
Condo vacation 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.
Vacation rentals for every style
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Popular amenities for Key West condo rentals
Condo rentals with a pool

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!!

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.

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.

Casa Arosa
My husband and I thoroughly enjoyed our stay here and have already rebooked. Newly remodeled, private and walkable. Secure, pristine community with lovely grounds. Host was very helpful and prompt in responding.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

2 BR Condo Banyan Tree, Key West,FL
Place was nice and clean. We had a great time.

Henry's Piece of Paradise On The Ocean In Key West
Our stay was great. We had detailed instructions, the unit itself was decorated nicely, and the amenities within the building were great (pool and spa). Also the private beach area and walkability to food, snacks, restaurants was great!
Condo rentals with a hot tub

ENJOY THE BEST DEAL IN THE KEYS!!
Great location in Key West, 2 blocks from Green Parrot, Blue Heaven, and Santiago's Bodega, 3 blocks from Duval, Hemmingway House, Lighthouse etc. Condo is beautiful. Loved sitting outside on balcony. Beds were comfy. Kids loved having their own twin beds.

P21 - Charming 3 bedroom 3.5 bath duplex in Key C
Leslie was very responsive and addressed questions quickly. House was perfect for 6 people with each room having a private bathroom. Very spacious and comfortable.

Oceanfront Key West Condo
This beautiful condo was so much more wonderful than the pictures portrayed! It is the most amazing location and setting with a stunning courtyard garden, ocean views and its own little beach. I felt like I stepped into Paradise! The complex was quiet, respectful and beautifully maintained. The location on the island could not be beat with a short walk to Smathers Beach and Higgs Beach. This was our first time in Key West and it was pure magic! Thank you!

Sunrise Suites Resort, Key West FL U #408 2bdr2bth
Her apartment is in a convenient location in Key West. It is a clean home with all we need for cooking. Sunset is beautiful. Airport is nearby and interesting to us. We enjoied our stay.

Superb wtrfrt Coconut Mallory 2 BR, 2 ba w/balcony
We had a wonderful time in Key West. The condo was perfect for our family of four, and we enjoyed hanging out on the balcony in the evenings and the complex hot tub. Andre was an awesome host - very responsive and proactive in arranging for our possible late evening arrival. His suggestion of rental bikes to be delivered to the condo was a great one - we used those to bike all over Key West. Would love to return someday!

Hyatt Windward Point Key West- Two Bedroom
We had a great stay here! Everything was clean and had no problem with anything at all. We would definitely stay here again.

Just a Few Friends - Ocean View and Bring your Boa
Jonelle was very responsive and helpful! Condo is spacious, clean, and full of kitchen ware. Pool is clean and quiet for when we were there. The location is on the south side of the island so restaurants and shops are a drive. Bedding was clean and comfortable. We would definitely consider staying here again!

Seaport Serenity-Beach-Pool-King-BBQ-ExtraEntrance
I try to always leave a review because I like a lot of people use them pretty much exclusively to make our choice. First off Thomas is first class and is awesome. He communicates well and this place was the perfect location. The place is nice the master suite is great…. The stairs down to the water are great. People are nice location is wonderful… right next to Mallory square and one block from Duval. On the wharf… We travel quite a bit honestly the location is worth the money. Check in was not great BUT that is more due to the times and not the galleon or host fault. ( no one wants to work ) Truly the only thing that is not accurate BUT I am not a geography major is … you cannot see the sunset period from the balcony. You have to get out and around the building. This place is worth all the money and we Travel quite a bit use the VRBO, air etc… and Thomas is the best host we have had honestly. You cannot miss with this place
Weekly condo rentals

Oceanfront Sunrise Condo Private Beach Heated Pool
Please stop looking and book this spot, you will not regret it! Kim provided a list of full things to do for dining, for fun, and much more. Honestly all you need is this spot and Kim’s recommendations. Walking distance to some amazing restaurants with great views and beautiful live music. Don’t have to drive no where to far because everything is less than 5 miles, sombreo beach is beautiful and is just around the condo. Please don’t even bother driving to Key West stay here and enjoy the Keys:) it’s absolutely beautiful and get your own private beach and the pool is so refreshing and CLEAN. No loud music or rowdy crowds, just bliss of relaxation. I’m so happy I booked this spot for our honeymoon and plan to come back for our anniversary or anniversaries. Had a very romantic dinner at the steak and lobster, again Kim’s recommendation!Which was delicious but don’t forget to make reservations. Kim you place had everything we needed. Service was so prompt for everything we needed.

Key West Paradise Poolside
I stayed at the Truman Annex last year for the boat races and loved the location. I decided to rent from Wally this year due to his condo was more open and also had a 2nd bath! He was very responsive when I texted him, the house was very clean and everything was perfect, I highly recommend!

Keys Breeze Ocean View Condo & Pool - Key Colony
Great location, exactly as advertised! The condo was extremely clean when we checked in. The area was quiet and clean. Perfect location in the middle of the keys. Would definitely stay 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!

Keys Time Condo Oceanfront Complex Heated Pool
We loved our stay in this beautiful property. Kim was amazing and so friendly I felt like we were friends for years! The condo was immaculate and the property was beautiful and well maintained. Every person on the property was so nice and engaging too. If you are looking for a quiet relaxing place this is it! Perfect location too! I will stay here again for sure !

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!

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo
We had a wonderful stay at this location. I recommend it highly. The setting is quiet. Sitting outside on the patio, drinking morning coffee, looking at the ocean, was definately a highlight. The unit was very clean and well stocked with bedding, towels,etc. Duck Key is great for walking. Resturants are easy to get to. We fished most of the time. There is a marina to rent boats less that a 1/2 mile away on Duck Key.

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Had a nice time at Jennifer’s place! The space was very well cleaned and looked just like the pics. There must have been some construction going on because it was a bit noisy. Otherwise, it was great!
Quick stats about condo rentals in Key West
Total rentals
430 properties
Nightly prices starting at
$90 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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