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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Homes That Offer Short Stays
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*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
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
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
Dreaming about a tropical vacation? This two-bedroom, one-bathroom cottage in Key West is the perfect destination - a private hot tub, garden, and a great location downtown will make this your best vacation yet!Located only half a block from the restaurants and bars on Duval Street, you'll have plenty to do within walking or biking distance of this
This bright and attractive home is right on the canal with a 70-foot boat dock, a covered balcony with partial ocean views, and an outstanding interior featuring an open floorplan and nine-foot ceilings that you will love. The living area features lots of comfortable furniture surrounding a TV, an ideal place for entertaining guests or kicking back
Escape to paradise in this charming Key West house, offering a perfect blend of comfort and convenience. With a private pool, deck, and patio furniture, you can soak up the sun and enjoy outdoor living at its finest. Inside, you'll find modern amenities such as a washer/dryer, central AC, internet, and a fully equipped kitchen with a gas grill,
Nestled in the heart of Marathon, FL, this charming house offers a serene retreat with stunning water views and a private dock along the canal. The abundance of natural light throughout the home creates a warm and inviting atmosphere, perfect for unwinding and enjoying the picturesque surroundings. With a double driveway, there's ample parking
Escape to your own private tropical oasis at this stunning pool home in Big Pine Key, Florida. This spacious house features a large balcony overlooking a plugged canal, perfect for enjoying your morning coffee or evening cocktail while taking in the serene water views. The covered porch with sun shades provides a comfortable spot to relax and unwin
Book your well-deserved getaway to this dog-friendly Key West home. With a prime central location near Duval Street and access to a shared pool, this home will let up to four guests and your happy puppy (for a small nightly fee) unwind in style. Notice: This is in a residential area, Quiet Hours are 10:00pm- 8:00amRight in the heart of the action,
Dream Vacation Awaits Experience the perfect Florida Keys getaway at this spacious waterfront home in Marathon! Boasting a prime location on the canal, a private heated pool, a relaxing spa, and a 30-foot deep-water dock, this home is a boater’s dream. Enjoy breathtaking canal views from your spacious patio, complete with an outdoor kitchen,
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
If you're looking for a family vacation in paradise, look no further than this three-bedroom, single-level home in Marathon. The private, outdoor pool is the perfect place to cool off, and the screened patio is ideal for enjoying the great outdoors during the day and retiring to at night for dinner, drinks, and conversation. The central air-con
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