
Condo holiday rentals in Key West
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Top-rated condo rentals in Key West
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West condo rentals
Weekly condo rentals

One Bedroom Suite | Beachside Resort
Everything was solid, would do it again

Beautifully Renovated Summer of 2020 Come and enjo
The experience was so memorable! Just the R&R our family needed!

Parking, Deck, Pool, Beach, 2 Blocks to Duval St
Karen’s place is the PERFECT home for your stay in Key West! The location couldn’t be more ideal, right in the heart of all Key West has to offer and yet so private and quiet. The space was recently renovated and in great condition. Having a washer/dryer in the unit is a huge bonus. Kitchen has all amenities. Karen is an excellent host, quick to respond and willing to offer local suggestions. We would absolutely stay here again!!

Palm Garden retreat with Hot Tub & Prime Key West
Small but super nice property. Everything is very new and remodeled.. great location to all fun. Recommended renting bicycles at Island Bicycle- bikes were nice , price was a deal and owners so friendly and accommodating. The property was available to check- in at 9am which allowed us to have the full morning to unpack and relax by the pool. The hottub was amazing!! Will definitely rent again !

Palm Isle: 2nd-Floor Unit, Shared Heated Pool
Very nice place,easy to find and plenty to do .great location.very clean and very quiet,and peaceful.Ty

Bright Condo in Paradise
Great place with everything you need and in the perfect location.

New Listing! Key Lime Paradise/Condo
We Definitely would stay again if we are in the area. The place was exactly as advertised and centrally located. we had a nice relaxing time.

The Palms
The listing says no dryer, but there is one. A big plus was the covered balcony, so we could sit out even in the rain. Well appointed and comfortable stay.
Pet-friendly condo rentals

Chagall’s Corner | Newly Remodeled!
Woooow, this place was nothing short of amazing!! The exact amount of space we needed because we knew we would be out and about most of the day!! Bed was very comfortable and ushered us right to sleep after our flight! Walking distance from literally everything we had on our list to do! We mingled with the locals, listened to live music during dinner, enjoyed the beach at sunset, and learned a little bit about the Bahamian history! This place is literally 2or 3 blocks from the southern most point and the best Cuban coffee at a local restaurant/food truck! 10/10 would definitely recommend!! Already planning our next visit!!

Oceanfront 3 bed condo Ocean Edge w/ optional slip
Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Came down to Key Largo for my beautiful niece’s destination wedding. So nice we could all stay in the same resort. So convenient! Felt totally safe there. It was so clean. Nice to have the back enclosed patio and also the one off the master. Comfortable bed. Slept well. So quiet. Good water pressure in the shower. Just minutes to anything we needed. Would definitely recommend.

Dog Friendly 1BR | Pool | Easy Beach Access
This is an ideal location in the heart of Old Town. But it is relatively quiet, facing into a private courtyard. Having an extra half bath is unusual for a one-bedroom. We enjoyed sitting outside. The kitchen worked well so we didn't have to eat out all the time. There is a great Cuban coffee shop right across the street.

Balcony, Pool, & Pet Friendly - St. Martin Suite
Very cozy and clean home, loved how everything was super close.

Oceanside Key Largo 3/3 kayaks included
We had a great stay at Rich's place. There were 6 of us (and our dog) so we were able to sleep on the first and third floors and then hang out together, watch TV, eat, etc. on the second floor. There was a lot to do in the complex (e.g., paddleboard the in the lagoon and fish off the jetty), and we were close to a ton of restaurants and places to do other activities as well. Rich was very responsive and checked on us often. We felt very safe. Would return again!

La Maisonnette~ Gated Condominium 1 Block to Duval
This is a BEAUTIFUL condo in a GREAT area with a LOVELY COURTYARD for rest and relaxation. A nice little pool also. Very quiet and easy to get around. It was great to WALK or BIKE RIDE in the area. Would definitely stay there again.
Condo rentals with a pool

Spacious 2BR Oceanfront | Balcony | Pool
Location Location Location Beautiful condo Excellent view of the sunset and harbor An extra treat was staying next to a military base Be sure to be out on the balcony at 7:55 AM and stay until 8 also be out there at sunset. The only improvement would be to have extra fobs and pool keys for the possible 4 guests on the property Thanks for making your property available guests

Your Happy Place - Oceanfront
We thoroughly enjoyed our stay, the property was as described and the pool and bar/restaurant were great! The room in building 4 and floor 4 was perfect for views off the small balcony! Would 100% stay here again!!

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Absolutely gorgeous place, amazing views, squeaky clean and nicely designed and organized. We enjoyed watching the beautiful sunrise, the yatchs in the marina and the pelicans, from the large balcony! It is right on the water and has all the amenities we wanted, with a great pool and close to many restaurants and main attractions. 5 mins drive to Duval Street. Jennifer was very helpful, friendly and responsive. Will definitely book again and recommend to everyone visiting the area!

2 Bedroom Townhouse Style Condo
The place was exactly like the pictures. On the water and not far from old town key west. Michael was very responsive and gave us all the information we needed for check in and made sure we were able to check in during a certain time and if not other options were available. Would recommend if you want to stay in key west but far enough away from the busy nightlife and have a quiet night in.

Private Beach in Marathons Key Colony Beach
This was a repeat stay with us at Darene's place, and we will come again. Darene is great with communication and responds quickly. Her place is great! The ocean view never gets old. The beach at the condos is perfect, and the proximity to the pool is also perfect! The condo is nice and accomodating. The beds are very comfortable. We had everything that we needed during our stay, and we can't wait to return again! Thank you Darene!

Tequila Sunrise
adorable suite! very comfortable beds and couches. home smelled amazing! Kathryn was always responsive to questions. she also would check in on us periodically to make sure we had everything we needed. we 100% recommend this host and will absolutely book with her again.

Casa de Bentley
Wonderful stay. Gorgeous views. I appreciate the thoughtfulness of condo host. We got to hear, feel & see the roar of four Fighter Jets from the nearby US base one morning during our stay. It was quite the treat to see them action. It is a great location to be nearby Key West area - minutes away by car. Would definitely come back to stay there again.

Ocean Potion 1B/2B 3Balconies Ocean View
This has been one of our favorite places in Marathon that we have stayed at. The view from balcony was beautiful, very clean and everything you need for your stay. The pool was amazing and a walk on the dock in the evening was full of sights! Overall we loved our stay and we will be back!!!
Quick stats about condo rentals in Key West
Total rentals
430 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
16K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
390 properties have a pool
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