Holiday rentals with outdoor seating in Cudjoe Key

This was a fantastic location with a great pizzeria nearby as well as a fabulous French pastry and coffee cafe. This location is very near to nearby downtown and residence was cozy and provided all the comforts. We highly recommend!

Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.

Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.

The house was just as described. Loved having meals on the screened in porch each morning while watching the boats and wildlife float/fly by. Very peaceful setting. Modern bathrooms and kitchen. Also the Cabana Club pool and beach was a wonderful place to relax. We enjoyed meeting other Key Colony residents/visitors at the pool and at Sunset Park. They have concerts on Sunday afternoons in the park.

We really enjoyed our stay at Keys 2 Joy. It's located right in Key Colony Beach with access to anything you need within a quick drive. The house was very clean, decorated nicely, owners communicated clear directions and entrance instructions, and everything we needed was provided. They even had some toys stowed away and my 2 small kids loved it. The layout of the house is different than expected with 2 entrances that come into bedrooms, but it wasn't an issue since we put the kids in the middle room. Kitchen had anything we needed, fridge had an ice maker, there's room for a boat, and even a few poles to fish off the dock. We had our dog with us also and they neighborhood is super walkable and friendly. Would stay here again for sure, thanks!

Great place to stay. It’s a house in a community with a lot of activities available. There’s an extra $125 fee for that, but it’s worth it.

A great place to stay. Across the street from the water and a great view. Loretta let us know about a turtle release that was across the street from the house. Because of a brush fire that closed the road in and out of the keys for days, she provided a link to monitor road conditions. I can’t say enough good things about the house. Everything was great.

I had an excellent stay at this apartment last weekend. The place is just like the photos: very beautiful, comfortable, and with a warm atmosphere that makes you feel at home right away. Everything was spotlessly clean and well maintained. The location is perfect for relaxing and disconnecting, and the peaceful surroundings made my experience even better. The hosts were super attentive and friendly, always available for anything I needed. I would definitely recommend this place to other guests, and I’d love to come back. Thank you for such a lovely stay!

Perfect condo for the two of us, spotless clean, new, and well stocked kitchen. We loved the pool with the beautiful ocean view. Frank was very responsive. Would definitely recommend.

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.

Don't hesitate to book this place! After reading some of the reviews about the room being too small and too much noise, we were apprehensive but booked it anyway due to the low cost compared to other places in the same area. Let me assure you, we were pleasantly surprised with our stay. The room was a perfect size, not really small at all. It was basic, but clean and tidy, and we had plenty of room to move around and we weren't tripping over our luggage. The property was very nice and private, and the other guests all looked to be couples. It was quiet all day and night. In the morning, if you don't have the air conditioner running you will hear roosters crowing, but that's the character of Key West! They're all over the island. Finally, the management staff was very responsive. They allowed us to store our luggage onsite before check in. Just message them when you arrive and they'll give you the code to access the building. We will definitely book again!!

Perfect location in Key West to see and do everything we wanted. Host was very responsive with great communication and recommendations.

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.

Tom’s place was well worth it! Updated a bit too from the photos which was a nice surprise. The location couldn’t be better for a fun Key West vacation! Nothing better than parking your car and not having to move it because everywhere you want to go is within walking distance. Tom was extremely helpful with directions and provided parking suggestions. Very responsive, friendly, and offered many suggestions of things to do while in the Keys. The only downside, which wasn’t for us, but you’re across the street from a busy (but fun) bar that is open later than most on weekends. Nothing a white noise app on your phone can’t help with though if needed. Regardless, it’s a great location to soak in all that Key West has to offer and then some.

Stunning views, peaceful. we had stayed in this building before 7 years ago and found other vacations have never measured up to the view. This owner puts money back into his investment, furniture was comfortable, kitchen was beautiful and well stocked. This is a end unit so you really get special views! We definitely are going home with huge smile on our faces and are so distressed. On top of all that the unit was so clean!❤️

It was exactly as described. Great place to stay. Robin is a great host. Super quick to respond. We will be back !

Great location, steps from Duval Street. Debbie was always responsive to our requests. Spotless apartment. Amazing stay.

Great place! Would stay again.

A beautiful condo in a resort community close to many Key West adventures and restaurants. The balcony offers absolutely incredible views of the tranquil water, birds, and stars at night. The views of the sunrise and sunset were stunning. Condo was very nicely furnished and beds were comfortable. Pool was great too. Would love to stay here again!

We really enjoyed our stay in Key Colony. Having the convenience of the pool and the beach along with a full size kitchen was so nice. Apparently the condos were renovated in 2017 so everything is very new and works well. The couch was comfy and kitchen had all the necessaries for nights in, and covered parking was nice to keep the vehicle cool.

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.

Loni was an amazing host! Our flight got in earlier than check-in and she was super accommodating. The place was clean. Awesome location. We will definitely be coming back!

We had an awesome time at this beautiful condo! Chris was great to work with and super fast with his responses. I would definitely stay here again. Thanks, Chris!

Went for a quick fishing trip. Great location. Enjoyed it so much