Reviews

Historic Key West Vacation Rentals offers luxury historic vacation rental homes in Key West Florida. Well-trained vacation specialists will guide you through the important process of selecting just the right property for your stay. Whether your party is one of friends or family, or a group celebrating a special occasion, we are eager to help you find the ideal property among our exceptional selection of beautiful accommodations.

How are we doing? Our guests say it best. Read what our guests are saying about our premier vacation rentals and our services.

Ashe House- Monthly Rental

We have stayed at The Ashe House twice now for the monthly rental and absolutely love it! I think the location is great and the company that rents it is GREAT and very helpful (if needed). We ride bikes every time we are in Key West and this is no exception. I would highly recommend using this company to make your vacation dreams come true.

 
  Bahari House, Seaport- Monthly Rental

My family stayed at the Bahari House for the month of July. We loved it! Very comfortable house, very clean, and great location, walking distance to everything. The management company was also great. Highly recommend! Would love to stay again in the future!

  Bohemian House - Monthly Rental

Very private and wonderful home for relaxing and enjoying Key West. We absolutely enjoyed every minute of our stay and looking forward to returning next year. Perfect paradise location !

Butterfly Cottage - Nightly Rental This place was perfect. Clean, close enough to walk everywhere, has everything and great beds. I would recommend this place to anyone.
California Dreaming - Monthly Rental

James and Marsha Cluff

Casablanca - Nightly Rental 

This was an awesome little spot to stay. I would definitely book it again when I head to the Keys. I live in Florida and this place was great because I had a place to park my Mercedes which I was worried about being on the street. The cottage was very clean the only thing for us, we could have used a few more towels, "women" ! I have already told several friends about this spot!

 

 

Casablanca Grande - Nightly Rental   We had an amazing stay at Casablanca. The house was perfect. Everything was clean and neat when we arrived. The the pool area is perfect for lounging, the landscape makes it totally secluded and you feel like you are on a island by yourself. You can walk to all the sties on the island (10 mins) or take a $10 Uber. We will surely be back again.
Casablanca Too - Nightly Rental

Perfect place for a couple. Loved the location, far enough away from the mayhem of Duval Str but close enough to get the by about a 20min walk or short drive or Uber. Loved the hot tub and made good use of the Bbq. Everything you needed for a great break !

Chavez House - Nightly Rental

The check-in process was extremely easy, efficient and friendly. The home was in great shape upon arrival, clean, tidy and great location. We would definitely stay here again, it was far enough off Duval to have peace and quiet, yet close enough to the action. Landscaping was excellent, outside of residence well kept. Property description was very accurate, the amenities within the home were excellent, light switches could use better labeling, but overall well maintained. Property Management was in constant contact to see if we needed anything, for the home or concierge services - which was nice!

Chick A Pea Cottage- NEW Nightly Rental

Bliss at the Chick-a-Pea Cottage(CAPC), Upper Duval, Key West. The CAPC is well appointed highly stylized 4 BD/2.5 BA in the heart of shopping and nightlife of KW. Super easy to communicate with property management group HKWVR and all needs were exceeded. The salt water pool is perfect for hot weather days.Property includes washer/dryer, beach towels and the perfect poolside cocktail wear. I highly recommend HKWVR and its stunning property - CAPC.

Cloud 9 - Nightly Rental 5 STARS Cloud 9

I can't say enough about our stay in this gorgeous home. There were balconies or patios outside each room, so everyone felt like their room was special. I especially liked the double security doors at the front of the courtyard that enclosed the pool area, because it was so nice not to walk out the front door of the home to the street, instead you walk across the courtyard with the home already all locked up and then came to the other locked doors to the street. So nice.
Very spacious for the 6 of us with plenty of dining tables inside and out.
The rental company really thought of everything for our visit. I tried to think of something that could be improved, but the only thing I missed from home was my projection clock beside my bed, so that when I wake up in the middle of the night, I can just look at the ceiling to see the time. So obviously that is digging deep to try and find a flaw or improvement with this place.

