Pet-friendly Vacation Rentals in Key West, FL

This 800 sq ft, air-conditioned, 2-bedroom house in Key West is a pet-friendly option, located just 0.6 miles from Key West International Airport and approximately 4 miles from Southernmost Point and the Ernest Hemingway Home and Museum.
Enjoy resort amenities including a heated outdoor swimming pool, fitness center, and on-site hot tub, with complimentary parking and free Wi-Fi, making it an excellent choice for travelers with pets looking for a comfortable stay near Key West attractions.

Just 500 feet from historic Duval Street and the Southernmost Point, this pet-friendly apartment in Old Town Key West offers easy access to shopping, dining, and South Beach, just three blocks away.
This one-bedroom apartment features a kitchenette with a fridge and microwave, air conditioning, complimentary WiFi, and shared hot tubs, perfect for enjoying the island vibe with your small dog, weighing 30 lbs or less, for a nightly fee.

Perfectly situated in Old Town Key West, this pet-friendly apartment is just blocks from Duval Street and the Historic Seaport's shops and restaurants.
This spacious apartment accommodates up to 8 adults and features a private saltwater pool, a modern kitchen with a wet bar, and off-street parking for scooters and bicycles, making it ideal for travelers with pets.

Offering prime Key West waterfront living with a dock and sea views, this pet-friendly house is located 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium.
This dog-friendly, 1190 square foot house features 2 bedrooms, 2 bathrooms, a full kitchen, a swimming pool, and garden, and is conveniently situated 1.2 miles from Key West International Airport.

This historic Victorian-style manor house in Key West offers a pet-friendly stay, conveniently located steps from Duval Street and a 5-minute walk to Audubon House and Tropical Gardens, with Mallory Square just 0.37 miles away and the Ernest Hemingway Home and Museum 0.62 miles away.
Enjoy the outdoor swimming pool, terrace, and garden at this dog-friendly inn, which also provides complimentary Wi-Fi, a business center, and an on-site grab-and-go option for your convenience.

Located on the eastern side of Key West within Sunrise Suites Resort, this apartment is just 500 feet from Smathers Beach and offers easy access to popular attractions within a five-mile radius.
This two-bedroom, two-bathroom pet-friendly apartment boasts 780 square feet of living space, accommodates up to six guests, and features a kitchen with a fridge, microwave, and dishwasher, plus a private washer/dryer and access to a shared swimming pool and hot tub.

Just steps from South Beach, this pet-friendly house is half a mile from downtown Key West and within 1.3 miles of Mallory Dock and Mallory Square, placing you near the Southernmost Point and Ernest Hemingway Home and Museum.
This air-conditioned 400 square foot house features a kitchen with a fridge and microwave, accommodates up to 7 guests, and is ideal for travelers seeking a dog-friendly stay near Key West's attractions and airport.

Located in historic Bahama Village, this studio is just steps from Duval Street and within walking distance of the Ernest Hemingway Home and Southernmost Point.
This pet-friendly studio offers 130 square feet of space for up to 2 guests, featuring a kitchenette with a mini-fridge and microwave, and access to a heated swimming pool.

Located in Old Town Key West's secluded Colony compound, this pet-friendly cottage is just steps from Duval Street and 500 feet from the beach.
This bright, airy one-bedroom apartment features vaulted ceilings, exposed beams, a private deck with a grill, and access to a shared swimming pool, accommodating up to 4 guests.

This waterfront apartment in Key West's Garrison Bight offers direct access to a shared heated pool and is less than 1 mile from Duval Street and the Historic Seaport.
This pet-friendly apartment, allowing one dog up to 25 lbs, features 1190 sq ft of living space, a full kitchen, and on-site amenities including BBQ grills, making it ideal for travelers with pets near the seaside.

This pet-friendly apartment is located on the eastern side of Key West, approximately five miles from the historic downtown area and a short drive to the Southernmost Point and Ernest Hemingway Home and Museum.
Enjoy this 780 square foot, two-bedroom, two-bathroom apartment with a private balcony, swimming pool, and jacuzzi, perfect for accommodating up to six guests, and conveniently located near Smathers Beach.

Just 500 feet from Duval Street and Higgs Beach, this two-bedroom apartment offers an unbeatable Old Town Key West location, perfect for exploring the historic district and its attractions.
This pet-friendly apartment boasts a well-appointed kitchen with all-new stainless steel appliances, a newly renovated bathroom with an in-unit washer and dryer, and an expansive shared common area with a heated outdoor pool, making it ideal for travelers with pets.

Just 500 feet from Ernest Hemingway Home and Museum and Southernmost Point, this pet-friendly cottage is located in Key West's city center, offering resort-style accommodations.
This 520 square foot cottage features a private bedroom with a king bed, a queen sleeper sofa, a full gourmet kitchen, and a shaded private deck, with a shared heated pool steps away, making it ideal for travelers with pets.

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 Key West's historic Bahama Village, this pet-friendly studio is just 0.3 miles from Duval Street, the Southernmost Point, and the Ernest Hemingway Home.
This studio offers a well-equipped kitchenette, air conditioning, and access to a swimming pool, perfect for couples or solo travelers seeking a dog-friendly escape with complimentary WiFi.

Located in Historic Old Town Key West, this pet-friendly apartment is just two blocks from Duval Street, offering convenient access to shops and restaurants within a short walk.
This dog-friendly duplex features a lush garden and outdoor dining area, perfect for enjoying the Key West atmosphere, and allows one small dog up to 25 lbs for an additional fee.

Located in the historic Old Town Key West, this pet-friendly apartment is just 500 feet from Southernmost Point and the Ernest Hemingway Home and Museum, offering easy access to Florida Keys Beaches and Fort Zachary Taylor Historic State Park.
This 550 sq ft apartment sleeps up to 4 guests and features a full kitchen, in-unit washer/dryer, central air, and access to a shared swimming pool, making it ideal for travelers with pets.

Just 30 seconds from Duval Street, this Key West apartment is only 300 feet from the Key West Lighthouse and 500 feet from the Hemingway Home, offering a prime location with private parking.
This pet-friendly apartment features two connected cottages with a total of 5 bedrooms, a private pool, an 8-person hot tub, and rooftop sundecks with views, perfect for groups and dog-friendly stays.

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.

Directly on the waterfront within a prestigious gated community, this pet-friendly apartment is just a short walk or bike ride to Key West's popular dining, shopping, bars, and Duval Street.
This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a swimming pool, fitness center, and garden, making it an excellent choice for a seaside getaway.

This Key West apartment is located on the island's eastern edge, providing convenient access to Key West International Airport and is just a few miles from downtown attractions.
Enjoy spectacular west-facing sunset views from your private balcony at this dog-friendly apartment, which offers 780 square feet of living space for up to 4 guests, complete with a fully equipped kitchen, a community pool, and on-site parking.

Just 500 feet from Duval Street in the Key West Historic District, this historic 1869 mansion apartment offers a prime location near the Historic Seaport and Mallory Square.
This pet-friendly apartment, allowing pets up to 40lbs for a $25 fee per night, features air conditioning, internet, a swimming pool, and a terrace, accommodating up to 4 guests with a 10:00 AM check-out.

This historic 1869 Curry Mansion apartment in Key West's Historic District is located just half a block from Duval Street and within walking distance of the Historic Seaport and Fury Water Adventures.
This pet-friendly apartment allows pets up to 40 lbs for an additional fee and offers a shared heated pool, wrap-around porches, and all-day access for luggage storage, parking, and showers.

Just 500 feet from Duval Street and the Historic Seaport, this Old Town Key West apartment offers prime access to shops, restaurants, and nightlife.
This pet-friendly apartment, featuring a private saltwater pool and a stairlift to the second floor, boasts 1750 square feet with 3 bedrooms and 3 bathrooms, accommodating up to 8 guests with off-street parking for scooters or golf carts.

Located in Old Town Key West, this apartment is just blocks from Duval Street, the Ernest Hemingway Home and Museum, and the Southernmost Point, offering convenient access to key attractions.
This dog-friendly apartment boasts 1570 square feet of living space with 3 bedrooms and 2 bathrooms, accommodating up to 8 guests, and features a private heated swimming pool, a gas grill, and concierge services to enhance your stay.

Just 1 mile from Smathers Beach, this pet-friendly apartment on Key West's southeast side is a 10-minute drive to Duval Street attractions.
This 800 square foot condo offers 2 bedrooms, 2 bathrooms, and sleeps up to 6 guests with access to a shared heated pool and hot tub, making it ideal for families and dog-friendly stays.

Historic 1869 Curry Mansion in Key West's Historic District offers a pet-friendly stay just half a block from Duval Street and close to Mallory Square.
This apartment provides a 1-bedroom, 1-bathroom accommodation for 2 guests, featuring air conditioning, internet, a swimming pool, and a terrace, with pets allowed for a small nightly fee.

Just 4 minutes walking from South Beach, this pet-friendly house is located within half a mile of Key West's city center and near the Southernmost Point and Ernest Hemingway Home and Museum.
This 1150 square feet house, accommodating up to 11 guests, features 2 bedrooms, 2 bathrooms, a well-equipped kitchen with a dishwasher, air conditioning, a private balcony, a swimming pool, and a spa, making it an ideal seaside escape for travelers with pets.

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.

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 pet-friendly Key West house offers a prime location with easy access to the island's attractions, featuring historic Dade County pine and rich wood flooring for a classic Key West ambiance.
With 1070 square feet and sleeping capacity for 8, this dog-friendly house boasts a fully stocked kitchen, a private yard, air conditioning, a swimming pool, and flexible sleeping arrangements including a King bed that converts to two Twins and a Queen sleeper sofa.

Centrally located in Key West, this pet-friendly apartment offers exclusive access to a private 2-story main house situated just 1.5 blocks from public parking.
This spacious 5-bedroom, 5-bathroom apartment comfortably accommodates up to 10 guests and features a shared outdoor area with a swimming pool, rooftop deck, and BBQ, ensuring a fantastic stay for you and your dog-friendly family.

This pet-friendly house in Key West's historic Old Town district is located just 4 blocks from the Atlantic Ocean and 1 block from Duval Street.
This 1370 sq ft house sleeps 6 and features a private pool, a full kitchen, and a covered porch with a grill, making it ideal for families and dog-friendly vacations near the seaside.

Located in Old Town Key West, this pet-friendly house is just a short stroll to Duval Street and 4 blocks from the Atlantic Ocean.
This 1300 sq ft house offers 2 bedroom suites, accommodates up to 6 guests, and features a private swimming pool, full kitchen, and is dog-friendly.

Located in Prime Old Town Key West, this pet-friendly apartment is just five blocks from Duval Street and within walking distance of the Ernest Hemingway Home and Museum and Southernmost Point.
This 800 square foot apartment comfortably accommodates up to six guests and features a private hot tub, a well-equipped kitchen with a wine fridge, and outdoor amenities like a grill and fire pit, making it an ideal choice for a dog-friendly getaway.

This pet-friendly house in downtown Key West is just 500 feet from Duval Street, offering easy walking access to numerous attractions.
Enjoy a private heated pool and a fully equipped kitchen in this dog-friendly accommodation, which can host up to 8 guests and allows pets with a 40lb maximum.