
Pet-friendly holiday rentals in Monroe County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Monroe County
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Popular amenities for Monroe County pet-friendly home rentals
Pet-friendly house rentals

Tiny Home on Waterfront | Bay Views | Deck | Pool
Great great getaway place to relax. Right on the waterfront. You can get your boat, Jet ski and enjoy your stay. I loved watching sunrise with my cup of coffee.

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade
I LOVED LOVED LOVED Christopher's house!! It was beautiful! I honestly felt like i never left my house it was so cozy. Also it wasn't to far from everything we wanted to do. When i had a question to ask he responded quickly and i appreciate that. Thank you so much for sharing your lovely home with us. I definitely will be staying there again.

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.

Charming house with private pool & large patio
We had a great stay at Miguel’s airbnb! The pool was amazing and the house was in a great peaceful and quiet neighborhood.

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!

Bold Elegance: 5BR Pool Wine & Designer Style L36
great communication. property looks like the pictures. had a minor difficulty with the pool: they sent someone out immediately to assist. I've stayed at 2 of there properties. no complaints.

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!

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

Comfortable, clean,beautiful home Summer Special
Roy’s house is one of several homes located within a gated community. The swimming pool is also inside the gate and just a short walk from the house. Although the property is around a 20-minute drive from the main street of Key West, the neighbourhood is lovely, and I was very pleased with the location. We were a group of four adults, and the house was especially convenient as it offered three bedrooms, each with its own en-suite bathroom.

Family retreat oasis, heated pool, jacuzzi & grill
this Airbnb was perfecttt, the aesthetics of the home was beautiful And the host was very accommodating and responsive . Definitely recommend this Airbnb if in the Miami area.

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.

AVacation Favorite Miami Resort Pool MiniGolf L29
We had a great stay! The place was exactly as described—clean, comfortable, and had everything we needed. The host was super responsive and helpful throughout our trip. Just a heads-up for future guests: while the house itself is great, it took us about an hour to get to places like Downtown or South Beach because of traffic. Miami traffic has definitely gotten worse, so plan ahead if you have places to be. Otherwise, we really enjoyed our stay and would definitely recommend it!

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!!!!!

Luxurious House 5BR with BBQ & Large Heated Pool !
Host was responsive and available. Home was clean and fit the description provided. The welcome basket was very nice. Staying here made the vacation great.

Luxury Boating Paradise+Pool+Sailing Kayaks
We had an amazing family weekend here! The home was spotlessly clean, beautifully maintained, and incredibly well equipped with everything we needed. The ping pong table, video games, and sail kayaks were huge hits with the whole family. We also rented a boat, and having a private dock made that experience seamless and unforgettable. The location was quiet, safe, and perfect for quality time—cozy enough to relax, yet close to everything we needed. It truly felt like a home away from home. For all the amenities and the exceptional condition of the property, the price was a fantastic value. We’ve stayed in many vacation rentals, but this one stands out as one of the best. We’re already looking forward to coming back. Highly recommended!

Brickell Oasis: Pool, Spacious, Stylish
Amazingly beautiful house, good location, easy to access, exactly like the picture, and the best part is the mango tree by the swimming pool, we harvested a dozen of mangos, which are very delicious, best mangos I’ve ever eaten.
Private, pet-friendly home rentals

Everglades Organic Farm Oasis
Annalee was an incredibly responsive host. When we mentioned that we needed a few things for the kitchen, she immediately ordered them for us and asked if we needed anything else. The surroundings were beautiful; the location was perfect for us - in terms of its proximity to the Everglades National Park. We loved staying at her place!

LuxOasis Getaway Heated Pool/ Minigolf/Beach/Chess
We enjoyed our stay. We had to urgently book this location due to issues at our previous place and the hosts were very accommodating and allowed us to check-in early with a few hours notice. The pool and game rooms were amazing. Due to heavy rain, we had some surprise guests in the kitchen and living room but they were great at offering a solution to remedy the situation. We would book again!

Private Ocean Oasis by Key West, Florida
Just what our family needed. As a new Florida resident it’s safe to say the Keys rank up there as one of my favorite places to visit. Rhonda’s home felt like our home. We enjoyed the pool and bikes. A local restaurant The Bent Prop bar and grill was a treasured find. My husband and I met the owner who is from the same area as us in Maryland. If you’ve ever wondered what Maryland Cream of Crab soup taste like… that’s the place to get it from! Can’t wait to book us again for next year!

2BR | Family & Pet-Friendly | King Bed + Hot Tub
Beautiful house we really enjoyed our stay. Fantastic hosts. Great location. We would definitely stay again if we return to Miami.

Treetops
This place was such a nice experience. The views were gorgeous and the area was peaceful. It was really a bargain for the price. I highly recommend it!

Gorgeous Ocean View Home!
We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.

Elegant Casita, Heart of Miami
Very nice. I loved the vanity in the bedroom. It was quiet and easy to check in. I would stay again !! 10/10 recommend !

Tiny Fish Haus
Good location on Big Pine Key and would serve as a convenient base if you want to visit multiple keys. The neighborhood seemed safe.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Everglades Alligator Farm
- Theater of the Sea
- Cocoa Plum Beach
- EAA Air Museum
- Horseshoe Beach
- Far Beach
- Sea Oats Beach
- Monkey Jungle
- Long Beach
- Windley Key Fossil Reef Geological State Park
- Highland Beach
- Long Key State Park
- Keys' Meads
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