Located at the southern tip of the Florida Keys, Key West is a tropical oasis steeped in rich culture and history, world-famous nightlife and entertainment, and stunning beaches. Visit the Southernmost Point of the Continental U.S., see the famous 6-toed cats at the Ernest Hemingway Home & Museum, or stroll through the historic streets of Old Town.
No matter how you like to vacation, Key West is a destination with tons to offer. Wherever you choose to stay, all our Key West rentals are infused with the irresistible charm of the islands, the tang of the salt air, and the nagging desire to leave your old life and sink your toes permanently in the warm beach sands.
No matter how you like to vacation, Key West is a destination with tons to offer. Wherever you choose to stay, all our Key West rentals are infused with the irresistible charm of the islands, the tang of the salt air, and the nagging desire to leave your old life and sink your toes permanently in the warm beach sands.
Services
At Home In Key West, a full-service vacation rental and real estate company, has provided friendly professional service to vacationing guests and homeowners since 1997. Our office is conveniently located in the heart of historic Old Town Key West and easily accessible from the Key West International Airport.
You haven't selected any favorites properties yet! To add favorites to your list, click the heart icon on any search or property page. You will be able to search availability across your favorites and share the list with friends and family. Favorites will not show up on your other devices unless you share your favorites link.
Search nearly 100 Key West vacation rentals ranging from intimate 2 bedroom cottages to large 6 bedroom homes. With properties in popular Key West communities like Truman Annex, Key West Golf Club, and 1800 Atlantic plus a variety of pet friendly and monthly rentals, we are sure we have the perfect fit for your trip.
Key West vacation homes, like the ones we offer, have been adored by many who have set foot on our sands. Harry S. Truman spent his winter down here, and Ernest Hemingway called the island his home for many years. We are proud to offer amazing Key West monthly rentals for guests who want to take full advantage of our beaches, ocean, and lifestyle for more than a weekend at a time.
Although we love kitties please check with AHKW if cats are allowed in a specific property. Two pet maximum. We request that all pets are crated when left alone in the property, or that gates are brought to confine pets to proper areas of the home. New environments may cause even the most well-behaved animal to cause damage and act out.
Reviews (21)
Michael Dutzer
Jan 27, 2022
Report
I have owned a home in Key West for years as a part time residence. At Home In Key West has watched over my property and helped with repairs, maintenance, and keeping things in working order for me for years. They are always professional and responsive. Problems in the home are taken care of quickly and with great attention to detail. They've provided housekeeping, painting, plumbing, HVAC, and so much more. I would highly recommend them to watch your home, regardless if you rent or just need it looked in on they will help keep your home looking amazing.
Mike Crislip
Nov 26, 2021
Report
My wife and I used Caroline Bauer to help find our home in Key West and she was excellent. We would recommend her to anyone looking for an agent who is knowledgeable about the Lower Keys. Caroline spent time answering our questions and providing objective data. We had concerns about hurricanes and she was a wealth of information on how different areas fared after an event. She did not try to sugarcoat things and we appreciated her professionalism, knowledge, honesty and hard work ethic. We never felt like she was just trying to sell us a home. In the end we found a home that was perfect for us
Gary Burgess
Oct 24, 2021
Report
Positive: Professionalism, Quality, Responsiveness
My wife and stayed for few nights at the Osprey. We loved it. The development and the neighborhood are quiet. It's a very convenient location to get to everything in Old Town. I really enjoyed being in a neighborhood instead of a commercial area. I would absolutely stay here again.
My wife and stayed for few nights at the Osprey. We loved it. The development and the neighborhood are quiet. It's a very convenient location to get to everything in Old Town. I really enjoyed being in a neighborhood instead of a commercial area. I would absolutely stay here again.
Kirsten Light
Oct 13, 2021
Report
Enjoyed a week in Key West in one of their properties, sundown refuge. Great location in quiet Truman’s Annex but very close to anything you want to do. The condo was super clean and adequately stocked. Rental staff was easy to work with, too. They go above and beyond to make sure their guests have an enjoyable vacation.
P. Lake
Aug 21, 2021
Report
Rented "Parrot Perch" in the Key West Shipyard condo complex. Lida, from "At Home" was wonderful - responsive to our questions and communicated with us throughout the rental process. The rental cost was cheaper than a hotel room and the five of us (my wife & I, plus 3 kids ages 18 - 21) had plenty of room. The unit was clean, comfortable and cool. The Location was amazing - two blocks from Duval Street, 15 - 20 minute walk to Fort Zachary Taylor beach, 5 minute walk to Ernest Hemingway house. Great experience - we will use "At Home in Key West" again. And we loved the "Parrot Perch"!
Rick W.
Jun 26, 2021
Report
Lee Cipolla
Jun 11, 2021
Report
Positive: Professionalism, Quality, Responsiveness
The property itself was clean, well appointed and comfortable. It did turn out that our coffee pot had issues, but as soon as I reported it, it was replaced promptly and the person I dealt with was courteous and helpful. Contactless pick-up and drop off of keys worked great.
The property itself was clean, well appointed and comfortable. It did turn out that our coffee pot had issues, but as soon as I reported it, it was replaced promptly and the person I dealt with was courteous and helpful. Contactless pick-up and drop off of keys worked great.
Jane Reimer
Feb 19, 2021
Report
Positive: Professionalism, Quality, Responsiveness
The people here At Home In Key West, especially Lida, have made vacationing in Key West a pleasure. We’ve rented several properties, some more than once and have always been happy and comfortable. Communications are easy, even during the pandemic.
