Pet-friendly holiday rentals in Stock Island

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.

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.

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 location, easy access to everything, lots of amenities on the community.

Our gals trip was wonderful. The pool, ping pong table, corn hole, kayaks, nice bikes, and paddle boards were great amenities to have. The home is located just a couple blocks from Sombrero Beach. All of the outdoor patio furniture was great quality. Nice appliances all around. The beds were very comfortable.

Jorge’s place was super beautiful! We loved staying in key colony. Charming little neighborhood. The windows give you a beautiful view of the canal, everything was clean, we had everything we needed! We loved keeping the boat right there on the canal. We fit our large truck and trailer at the place. The patio provided lots of coverage through some rainy and windy weather. Jorge was always friendly and responsive. Also super close to the cabana club! He even left us champagne and chocolates which we enjoyed for our anniversary! Looking forward to booking our stay next year.

Great place. Walk-able to all attractions in the historic district, Duval Street, Sunset Pier and Bahama village.

We thoroughly enjoyed our stay at the Catherine house and it was a perfect location to explore Key West. Beautiful space and well thought out. Perfect for two couples! A welcome retreat when you wanted to get out of the Key West hustle and bustle. We loved our time there!

Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!

Enjoyed the stay - the cottage was cute and nicely decorated - met all of our needs. Great athletic facilities. Nice being on the water and watching the sun rise every morning.

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!

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.

Very nice place in a great area

The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

A Hidden Gem – Perfection in Every Way! Truly! This was, one of the best Airbnbs we have been to in Marathon! We have traveled down for many years and could not ask for a better place!!! From the moment we arrived, everything was absolutely perfect. The space was spotless, it slept 8 of us comfortably! Stocked with every single thing we could need! Location itself was Unbeatable! Peaceful, picturesque, and close to everything, yet somehow still felt like our own private escape! The dock cutting board and easy water hose worked perfect for any catch! The wrap around deck was the biggest hit! Seeing manatees and Tarpon sightings really made my kids day! It truly was magical experience! The pool to cool off and the mini splits in each room without it being manually controlled was the ultimate! Milton was phenomenal to communicate with! You can tell he genuinely cares about his guests♥️. Our family has already booked for next year and we highly recommend!

Good location on Big Pine Key and would serve as a convenient base if you want to visit multiple keys. The neighborhood seemed safe.

Sandra’s conch cottage was comfortable and beautiful and very clean. Provided all the necessary items for the week. The location of the house in Marathon is perfect to all amenities. I would definitely come again.

The cabin was cozy and super cute. It was impeccably clean. I only stayed one night but wish I stayed longer. She had all the necessary amenities. I didn’t get to use the patio since I mostly stayed out on the boat but wish I had more time to do so. Kristin had board games, shampoo, conditioner, body wash, blow dryer, washer, dryer and everything you would want in an AirBNB. There are plenty of restaurants nearby and the supermarket wasn’t too far. I felt safe in the neighborhood. I hope to come back and stay here again!

We stayed from Sunday to Friday and had an incredible time! The location was perfect—just a short drive to all the excitement of Key West, yet tucked away enough to feel peaceful and relaxing. The houseboat was spotless, cozy, and a perfect fit for our family of four. It had everything we needed for a comfortable stay. The resort itself was stunning, and the pool was the perfect way to unwind after a full day of exploring. The neighbors were so friendly, and the entire community had such a welcoming vibe. We would absolutely recommend this spot to anyone looking for a unique and relaxing getaway—and we’re already planning our next visit!

We had a great time in Key West and love that we had the option to bring our pups while we stayed here! Was so happy to discover the sofa is a pull out sleeper. The host was able to accommodate a last minute change of plans, which we are so grateful for. There was always an open free parking spot on the street. The location was a short walk to everything you’d want to see! Thank you for a great stay and going above and beyond to accommodate us!

A fantastic experience with a very friendly, responsive, and accommodating host team! Definitely think about this as a glamping experience. The boat is comfortable and climate controlled but it's not as large as a hotel room or beach condo. The boat has a bathroom and shower, but you'll need to mostly use the marina facilities for these. They are near the boat. The marina and hotel where the boat is docked is excellent. You have access to the hotel common spaces including two pools plus the lobby and multiple bars and restaurants. Always seemed to be live music happening. Great spaces to relax and stretch your legs if you want to get off the boat for a bit. If you have any sort of mobility issues, this is probably not a good option for you. My partner and I didn't have any difficulty boarding or getting off the boat, but it's something to consider. Not too difficult to get downtown and plenty of places to rent bikes or carts. Overall - it was rad!

This place was great for what we needed in Key West! It is a little older unit, without a lot of updates, other than newer flooring, but that is what we expected from the description. It was very comfortable, and we would definitely stay here again!

First time in Key West, and staying on a house boat was an experience that we loved. Loved the atmosphere and especially the iguanas and birds that came to visit. Even got to see a mantee in the harbor right next to the boat. Will definitely come here again.

This is our 2nd time staying here. Great location and super clean. We love it here and look forward to booking again for next year! It is a nice and familiar place for us.