The location was perfect, honestly, a half block from Duval Street. We walked about everywhere we wanted to go in 10 minutes or less, except for the Southernmost Point which we drove to on the way out. Oh and another plus was the A/C system in each room. They have individual units (not the old window units) like in the nice hotels that are up near the ceilings so each couple can control the temp in their room. My husband loves it super cold, which it was in our room, and my daughter and her husband along with their kids had a normal temp in their rooms. The units are very quiet and they also have ceiling fans in each room too.
I could go on about the amenities, but I need to catch up on work now that we are back from our incredible vacation.
Special thanks to Susan for your help with checking in and out and all your suggestions on places to see and happy hours to visit. We appreciate it.

Cloud 9 - Nightly Rental

 

Historic Key West Vacation Rentals provided top concierge level service at every turn- including allowing us to extend our stay due to Hurricane Helene. Cloud Nine was spotless and exactly like pictured. Our family of six were more than comfortable in the home and the pool was just the right size for us. Perfectly located off Duvall. Highly recommend and will return again!

 

Cloud 9 - Nightly Rental Cloud 9 was the perfect property for our group of 3 couples. The location is central to everything and made a walkable city even more accessible. The house is gorgeous, exceptionally clean and well appointed. We loved having our own pool and separate spaces. Life is short, splurge for the stay here.
Copa Cabana - Monthly Rental

The management company is excellent, esp Susan. The cabana is just fine for guests' brief, 1-2 night, stay. It is also quite nice for separating to get laundry done quietly, or read a book or watch TV. The pool lights are lovely at night.

Poinciana Garden - Nightly Rental

My wife and I decided for the first time try a rental home instead of a hotel. We can’t say enough about how awesome this place was!! From the checkin to the end it was amazing! We loved the the space inside and out even though the weather was not nice while we were there is was not to know when we come back we can use it. The staff was awesome checking in and making sure all of needs and safety needs during the storm were met. We will be back sooner then later and would recommend this unit to any couple looking for a nice location and great space. We walked to everything our car never moved the whole week! 

Dreaming On Duval - Nightly Rental

These people are amazing! They anticipate your every need and respond quickly and thoroughly when you need assistance. we wouldn't consider renting Key West properties from any where else!

Fair Winds at the Foundry - Weekly Rental

This was our first time staying in Truman Annex & we could not be happier.
The house was perfect for my family of four. We loved the location, the patio area and my daughters loved the privacy of the third floor bedroom that they had to themselves. The house was stocked with plenty of towels, extra pillows, blankets and beach towels and plenty of paper products to last the whole week. We are looking forward to coming back!

Sea Vista - Monthly Rental

Property description was accurate, and the property was spotless. Several small issues were addressed and resolved promptly by the Historic Key West Vacation Rentals maintenance crew. The neighborhood was quiet, and the pool was awesome. The canal location made for stress-free boating.

Grand Maison - Nightly Rental

This home was everything and more that we could have asked for! We were a party of 7 celebrating a graduation! Kelly- from concierge had balloons and champagne waiting on arrival. House was beautiful, big and best location on Duval Street! Kitchen was fully equipped- we made a huge buffet breakfast one morning- pool was beautiful and perfect size for our group. My only regret is that we did not stay longer!

  5 STARS Perfect Key West Location

Great vacation experience! The house is quaint and comfortable and decorated nicely. The beds and bedding were very comfortable. The backyard and pool was wonderful. We could walk anywhere we wanted to go. Can’t wait to go back next year.

 

 

Horse Conch - Nightly Rental

From the start of the reservation process to saying goodby to the office staff after they held out luggage, everything was as good as we expected.

 
Inn Cogneato Cottage - Monthly Rental

We thoroughly enjoyed our month stay in June 2024 at Inn Cogneato. The cottage was perfect for my wife and I and a great location. The management company Historic Key West Vacation Rentals handled our entire stay perfectly with great communications, mid-stay cleaning, and weekly pool cleans and periodic pest control. We were at Key West airport to return home on 29th June 2024 and booked up again with Historic Key West Vacation Rentals / Inn Cogneato Cottage for 2025. Thank you to everyone!

