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117 apartments

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Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Can't wait to return” We loved staying at the Grand Bahama suite. It was spacious, clean and centrally located just a street from all the action. We loved the courtyard and pool. I was a little concerned about parking but it worked out fine for us. We just coordinated with the other tenants. We will definitely be staying here again.

Responds fast! avg. 3 hours 22 minutes

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$377

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranquil. The patio faces south so you don't get blasted with the morning or evening sun making it very comfortable having your morning coffee or evening cocktail while enjoying the view. The owners have put a lot of thought into furnishing and accessorizing the unit. Tess and Mimi were wonderful to work with (Mimi met us at the condo and had great advice on where to eat, what to do...)I have stayed in several condos and this was by far my favorite, if your thinking of staying here you will not be disappointed. I will definitely be back the next time I visit the keys.

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$330

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 56 minutes

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$105

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Perfect!” This was the perfect size suite for 4 adults, with a little pool oasis right off our doorstep, in the center of it all without the noise of Duval. Loved every second of my stay!

Responds fast! avg. 3 hours 22 minutes

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$297

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

“Great location in the heart of Old Town Key West, just a block off Duval..” We stayed in the Paradise Suite. Great front porch to hang out on, pool in back with pergola for lounging. Place was set up perfect, pool towels hanging by the door, bathroom had necessary items, kitchen well set up with needed items as well. Very well maintained and cleaned, bedding all set. Wi-Fi and other amenities available. Perfect for two couples, with room for even an extra guest. Driveway accommodates three cars, unmetered parking around the corner. Local market just 1/2 block away, and the highly recommended Thirsty Mermaid restaurant on the corner. Owner and managers very available and responsive. Will certainly stay again.

Responds fast! avg. 3 hours 22 minutes

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$285

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Our wedding family stayed here awesome” Fabulous. Clean roomy pool fantastic. Short walk to schooners Wharf Both inside and outside area were excellent

Responds fast! avg. 3 hours 22 minutes

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$320

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with chairs for all 6 of us. My husband enjoyed watching March Madness on the large T.V. Kathy did a fantastic job with all communications and provided great tourist tips. We would definitely stay here again!

Responds fast! avg. 2 hours 36 minutes

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$430

Tropical Escape

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.... No complaints.

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$246

Studio Blue

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

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$229

Southard Getaway

Key West apartment

2 bedrooms / 1 bathroom / sleeps 5

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$200

Campbell Suite

Key West apartment

1 bedroom / 2 bathrooms / sleeps 2

“Comfortably furnished and decorated with a very convenient locat” We really enjoyed staying at the Campbell Suite. It served our requirements nicely. The amenities and location were excellent. Potential visitors do need to note that the entrance to the unit is on the 2nd floor, and there is also a circular metal staircase to get from the living area of the unit up to the bedroom. So occupants do need to be reasonably fit to do the stairs and get their luggage up there. We had no problems with this, but others need to be aware depending on their individual circumstances. As far as improvements, we did notice that there was some water that leaked into the closet on the 2nd floor and accumulated a bit in the center of the closet floor after the heavy rain the morning of Tue. 3/25. Didn't cause any problems for us but just wanted to bring it to someone's attention to check into before it gets worse.

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$200

Coconut Beach

Key West apartment

1 bedroom / 2 bathrooms / sleeps 4

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$262

Bayview Harbor

Key West apartment

2 bedrooms / 1 bathroom / sleeps 5

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$160

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!

Responds fast! avg. 1 hour 47 minutes

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$319

Newton's Nest

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

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$106

Fantastic Spring& Summer Stay Downtown walk everywhere

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

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$367

Havana Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 5

“Wonderful Experience!” I had a great experience with Historic Hideways during my 5 week stay in Havana Hideway. Everything exceeded my expectations. A great place and exteremely friendly service with Historic Hideways. I would recommend to anyone.

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$310

Finn Key

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Loved Finn Key” Condo and furnishings were very nice and clean. Loved the patio and proximity to the pool! Location was extremely central- easy access to Duval, Mallory Square & Fort Zach Beach. Great being able to walk to almost anything we wanted to do. Only complaint was the noise level in condo- walls and ceiling are thin & we heard everything upstairs, especially in the morning! But that is not the fault of the owners or rental company- bring a noisemaker to sleep at night! We would definitely stay here again, great time!

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$180

Emma's Escape

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Little Oasis Exceeded Our Expectations” My boyfriend and I stayed at Emma's Escape from 6/22-7/22. It was everything we hoped it would be and more. It truly was an escape. The condo is beautifully decorated and the grounds are very well maintained. We were instantly comfortable from the second we walked in. The backyard is truly a private little oasis. The pool is simply perfect and tranquil. The sun hits the yard most of the day and chilling in the pool with a mojoito is beyond relaxing. We had such an amazing time here! We are already planning our next trip back. The location of Emma's Escape is great as well. It's about 4 blocks off Duval near Willie T's, less than a mile to Captin Tonys or Mallory Square, and its about a 20 minute walk to the historic seaport. We spent a lot of time at the Green Parrot, which is one of our fave KW bars and is only a few blocks from Emma's Escape. We walked and rode our Conch Cruisers everywhere the month we were in KW. We truly miss being there and pieces of our hearts will always be in Key West! Thanks so much Lida, Libby, and everyone from at Home in Key West realtors for helping us to have a place we can think of as home on your special little island!

