Waterfront vacation rentals in Islamorada

Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)

Norma’s place was great! Norma was super helpful with recommendations, quick communication, and her place was comfortable & perfect for the 4 of us (2 couples). Can’t wait to come back.

We had a great time at Diana’s place. We loved being able to use the available kayaks and fishing gear! Diana was super responsive and gave us some great recommendations. Moon bay was the perfect choice for our family of 5! Thanks Diana

Rhonda's place is terrific! Lovely location with full water views. Pool was excellent. The home was very comfortable, clean and convenient to restaurants and stores. Would definitely rent again.

1st time in the keys and we stayed at Ana's lovely place for 4 days and 3 nights. It was the perfect jump off place to explore the keys. When we originally pulled up I was a little nervous as the exterior of the building is a little older and I was concerned maybe I booked something that was not as advertised, but the inside was absolutely gorgeous, better than the pictures and had everything we needed for a comfortable stay. The private beach and pier made for spectacular sunrises and sunsets, the only item to note was that the unit is upstairs and you need to hand carry your luggage to the top floor, so something to be aware of.

Condo was exactly as pictured. Beautiful resort and everyone very friendly onsite. Great location and close to lots to do. Cannot wait to book again.

The location, condo, grounds, access to restaurants and proximity to our fishing destination made this stay enjoyable. At the top of our list for our next trip.

This is a beautiful ocean-front condo!! It is equipped with everything needed to spend a week or many weeks. The view is incredible, the beach is very nice and walkable. It is quiet, relaxing and the pool is at least 85 in January!! Enjoyed our week very much and hope to come back for a few weeks next time!!

House was nice and clean. Great location perfect for getting to open water. Frank was very helpful and responded quickly with any questions we had. I would recommend this place and would stay here again.

Enjoyed the open space this rental had to offer. Very clean. Great views. Quiet location. Beds were very comfortable. The binder with all of the rentals information and suggested restaurants and things to do was very helpful!

We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.

This home and location are exceptional!!! Everything about it exceeded our expectations, and I wouldn’t hesitate to rent a vacation home from Coco Plum again. It is expensive, but when you look at all you get and the location, it’s actually a bargain. The owner really has an exceptional home! Our family had a great time, and we will be back next year. Thank you!

We had an amazing week stay at this property. It was spotless with too of the line amenities. The street is very quiet with little to no traffic located at a dead end canal street. Bonus that we were able to dock our boat and it was pet friendly. The kitchen was fully stocked and we were very comfortable. We would definitely stay here again! This place is beautiful and exactly what we wanted for our week’s stay in Marathon.

The house was great, and the backyard amazing! Dolphins right next door, lots of shore birds, and fishing right from the dock. Hot tub under the stars, kayaking in the morning. Really great place to spend part of our spring break

Absolutely amazing! Tanya’s Airbnb was the perfect venue for our wedding. The space was stunning, beautifully maintained, and created the most magical atmosphere for our special day. Tanya and Lana were incredible hosts—responsive, accommodating, and truly went above and beyond to make sure everything was perfect. Our guests couldn’t stop raving about the beautiful setting and how comfortable the stay was. If you’re looking for a dreamy location with a fantastic host, this is it! Highly recommend! Let me know if you’d like any tweaks!

Great Choice in Key Colony!! We were two couples and everyone enjoyed the stay - place was immaculate, eating outside looking at the canal, watching the birds/pelicans. We did have a manatee visit one day as well. Easy drive over to Sombrero beach and many very nice restaurants around. Having access to the Cabana club and the pool was an added benefit/interest. The place does have two bathrooms which I wasn't sure of when renting. Jorge was very nice.

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.

The condo was well equipped and in a quiet spot. We loved the beach and didn’t have problems finding chairs. It’s not a huge beach so it wasn’t noisy or crowded. The pool is also very nice! There are beach towels, rafts and sand toys in the unit which was great. There is an area under the building with ping pong, a mini pool table and other games too. We have older kids but would’ve loved to have found this place when they were little. It’s perfect for young families with the pool and small beach. We definitely had a chance to unwind during our stay. Desy was super responsive to my questions and messages.

Sandra’s place was beautiful and she was a wonderful host. She was proactive in giving us all the information we needed to settle in AND also providing wonderful recommendations to restaurants around the area (three of which we tried and thoroughly enjoyed). Very responsive to any questions we had regarding locations of certain items or locations. The place itself was very cozy and homey. Felt very comfortable relaxing there in such a serene environment. Will gladly take an opportunity to stay here again.

Patricia’s place was lovely for my family of 5. Our snorkeling trip in Key Largo was cancelled due to high winds (sadly). Fortunately, my kids were still able to snorkel in the salt water lagoon and we all enjoyed the pool. We also all loved walking out in the jetty.

The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again

Michelle was great! Very responsive and understanding when we had to make a last minute trip change. Unit was clean, bright and had a nice view. It’s a nice location between Key Largo and Islamorada making it convenient to explore both. We didn’t use any of the resort’s amenities, but there was an influx of seaweed at the small beach. Just one downside of this time of years in the Keys. But the pool looked great!

Exactly as pictured! Beautiful getaway in the Keys! It was very clean, even up to my picky healthcare expectations! Had everything we needed! A few more towels would have been great but we made it work. Kitchen stocked with all we needed. It was great to know what amenities and products were included and how much up front. The recommendation book was awesome! Beds were comfortable, all tvs worked well. Nice to have cable included too! The pool was absolutely beautiful, especially at night. Very clean facility outdoors as well. The beach area was probably the only disappointment, and out of their control. Just wasn’t as sandy etc. as we thought from pictures. Still very nice. It was also so nice to have a door code and not worry about a key. The neighborhood was welcoming too and safe to go for a morning run. All in all we would highly recommend this condo for your Keys vacation, family or couple! Our family of 6 fit :). Thanks for a great home away from home!

I can't say enough about our experience here at Tavenier. Largo was extremely responsive and helpful. The communication honestly could not be improved at all. The condo was beautiful and met all of our needs. It is close to several attractions as well as grocery stores and coffee shops. We would love to stay here again the next time we return to the Keys! You can't go wrong with this airbnb choice.