
Pet-friendly vacation rentals in Islamorada
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Islamorada
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada pet-friendly home rentals
Pet-friendly home rentals with a pool

Ocean View Duplex Penthouse | Pool | Vista Two
Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards
This place is just big enough for 2 in a good way. The views from sunrise to sunset were absolutely beautiful. Very nice , quite place . Walking distance to Publix , coffe plaza if needed. And close to good happy hour spots and resturants! The host was great and very responsive when needed. We enjoyed our stay!

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Would definitely rent again! Relaxing with plenty of outdoor spaces to enjoy. Comfortable condo with everything you need.

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.

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool
It was perfect. Loved that it was half way to Key West. That allowed us to explore the whole Keys. Lots of stores, restaurants and places to visit along the way. The property was super nice. Super easy to find. The campground was very clean and peaceful, super safe, even after dark. The RV was everything I could ask for- whole kitchen and bathroom, 2 sleeping areas and an extra sitting room that can add extra sleep options. The inside was super clean and stocked up with the basic essentials. I loved that I didn’t need to go to the store to just get a pinch of salt or one bag of tea. The extras- kayaks, bikes added to the great experience. And of course- big grocery store within few min walking distance is a key point. In other words- you will not be disappointed, it is a great place to stay in and definitely worth the price.

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Our family of five adults, plus two additional relatives, had the most incredible stay at this property. While we had planned several excursions, we found ourselves spending the majority of our seven-day trip enjoying everything this place had to offer. From fishing off the dock to kayaking and paddleboarding, the outdoor amenities were top-notch. The pool area was the perfect spot for relaxing and spending quality time together. One of the standout features was the amazing outdoor freezer—ideal for storing our fresh catch of Mahi from our charter trip. Inside, the kitchen was impressively well-equipped, making cooking a breeze. Every detail of the home was thoughtfully curated to provide comfort and convenience. This stay exceeded our expectations, and we’re already looking forward to returning. Highly recommend for anyone seeking a well-appointed, adventure-filled getaway!

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.

Boater’s Paradise 3br/2.5ba at Coral Lagoon
Larry was an excellent host who did everything to make the stay enjoyable. I would highly recommend staying at Larry's place and will definitely stay again if in the Marathon area.
Pet-friendly house rentals

Coral Lagoon #23- Private Villa Home
Stay was great and the place was just as described. We really enjoyed our visit to Marathon.

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! :)

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

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!

The Ultimate Bay View Home
Great place. Absolutely gorgeous views. Hot/pool was wonderful and refreshing. Would absolutely recommend this place.

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.

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!

NEW: Vaca Cut with 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
Private, pet-friendly home rentals

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!

TheSandbar: Oceanfront,Pool,Free Dockage,Gameroom
We stayed for an amazing week. This property is fantastic. Close (walkable) to several restaurants and resorts. Bikes and helmets provided if you want to ride. The attention to detail of the property and the amenities are second to none. Between the linens, towels, extremely well stocked kitchen (you literally only need to bring food), the bikes, paddleboards, floats, noodles, games and technology, you really want for nothing. The game room was a huge hit! Having the extra fridge downstairs was great! The kitchen is extremely well stocked with everything and more you will need. Do a Publix (Grocery Store) delivery day one for food and beverages, you will need NOTHING else. Exceptionally clean with well stocked toiletries. Lines, bath towels and pillows are first rate. Great property with an amazing pool, marina and docks. Secure with gate was a plus. Having the garage to keep the car was also a huge plus. Do not hesitate to book this property. You will not be disappointed.

Sunset Villa in Duck Key
Perfect weekend getaway for us at this Duck Key townhouse! The views from the balcony were lovely, the accommodations inside the unit were comfortable and clean, and our host Gabriel was extremely responsive and helful when answering our questions. Would recommend this rental to anyone looking for a great stay in the Keys!

The Pink Dolphin House.
Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.

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!

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
Toni was very nice. She went out of her way to make sure we were satisfied with everything. The bed was comfortable and we got a great night's sleep there on the water. Watching the fish jump and pelicans dive as we sat on the front deck was very relaxing.

Grouper House, Lux 4BR, 6BA home w/ pool, dock and
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.

Emerald Oasis ~ Lux Waterfront Gem ~ Heated Pool ~
The house was beautiful, the area in marathon is perfect. Right on the water across from a marina. The house was very cleanly. Perfect space in the kitchen for cooking. Lots of utensils. We brought our blow up paddle boards and were able to use the kayaks too. However they were pretty difficult to put in the water because the dock is about a 5-7 foot drop to the water. Would have been nice to have some steps into the water or something. It was also difficult to tie up our boats as they were smaller boats under 25 feet. At low tide the dock bumpers still didn’t reach the boats to prevent from hitting the dock so we were constantly watching the boats and utilizing our bumpers. There was construction going on during our stay next door the whole time but communication when mentioned to the property manager was prompt and they were able to offer us a slight accommodation discount from almost 1/2 our pet fee. Pet fee is also per pet so can be pricey. Overall great vacation.
Quick stats about vacation rentals that are pet-friendly in Islamorada
Total rentals
420 properties
Nightly prices starting at
G$20,980 GYD before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
270 properties are a good fit for families
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
300 properties have a dedicated workspace
Destinations to explore
- Florida Keys Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Bay Vacation rentals
- Central Florida Vacation rentals
- St Petersburg Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Rentals with breakfast Islamorada
- Rentals with a patio Islamorada
- Beach house rentals Islamorada
- Rentals with a washer and dryer Islamorada
- Condo rentals Islamorada
- Kid-friendly rentals Islamorada
- Fitness-friendly rentals Islamorada
- Beachfront rentals Islamorada
- Apartment rentals Islamorada
- Villa rentals Islamorada
- Rentals with pools Islamorada
- Rentals with a fire pit Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with an EV charger Islamorada
- Family-friendly rentals Islamorada
- Rentals with a kayak Islamorada
- House rentals Islamorada
- Rentals with beach access Islamorada
- Waterfront rentals Islamorada
- Townhouse rentals Islamorada
- Beach condo rentals Islamorada
- Rentals with a fireplace Islamorada
- Rentals with a hot tub Islamorada
- 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
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- EAA Air Museum
- Cocoa Plum Beach
- Everglades Alligator Farm
- Long Beach
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Monkey Jungle
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park