The people here At Home In Key West, especially Lida, have made vacationing in Key West a pleasure. We’ve rented several properties, some more than once and have always been happy and comfortable. Communications are easy, even during the pandemic.
Leslie Howell
Sep 28, 2020
Report
Loved, loved, loved Paradise Palms in Key West. The property is exactly as the photos show and had everything we needed. The kitchen was fully stocked with quality utensils and cookware. The location was great as well - most everything was within walking distance and there were some outstanding restaurants nearby (Seven Fishes is a "must try" restaurant). In addition, Faustos grocery store was only a couple blocks away so we could easily walk there to pick up any food items to prepare at home.
The management was also excellent. We had a couple of issues because the property had been closed down
The management was also excellent. We had a couple of issues because the property had been closed down
Tedi C.
Apr 22, 2020
Report
I would never book with this place again. In my opinion, they are greedy and shady. During a National Pandemic, like the Covid-19, when the country is on lockdown......we have no choice whether to come or not! We did not cancel our trip - The federal government did! These greedy people kept almost 300.00 out of our reservation? How many people did they do that to? Greed at it's finest. When the country is up and running again, I hope everyone you did this to, remembers that and tells everyone they know. I sure will! Karma is very real and I hope it finds your company.
Jennifer Mlady
Jan 06, 2020
Report
We ended up having to book last minute due to our original plans to stay in Key West falling through. We stayed in a great 1 bedroom condo on White Street. The property was updated, well-maintained, and perfect for just me and my husband. The check-in and check-out process was so easy! The location was good- quiet enough but close enough to all the fun on Duval Street. We really enjoyed our time in Key West and would definitely recommend using At Home to anyone who needs a vacation rental in Key West!
Inessa B.
Dec 29, 2019
Report
Kristina V.
Nov 20, 2019
Report
Daniel Q.
Mar 04, 2019
Report
I would never do business with this company again and would never recommend them to anyone.
The rental cottage was OK but watch out for the hidden fees!
Charging a tenant for A/C maintenance, carpet cleaning, etc. is a joke.
I have rented from other Key West Real Estate Management firms and never encountered any hidden fees like at Home Key West.
The rental cottage was OK but watch out for the hidden fees!
Charging a tenant for A/C maintenance, carpet cleaning, etc. is a joke.
I have rented from other Key West Real Estate Management firms and never encountered any hidden fees like at Home Key West.
Olha L.
Jun 14, 2018
Report
I didn't break the lease I was told If you gonna be able to find a new tenant I'm gonna be able to walk away from the lease. And I paid the difference after I moved out and the new tenant moved in. I'm outraged by the fees they charged me...people be aware there is a lot of hidden fees before you sign the lease read carefully! They gonna charge you for this and that....This company also overcharged me for maintenance fees! its making money by ripping off people.
I replaced the a/c filter and there was no damaged smoking detector or missing bulbs. And they charged me $198 for nothing
I replaced the a/c filter and there was no damaged smoking detector or missing bulbs. And they charged me $198 for nothing
John P.
Apr 30, 2018
Report
Several years ago i had purchased a home thru ATIKW and found the process to be very easy. So I decided to have them manage my property and so far i am very pleased on how they take care of my home. I rent my home when I'm not there and so far because of there vetting process I've had some pretty amazing tenants except for one.Yes folks it does happen and by no means was it the fault of AHIKW.So if you read any reviews about them trying to force the tenant to pay for repairs that they did not cause it is totally untrue.For example my last tenant poured drain-o down one of the sinks that
Doug L.
Oct 10, 2017
Report
Melissa K.
Oct 01, 2017
Report
Property owners do not use. Very negative experience. They would throw away all linens after rentals saying they were stained but not replace them saying there was not enough money left in security deposit. They often would charge (or try) for unnecessary repairs because they make a percentage on them. This was confirmed when I asked for a receipt after replacing our thermostat (so we could get energy rebate) and they could not provide one. Do not recommend as a home owner or renter. I am sure based on other negative reviews Sybil will be posting a weak response....
Stephen F.
Apr 18, 2017
Report
Billy J.
May 20, 2016
Report
I was confused and misinformed about about a deposit. To my surprise I was required to send a check or money order which in my experience is out of the ordinary, although I would have given had I been given a chance. When I asked about the deposit and policy I was met with well you signed the contract deal with it. Then I pointed out the reason I thought it wasn't due yet was because in their correspondence it said it wasn't due yet which I was again told well all that really matters is the original contract. So when I objected to these responses and how I was being treated, I was then
Jake J.
Apr 13, 2015
Report
I sent the following email to them about the negative treatment i received by a member of their team and they have never responded back. So here is the email and my story...
Hi, I was looking to rent four properties, for a week, from you guys (due to the number of people in our family) and utilized the Chat function on your site to inquire about how we should proceed. The chat said I was speaking with Libby and I will let you know that she is the sole reason you lost out on our business. At a point in our conversation she asked if someone else from my party was calling about the property as well
Hi, I was looking to rent four properties, for a week, from you guys (due to the number of people in our family) and utilized the Chat function on your site to inquire about how we should proceed. The chat said I was speaking with Libby and I will let you know that she is the sole reason you lost out on our business. At a point in our conversation she asked if someone else from my party was calling about the property as well
