Pet-friendly holiday rentals in Lower Matecumbe Key

Thank you so much for such an amazing stay! We loved the gorgeous property and all the lovely decor inside! Property was extremely clean and Sandy was so kind and helpful! We spent almost every evening in the hot tub! The home had everything we neded for an awesome week and was in a great central location, close to everything we wanted to do! We loved TJs Tiki Bar for dinner and a beautiful sunset! Thank you again Sandy! :)

We loved The Toasted Coconut! Everything about our stay was amazing but what made it above and beyond any place I've ever stayed, were the added accommodations. Since we flew from out of state, we were very limited on the things we could bring. Katie had a high chair and pack and play ready for my little one upon arrival! This was extremely helpful and definitely took some stress off our shoulders! Not to mention, made life easier for our 1 year old! Thank you Katie and Cody for welcoming your home to us!

Plenty of room for all the family and their families. We enjoyed all the backyard amenities with pool, kyacks, boat dockage and fish cleaning station. There was sufficient seating for everyone and a great area to hangout. The only things we struggled with was TVs didn’t work properly in some of the rooms, no washcloths or kitchen towels available. With that being said, we will definitely consider renting Ryan’s place again in the future!

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.

We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!

Great place to stay for family vacation or guys fishing trip. Plenty of dock space to park the boat and easy access to the Atlantic. House is clean and all amenities worked as they should. Would definitely recommend to a family or friend. Mary was a great host who provided all information without even requesting it.

This was a great place for our family. We had plenty of space to relax. The home is well stocked with linens, kitchen items and paper goods. We only had to buy groceries. The tvs had streaming services and there are two types of coffee makers!

My parents, wife, and I booked a three day run at this spot. It was awesome! The location was perfect and Leila recommended a lot of places around to visit and eat. Fishing is active off of the back dock and most of the surrounding areas have lights set up, so there were plenty of fish to target all day. It is a quick drive to Key West and had some nice beaches within a 5 minute drive. One big plus is that the cut that this home is located on had minimal seaweed compared to most of the other areas. Overall, this is the perfect spot. We will definitely be back.

Great place to stay. Really peaceful. Thank you!

Our family of five adults, plus two additional relatives, had the most incredible stay at this property. While we had planned several excursions, we found ourselves spending the majority of our seven-day trip enjoying everything this place had to offer. From fishing off the dock to kayaking and paddleboarding, the outdoor amenities were top-notch. The pool area was the perfect spot for relaxing and spending quality time together. One of the standout features was the amazing outdoor freezer—ideal for storing our fresh catch of Mahi from our charter trip. Inside, the kitchen was impressively well-equipped, making cooking a breeze. Every detail of the home was thoughtfully curated to provide comfort and convenience. This stay exceeded our expectations, and we’re already looking forward to returning. Highly recommend for anyone seeking a well-appointed, adventure-filled getaway!

The house was beautiful with plenty of dishes, ample linens, nice laundry machines, televisions and grill. Having access to the Cabana Club was a nice surprise that we didn’t expect. We really enjoyed walking to Sunset Park each day and kayaking right out the back door. As noted in other reviews, the bicycles were in bad shape so we didn’t use them. The quick drive to Sombrero Beach was really nice too.

Beautiful, well appointed home in the middle of the keys within driving distance to all the tourist attractions and restaurants. We are a 3 generation trip with grandparents and kids, and this house had it all! 3 bedrooms, each with excellent ocean views, great kitchen, kayaks and bikes in the garage, and incredible outdoor seating area! Highly recommended for families.

The location and access to the beach and canal was amazing! We had such a fun time with the kayaks while being able to see all the wildlife and sail boats. The house was exactly what we needed. Jose was very helpful and flexible throughout our stay.

Larry was an excellent host who did everything to make the stay enjoyable. I would highly recommend staying at Larry's place and will definitely stay again if in the Marathon area.

We enjoyed our stay, the ground level is a fun place set up very well for children or pets, completely fenced to have no worries. Great view of the canal and direct access to run out of Pennekamp to the ocean side. Alejandro was very responsive and made everything easy

Great place. Absolutely gorgeous views. Hot/pool was wonderful and refreshing. Would absolutely recommend this place.

This Islamorada property is accurately represented on Airbnb. It is an old-school beach house with somewhat dated and kitschy decor that looks out on a gorgeous view of the gulf. Unfortunately there was construction on the neighbor’s dock that interfered with our enjoyment of that view early in our trip but we came to an agreement with the property manager that was fair. Potential renters who have mobility issues should be aware that the stairway to the 2nd-story living quarters is quite steep, but that wasn’t a problem for us. Only other possible issue for some: the beds are very, very firm. But wow, that view is spectacular, and we would happily return in the future… after confirming that there’s no additional construction next-door.

The location was great. It was perfect for me and my husband. Kris was very communicative and replied almost instantly. Definitely would stay again.

Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!

It was one of cleanliness Villas I have stayed in . We have been vacationing on Duck Key for 20 plus years and would definitely recommend 5085 - great location , very reasonable price and very simple easy check in and check out instructions. Thank you .

Beautiful place on Islamorada halfway between Key West and Fort Lauderdale...so peaceful and great views... the heated pool was also very nice... the Lavazza coffee maker made our morning since its not really a place you can walk to/from... there is a flight of stairs just in case you have mobility issues... bathroom amenities are very nice!

Toni was very nice. She went out of her way to make sure we were satisfied with everything. The bed was comfortable and we got a great night's sleep there on the water. Watching the fish jump and pelicans dive as we sat on the front deck was very relaxing.

We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!

If you love the water, this place is a must. Secluded, peaceful, stunning sunsets and lots of fish. We saw manatees pass by the house twice. The electric dinghy was great to boat around the area, but you can’t get too far with it or else the battery will run out. Just getting to the place on the dinghy was an adventure by itself. Expect mosquitoes at dusk, it’s Florida. So bring some mosquito repellent and maybe an electric swather. Everything works on the boat. Shower was hot, AC was cold. It rained a lot on the last day, so we had to time our exit just right in order not to get soaked. But even the rain felt great to cool off, and the sounds it made on the water made for some excellent daytime naps. We Loved it!