
Apartment holiday rentals in Key West
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Top-rated apartment rentals in Key West
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Popular amenities for Key West apartment rentals
Weekly apartment rentals

Castaway Cove: Pet-friendly 2/2 condo near beach!
Mike’s place was perfect for our 2-night stay in Key West. The apartment has everything you need from kitchen supplies to even board games. The place was great. We’d highly recommend.

*NEW* Sea La Vie - Pool & Beach
Great spot for our family with young kids! With the beach and pool, we never had to leave to find entertainment. They had the best time, and we could relax a little! Clean space, friendly people, fantastic view!

Washer & Dryer, Near Downtown - Mesa House, Dos
Perfect location in Key West. One block to Duval and the best of town. Sloppy Joe's just around the corner. Fabulous spot!

Beachside Unit 22 - Private Beach on Atlantic
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths
A lovely and unique stay in Key Largo! The listing was better than the photos, I love the ocean theme and all of the color. I particularly appreciated having access to kayaks. The hosts are also lovely and provided help as needed and recommendations. I would love to return.

African Queen | Perfect Suite Near Historic Seapor
Rick was the most responsive host Ive ever worked with. He even offered shuttle service to our car. (parking in Key West is expensive) He offered to et up park in the office parking lot at no additional charge. If you are looking for a super convenient really cute place to stay I cannot recommend this highly enough. Just steps to Sloppy Joe's and Sunset pier Needless to say we will be back

Shipyard 297-2 bed 2 bath condo in Truman Annex
very centrally located, less than 15 minute walk to most points of interest including Zachary Taylor State Park and beach which was very nice. Also close to Duval Street and lots of restaurants and bars. they were typically lounge chairs available at the pool although in the afternoon it can be difficult to find shade.

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA
Wow!!! We loved this place so much. It was perfect and it was decorated so beautifully. It was also stocked. Everything we could need. It was amazing and we are so glad we stayed here. It is absolutely worth it!
Private apartment rentals

Poolside 2 queen Apartment
Nicely renovated. Screened in porch was a nice touch! Loved that there was actually some sandy beach access. Friendly staff. Easy uber to many bars and restaurants. Would definitely stay here again!

Key Largo Condo at Moon Bay
Very nice condo and pool and small but perfect beach.

Motel Room #1, Private Entrance, Beach and Marina
Kings Kamp has honestly given us an amazing stay! Ruth made us feel at home, always there to hook us up when needed !!! Everyone around was really polite and well mannered. Just what we needed for an amazing fishing trip. Overall 10/10, we recommend checking out the campfire pit personally my favorite spot !

Sailfish Suite on Duval
My fishing buddy and I rented the two bedroom unit and kitchen. It was exactly what we needed in order to enjoy a great weekend in Key West. We were step away from Duval so there was some minor street noise but nothing that I would consider annoying and it seemed whisper quiet by midnight. If I was trying to get a toddler to go to bed it could be concerning but neither of us had any issue. Digital locks allowed for easy access to our units. All of the Duval Street restaurants and bars were immediately available. There is no car parking adjacent to the rooms. We parked at the city garage for the weekend and either walked or taxied to destinations. Great location, responsive host, comfortable beds, clean rooms and quality linens made this a definite five star accommodation.

Relax with the whole family at this peaceful place
Place looked exactly like pictures. Quiet and peaceful. Had no issues with anything. Would definitely recommend

Boot Key Harbor #1
Very relaxing quiet area , walking distance to a small bar with food and drinks and music. Easy to dock the boat - really clean outside shower and bathroom to clean up after being out fishing.

Coconut Mallory 2 Bedroom w/ Pool
From beginning to end of trip, the directions were easy, the checkin was fast, and the place was exactly as described! Very comfy and easy to find everything. Left everything as instructed upon leaving, very easy checkout! Will stay again when we come back. Edge of town but easy drive to find everything!!

Azul del Mar Tropical Garden Suite (Palma)
Lovely private property with water access. Very convenient and well-managed. I especially appreciated the free access to bikes, kayaks, and paddle boards. Very friendly staff.
Apartment rentals with a hot tub

Turtles Nest 2 Ocean Point condo
Amazing place, we wanted to move in! Everything is pristine, beautiful decor, peaceful surroundings. The pool was incredible as well, clean, heated saltwater, utilized the bar for some frosty, frozen beverages, and those were delicious as well. Definitely recommend and stay here again!

Newly Renovated 2/2 Bath Condo, with shared pool
We were happy with all aspects of staying at Tori’s condo. We thought beds were super comfortable and towels and sheets were great!

When Paradise is Key: Tropical Oceanfront Condo
Great stay. Equipment within the apartment is much appreciated. Pool area is nice! stayed only one night so didnt make the most out of everything :)

Comfy 2/2 pool/gym/tennis/hottub
I just finished a 5 week stay at Michael’s place and have nothing but good things to say about the property. I loved the location because it is close to the ocean and is great for those who love to bike and walk. The condo is clean, comfortable, and has everything needed for preparing meals. I worked from the property and never had any issue with Wi-Fi. The heated pool is a big bonus. I hope to stay again.

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!

Hyatt Windward Pointe! Great Location!
Beautiful condo with amazing ocean views. Front desk staff was amazing and offered us everything that we needed. Would definitely stay again with Chris.

Henry's Penthouse On The Ocean
We arrived early on the day of check-in, and because previous guests has left early, we were able to check in first thing in the morning! Henry happened to be in Key West, working around his property, so he very kindly gave us a full tour of the apartment, the parking area, the grounds, pool, and beach. The apartment is whimsically decorated with pastel colors to fit the Key West vibe, and has lots of cute details. Amazingly, all the small appliances, dishes, glasses, and tableware are in the pink/rose colored family. Literally every appliance is pink (Cuisenart, coffee maker, toaster, Keurig, blender, tableware, and more). It gave the place a unified cozy feel. The living room is spacious, with lots of couch room for a family to watch TV together. The kitchen is eat-in, and the bathrooms and bedrooms are super nice. We felt very at-home in Henry's place, and appreciate the details he provides about checking in, keys, garage parking, etc. We had a great time.

Downtown KeyWest 2Bed Oceanfront
Samantha was an amazing host and her place was also amazing. The immediate communication from Samantha was so nice and with recomendations on things to do as well. I'm ready to start planning my next trip there.
Quick stats about apartment rentals in Key West
Total rentals
310 properties
Nightly prices starting at
$126 AUD before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
180 properties have a pool
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