Florida Keys Pet Friendly Homes

Browse pet-friendly vacation rentals in the Florida Keys with Seven Keys Vacations and bring your dog along for the island escape. Our pet-friendly rentals make it easier to enjoy the Keys without arranging boarding or leaving part of the family behind.

Choose from comfortable homes, condos, waterfront stays, and outdoor-friendly rentals across the Florida Keys. Many properties offer features guests love when traveling with pets, such as patios, decks, shaded areas, walkable neighborhoods, and space to relax after a day exploring the islands.

Find the Right Pet-Friendly Rental in the Florida Keys

Pet-friendly Florida Keys rentals are a great fit for families, couples, longer stays, and guests planning a laid-back trip with their dog. Depending on the property, you may find private pools, boat docks, outdoor showers, fenced or semi-private spaces, and easy access to quiet streets or waterfront areas.

Pet policies can vary by home, including fees, size limits, breed restrictions, and the number of pets allowed. Be sure to review each listing carefully before booking so you can choose the best fit for your stay.

If you are still comparing options, you may also want to browse Florida Keys oceanfront rentals, homes with private pools, or vacation rentals with boat docks.

Browse available pet-friendly rentals below and book direct with Seven Keys Vacations for a more personal, locally focused Florida Keys stay.

Pet-friendly vacation rental in the Florida Keys with a dog relaxing outdoors near tropical scenery

Properties Available 81 properties available
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
28-night minimum 28-night minimum
Canalfront
- Big Pine Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
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
KC202A - Ocean Oasis I Rating 5 (2)
Canalfront
- Key Colony Beach
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
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
7-night minimum 7-night minimum
MA70 - Key Quest Rating 5 (72)
House
- Marathon
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Baths 1 half bath
Dog Friendly Dog Friendly
All the best of Key West is right at your doorstep at this colorful, second-floor condo just across the street from the gorgeous aquamarine water the Keys are known for. Smathers Beach is just down the road, and all the restaurants, bars, and cafés of Duval St. and the historic district are an easy two-mile drive or bike ride away. Onsite amenities
28-night minimum 28-night minimum
Oceanfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Spend your vacation days snorkeling in the clear coastal waters and strolling the streets of downtown Key West when you stay at this three-bedroom, two-bathroom cottage, which also features a private hot tub and one reserved off-street parking space. The family dog is also welcome to join you for an additional nightly fee. This cottage's locati
KW41 - Amelia House Rating 5 (223)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Dolphin Paradise: Dog-Friendly home in Key Largo with a private heated pool that sits on a waterfront lot with a private dock and amazing views!Dolphin Paradise is your perfect escape in the heart of Key Largo, where laid-back island living meets comfort and style. This spacious 5-bedroom, dog-friendly home sits on a beautiful waterfront lot, offer
28-night minimum 28-night minimum
Canalfront
- Key Largo
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Baths 2 half baths
Dog Friendly Dog Friendly
Soak up incredible west-facing views from the comfort of this elegant, dog-friendly Key West condo. First-rate amenities like a shared pool, exquisite tropical landscaping, and a private deck create a serene atmosphere that'll have you relaxed in no time.This condo is part of the upscale Sunrise Suites development, located on the eastern edge of Ke
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Slip into island time at Bahama House, a relaxed and inviting 3-bedroom, 3-bath retreat tucked away in the heart of Old Town Key West. Warm, welcoming, and full of tropical charm, this home is perfect for families and groups who want easy access to the fun of Duval Street while enjoying a peaceful, private oasis to unwind. 🌴 Space to Spread Out +
KW42 - Bahama House Rating 5 (289)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly
A treasure trove of tropical delights awaits at this breezy, two-bedroom Keys hideaway. Located on Marathon's quiet, Boot Key, you'll be within walking distance of popular Sombrero Beach and enjoy ocean views from home with direct canal access via a private dock. Other features include a private pool with pool spa and a patio furnished for
7-night minimum 7-night minimum
MA150 - Pirate's Booty Rating 5 (27)
Canalfront
- Marathon
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly

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