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    Key West Vacation Homes

    1.0 (2 reviews)
    Open 9:00 am - 5:00 pm

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    Vacation Homes of Key West - Sunset Key private 2BR/3BA vacation rental.

    Vacation Homes of Key West

    4.2(72 reviews)
    0.4 mi

    My family and I rented a home in Key West over the holidays. First of all, the house was nothing…read moreshort of outstanding! Everything was perfect...the house itself was gorgeous, the location was ideal, and the personal service we received from the staff at Vacation Homes of Key West was nothing short of amazing! We were so well cared for, and we could not possibly have asked for a better experience. Among other wonderful things I could say about the house, the kitchen stands out in particular. Some rental houses have the bare minimum when it comes to pots, pans and cooking utensils. Not this house! We had everything we needed to make excellent meals. And, of course, the pool was a wonderful extra...even though the beach is only a block away, we enjoyed the pool every day! Oh, and one more thing...the outdoor shower! That's the only place we showered for our entire stay. So fun! When we come back to Key West, we will rent again from Vacation Homes of Key West. In fact, we wouldn't want to go anywhere else! Thanks again to the staff. We love you!

    We got 4 bedrooms house rented for 5 night. We use it for our work visit to Key West. We search the…read moreentire area during the winter time in Key West is expansive if we have each room for person. The house renting make sense for cost and close proximity in downtown and a street away the Duval. Pro One spot parking assign to a house. 4 individuals bedrooms, two kitchen, one swimming pool, courtyard, secure entry way. It is affordable during high season. Con The shower room cannot be open in one of bedrooms. The problem reported but they cannot fix till we move out 5 days later. The security alarm across the street court house sound every night. They cannot do about it. Carpet is a bit dirty in some room. We have to take the garbage out when we vacated with we paid extra for the cleaning fees. The best thing of this location is located right at the mile marker zero of US1. Very close to downtown for food. Central location for attractions.

    Photos
    Vacation Homes of Key West - The Key West Dreamin 2BR vacation rental.

    The Key West Dreamin 2BR vacation rental.

    Vacation Homes of Key West - The porch at our Sunset Key Monthly Vacation Rental.

    The porch at our Sunset Key Monthly Vacation Rental.

    Vacation Homes of Key West - A classic Key West Style Vacation Rental.

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    A classic Key West Style Vacation Rental.

    Key West Vacation Rentals - Sticky remote

    Key West Vacation Rentals

    3.0(62 reviews)
    0.0 mi

    The rental from this place was a BIG OOF. My party had arrived 30 minutes after the agreed upon…read moretime for check in of 4pm. When we parked the car we heard people inside the house, which we thought was weird. Well the door was wide open because the cleaners had just arrived and were setting up. We contacted the office and they said yes the cleaners have to clean. Ummm...as a business charging over $800/night are you not supposed to have the rental property ready by the agreed upon time at a minimum? They were not willing to give us anything for not having their rental property ready. Well here's a list of everything else wrong (other than the condescending office who tries to gaslight you when you ask them about the property being ready at the contracted time?? Why is it not ready at 430 when you told me Check in was at 4??) There is a hot tub in the back but half the jets aren't working and it's infested with mosquitos. There is no bug spray provided so I suggest you bring some. The carpet looks raggedy. They might vacuum it but I don't know how often they really clean it. The place looks like it needs renovations like 8 years ago. The laundry machine outside is nice to have. Just make sure your shots are all up to date. It's ruiuuuusssty. And if you have any issues with the place...too bad. The front office will do anything but own up to their mistake. We stayed at "Hemingway's View".

    The house is nothing like the pictures. Can't open the doors from the kitchen from the pool. The…read morestairs inside and out side have no hand rails . The driveway is so small you can't open the doors and get out. The beds are hard . This is a total rip off !

    Photos
    Key West Vacation Rentals - Tv with "cable". It says central AC. I'm not familiar with AC terms but if window units are central ac. They have that

    Tv with "cable". It says central AC. I'm not familiar with AC terms but if window units are central ac. They have that

    Key West Vacation Rentals - Rusty door hinges

    Rusty door hinges

    Key West Vacation Rentals - Floor is beat up and that carpet needs to be cleaned

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    Floor is beat up and that carpet needs to be cleaned

    At Home In Key West - Rooms with a view

    At Home In Key West

    3.0(28 reviews)
    0.4 mi

    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…read morewalk 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! For hidden damages! And the yard yes I agree I didn't cut the grass so they charged me $179.30 for 10×10 townhouse yard cleaning for cutting the grass basically there us nothing to clean there. And the garbage what garbage I put everything in the trash can and what i supposed to do take the trash with me??? If garbage day is Monday and i moved out on Sunday. So basically they charged me for taking the trash cans out! I will never recommend to rent from this company for all my friends and anybody!

