
Condo vacation rentals in Key West
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Top-rated condo rentals in Key West
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Vacation rentals for every style
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Popular amenities for Key West condo rentals
Condo rentals with a pool

On the water! Marina, Pool, Tiki Bar & Restaurant!
Kate was SUPER responsive and available to us if we needed her. The home was beautiful and the decorating was top notch! I loved the interior of the condo and it was sparkling clean! I would definitely stay here again, or at any of her other properties.

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!!

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

New Listing! Key Lime Paradise/Condo
We loved it. The pictures were spot on. Very beautiful unit. Stayed with friends, loved it. Pool was amazing, we spent every day in The pool and went out in the evenings. We would highly recommend this unit

Pool View Suite w/ Full Kitchen | Beachside Resort
I reserved the suite with full kitchen and balcony. The suite was a lot larger than I had expected it to be which was a pleasant surprise! We were on the third floor and we had roof access from our balcony which was a nice touch. Everything was nice and clean. Would definitely return.

Southermost Serenity an exclusive 3 Bedroom Ocean
We were 3 couples and Julia’s place was absolutely perfect. Views were gorgeous and the wrap around deck was particularly awesome! Kitchen was well appointed. Check in was easy and Julia communicated throughout the process to make sure it went perfectly. A delight all around!

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.

Hyatt Beach House-Quiet Key West Spot!
Close enough and not too far away from Key West exploration. The concierge was friendly and very eager to accommodate, front desk staff were helpful and very pleasant. The restaurant next door, Tavern N Town at the Beachside Resort, had a nightly happy hour with great cocktail service from Mr. George and delicious tapas - shrimp tacos, conch chowder, calamari, roasted cauliflower. The rental was fully stocked with all dishes & utensils needed. No issues with parking or anything else. Very enjoyable stay.
Weekly condo rentals

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!

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

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.

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.

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
This was a treasure in paradise for 2 couples to stay and feel completely relaxed. We enjoyed coffee sunrises, a wonderful sunset walk around the marina and we were in walking distance from anywhere we wanted to go in Old Town. Inside the home was a well appointed kitchen that met any cooking need including salt and pepper. It would have been a pleasure to cook but we ended up reheating our leftovers from all the great restaurants we visited. Coffee sunrise and a cocktail in the evening shade overlooking the marina on that beautiful big balcony were highlights of our time there. Thank you from all of us to our gracious host Jennifer. Laura, Neil, Rich and Deb

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
The condo is beautiful and close to everything! We had plenty of room for the whole family.

Oceanfront 2 bdrm, 2 bath, View, Pool, Islamorada
We stayed here for the Thanksgiving week. The place was nice, clean, and quiet. My kids enjoyed the playroom and the pool. The condo had plenty of board games to keep the kids entertained. The Keys have lots to offer, so there is always plenty to do. Donna was very responsive, the check-in was very simple, and we had a great time. Thank you for hosting us.

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

Sea Side Whimsy Ocean Pointe -06
Swift response and resolution to a broken essential in the condo. Very responsive and timely communication. Would stay again.

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!!

Ocean Views at Ocean Pointe
We had a fantastic stay at this condo in Tavernier! The location was ideal—close to everything we wanted to see and do in the Keys. The unit was clean, comfortable, and well-stocked, with a beautiful view of the ocean that made every morning feel like a dream. The host was extremely responsive and made everything easy from check-in to check-out. Highly recommend this place—we’d love to come back!

Tequila Sunrise
My husband and I spent two nights at Kathryn's place in Tavernier. We wish we could have stayed longer. The condo is beautiful! I dare any guest to find something Kathryn didn't think of to make your stay incredibly comfortable. The grounds were very nice, the pool and hot tub were especially nice. I would not hesitate to return again.

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
This was a great place to stay in Tavanier! Very close to Key Largo and a short drive to all the charters and activities in Islmarada. Very roomy condo with every at home convenience. Great community pool that had food and drinks available on site from Island Grill. Will definitely consider staying here again. Also.....our host "Largo" was great to deal with. Nice, Friendly, and quick to answer any questions. My boys and I had a wonderful stay!

Ocean views at “Sangria Sunrise” 10% off Charters
I cannot say enough about how much we enjoyed our stay at Sangria Sunrise! The condo itself is beautiful, the property is awesome, well-maintained, and the staff are friendly and helpful! We spent most of our time at the pool and the beach. The pool bar is great and the pool is clean and refreshing. Plenty of sunny spots and lots of shaded tables, too. It’s right across from the condo so we went multiple times a day. Beautiful landscaping all around. The beach and marina area are really nice. We loved watching the boats from the balcony and seeing the sunrise over the water. Lots of fun things to do in the area within a short drive, but also plenty to do on the property if you prefer to stay put. Tracy is an excellent host and is very helpful and responsive. We will absolutely be back. Thank you for sharing your space with us, Tracy!

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
Laurie and Co. were so responsive and welcoming. The place is beautiful and the amenities are lovely. Much like the other reviews, we had a wonderful stay and totally recommend this place!

Spectacular 2 Bedroom with a beautiful ocean view.
My daughter and I stayed her for a long weekend and it was perfect. Very clean and up to date, the beds were very comfortable and an overall nice place to stay. We would definitely stay here again if we were in the area.
Quick stats about condo rentals in Key West
Total rentals
430 properties
Nightly prices starting at
G$18,884 GYD 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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