Seven pet-friendly Key West cottages you and your dog will adore

Outdoor pool of Key West cottage
Porch of yellow vacation cottage in Key West, FL

Imagine sipping a piña colada on the porch of Island Dogs Bar, your dog relaxing at your side. Or picture perusing the Key West Aquarium with your trusty pup in tow. With so much to do with your dog in Key West, there’s no reason to leave him at the kennel. We know your dog loves the island life as much as you do, and that’s why we offer plenty of Key West pet-friendly vacation rentals that you and your pup will love.

Check out these seven pet-friendly Key West cottage rentals where your dog will be not just allowed, but welcomed.

Casa Colada pet-friendly Key West cottage

You and your dog will feel right at home in this colorful cottage. Whether you’re staying for the whole winter or just a weekend, settle in and enjoy the sunshine on the spacious back patio or upstairs porch. We’re picturing lots of fetch happening in this backyard!

Book your next Key West pet-friendly cottage rental at Casa Colada.

Bahama Dreaming pet-friendly Key West cottage

Picturing a spot where you can relax all afternoon in the shade? At this Key West pet-friendly rental, there’s no reason not to! This lovely space will delight both dogs and humans—plus, with the pier just a few blocks away, it’s the perfect location for plenty of walks.

Book your next Key West pet-friendly cottage rental at Bahama Dreaming.

Passover Cottage pet-friendly Key West cottage

This multi-level home is big enough for the whole group, including the canine family members. Up to two dogs can tag along and find their Florida Keys bliss alongside you here. They’ll love finding nooks for napping around the fenced backyard, living room, and lofts.

Book your next Key West pet-friendly cottage rental at Passover Cottage.

Bahama House pet-friendly Key West cottage

Imagine getting dinner scraps—but instead of the normal dining room floor, you’re hanging out on a poolside patio! That’s how your dog will feel at this pet-friendly Key West rental, and we think you’ll be pretty pleased with it, too. Outdoor dining, a private pool, and a remodeled interior make this cottage a great place to stay.

Book your next Key West pet-friendly cottage rental at Bahama House.

Old Town Garden Villas pet-friendly Key West cottage

Save your spot at this Key West rental if you and your dog love walking everywhere! This cottage’s central location means you’ll never have to drive if you don’t want to. The enclosed back patio and cozy interior will have you and your furry friend feeling right at home.

Book your next Key West pet-friendly cottage rental at Old Town Garden Villas.

Hemingway’s View pet-friendly Key West cottage

Perfect for the dog (or human) guest with a designer’s eye, this remodeled cottage is full of delightful details. Hang out in the chic living room, or spend time on the shaded patio out back. The private hot tub is for human use only, though—sorry, pups.

Book your next Key West pet-friendly cottage rental at Hemingway's View.

Seaport Suite pet-friendly Key West cottage

Sometimes a Key West vacation calls for a laid-back rental, and this home is just the spot. A dog up to 30 pounds will love joining you at this Old Town condo right in the middle of all the Key West action. Will you let your pup share the comfy beanbags? That’s up to you.

Book your next Key West pet-friendly cottage rental at Seaport Suite.

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