
Pet-friendly holiday rentals in Stock Island
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Top-rated pet-friendly home rentals in Stock Island
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Pet-friendly house rentals

Waterfront Escape -VACA-23-408
we were a family of 6 staying and had more then enough room. the house was perfect and had everything you needed. we enjoyed fishing off the deck and watching the manatees everyday day swimming by. the backyard was absolutely perfect to hang out and relax. Carmen is a great host and communicates fast. would absolutely stay here again.

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish
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!

Waterfront Oasis w/Private Pool-Dockage-Beach
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.

Movie Theater | HotTub | Pool | Boat/RV/EV Parking
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.

Beachfront Villa - Florida Keys
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!

Spacious lux home, private pool/spa, 80' dock
The house was exactly how it was described online. Everything was well marked. Lots of stuff to do at the home. Very spacious and well maintained. There were only 7 of us, so lots of extra space. The pool is on the perfect side so your not blasted with the late afternoon sun. However, there is a huge umbrella in case it is needed. Kitchen is fully stocked so nothing was needed. There is a BBQ grill as well as a flat top which is nice for outside cooking. The only thing I would recommend is to bring your own pillow if your a particular pillow person (we love our feather pillows), house pillows were not feather ones. If you rent here and have a boat definitely go to the Sombrero Lighthouse to snorkel. Never saw so many fish in one place. The Conch Cafe and Coast to Coast pizza are both great food restaurants and walkable from the home. Publix is so close it was a daily visit. Truly enjoyed the week stay!!!!!

Waterfront FL Keys Cottage @ Venture Out
What a beautiful cottage. Loved how it was decorated. We had everything that we needed. Loved the outside back patio. Peaceful and quiet. The bed was super comfortable. Very clean and a plus, it had a washer and dryer. Thomas and Lindsay were so nice, communicative and very responsive. Gave us some great recommendations on restaurants and things to do in the area. A little piece of paradise. Island Life. We will DEFINITELY be back. Highly recommend.

Waterfront House with 37 ft Dock & Cabana Club
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!
Pet-friendly home rentals with a pool

Sombrero beach oasis,great location,many amenities
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!

Cozy Houseboat Experience & Scenic Views @ Perry
Very responsive! They gave us an early check in due to our flight being early. The boat was super cute and a fun atmosphere! We would definitely book again!

Tropical Island Getaway
Place was sweet, kitchen and bathroom well stocked. We didn’t get an opportunity to try the pool or hot tub. 20 minutes to Key West!! We would stay there again.

Balcony, Pool, & Pet Friendly - St. Martin Suite
Very cozy and clean home, loved how everything was super close.

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
Amazing location, great house with lots of space, cute artistic touches and we really appreciated the sharp knives! The screened in lanai was fantastic! Highly recommend! We’d come back in a heartbeat!

Waterfront Private Home w/Pool-Family&Pet Friendly
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.

La Maisonnette~ Gated Condominium 1 Block to Duval
This is a BEAUTIFUL condo in a GREAT area with a LOVELY COURTYARD for rest and relaxation. A nice little pool also. Very quiet and easy to get around. It was great to WALK or BIKE RIDE in the area. Would definitely stay there again.

New Private 4/3 Single Family - Kayaks & Bicycles+
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.
Private, pet-friendly home rentals

Luxury 5Bdrm/6bath New in 2024
Timothy’s house was spacious, comfortable, and clean. The pool was a great way to beat the Florida Keys heat and the sunset views from the 3rd floor were awesome! Boaters will love the boat ramp next door. The fish cleaning table and outdoor freezer were a huge plus.

Kelly’s Kabin - Private FL Keys Cottage
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!

Duval Corner - Pet friendly with Balcony
Beautiful little apartment right on Duval Street. Really was a small slice of paradise.

2BR Suite | Pool | Hot Tub | Tennis | Dog Friendly
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!

Deluxe Bungalow
Aqua lodges were exactly as described and just what we needed. The value was great and we had a blast staying there. Marina restaurant was really good too.

Key West Outpost: eco-vacation
This place was a dream come true. Greta way to detach from the everyday stress and chaos. We loved everything from the tranquility to the scenery. We enjoyed kayaking and paddle boarding as well as some fishing. Saw some bonet head sharks and some barracuda. Caught some snapper. Can’t say it enough this place was amazing and will for sure be coming back. Thank you!!

Pool front 3 bed 3 bath entire Townhouse Key West
Lovely 3 bedrrom, 3 bath space was a great space for our girls' trip. The kitchen was well-equipped buy there is a fantastic French bakery and an Itailian restaurant a short walk away. Would stay here again.

Oceanfront Bungalow Venture Out
We enjoyed staying at Linda's place in Cudjoe Key! The view was beautiful and the house was in a peaceful setting. There is a lot to do in the Venture Out community, and we recommend renting bikes, a golf cart, or a boat while staying here. We played bocce and tennis, and the heated pool was great as well. Linda was a nice host and provided clear communication. There were 4 of us staying in the house, and we did not feel overly crowded, especially with the outdoor space on the water. There was some fishing gear, which my dad loved. It was fun to grill fish every night, and we recommend the local seafood market. We would definitely come back in the future if we were ever in Cudjoe Key again. Mostly pros about staying here, but the house could use some updating inside, for example the drawers and bed in the smaller bedroom were not in great shape and the dish washer is very loud when it is running. Thanks for having us Linda!
Quick stats about holiday rentals that are pet-friendly in Stock Island
Total rentals
120 properties
Nightly prices starting at
₹8,608 before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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