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.

Not sure what you're looking for?
Keep Searching: Oceanfront Rentals in the Florida Keys, Homes With Private Pools, Homes With Boat Docks, Homes With Hot Tubs, Homes That Offer Short Stays


Properties Available 80 properties available
Perched on Little Torch Key, this charming house offers breathtaking views of Pine Channel, creating a serene backdrop for your vacation. With a BBQ area and a private dock, you can enjoy outdoor dining while watching the boats go by or try your hand at fishing right from your doorstep. Inside, you'll find a cozy retreat with all the amenities
30-night minimum 30-night minimum
Canalfront
- Little Torch Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 5 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Situated along the canal with approximately 150 feet of seawall, this newly constructed home puts water activities right outside your doorstep. Untie your boat from the provided dock space and take a laidback boat ride into ocean or Gulf waters via the Bogie Channel. Enjoy world-class fishing and snorkeling or simply bask in the sun while you cruis
28-night minimum 28-night minimum
BP04FLR - Sunset Villa Rating 5 (5)
Canalfront
- Big Pine Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
*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
28-night minimum 28-night minimum
KW80FLR - Paradise Suite Rating 5 (12)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly
Welcome to Island Time at Cocoa Plum, your serene escape in the heart of the Florida Keys. Nestled in the highly coveted Cocoa Plum area of Marathon, this spacious 3-bedroom, 2-bath condominium blends coastal luxury with laid-back island living—perfect for families, couples, and adventure-seekers alike. You’ll be just 0.5 miles from Coc
21-night minimum 21-night minimum
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Relax under azure skies and the gently rustling fronds of palm trees when you stay at this elegant and dog-friendly Key West condo! A community pool and hot tub, tennis courts, a parking space, and pool views from your private balcony add to an atmosphere of luxury and total relaxation.This rental is part of the upscale Sunrise Suites Resort, locat
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
7-night minimum 7-night minimum
MA88 - La Pirata Rating 5 (39)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
*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
28-night minimum 28-night minimum
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
Right on the canal, this half-duplex is perfect for your Florida vacation. With its own private dock and access to the Cabana Club, this home is perfect for water lovers! Key Colony Beach's small size puts you within walking distance of much of what the city has to offer. Plus, since you're right on the canal, you'll be able to enjoy yo
7-night minimum 7-night minimum
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Wake up every morning to the crisp smell of the ocean when you stay at this cute condo on the shores of Key West! Complete with upscale resort amenities like a shared pool and hot tub, tennis courts, and a private, covered parking space, this comfortable rental is sure to become your new favorite tropical getaway. One dog is allowed.This rental is
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
7-night minimum 7-night minimum
MA60 - Magic in Marathon Rating 5 (58)
Canalfront
- Marathon
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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,
28-night minimum 28-night minimum
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly

Tell us what you're looking for and someone will contact you with available options.

I agree