La Casita en Cima- NEW Monthly Rental

Perfect location - can and did - walk everywhere! House has everything you need. Full suite of cable channels, kitchen has all utensils and dish/pot ware needed. Very clean and inviting. Loved doing laundry in the lanai while swimming in the pool (which we went in EVERY day, very privarpte). Owner John and Concierge Phil were wonderful to work with. This was our second year and most likely will return again next year!

La Maisonnette, Nightly Rental

La Maisonnette in Key West was better than we anticipated.
The place is immaculate, location is perfect and the owners are on top of it, making the stay even more smooth.
I highly recommend it as we have stayed in a dozen or more places in Key West over the years.
Thanks for a great trip.
Doug and Enza
Indianapolis, In

  Lilly's Pad - Nightly Group Rental

The entire staff was very friendly, and quick to respond to any questions we had- I would not use any other company next time we are in Ley West- Thanks again to everyone!!

Poinciana Garden - Nightly Rental

I was surprised how quiet it was so close to Duval street. Place was clean and management company stayed in touch during our stay making sure we were comfortable. No contact check-in was smoother than I anticipated. We walked to Mallory Square almost every evening to watch the sunset and ate at one of the many restaurants on our walk back.

Poinciana Paradise - Group Rental

It was fantastic. Stay easy to get the keys. They helped with transportation to entertainment. The house was incredible. Plenty of space for the family and friends with a bonus Jacuzzi so close to the beach right in the heart of all of the phone. they Amazing sunset beautiful place can’t wait to come bacit was amazing stay easy to get the keys they helped with transportation to entertainment. The house was incredible. Plenty of space for the family and friends with a bonus Jacuzzi so close to the beach right in the heart of all of the fun amazing sunsets beautiful place can’t wait to come back.

Chavez House - Nightly Rental 

Cute house. Quaint. Clean. Everything you need is there. Not a lot of direct sun in the backyard area. Small, but warm pool. Kept @ 90 degrees. We’d do it again.

 
Poinciana Paradise - Group Rental

This was our second stay at Poinciana Paradise. It's perfectly located in a quiet alley just 2.5 blocks from Duval. On-site parking is a bonus. The deck on the back of the house has been updated since our last stay and is a lovely place to sit and enjoy the beautiful Key West weather. The property management company is extremely helpful and pleasant to work with. We traveled with another couple, so this property could not have been more perfect for us; we each had our own separate spaces but could sit together on the deck and enjoy drinks or a meal. It's just a great place to stay!

Poinciana Treetop - Nightly Rental

The home was spotless, beautifully decorated, and with a super comfortable bed. It was off the beated path but close enough to walk everywhere in Key West. The emergency number and quick reply was greatly appreciated when I left my phone inside the apartment and needed the texted key code to get back in!A couple of restaurant recommendations...Blue Heaven for dinner (gorgeous patio) and Sunny Eggs for breakfast (best I ever had!). I would recommend this spot to anyone traveling to Key West.

 

 

Potter's Cottage - Nightly Rental

This house was perfect for my girls trip for 3. It was nicely decorated, very clean and provided everything we needed. The pool area was a must for an afternoon break, especially since we visited during record high temperatures. Restaurants and shopping was close by so we could walk most places, which we also appreciated. Absolutely perfect in all respects, no negatives. Management company was accessible if needed.

Queen Conch - Nightly Rental

Every detail of the stay was perfect. Nice location that made it easy to reach everything. House was clean and well-equipped. Communication with the owner was always timely and professional. We've used this company before and we'd gladly stay in their homes again.

Reel Paradise - Monthly Rental

Wonderful place. Well kept, great location, extremely responsive property managers. Will definitely be back.

Rooster Conch - Nightly Rental

Beautiful property in a quiet safe area. We loved floating in the pool and sitting and relaxing outside under the lovely tropical plants. The unit was clean, had cute decor and everything that we needed including some pool towels. Rental company was very responsive and provided clear communication (our "neighbors" accidentally locked themselves out and they received help immediately). Would 100% stay here again!