    I lived in one of their properties for 3 years. Paid rent on time (actually early). Everything…read moreseemed fine until it came to maintenance. They take the cheap option. Ex: the dishwasher flooded underneath the flooring so some of the wood panels had to be replaced. They went with a cheaper wood that didn't match the rest of the flooring and didn't even run flush with the cabinets. Another ex: the AC kept kicking off. Mechanics would come to "fix" the issue. We later found out, they were putting a bandaid on the problem. Our AC went out again for over 5 days in the summer. We asked if they would pay to relocate us temporarily until the AC was fixed. They said no- it was my spouse, cat and myself living in a space that was 90°! As they were fixing the AC, construction took over the living room making it uninhabitable- no compensation, just an experience of cleaning up after the repair. As we moved out, they came up with ridiculous fees (processing, admin, cleaning). When we moved out, the unit was cleaner than moving in. This company does not care for their tenants. I've heard horror stories of how they have treated others but I was being hopeful. This company is full of inconsiderate managers, often with attitude problems, as well as hidden and made up fees. Would not recommend. Rent if you dare.

    Photos
    At Home In Key West - Spacious homes with private pool

    Spacious homes with private pool

    At Home In Key West - Charming city scenes

    Charming city scenes

    At Home In Key West - Historic homes

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    Historic homes

    The Douglas House

    The Douglas House

    3.7(73 reviews)
    0.1 mi

    Check in was easy, staff was very helpful. Upgraded us to a better room which was beautiful. Large…read morespace, nicely decorated. Big bathroom. Plenty of storage. Coffee and tea available 24 hours. Parking was very convenient.

    Found this place online during Black Friday sales. When I first read some of the reviews on Yelp I…read morewas a bit hesitant, but the price was right. Once we got there everything was great, Jose at the front desk was awesome and helpful. Looks like they have been fixing and keep updating the place. The few comments I would note are petty. So here they are update the cheap ice buckets, put nicer (not plastic) wine and drinking glasses in the kitchenette. Replace the plastic toilet paper holder with bar code. This place is nice enough to support these items being upgraded. We were in #14 cabana and other than these few petty things I mentioned everything else was great. It was cool out so I don't know if the room would be hot in the summer. I didn't get to see the other rooms, but our room was clean and spacious. We had three different types of pillows (soft, medium, firm) so that was great. The bed was comfortable as well. Located off of Duval St. not on it upper duval area. There are a lot of nice places close by (Rum Bar, Uva, La Te Da, Flamingo crossing ice cream, Banana cafe). Safety note: They need to adjust the main front door that leads to the courtyard area. It closes really slow and stays open. I did hear some of the ladies commenting on it. I would recommend the Douglas House and hopefully going back soon.

    Photos
    The Douglas House
    The Douglas House
    The Douglas House - Our own water feature and the whole porch has curtains you can close for privacy.

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    Our own water feature and the whole porch has curtains you can close for privacy.

    Rose Lane Villas - Key West Gardens

    Rose Lane Villas

    4.6(7 reviews)
    0.6 mi

    We were super happy. We stayed at the Villa Aqua, which has French doors opening directly to the…read morepool. Perfect for hot spring days. Thanks Haytham, Alison and Laurine!

    You can't beat the location and charm. We stayed in the 2 bedroom villa for a girls weekend with…read morelifelong friends. The pool was typically empty which we enjoyed. It was walkable to many places we wanted to visit. The air conditioning worked great, it was cute, clean and comfortable. There were a few issues though: We flew into Fort Lauderdale and arranged for a late check in. They were supposed to leave a key with our room info on it, so you can imagine our surprise after a 3 hour drive (a 3 hour flight before that) when we arrived in the pouring rain, exhausted from traveling all day to find that nothing was left for us. We had to call at almost 3am to get what we needed to get into our room. We had to ask for towels several times before we received them. There were 4 of us women staying in the rooms and to our complete dismay we discovered that the hot water only lasts through 1.5 showers before the water is so frigid it literally stings your skin. It was so bad we thought maybe the pilot light went out and had maintenance come. Nope. Nothing could be done to fix the problem. For what we paid ($$$$) we shouldn't have had the mishap during check in or have to fight over hot water.

    Photos
    Rose Lane Villas - Rose Lane Villas Family Friendly Vacation Rentals

    Rose Lane Villas Family Friendly Vacation Rentals

    Rose Lane Villas - Each building contains 3 villas.

    Each building contains 3 villas.

    Rose Lane Villas - Newly renovated Villa bathrooms.

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    Newly renovated Villa bathrooms.

    Key West Vacation Homes - vacation_rentals - Updated May 2026

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