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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Featuring its own backyard oasis, this two-story retreat invites you to experience the best of island living right at home. Surrounded by lush landscaping, the fenced backyard features a private heated pool with a waterfall as well as an outdoor seating area where you can dine alfresco or sip cocktails in the sun. When you're ready to venture from
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
Please note: This home requires a minimum stay of 28 nights or longer, as enforced by the HOA. No exceptions can be made. Welcome to Conched Out Cottage, your ideal long-term island escape in the heart of Old Town Key West. This charming, dog-friendly monthly rental is perfect for small families, couples, or close friends looking to settle into the
Caribbean comforts await at this lovely Key West condo just five miles from the island's historic downtown. With amenities like a private pool and hot tub, tennis courts, a private balcony, and a covered parking spot, this comfortable condo is perfect for anyone who plans to explore the island by day and relax peacefully at night.Located on the eas
*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.* If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit of being right in the heart of the island! You'll be in the cente
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
*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 dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street.Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mall
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
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
*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.* Head to Key West and revel in access to a shared pool, dog-friendly accommodations, and close proximity to beautiful beaches and major attractions when you stay at this three-bedroom, three-bath home fo
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
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