Seas The Day! - Weekly Rental

My son, daughter-in-law, and I made a last minute vacation change and were blessed to find and select the Seas The Day VRBO. We had a cruise planned planned for 4 months, and 1 1/2 days to departure, Carnival notified us of the cruise cancelation due to ship engine problems.
The condo was in a great location of all activities on and around Duval Street, and the warm where we could watch the World Offshore boat races. We didn't need a rental car, as we could easily walk to most of the island. The condo was clean, with a wonderful patio, and all the basic amenities, washer/dryer, kitchen, iron, hair dryer, and 3 televisions.

Fair Winds at the Foundry - Weekly Rental 

"Lovely townhouse in the foundry building in Truman Annex. This is the 4th townhouse in the foundry we stayed in, they are all very nice but being a corner unit was the best. Very clean, very well furnished and exactly as shown in the pictures. We were very happy with our stay! Historic Key West Vacation Rentals are a fantastic company to work with!"

Sea Conch - Nightly Rental 2 Bedrooms 2 Bath Sleeps 6

We loved the place! It is very clean, well furnished (beds are comfortable), and the kitchen was well stocked with everything we needed to entertain. Great location easy to walk to all restaurants and bars. The staff at the rental location were friendly and helpful.

Petite Maison - Nightly Rental

Can't say enough good things about this property. I have a short term rental and set the bar high. These guys do it right. Everything from check in until we left was superb. The house is in a great location but also quiet. Very comfortable with modern furnishings and well equipped. The staff at Key West Historic Rentals will even help you with any reservations or bookings you might want during your stay. I highly recommend this property and will stay here again.

Fair Winds at the Foundry - Weekly Rental

"Lovely townhouse in the foundry building in Truman Annex. This is the 4th townhouse in the foundry we stayed in, they are all very nice but being a corner unit was the best. Very clean, very well furnished and exactly as shown in the pictures. We were very happy with our stay! Historic Key West Vacation Rentals are a fantastic company to work with!"

Chick-a-Pea Cottage - Nightly Rental 

"The house was so perfect, had so much Key West character, was clean and the pool + patio such an added bonus! The best location to everything! Rental company was amazing, we accidentally locked ourselves out of the house, and Susan came right over to let us in within 10 min! They checked on us throughout our stay, and anything that came up they were very responsive. We had the perfect stay, and plan to stay here for many more trips!!!"

Sea Conch - Nightly Rental

This was our 5th time renting with Historic Key West Vacation Rentals and the second time renting this particular property. HKWVR has always been wonderful to work with and their properties are top-notch. They're always clean, well-stocked, comfortable and located in areas convenient to all of the things we love about Key West. We'll always be HKWVR customers!

 

Sea Conch is an amazing property. Everything on the listing is exactly as it is in person. The house was very clean and the pool area very nice. I was able to order groceries online from Publix and get them delivered the day of our arrival along with bikes for the week. The location is awesome! We will definitely be back the next time we come to Key West!!

 
Villa Azul - Monthly Rental

There were three of us working from home in this house. It was perfect for all of us. The rooms were the perfect size. The outdoor space is an amazing oasis for when you have downtown. We really enjoyed our stay and the location was perfect.

Villa Josine - Nightly Rental

great communication! we loved our stay and felt well taken care of! Villa Josine was impeccable and comfortable and perfect for our family of 8.

Southard Comfort

From the time we pulled in the driveway, Southard Comfort was inviting, quaint and more than we expected. First, having a parking space in key west is a blessing! The home met every one of our needs and more. The pool was tranquil and welcomed us home each day after exploring Key West. The beds were comfortable and there was tons of storage. The roosters crowing at 5am just added to the Key West vibe. The kitchen was well stocked and the AC and fans kept the house super comfortable. Don’t miss this little oasis!

Casablanca - Nightly Rental

Another wonderful experience in Key West! The property was lovely, and you can't beat your own private pool. There are not many 1-bedroom vacation rentals with a private pool on the island, and this one is top notch! The staff at Historic KW Rentals are professional and accommodating

Tropical Dream - Monthly Rental

We stayed for one marvelous month and wish we could have stayed longer. The home was perfectly situated in the heart of Old Town. It is FULLY equipped with everything you could possibly need and want. From kitchen supplies to bed linens and BBQ tools - everything was perfect!
As far as the rental company, I can’t say enough good things about these ladies! They are marvelous! Our BBQ was not working one day, so they gave us a gift card to the lovely restaurant down the street to enjoy while the repair was underway.
If you’re on the fence don’t be! You will not be disappointed.
For reference, this glowing review is coming from two very picky frequent travelers who only write reviews in response to terrible experiences. That's how much we enjoyed our time at Tropical Dream.
Perfect home and perfect service! 10 stars

Maisons de Luxe - Nightly Group Rental

“The biggest plus was the constant communication and quick repackages to questions. The location and house are awesome. But the people I dealt with were exceptional.”

Southard Comfort - Nightly Rental

The best we have rented so far! Our host was amazing, they gave us local recommendations and were available for anything we needed! The place was awesome. The most beautiful decor and comfortable rooms. Very easy access to everything, we walked everywhere we went! Would definitely recommend to all of our friends! Thank you for a wonderful and memorable stay!

Maisons de Luxe - Nightly Group Rental

5 stars:
We fell in love with Maisons de Luxe when we saw the pictures on the Historic Key West Vacation Rentals website, so much so that we planned our destination wedding around its availability.  From the very beginning, Denise and Cindy were friendly, professional and bent over backwards to make sure we were well taken care of.  Cindy was extremely accommodating and very responsive to all our needs.  The property itself exceeded our expectations.  We had 6 adults and 2 children in the main house and 2 adults in the petite and still had plenty of space.  It was beautifully furnished, clean and conveniently located.  The backyard was a huge hit with our group, we spent hours every evening in the pool relaxing, grilling on the bbq and enjoying local food and drinks.  We definitely plan to rent from HKWVR again in the future as our family is already feeling “homesick” for Maisons de Luxe.

Rooster Conch - Nightly Rental

“Excellent place to stay, very clean and private. The hosts were excellent in their communication, your 2 blocks from Duval street. We loved it!”

Queen Conch - Nightly Rental

Absolutely amazing! There were 12 of us in our group but the house could have comfortably slept 14. Location is perfect, just a short walk from Duval St. The house was spacious and clean. The pool was probably our favorite part. There are lots of trees and plants surrounding the pool so it gives you a lot of privacy. I would definitely stay here again! The staff at Historic Key West Vacation Rentals was so helpful and attentive starting the first day after booking and continuing through the last day of the trip. Such a wonderful experience!

Sea Conch - Nightly Rental

The Sea Conch home is a lovely place to stay. The furnishings are very modern, space has everything a traveler could ask for and the neighborhood and location were perfect! We would (and will!) definitely stay there again on our next trip to Key West!!

Sea Vista - Monthly Rental

We had a wonderful rental experience! The management team was responsive, informative, helpful and very friendly. The property is beautiful and just as pictured on the website. Would suggest it might be time to do an inventory of kitchen supplies and to replace the outdoor furniture on the back patios (upstairs and down). Otherwise, everything was in excellent condition. We loved every minute that we had in the beautiful bit of paradise. Thanks!

Bohemian House - Monthly Rental

The property is in the perfect spot; close enough (2/3 blocks) to Duval, but still far enough away where street traffic and noise are not a factor. House was very well appointed with everything you need for entertaining. Bedding was comfortable and well kept. Property manager was very responsive throughout entire trip.

Bohemian House - Monthly Rental

My fiancé and I stayed for a month at the Bohemian House and we absolutely loved it! Great location, walkable to almost everything. The pool and backyard were wonderful to have, especially when we had guests. Totally perfect!

Seas The Day! - Weekly Rental: We would gladly stay here again!          

