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

Key West Paradise
Sharon was an excellent host that answered any of our questions promptly. The place was even better than what the photos showed. Comfortable enough for 7 people to stay for a long weekend. We didn't use the pool, but it was nice to have the option. Easy to get into the gated community, and we didn't struggle to find parking with our rental car. Easy to get to many different popular spots around Key West with rideshare. Convenient to have some convenience stores like CVS within walking distance, and a Publix not too far via car. Only thing I would improve is having more toilet paper and hand soap refills in each bathroom, especially with 7 people staying over a long weekend.

Seaside Sunrise. Newly remodeled waterfront
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

Dock Pool Ramp Jacuzzi Ocean Views Kayaks
House was nice and clean. Great location perfect for getting to open water. Frank was very helpful and responded quickly with any questions we had. I would recommend this place and would stay here again.

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
We loved our stay and will definitely recommend to friends and family. Hope to return someday soon!

Waterfront House - 30' Dock & Pool at Cabana Club
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

Waterfront Home 37.5-ft dock, Cabana Club Included
We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!

Waterfront Private Home w/Pool-Family&Pet Friendly
This was an awesome home for our family of 4 + dog. We felt right at home for the week! The pool was perfectly warm, and the kids had so much fun playing by the dock. We rented a pontoon boat and were able to dock it easily. Honestly, we hardly used the other amenities in the home because the weather was so nice, but if it rained we probably would have loved the game room too! Overall this was a great home for our family. The neighborhood isn’t super walkable, but the grocery store was just down a little footpath, allowing us to walk to get groceries as needed. Loved this!

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
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!
Pet-friendly home rentals with a pool

Colony Sunset- Bright and airy cottage
What a great find! Everything we needed was there! Quick walk to everywhere: beach, Duval street fun, restaurants and grocery store. So glad we went with this air bnb and not the hotel we normally go to. Saved so much money. Loved the privacy!

3 BR 2BA + Private Pool + Waterfront
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home
The house was spacious and clean, and we got good use out of the pool and hot tub. Bert requires signing a separate contract after booking on AirBnB, but worked with us to tailor the language. Towels are provided but be prepared to bring most other amenities like shampoo, etc yourself. Also, be aware that Sunrise Drive is a private road and you cannot access the beach there - Sombrero Beach is about a 15 minute walk, but definitely worth the walk!

Coastal Comfort; Waterfront Luxury Home with priva
We all loved the house. Plenty of space, the outdoor patios were a daily hangout, the views were great, what's not to love. The maintenance of the house itself was excellent and it didn't feel like a "rental". Well decorated, not worn down, a bathroom for everyone, it was great. We rented a golf cart to get back and forth from town which was very easy and barely a ten minute drive. We did have a small issue with the pool while there, which apparently is very unusual. It is Key West so it took a few days to get the parts needed. However, Javier was always easy to reach and while he did eventually fix it it was his 'out of the box' thinking and communication on everything that was superbly professional. I understand he manages several properties and we would gladly stay at any of them. With an AirBNB, if something goes wrong and you're far from home all you have to rely on is the owner/manager and you are in excellent hands with Javier. A++ on customer service

Spotlessly clean 3 bedroom/3 bathroom family home
This was a cute little place in a gated complex. It was well decorated to feel like a Key West getaway and a great place for sibs get-together. We liked the quiet, but be aware you will need to drive to get to Key West.

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
My family and I stayed for a week and the house had everything we needed and more! The space was clean, comfortable and had lots of extras for the outside like pool floats, bikes, paddle boards, kayaks and more. The added touches inside like dish soap, hand soap, cleaning supplies, shampoo and conditioner was unexpected and a huge help. I was slightly surprised that this was an attached home, but there was still plenty of privacy and the location was extremely convenient. The hosts were very friendly and responsive and we would definitely recommend to others.

Key Colony Beach-POOL & DOCK
We had 5 adults in our party. Plenty of room. Great space and location for fishing the keys and relaxing.

Golf Coast Oasis
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!
Private, pet-friendly home rentals

2BR Oceanview Dog Friendly | Pool | Dock | Deck
We had the perfect vacation! Love the location and the amenities of Key Colony Beach. The place was great for relaxing. I only wish we brought our dog..

Manatee Quay-2 Canal waterfront,access BEACH club
Our stay at this home was absolutely perfect! The location couldn’t have been better—peaceful, relaxing, and right on the water. We spent so much time unwinding on the dock, soaking in the beautiful views and enjoying the gentle ocean breeze. The Marathon area was a fantastic place to explore, offering everything we needed for an unforgettable getaway. We loved being close to state parks for hiking and wildlife spotting, as well as having access to amazing restaurants serving fresh seafood. Bike rentals were nearby, making it easy to explore the area at a leisurely pace. If you’re looking for the perfect blend of relaxation and adventure, this is the place to be!

Location Location Beach Paradise in the Keys Duval
We felt at home at Joe’s house! Check in/check out directions were simple and easy. The house was clean with plenty of extra linens. Its location was ideal! Definitely would stay at Joe’s again!

Apartment in Big Pine
This little studio apartment in big pine is PERFECT for a couple for a few days or week. We loved the big windows on 3 sides, with a great view of sunset & the marsh. We also loved the private and spacious balcony that has a view of sunrise. It is very peaceful and quiet, with the deer coming by every morning and evening. There is no kitchen (which was fine with us) but there is a coffee pot and 2 mugs. The bathroom is roomy for a studio and has closet space available. The sunset view from this place honestly was my favorite part of our trip. I would stay here again if I traveled to the keys in the future.

Rustic 4BR Dog Friendly | Hot Tub | Deck
Houses were nice enough only thing I think they could do better is have some wiggle room on check in /out people were there 30 minutes early trying to come in

Gulf side Gem, 45 ft. dock, pool, Hot tub and more
We truly enjoyed our stay. Gail was very communicative and the house had everything we needed to relax and enjoy our time. We saw some manatees from the dock, iguanas, and of course fish. Friendly quiet neighborhood, grocery store close by.

4BR Oceanview Dog Friendly | Dock | Deck | W/D
Excellent location in town. Nice clean home on a beautiful canal. Good for fishing. Recommend more toilet paper and front door is very hard to lock.

Waterfront 2BR with dock & pool - dog-friendly
Great location and the house was exactly as described. Would definitely stay here again.
Quick stats about holiday rentals that are pet-friendly in Stock Island
Total rentals
120 properties
Nightly prices starting at
£75 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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