
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

Gorgeous lagoon-front 2BR Townhouse with 2 pools
This place is a great place for families. All ages can enjoy this neighborhood. It’s close to everything, but it feels cozy.

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!

Waterfront House - 30' Dock & Pool & 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!

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.

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!

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.

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.
Pet-friendly house rentals

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.

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..

Tiny Home on Waterfront | Bay Views | Deck | Pool
We absolutely loved our stay here! The place was spotless and had everything we needed. The location is incredible, right on the water. On our first night, we watched 12 manatees swim by from the porch. We also enjoyed using the kayaks, which was such a fun bonus. I can’t wait to come back and stay here again!

Waterfront Key Largo Home - Tropical Paradise
This was our first time back to the Keys in over 20 years and I could not have picked a better spot. The neighborhood is quiet and neighbors friendly. Having our boat just outside the door for a quick boat ride or heading out for a day of fishing was extremely convenient. There is electricity and water at the dock which was great for charging the battery. We had a sweet manatee come visit us one morning which everyone loved. The house is beautifully decorated and makes you feel like you are on vacation. The couch, beds, and pillow were so comfortable it was easy to fall asleep and hit the snooze button in the morning. My favorite spot, however, was the wide, breezy veranda where we all spent time reading and watching the boats go by. To top it off we had our own private pool to lounge in after an excursion on the water. We will definitely book here again for our next stay!

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!

Fun in the Sun!
Great attached townhome/duplex with privacy fence between the other side. Great private pool just on the canal! The bottom story was perfect for extended family to have privacy but still be close! We even saw a manatee in the canal.

Islamorada Waterfront House on Canal w Boat dock
Perfect for a weeks stay with the boat and some fishing.

Renovated 2BR Gulffront Dog Friendly | Dock
This place is absolutely wonderful, everything has been updated as far as the house. The location was perfect. We were able to go kayaking right from the house. We were able to see an abundant amount of fish, and we even had three pet iguanas that showed up every morning to sunbathe, we look forward to coming back again and if this place is available, we are definitely going to request to stay here. We stayed here a week and truly enjoyed every bit of it. And to top it all off the beds are comfortable.
Private, pet-friendly home rentals

Beautiful FL keys Home-Free Bike to use
Nice place to stay in Key Largo, close to Tavernier end of Key. Long ride if going to Key West. Nice little patio in back on second floor. Easily sleeps 6. Nice kitchen. Easy to park in front Yard. Nice stay. Snappers restaurant easy walk across Rt 1. Joe L.

Cottage w/ Private Yard, Free Kayaks, Boats, Etc
We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!

Pelagic Paradise. On Canal, Dock, Pool Club Free!
We really enjoyed our stay at Keys 2 Joy. It's located right in Key Colony Beach with access to anything you need within a quick drive. The house was very clean, decorated nicely, owners communicated clear directions and entrance instructions, and everything we needed was provided. They even had some toys stowed away and my 2 small kids loved it. The layout of the house is different than expected with 2 entrances that come into bedrooms, but it wasn't an issue since we put the kids in the middle room. Kitchen had anything we needed, fridge had an ice maker, there's room for a boat, and even a few poles to fish off the dock. We had our dog with us also and they neighborhood is super walkable and friendly. Would stay here again for sure, thanks!

Paradise Key Largo
Our family of 5 just returned from vacation. My toddlers loved the pool and all the hammocks near the water. Niurka was responsive to any questions we had and gave local recommendations on where to take the kids. We had a great time and will definitely return.

Walk to Beach 4BR | Dock | Dog Friendly | Pools
Just want to write an updated review since most of these are older. The previous reviews about the house AC being hot in the downstairs bedrooms has been fixed. The house has two brand new AC units. House was immaculate and in the perfect location with all the amenities you’d need. Only issue we ran into is the Wi-Fi does not work. They are actively working on it but the Sonos speakers did not work outside and the TVs were in and out. All in all this house had everything we needed and more

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.

Waterfront, dog-friendly 4BR with great canal view
Very comfortable and an amazing view of the canal. We could walk right off the deck and out along the boardwalk for the canal. Gorgeous for sunrises.

Walk to Beach: Waterfront Home in Marathon!
Excellent accommodations, everything was available for swimming boating and fishing activities. So convenient to attractions and restaurants. Walk out on same level to pool was the best feature. Enjoyed the quality in pool and bath towels.
Quick stats about vacation rentals that are pet-friendly in Islamorada
Total rentals
420 properties
Nightly prices starting at
ﺩ.ﺇ367 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
- Family-friendly rentals Islamorada
- Rentals with breakfast Islamorada
- Rentals with a kayak Islamorada
- Kid-friendly rentals Islamorada
- Waterfront rentals Islamorada
- Rentals with an EV charger Islamorada
- Beach condo rentals Islamorada
- House rentals Islamorada
- Rentals with a fireplace Islamorada
- Apartment rentals Islamorada
- Rentals with outdoor seating Islamorada
- Condo rentals Islamorada
- Villa rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with a washer and dryer Islamorada
- Rentals with beach access Islamorada
- Townhouse rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a patio Islamorada
- Rentals with a fire pit Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with pools Islamorada
- Beach house rentals 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
- Bahia Honda State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Biscayne National Park
- Cannon Beach
- Long Beach
- Far Beach
- Monkey Jungle
- EAA Air Museum
- Theater of the Sea
- Sea Oats Beach
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Cocoa Plum Beach
- Horseshoe Beach
- Everglades Alligator Farm
- Long Key State Park
- Keys' Meads