Kid-friendly holiday rentals in Islamorada

Our first time at Angler's Reef and renting from Doug & Mary and we can't have asked for a better trip. First, Doug & Mary were great in providing everything we needed in advance and very responsive during our stay, couldn't have asked for a better host. The Lucky Lobster is well appointed; had everything we needed. All appliances appeared newer and functioned as they should, overall, the place was very clean and perfect for the five of us. The pool was very nice, and the area offers plenty to do. We rented a boat and went snorkeling at a couple of different sites and then hung out at the sand bar (which is extremely close to Angler's Reef). Anyway, we couldn't have had a better week and highly recommend The Lucky Lobster to anyone visiting Islamorada...

I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!

We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!

The place was great. Very clean and was better than the pics. Back patio was amazing and we caught fish off the dock with the supplied fishing poles (after getting our fishing license of course). It was the perfect homebase as we explored the keys.

We really enjoyed our stay and the location was great, home was cute, clean and well maintained. The property was beautiful and meticulously cared for with amazing views and fun outdoor activities including kayaks, paddle boards, corn hole and "harmless" hatchet throwing! Definitely would visit again

A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.

This house is in a good location and the pool is a definite plus. It was fun watching the neighborhood fishermen bringing in their catches. Being from the west we enjoyed the resident iguanas and the manatee in the channel.

We absolutely loved our stay at Cameron’s Place on Duck Key, we felt right at home, and had the best time exploring The Keys and Everglades, from this central location. There are so many activities near by and Cameron has been super helpful and proactive at pointing out things to do and places to go. Our favourites were definitelly Robbie’s, where we had dinner and did the Sunset Cruise, as well as Sombreo Beach - absolute paradise!! Would go back in a heartbeat! Thank You Cameron 🏝️

Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.

Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.

We absolutely loved our stay here!!! Norma worked to accommodate us even with our tight schedules and helped make our stay unforgettable! The rooms were spectacular, the lagoon was amazing and the view from the point was breathtaking! We will definitely make this our go-to place in Key Largo!

Everything was excellent, highly recommended, the communication was on point, the location, the cleanliness, everything was perfect, I would recommend it without any problem and I would use it again if I return.

We really enjoyed our stay. The location is great and the view is amazing. It is very clean and very well maintained. Would definitely stay again.

Excellent place. I’ll definitely come back.

This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

Had an amazing weekend getaway. Booked the day of and host was extremely helpful!! I do wish there were more toiletries as I had to end up buying some extra shampoo and conditioner but definitely not something that was a big bother. The outside patio was so peaceful and the entire place was clean and neat when we got there. Would definitely come again!

This place was just what we needed. It was the perfect size for our 4 plus a dog for 2 nights. It’s located in a nice community and close to a lot. I would stay here again!

We had an amazing stay in this wonderful Condominium! The host was absolutely fabulous - super responsive, friendly, and made sure we had everything we needed. The apartment itself was clean, comfortable, and perfectly located. The whole experience was top-notch, and we highly recommend this place to anyone looking for a great stay. Thanks again to the host for making it so special!

I had a great stay at Vanessa’s place! The Airbnb was exactly as pictured—clean, comfortable, and well-maintained. Vanessa was an excellent host with great communication throughout the entire stay. There was one minor water issue on the last day that affected the whole community, but it was addressed and resolved quickly. Overall, a smooth and pleasant experience. I would definitely stay here again!

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!

Host was extremely helpful and communicative. Check in was a breeze and all the amenities needed for a pleasurable stay. Bonus outdoor bait freezer!

We really enjoyed our stay Beautiful condo extremely clean clear instructions wonderful place to stay pool and hot tub area are amazing. You can swim anytime which is really nice. Most places the pool closes at dusk. There is a nice poolside little restaurant and also a restaurant right by the beach area really convenient would go back there anytime

This is the perfect place to stay to explore the areas of Key Largo and Islamorada. The unit is very clean and nicely decorated. We had no issues and would stay there again. Highly recommend!

Great stay in the Keys, easily accessible to all that the area has to offer. Nice amenities in the community as well. Would stay again!