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,
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81 properties available
Welcome to Your Private Slice of Paradise in the Florida Keys 🌴 Bayfront Sunset Oasis | Private Beach • Pool • Dock • Kayaks • Wildlife Encounters Escape to the ultimate coastal retreat at this spectacular four-bedroom Marathon estate, featuring an additional bunk room off the master suite, and front-row access to the natural w
This lovely waterfront duplex hosting lush interiors and incredible water views will surely be the highlight of your next Key Colony Beach escape! Ideally located for fun and recreation, you’ll find Key Colony Beach Golf, Sunset Park, and Florida Keys Aquarium Encounters all within a two-mile radius. Spend a day playing a leisurely round of g
Spend some time in the Florida Keys at this three-bedroom, canalside rental with a furnished and covered patio, private pool, a 75-foot dock, and plenty of room inside the home for up to seven guests (six comfortably). The family dog is also welcome to join you here for an additional nightly fee. This vacation rental is conveniently located right o
Say hello to pure coastal bliss right on the harbor at this fabulous Duck Key escape. Sea and Sky will have you slipping into vacation mode in no time, as you can wake up, brew a fresh pot of coffee, and step out to your furnished deck to watch the sunrise over calm waters, mere steps away. The private dock will also be just the place to launch the
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
What's better than a Marathon getaway when it comes to coastal adventures and dreamy days of sweet sunshine? Treat yourself to a perfect getaway and make this stunning retreat your home base today, as it boasts four spacious bedrooms, room for a boat on the private, 25-foot dock, a private pool (heating available), and gorgeous views! The inter
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA, and we cannot make any exceptions. This home is perfect for anyone coming to the Keys to spend time on the water. The two-story home sits on the widest canal in Hammer Point that leads to Florida Bay and has its own private dock capable
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
Completely remodeled by HGTV, this home boasts beautiful furnishings, perfect interior design, and timeless decor that will have you feeling right at home the moment you step through the door! The full kitchen is complete with stainless steel appliances, marble countertops, and a massive island, so cook up your favorite recipes with ease. Though th
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
Welcome to Periwinkle Place—a bright, dog-friendly escape in the vibrant heart of Old Town Key West! Just one block from famous Duval Street, this charming two-level home offers the perfect blend of island relaxation and city excitement. From your front door, walk to top attractions like the Ernest Hemingway Home & Museum, Key West Lighthouse, Sout
A private paradise awaits at this oceanside, canal-front stunner! Along with direct, deep-water canal access and private boat moorage, this custom delight boasts highlights like a waterfall-fed pool, a thatched palm palapa hut furnished for outdoor living, and a deluxe outdoor kitchen outfitted with a grill, a griddle, and a sink. Additional featur
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