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$80

Belle Marie

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$303

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Key West apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$515

The Banyan Resort at Key West

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

“Wonderful week at The Banyan Resort!!” My husband and I recently stayed in a 2 bedroom/1Bath unit at The Banyan Resort and we were extremely pleased with everything!! Everyone we encountered from the front desk, housekeeping, grounds personnel and other guests were warm and welcoming! The unit was very spacious and comfortable and you can"t beat the location. It's within walking distance of all attractions and Fort Zachary Taylor State Park. The owner was very responsive to all of my questions and a pleasure to work with and we look forward to being repeat guests at The Banyan Resort.

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$263

Totally Renovated Ocean View Condo Great Prices

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$602

City Cay

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

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$160

Banana Key

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Key West in December.” We chose Banana Key just a few days before we actually got there due to a last minute vacation opportunity. I worked with Tim at Historic Hideways and couldn't have been happier with him and the staff in this office. He assured me that we would love it there and he was right. The home was beautiful, the bed was extremely comfortable and the kitchen well stocked with everything we needed for our time there. We were on a working vacation and found the living room to have plenty of electrical outlets which helped us in being able to accomplish our work efficiently and comfortably in order for us to get out and enjoy the sunshine. We had a couple of maintenance issues such as a hot water heater problem and a smoke detector activation, but when I called H.H they took care of those issues promptly. Last but not least, location location location!! You could not ask for better access to all of the great shops, bars and restaurants just a few blocks off of Duval. We had bicycle delivered to us and we rode bikes nearly every day. We would totally recommend this rental and were very pleased with the staff at Historic Hideways.

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$310

A Barefoot Retreat

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Fantastic Vacation” Great property. Exactly as described. Fully stocked kitchen. Perfect for my husband and I. We were looking to just relax between Christmas and New Years. We would have given the property 5 stars but the parking is a little wonky. Pretty far walk from the parking lot to the unit with groceries. Nice cross breeze with the front balcony and back deck door open. Sun on the back deck was great. Even had a visitor passing through as I sat on the deck reading a book. (See pic) Quiet but close to Duval's action and eateries. Will absolutely book Barefoot Retreat again.

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$180

Shipyard

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Wish I could live here all year.” Check-in was very quick and Tim did an excellent job at explaining the area and providing us with useful information regarding restaurants and activities. I really felt that he did an above-and-beyond job at making sure we had a great vacation. The house was clean and anything that we needed (cleaning supplies, detergent, etc) as well as information regarding the house was available to us. The location was nice. Most everything was within walking distance or was a $5 cab ride. The only thing we found a bit annoying was that the community pool hours were not followed by the community staff. Often we found the pool locked during the middle of the day. Of course I understand that Historic Hideaways has no control over this as they simply own one of the lots on the site. After a long day of swimming, charters, and walking around town, we were always looking forward to relaxing at the house. My fiance and I really enjoyed our stay. We're already planning to return next year!

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$185

Key West Charming

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Key West the beautiful” Our stay at the Key West was indeed charming, home was absolutely beautiful as seen on the pics, very comfy, clean and all the amenities were included, all we had to do was shop for food, lol. This was our first time in Key West and I must say my family and I would def go back and when we do we will def stay here. Home was close to everything, we did not need our car for anything, pool was very nice and clean, the surrounding area around was simply beautiful, loved it, Thank you so much for such beauty. Sincerely Maria King and family

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$160

Sundown Refuge

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great Place!” You could have lived in this condo!!! It had everything you could want and more for cooking/entertaining! Folding chairs for Mallory Square, beach towels for the pool, games, paper/pencils! They only bummer was the master bed. The side closest to the sliding doors was squeeky...every time I would move, I was making sounds!! Other that that, a FABULOUS place that I would love to stay at again!!!

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$264

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Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$572

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

“Wonderful Experience” Beautiful decor! Perfect location - just off the beaten path but out of the hustle and bustle. Convenient to everything we wanted to do! I whole heartedly recommend this condo for a couple. Also would work nicely for three people. Might be a bit tight for four adults, but it was perfect for my husband and me.

Responds fast! avg. 2 hours 44 minutes

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$250

Lazy Gecko

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

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$100

Atlantic Paradise

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$210

Tee by the Sea - NO DAMAGE FROM HURRICANE IRMA , Plus 7 Bikes FREE

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Responds fast! avg. 2 hours 50 minutes

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$286