
Pet-friendly holiday rentals in Stock Island
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Stock Island
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Stock Island pet-friendly home rentals
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.

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!

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.

Endless Summer
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.

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.

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 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

The Toasted Coconut-Pool-Bikes-Grill-Chic!
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!

Vaca Vista 3
What a wonderful place to vacation. My entire family had a fabulous time. A bonus was seeing the manatees in the canal. The home was very clean and was very spacious. We all highly recommend this home!!

Butterfly Nest | Newly Updated w/ Shared Pool
This place was exactly like the pictures. In a great quiet location but still close enough to everything. The villa has a direct line of sight to the pool and parking is close. Pool hours are from morning until 10 pm so that was perfect for late night swims with the kids. Our stay was comfortable and we enjoyed the location. Anything we need, hosts were there to answer. Beds were comfortable and villa was clean. Would stay here again.

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.

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
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.

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.

Luxurious 40' Sailing Yacht!
We spent four amazing days aboard the Shelly Kay with Blue Ocean Yacht Charters, and it was truly an unforgettable experience. From the moment we arrived, Cassey made sure we felt welcome and taken care of. She was incredibly attentive, quick to help with any questions or small issues, and always available when we needed her. The boat itself was in top shape—immaculate, well-maintained, and surprisingly spacious. Our quarters were very comfortable and had everything we needed to relax and enjoy the trip. It felt like our own private floating resort! Our excursion was the highlight of the stay—stunning views, smooth sailing, and such a peaceful way to explore the beauty of Key West. We couldn’t have asked for a better experience. If you’re looking for a unique and luxurious way to enjoy the Keys, this is it. We’ll definitely be back!
Private, pet-friendly home rentals

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys
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! :)

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.

Newly Updated! The Grand Cayman Suite
we had a great stay! quiet area w all the amenities necessary! the room was spotless and the kitchen was complete with all things needed to cook! the added bonus of this property being pet friendly was amazing since we brought our fur babies along.

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.

NEW: Vaca Cut w/60' dock, 4br/4ba, 2 kitchens
Beautiful home, we come down to fish and dive, couldn't be a better location to keep our boat and get offshore quickly. Everything is within 5 minutes of the home and the bait shop and ice is at the end of the street. Super convenient. Public boat ramp is a 5 minute boat ride away. Definitely recommend

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.
Quick stats about holiday rentals that are pet-friendly in Stock Island
Total rentals
120 properties
Nightly prices starting at
$166 NZD 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
Destinations to explore
- Key West Holiday rentals
- Florida Keys Holiday rentals
- Havana Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Villa rentals Stock Island
- Rentals with beach access Stock Island
- Hotel rentals Stock Island
- Rentals with pools Stock Island
- Rentals with a patio Stock Island
- Rentals with outdoor seating Stock Island
- Waterfront rentals Stock Island
- Kid-friendly rentals Stock Island
- Rentals with a kayak Stock Island
- Rentals with a hot tub Stock Island
- Beachfront rentals Stock Island
- Rentals with a washing machine and dryer Stock Island
- House rentals Stock Island
- Family-friendly rentals Stock Island
- Rentals with a fire pit Stock Island
- Fitness-friendly rentals Stock Island
- Rentals with an EV charger Stock Island
- Apartment rentals Stock Island
- Condo rentals Stock Island
- Pet-friendly rentals Monroe County
- Pet-friendly rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom