Pet-friendly Vacation Rentals in Key West, FL

Directly on Duval Street, this apartment is steps from Key West dining, nightlife, and shops, and a short stroll to the Southernmost Point and beach.
This pet-friendly apartment welcomes one small dog (30 lbs or less) for an additional fee and offers complimentary WiFi, a kitchenette, and air conditioning for a comfortable stay.

Just 10 minutes on foot from the beach and a 15-minute stroll to Duval Street, this pet-friendly Conch-style apartment is located in Old Town Key West.
This two-bedroom, two-bathroom apartment offers 1160 square feet of space, a fully equipped galley kitchen, a private washer and dryer, and access to a shared tropical backyard oasis with a swimming pool and grill, accommodating up to 9 guests.

Directly on a 137-yard private beach in Key West's historic Old Town, this resort is a 15-minute walk to Duval Street and a 10-minute walk to the Earnest Hemingway Museum.
This pet-friendly resort offers rooms with private balconies, on-site scuba diving, snorkeling, and deep-sea fishing, plus access to a full-service spa and an outdoor pool, making it ideal for dog-friendly seaside adventures.

Located in Key West, this apartment is conveniently situated about 0.6 miles from Key West International Airport and approximately 4 to 5 miles from popular attractions like Southernmost Point and Duval Street.
This pet-friendly apartment offers 800 square feet of living space, including 2 bedrooms and 2 bathrooms, a fully equipped kitchen with a dishwasher, and a private balcony, ensuring a comfortable stay with your dog-friendly companion.

Located on the eastern side of Key West, this pet-friendly apartment is just 500 feet from Smathers Beach and within five miles of Southernmost Point and the Ernest Hemingway Home and Museum.
This 780 sq ft apartment, accommodating up to 6 guests, features 2 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a private balcony, and access to a shared swimming pool and jacuzzi, with one dog allowed.

Located directly on Duval Street in historic Old Town Key West, this resort is steps from dining, nightlife, and shops.
This pet-friendly resort offers a swimming pool, spa, and fitness center, ensuring a comfortable stay for you and your furry companions.

Enjoy a prime city center location in Key West, just a 5-minute walk from South Beach and the Key West Butterfly and Nature Conservatory, and conveniently close to the Ernest Hemingway Home and Museum (a 7-minute walk) and Duval Street (2625 feet).
This pet-friendly house offers 2 bedrooms, air conditioning, a private entrance, and an outdoor swimming pool, with free WiFi and a fully equipped kitchen perfect for enjoying all that Key West has to offer, including nearby water sports.

Located in the quiet Old Town Key West neighborhood of Colony on Olivia Street, this studio is just two blocks from Duval Street and within walking distance to bars, restaurants, shops, and galleries.
This pet-friendly cottage offers a kitchenette, a King bed, and French doors opening to a deck near a shared swimming pool, perfect for a maximum of two guests seeking a dog-friendly escape.

Just 500 feet from South Beach, this pet-friendly house in Key West is a 19-minute walk to the Key West Aquarium and one mile from Mallory Dock.
This 600 square foot house features 1 bedroom, 1 bathroom, and accommodates up to 7 guests with a kitchen including a fridge and microwave, plus air conditioning.

Prime downtown Key West apartment, this pet-friendly ground-floor unit offers easy walking access to numerous attractions, including Duval Street, just 1500 feet away.
This spacious apartment accommodates up to 12 guests with four bedrooms, four en-suite bathrooms, a fully equipped kitchen, and complimentary WiFi, making it ideal for families and groups traveling with their dogs.

Just 600 feet from Southernmost Point and a 3-minute walk to South Beach, this Key West apartment offers a prime location near attractions like the Ernest Hemingway Home and Museum.
This pet-friendly apartment features air conditioning, complimentary WiFi, a kitchen with a microwave and fridge, and access to a swimming pool, spa, fitness center, and tennis court, perfect for a memorable Key West getaway with your dog.

Located just half a block from Duval Street, this historic 1874 home offers a tranquil escape on a quiet lane, providing convenient access to Key West's attractions and amenities.
This pet-friendly apartment features four bedrooms, a Queen sleeper sofa, a gourmet kitchen, and access to two shared swimming pools, making it ideal for families and groups traveling with their dogs.

Just 500 feet from Smathers Beach, this pet-friendly apartment in Key West's quiet Beachside neighborhood offers easy access to Higgs Beach and a quick ride to Duval Street.
This spacious apartment, boasting 2170 square feet and accommodating up to 16 guests, features a private saltwater pool, a fitness gym, and a fully fenced yard, making it ideal for families and groups traveling with their pets.

Located 5 miles from Key West city center, this resort offers convenient access to the Key West Tropical Forest and Botanical Garden and Lower Keys Medical Center.
This pet-friendly resort boasts multiple swimming options, including indoor and outdoor pools, a fitness center, on-site dining, and family-friendly amenities, making it an ideal choice for travelers with pets.

This waterfront apartment in Key West's Meadows district is less than 1 mile from Duval Street, the Historic Seaport, and the Hemingway House, offering a prime location for exploring the city.
Enjoy a pet-friendly stay with a private balcony, harbor views, a heated swimming pool, and a full-size washer and dryer in this spacious 1190 sq ft condo that comfortably sleeps up to 6 guests.

Located in historic Old Town Key West, this pet-friendly studio is just two blocks from Duval Street, placing you within easy reach of all attractions.
This accommodation offers a queen and a full bed to sleep up to four guests, featuring a fully equipped kitchen, an outdoor shower, and on-site laundry for your convenience.

Located at the intersection of Caroline Street and Simonton Street, this Key West guest house is just 0.2 miles from Duval Street and close to numerous attractions.
This pet-friendly guest house offers six private units, a private pool, and private parking for up to four vehicles, accommodating up to 19 guests with full kitchen amenities and air conditioning.

Perfectly situated on the Gulf of Mexico, this luxury resort is just 500 feet from Mallory Square plaza and Duval Street's attractions, offering a prime Key West waterfront experience.
This pet-friendly resort boasts an on-site spa, multiple dining options including waterfront views, and rooms with private balconies, ensuring a comfortable stay for you and your dog-friendly companion.

Just a short walk from major Key West attractions, Passover Cottage offers a prime location for exploring the city's renowned landmarks and entertainment districts.
This pet-friendly apartment features 2 bedrooms, 2 bathrooms, and accommodates up to 4 guests, boasting a private swimming pool and modern amenities including a fridge, microwave, and dishwasher.

Enjoy a prime location in the Key West Historic District, just within 1 mile of Mallory Square and the Florida Keys National Marine Sanctuary, and 1.3 miles from Southernmost Point, making this resort a fantastic pet-friendly option.
This resort welcomes pets and offers a relaxing stay with three outdoor pools, an onsite restaurant and bar, and complimentary WiFi in public areas.

This spacious four-bedroom, three-bathroom house in Key West is conveniently located 1.2 miles from Key West International Airport and within 2.5 miles of Ernest Hemingway Home and Museum, Duval Street, and Southernmost Point.
Enjoy a pet-friendly stay with ample room for 15 guests, featuring a private swimming pool, a terrace with sea views, a hot tub, and a spa, perfect for unwinding after exploring the nearby water sports.

Directly on the ocean, this Key West apartment is located 1.1 miles from Smathers Beach and 2.3 miles from Southernmost Point.
This pet-friendly apartment offers 980 square feet of living space, accommodates up to 8 guests, and features a swimming pool, jacuzzi, and fitness center for enjoyable stays with your dog.

Perfectly situated in Old Town Key West, this one-bedroom condo is just 50 feet from Duval Street, offering an unbeatable location for exploring the city's attractions.
This pet-friendly apartment boasts 500 square feet of living space with 14-foot ceilings, accommodating up to 4 guests with a queen bed and sleeper sofa, and features a recently renovated modern bathroom and updated kitchen with a high-quality ice maker.

Beautifully restored, this 1933 Key West home on historic Caroline Street offers a prime second-floor location in the heart of the historic district, just 500 feet from the beach.
This pet-friendly house features 2 bedrooms, 2 bathrooms, a shared swimming pool, and a large balcony perfect for enjoying the Key West atmosphere, accommodating up to 4 guests with internet and air conditioning.

Located just 500 feet from South Beach, this pet-friendly apartment offers prime access to Key West's city center, Mallory Dock (0.8 miles), and the Key West Aquarium (a 15-minute walk).
This apartment boasts a private patio, a fully equipped kitchen with a dishwasher, air conditioning, and access to a swimming pool and garden, making it ideal for families and travelers with pets.

Located in the Meadows district, this waterfront penthouse is approximately 1 mile from Duval Street and the Historic Seaport, offering direct access to Garrison Bight Marina for boating and fishing.
This spacious 2,000 sq ft apartment boasts 4 bedrooms and accommodates up to 16 guests, featuring dual balconies with marina views, a private dock, and is a pet-friendly option welcoming one dog up to 25 lbs for an additional fee.

Coconut Palm, a pet-friendly house in Key West, is conveniently located a short walk from the city center, just 0.6 miles from Mallory Dock and a 11-minute walk from the Key West Aquarium.
This dog-friendly vacation home offers a private swimming pool, a garden, and is equipped with air conditioning, a dishwasher, and a microwave, making it ideal for guests traveling with pets.

This pet-friendly apartment in Key West's Meadows district offers stunning harbor views and direct balcony access, located less than 1 mile from Duval Street, the Historic Seaport, and the Hemingway House.
Enjoy 1190 square feet of living space with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and access to a shared heated pool and BBQ grills, with on-site parking and a private boat slip available.

Located on Key West Island, this resort is a mere 3-minute walk from the shops and restaurants of Duval Street.
This pet-friendly resort offers a swimming pool, spa services, and on-site dining, making it ideal for travelers with pets.

Located in Key West's downtown waterfront district, this house is 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium.
This pet-friendly house offers 1190 square feet of space with 2 bedrooms and 2 bathrooms, featuring a private dock, outdoor swimming pool, and garden.

Just 500 feet from the airport, this pet-friendly apartment is situated in a district adjacent to Key West's transportation hubs, offering convenient access for travelers.
This apartment accommodates up to 6 guests with two bedrooms, two bathrooms, a private balcony with free Wi-Fi, and in-unit laundry, making it ideal for a dog-friendly getaway.

This pet-friendly house is located a block from Duval Street in a quieter section, offering easy walking access to Southernmost Beach (0.5 miles), the Ernest Hemingway Home & Museum (a couple of blocks), and the Key West Lighthouse (a couple of blocks).
This dog-friendly accommodation features an amazing HEATED private swimming pool and off-street parking for two vehicles, perfect for families or groups of up to 10 guests with two separate, self-contained units.

Experience an authentic Key West getaway at Casa Marina Key West, a historic 1920s resort located directly on its own private beach, just a 7-minute drive from the shops and restaurants of Duval Street.
This pet-friendly resort offers two oceanfront pools, oceanside massages at Spa al Mare, and convenient access to water sports, making it an ideal choice for travelers seeking a seaside escape with their furry companions.

Located in downtown Key West, this pet-friendly house is just steps from the Ernest Hemingway Home and Museum and a 7-minute walk to South Beach.
This 900 sq ft house offers 2 bedrooms, 1 bathroom, and accommodates up to 11 guests with a full kitchen, private parking, and a relaxing hot tub, making it perfect for a dog-friendly getaway near the seaside.

This resort offers a pet-friendly escape along Florida Bay, just a short drive from the historic Old Town Key West.
Enjoy direct access to kayaking and four outdoor pools, with a complimentary shuttle to the city center, all within a completely smoke-free property that welcomes your furry companions.

Located in Key West's Windsor Lane area, this townhome is just 500 feet from Mallory Square and the Historic District, offering easy access to the Historic Seaport and water activities.
This pet-friendly accommodation boasts a private heated pool, a fenced yard, and sleeps up to eight guests, making it ideal for families and travelers with dogs.