Dog-friendly vacation rentals at Middle Keys, FL

We found 43 vacation rentals waiting for you.

Furry friends and wagging tails welcome

Middle Keys, FL is even more fun with your four-legged friends. Discover pet-friendly vacation homes with amenities your pup will love, like large outdoor spaces to play and cozy nooks for napping.

Top-rated dog-friendly rentals at Middle Keys, FL

Pet parents have spoken. Explore some of their favorite dog-friendly homes at Middle Keys, FL, offering the perfect blend of relaxation and adventure for your pup.

Harbor Hideaway Villa 7066
4 Bed | 3 Bath | Sleeps 8

Harbor Hideaway Villa 7066 - Duck Key, FL

From $494
(excludes fees and taxes)
4.71 (14)
Bayfront Sunset Oasis
4 Bed | 2.5 Bath | Sleeps 10

Bayfront Sunset Oasis - Marathon, FL

From $1,036
(excludes fees and taxes)
4.85 (84)
Downhome Cabin by the Canal
2 Bed | 2 Bath | Sleeps 6

Downhome Cabin by the Canal - Key Colony Beach, FL

From $213
(excludes fees and taxes)
4.57 (51)
Pirate's Booty
2 Bed | 2 Bath | Sleeps 4

Pirate's Booty - Marathon, FL

From $464
(excludes fees and taxes)
4.28 (29)

Explore All Dog-friendly Vacation Rentals

Recent guest reviews

Great location with boat access. Home was clean and everything you needed was there.
Arlyn R. | Jul 2025
Beautiful layout for families with pets.
Yvette P. | Jul 2025
GREAT LOCATION. NACE RESTAURANTS IN THE AREA. FRIENDLY NEIGHBORS!
Ginah B. | Jul 2025
Like our trips before, Fisherman’s Canal Getaway is wonderful. It has EVERYTHING you need to enjoy your stay and feel comfortable, relax, and enjoy the beautiful waters around you. We brought our 28’ boat, fished every day but one, caught LOTS of fish, and had an amazing trip to Key Colony. We will be back…again…..and again
Jana D. | Jul 2025
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Yes, a pet fee is charged at all of our pet-friendly vacation rentals. No deposit is required. The amount varies depending on the property’s location, size, and helps to cover extra cleaning procedures.

Dogs are the only type of animals allowed in our pet-friendly vacation homes. As required by law, we also allow service animals in our vacation rentals.

Weight limits and the number of dogs allowed vary by home; any limits will be clearly stated in the description of each listing.

Le nombre d'animaux autorisés par location dépend de la taille de la maison, des préférences du propriétaire et des restrictions de la communauté ou de l'association de propriétaires. Le nombre d'animaux autorisés est indiqué dans la description de l'annonce.

Some homes offer designated pet relief areas on the property. We recommend checking the property description or contacting us for details.

Pet waste bags are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Rules concerning dogs are always changing. We suggest going to the official city website, where you’ll often find a list of any regulations, leash laws, and other relevant information. In addition, certain homeowners' associations have restrictions regarding pets.

Pet food and water bowls are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Dog towels are not usually offered at pet-friendly vacation homes (though some homes may offer them as an extra amenity), so it is best to bring your own.

Dogs are not usually allowed on the furniture in vacation rentals. We recommend bringing your pet's favorite blanket or bed to lie on.
USA > Florida > Middle Keys, FL > Dog-friendly