We are a family of four, 2 adults, 11-year-old, 8-year-old and had the perfect stay at Truman Annex, in the unit located at 202-8 Southard. The location is just two blocks off of Duval which makes walking anywhere very easy. We never took a cab or Uber to get anywhere in Old Town. We were able to have our groceries delivered via Instacart from the local Publix store. Plus, a small chain of grocery stores, Fausto's, has a location just three blocks from the condo. The condo itself is very clean and has two queen size beds and a sofa that is comfortable for one person to sleep on. The unit has been recently updated and has a fresh feel to it. The outdoor patio area is amazing, not all units in the Truman Annex have this luxury! We all enjoyed the pool area and the short walk to the splash pad (btw, the splash pad is not like the ones we are familiar with. The one in KW is extra for sure. It's more like a small water park!) The folks at Historic Key West Rentals are amazing: they respond quickly to all communications, they are proactive in reaching out about possible questions we might have, they offered additional services free of charge (and for which they do not receive a commission on). We recommend this unit and booking directly through Historic Key West rentals, instead of VRBO, b/c you will save money!!

 

Cloud 9 - Nightly Rental 3 Bedrooms 3 Bath Sleeps 7

"During these trying times that we are living in, we needed a safe getaway and that's exactly what we got. The minute we walked through those gates, we felt like we were transported to our own little island. The pool, decor and location of this oasis, was bar none. Cloud ☁️ 9 was fully equipped with everything you would have in your own home. The staff was wonderful, accommodating and very professional. We have all intentions of returning next year. This trip is definitely going on the ones to remember. Thank you for the memories!"

Poinciana Treetop - Nightly Rental

"This was a beautifully decorated place close to everything in key west. We stayed in the upper unit. It had everything we needed at an affordable price. I only wish it had a pool and it would have been perfect!
We arrived on the Key West Express early in the day and the ladies were nice enough to allow us to drop our luggage off at the office while we enjoyed our day. These gals were top notch. " 

Casablanca Too - Nightly Rental

"We've been thinking of our trip these past few weeks, while we've been sheltering at home clear across the country. We had such a wonderful, relaxed, chill Key West kind of visit just before Christmas. In some ways, it probably prepared us for what followed. We do so appreciate the hospitality and great property.
Hang in there." 

Southard Comfort - Nightly Rental

“We just spent 4 glorious days in Southard Comfort! The house was magnificent! We got in late Sunday evening and were able to easily get the keys and go to the house! The lights were on welcoming us when we arrived after 10PM! I was beyond impressed with the cleanliness of the house and all of the decor! My husband, adult daughters and I loved relaxing in and around the pool! You can tell this home is loved by its owners! It is close to the marina where we hopped on a boat and ate at Sunset Key for lunch and did a sunset cruise another evening. It is also walking distance to Duval Street, Pepe’s Cafe, Date and Thyme, Five Brothers Market, and our new favorite restaurant, Mangia Mangia! On our way out to return home, we were all sad and said we will definitely return!”

 

Maisons de Luxe - Nightly Group Rental

""This house is so beautiful! They made excellent use of the space. We had 9 ladies and didn’t feel cramped at all. The house was super clean and had lots of amenities and touches that we appreciated having available. Check-in and out was quick and easy. Cindy is very responsive and helpful, we appreciated her communications before and during the trip."

Fair Winds at the Foundry - Weekly Rental

Amazing location, very comfortable

"This was one of the best vacation rentals we have ever reserved. The location in Key West is absolutely unmatched! It’s right in the heart of the action but somehow tucked away and private. We only used our rental car twice in 7 days, once to get to a kayak excursion and once to the grocery store. The neighborhood is incredibly picturesque, like straight out of a movie. Beautiful landscaping everywhere and super clean and well maintained. The pool is very nice but small, we had it all to ourselves most visits. Do yourself a favor and rent bikes, we used them every day multiple times per day. The Concierge, Cindy, was so friendly and very very helpful. We had a minor issue during our stay and it was handled quickly with no inconvenience to us at all. We will definitely stay here again, no doubt about it."

