Florida Keys Pet Friendly Homes
Why leave your dog behind when they can be part of your island escape? Our pet friendly vacation rentals in the Florida Keys make it easy to bring your furry companion along for the adventure. With comfortable homes, outdoor space, and easy access to the water, you and your pet can enjoy a relaxed, memorable getaway together.
No Need for Pet Sitters or Boarding
Travel with peace of mind knowing your dog is right there with you. Skip the hassle of boarding or coordinating care and enjoy more time together in a home that welcomes every member of your family.
Outdoor Adventures for You & Your Dog
The Florida Keys offer plenty of opportunities to get outside and explore with your pet. From waterfront walks to quiet neighborhoods and scenic areas across Key Largo, Islamorada, Marathon, and Key West, there are endless ways to enjoy the island lifestyle together.
TIP: The Florida sun can be strong year-round, especially in summer. Plan longer walks in the early morning or evening, and be mindful of hot surfaces for your dog’s paws. Cooler months offer some of the best conditions for exploring together.
Spacious Homes with Outdoor Living Areas
Our pet friendly vacation homes provide space for everyone to settle in comfortably. Many properties feature outdoor decks, patios, and shaded areas where your dog can relax after a day of exploring. With open living spaces and multiple bedrooms, there’s room for the whole group to unwind.
Easy Clean-Up After a Day Outside
After time spent exploring or enjoying the water, many homes offer convenient outdoor showers or hose areas to help rinse off sandy paws before heading inside. It’s all part of making your stay as easy and enjoyable as possible.
Know Before You Go
Pet policies can vary by home, including size limits, breed restrictions, and pet fees. Be sure to review property-specific details before booking so you can find the best fit for you and your dog.
Plan Your Pet Friendly Florida Keys Getaway
From laid-back days by the water to exploring island neighborhoods together, a pet friendly vacation rental lets you experience the Florida Keys without leaving anyone behind. With comfortable homes and plenty of space to relax, it’s the perfect way to make lasting memories with your four-legged companion.
Browse our pet friendly rentals and start planning your next Florida Keys escape.
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Oceanfront Rentals in the Florida Keys,
Homes With Private Pools,
Homes With Boat Docks,
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Homes That Offer Short Stays
80 properties available
Escape to the sunny Florida Keys with this nautically-themed Marathon vacation rental! Complete with a private deck and free Wi-Fi, this charming duplex is the perfect antidote to beat those winter blues. If you prefer to travel by land, you're only five miles from the mangrove swamps of Curry Hammock State Park, where you can rent kayaks, watc
Find your own little piece of paradise at Tarpon Watch, a waterfront escape offering gorgeous views of the Gulf of Mexico, plenty of room for you and your loved ones to relax, and an ideal location close to Key West's most beloved attractions. At the end of each beautiful day, mix up a favorite beverage at the wet bar, step out onto the large b
I🌊 WHY YOU'LL LOVE IT Wake up each morning to canal views from your private patio, sip coffee in a swinging chair, and feel the gentle Florida Keys breeze set the tone for the day. This villa isn’t just a place to stay — it’s your gateway to the laid-back, sun-soaked lifestyle that makes the Keys unforgettable. • Waterfr
Marvelous views will fill your vision when you call this sun-soaked home your next vacation destination! When you can peel yourself away from the tantalizing turquoise views, check out the area's many amusements. All less than eleven miles away, you will discover the Laura Quinn Wild Bird Sanctuary, Theater of the Sea, the History of Diving Mus
Book this newly renovated home that sits on a major canal, where guests can tie off a boat, in the Indian Waterways neighborhood. The nautical-themed decoration throughout the house will truly help you leave all of your worries behind and focus on having a great time! The family dog is also welcome to join in the fun here. The home features a 60-fo
Plan your next Florida escape at this charming, waterfront home in Marathon, where the vibrant nautical decor and bold blue accents create a welcoming coastal retreat. When you want to venture out, discover great local restaurants and attractions, including the Marathon Air Museum and Florida Keys Aquarium Encounters. You can also launch from the p
Tropical comfort abounds when you stay at this wonderful condo on the shores of Key West. Complete with a shared pool & hot tub, tennis courts, and a private, covered parking space, you'll have everything you need for an unforgettable Florida Keys escape. One dog is allowed.Located on the eastern side of the island, this condo is part of the luxuri
Experience the tropical magic of the Florida Keys from this waterfront home with a screened-in patio, a 60-foot dock with a fish cleaning station, access to the local Cabana Club, and passes to a private beach. This single-story home in Key Colony Beach is a prime destination for those wishing to relax and enjoy all the Florida Keys offer. Clean an
Aglow with natural light, this very inviting, waterfront retreat is ready to host you and your guests here in Marathon! Head out on the canal in the provided kayak, cruise around the neighborhood on one of the bikes, or hop in the car and discover a number of local attractions including the Marathon Community Theatre, Inc., Florida Keys Aquarium En
Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a bevy of beach activities, your stay promises to b
This gorgeous canal-front home boasts views of the water, a dock that can accommodate a 25-foot boat, and two private pools - one with a swim-up bar. The elegant decor and grand kitchen will make you never want to leave! The outdoor area of this home is large and great for gatherings, featuring a hammock, a firepit, a very large ice machine for fis
Whisk your special someone off to this enchanting Key West townhouse. Enjoy the shared pool and courtyard. The family dog is also welcome to join you for an additional nightly fee. Notice: This is in a residential area. Quiet Hours are 10 pm to 8 am. Park your car on the street and walk everywhere! This home is half a mile from the Southernmost Poi
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