful? 
review

It's like you're living within a dream. This place is perfect.

There's something special about this house, and I can't quite describe it. There's a certain magic that permeates this entire area that feels both mysterious and comforting, and this place ensures you're right in the center of it all. The house itself is immaculate: a piece of history perfectly preserved without feeling old or stuffy. It's like stepping back into a simpler time, in all the best possible ways. Expertly cared for, the place felt spotless. Thoughtful touches are all over, and it feels much more like a home than a rental.Everything from the brief walk to the beach, to grabbing a cappuccino and a cubano or a slice of pie down the street to all the beautiful homes and storefronts in-between are everything you could ask for out of a safe, walkable community. I didn't end up renting a bike, but I think it could have been a great way to get around if you're wanting to cover more ground.The double decks were a perfect way to get the most out of the weather: sunning on the top, or watching the rain from below: the pool quickly becomes the center of the property, as some friends swim and lazily float, while others work & chat at the grand table in the shade or late into the night.I was super impressed with the high-end sound system, after all: a vacation always needs a perfect soundtrack!Needless to say, we all can't wait to return: and can't recommend this rental enough.

Stayed: Submitted: May 12, 2023

Host response

"Hi Micah,Thanks for such a great review! You mentioned a lot of my favorites- lazy days filled with idle walks or rides to get a treat or discover a new lane... IT's a real retreat from the "real world", though you can still stay in touch and get work done too!Safe travels,Jonathan"

Was this review helpful? 
review

Perfection in every way

This home is beautifully appointed, spacious, quiet, comfortable and perfectly located. The pool is a haven on hot afternoons, the upper deck is amazing on warm nights for stargazing and the kitchen has everything you need and more. It's an easy walk to the center of town along narrow streets lined with flowering trees. The owners have thought of everything to make this home gloriously relaxing. They are attentive to details and respond quickly when you have a question or concern. We rented bikes and a moped that can be safely tucked inside the fence when not in use. It's a perfect place to work or study (we did both), write your next book, hang out with kids or friends, and savor the perfect weather. We loved the wild, brief rainstorms and rainbows from the upper deck. It was pure magic. Can't wait to return.

Stayed: Submitted: May 04, 2021

Was this review helpful? 

Contact Host