Villa Luxe - Nightly Rental

"This home was pristine! The pool was fantastic and we spent a lot of time in it. We were in close proximity to Duval and there were several restaurants and shops just blocks away from us. Both the cottage and the two-story villa were simply spectacular. The house was incredibly clean. In fact, I have never seen a house more clean for a vacation stay. The Decor is very Unique and you won’t be disappointed. The vacation rental company went above and beyond our expectations and met our every need. We loved the fact that all of us had our own bed and bathroom. This is a true gem in Key West and I highly recommend this property."

Grand Maison - Nightly Rental

"It's a beautiful home, very nicely furnished. We were a multigenerational party of eight and there was plenty of room. The location is perfect -- on Duval, but at the quiet end; an easy walk to the action."

Villa Luxe - Nightly Rental

"I have rented houses in Key West and I usually stay
somewhere different just to try. Well folks I don't think that will happen again. This place is "Top Shelf". It's perfect for 6 People to have their own sleeping space, yet enjoy the Chefs kitchen and huge den, dining, and fantastic porch. Yes, this place is a bit more expensive than others, but it will not disappoint you."

Fair Winds at the Foundry - Weekly Rental

"We cannot say enough about FairWinds at the Foundry! The property is fantastic - super close to everything in Old Town but you feel like you are in the midst of the jungle with all of the tropical plants/trees. The layout of the townhome is great for families or two couples - and it was spotless. I really appreciated the way that Historic Key West Vacation Rentals worked with us as we were booking for the time right after the island opened back up in June. They were super accommodating and very transparent with everything they did/said. We will definitely stay there again and highly recommend it!"

Poinciana Garden - Nightly Rental

"Becky and I had a fantastic time and loved the property. It was quiet; the grounds, lovely; and the hot tub was amazing. We would love to reserve for a week in May 2021. Let us know when bookings open up and how to proceed. Thanks so much!" - Jeremy

Poinciana Garden - Nightly Rental
 

"Historic Key West Staff was courteous and friendly. If i had a question they were able to help. Poinciana Garden was immaculately clean and furnished. It even had its own parking spot which is a great thing in Key West. Only a couple of blocks from everything" - Kevin L.

 GRAND MAISON~ Luxury Home On Duval w/ Pvt Pool!


"Beautiful home, great location! On Duvall so very easy to walk to places, but it’s on the 'quieter' end so you get to enjoy your sleep. Back yard area with pool was a great hangout and relaxing spot. The check in office went above and beyond anything we needed. If I stay again this is where I’d stay!!"    Kindel, Ocala, FL

Villa Luxe - Nightly Rental

“This location is a hidden gem. The Privacy off being located close to Duval , but you actually is unbelievable. This place is been extremely tastefully done. The value for the money is easily justified. Considering stayed many times at local high end hotels and this is much more intimate. Great job to the owner. Loved the Sonos too I stayed with my family and having 3 separate suites made it more enjoyable. Family room layout and private pool created some relaxing time. Great place for 3 couples also. We will be back for sure. Staff at Historical Key West was excellent to deal with. From Concierge type service for restaurants (Cindy nailed it) to Susan at check in and followed up first night with assistance. Too Steve upon checkout. Enjoyed the friendliness.”  

Potter's Cottage - Nightly Rental

"Just came home from a wonderful first trip !! Loved the island ! Loved the house .... stayed at Potter's Cottage."

 

 

 

 

 

 

 

 

 

 

 

 

 

Southard Comfort - Nightly Rental

5 STARS Wonderful vacation!

Beautiful house, great location, excellent service! The owner even left us some New Year's Eve treats. Hope we can come back again next year. Highly recommend this home.

Cloud 9 - Nightly Rental

Our stay at Cloud 9 was a perfect experience from the booking, the accommodations, the beautiful pool, location to check out. The staff could not have been more accommodating. We loved the rental! 

Villa Luxe - Nightly Rental

We had a wonderful stay at the Villa Luxe! It was a beautiful property that provided just the relaxation we needed! The management staff is professional and available for any needs. The location was perfect for us! A short walk to anywhere we wanted to be! There is a convenience store located a few steps away which was so nice for a quick snack or more drinks! The covered porch allowed us all to still sit outside and enjoy the beautiful landscape, even in the rain! We will definitely recommend to family and friends!