Pet-friendly Vacation Rentals in Key West, FL

Perfectly situated on White Street, this apartment is just a 10-minute walk from the beach and the White Street Pier, offering an authentic local Key West experience.
This pet-friendly apartment boasts a gourmet kitchen and an outdoor area, ideal for preparing meals and enjoying the Key West ambiance, with easy access to all downtown activities.

Located in Key West's Cuban district, this studio is a short walk from acclaimed coffee spots and offers excellent proximity to the Southernmost Point and Ernest Hemingway Home and Museum.
This pet-friendly studio boasts 42 square meters of space, including a kitchen with a fridge, freezer, and microwave, plus complimentary bikes for exploring the island, which is near the beach.

Just a few steps from South Beach, this pet-friendly house is located 0.8 kilometres from Key West's city centre, offering immediate coastal access and proximity to Mallory Dock and Mallory Square.
This air-conditioned house, featuring a kitchen with a fridge and microwave, welcomes pets and provides towels and bed linen for up to 7 guests across 37 square metres with 1 bedroom.

Just steps from South Beach, this air-conditioned house in Key West is located half a kilometre from the city centre, with Mallory Dock and Mallory Square 2.1 kilometres away, offering a prime location for exploring attractions like Southernmost Point and Ernest Hemingway Home and Museum.
This pet-friendly house, featuring a kitchen with a microwave and fridge, can accommodate up to seven guests within its 37 square metre floor area, providing a comfortable and convenient stay near the seaside.

Just one block from Duval Street in Old Town Key West, this apartment offers a prime location near the Ernest Hemingway Home and Museum.
This pet-friendly apartment, boasting 68 square meters and accommodating up to four guests, features a King bed, an updated ensuite bathroom, a recently refurbished kitchen with stainless steel appliances, air conditioning, and access to a community cocktail pool, making it ideal for travellers with dogs.

Centrally located in Key West, this apartment offers unparalleled access, being just 300 metres from the city centre and a mere 4-minute walk from the Ernest Hemingway Home and Museum.
This pet-friendly apartment boasts a private balcony, a fully equipped kitchen with a dishwasher, and a spa, ensuring a comfortable stay for up to 7 guests, with 'pets allowed' and 'dog-friendly' options readily available.

Conveniently located within 500 metres of Duval Street and just a 4-minute walk to South Beach, this pet-friendly house offers a prime spot in Key West for exploring attractions like the Ernest Hemingway Home and Museum.
This air-conditioned house boasts 2 bedrooms, accommodating up to 11 guests with a kitchen featuring a fridge and microwave, and towels and bed linen provided for a comfortable stay.

Perfectly situated on historic Duval Street in Old Town Key West, this resort offers direct access to a wealth of dining, nightlife, and attractions, with water sports activities available within 2 kilometers.
This pet-friendly resort boasts an outdoor pool, an on-site restaurant, and a fitness centre, ensuring a comfortable stay for you and your dog-friendly companions.

Located in Key West's historic district, this apartment is just 160 meters from Duval Street's dining and nightlife, and 320 meters from the beach at Fort Zachary Taylor State Park.
This dog-friendly apartment sleeps six guests and boasts a private parking space, a shared hot tub, and a private washer and dryer, offering a comfortable stay for you and your pet.

This pet-friendly apartment in historic Downtown Key West offers harbour and pool views, situated less than 1 kilometre from Duval Street, the Historic Seaport, and the Hemingway House, perfect for exploring on foot or by bike.
Boasting 125 square meters of space, this two-bedroom, two-bathroom apartment accommodates up to eight guests and features a fully equipped kitchen, a private balcony, and access to a shared heated swimming pool, with one dog up to 11 kilograms welcomed.

Located in Key West, this pet-friendly holiday home is conveniently situated just 0.6 miles from Key West International Airport and approximately 6.4 kilometres from the Southernmost Point and Ernest Hemingway Home and Museum.
This 74 square metre, two-bedroom house offers air conditioning, a fully equipped kitchen with a dishwasher, and resort amenities including a heated outdoor swimming pool, hot tub, and fitness centre, ensuring a comfortable stay for you and your dog-friendly companions.

Perfectly situated just off Duval Street in Key West, Florida, this house is a mere 1.1 kilometers from the Southernmost Point and a convenient 5-minute walk to the Key West Aquarium, with the Ernest Hemingway Home and Museum only 0.9 miles away.
This pet-friendly house offers a heated outdoor swimming pool and fully equipped kitchens, alongside free Wi-Fi, ensuring a comfortable stay for you and your dog-friendly companion.

Ideally situated in Old Town Key West, this apartment is merely blocks from Duval Street and within walking distance of the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment offers 146 square meters of space for 8 guests, featuring 3 bedrooms, 2 bathrooms, air conditioning, a swimming pool, a terrace, and parking, with concierge services available for booking island activities.

Offering exclusive 137-yard private beachfront access in Old Town Key West, this resort is a mere 15-minute walk to Duval Street and 10 minutes from the Earnest Hemingway Museum.
This pet-friendly resort provides rooms and suites with private balconies, refrigerators, and access to an outdoor pool and a full-service spa, ideal for guests travelling with their dogs.

Located in the historic Bahama Village, this studio is just a short walk from Duval Street and key Key West attractions including the Ernest Hemingway Home and the Southernmost Point.
This dog-friendly studio, measuring 11 square meters, accommodates two guests and features a kitchenette, air conditioning, and access to a shared heated swimming pool, with pets under 40 lbs welcome for a nightly fee.

Offering prime waterfront views, this pet-friendly house is located in Key West, just 1.1 miles from the Ernest Hemingway Home and Museum and Duval Street, and a 16-minute walk to Rest Beach.
This spacious 2-bedroom, 2-bathroom house boasts a swimming pool, garden, and on-site parking, making it an ideal choice for travellers seeking a seaside escape with their dogs.

This historic 1920s resort in Key West is situated on a private beach, offering an oceanside experience just 7 minutes by car from Duval Street.
Casa Marina Key West, a pet-friendly resort, provides a fantastic amenity for guests with pets, alongside two oceanfront pools and a spa, with convenient access to water sports.

Enjoy a top-floor apartment in Key West offering sunrise views from a private balcony, conveniently located just 0.8 kilometres from Key West International Airport and 3.2 kilometres from Smathers Beach, providing a peaceful escape near the city's entrance.
This dog-friendly apartment boasts 74 square metres, accommodating up to six guests with three bedrooms, including two en suites, a full kitchen, central air conditioning, a swimming pool, hot tub, and on-site parking, making it perfect for a seaside getaway.

Located in Old Town, this Key West townhouse is just one block from the Ernest Hemingway Home and Museum and Duval Street, and 800 meters from the Southernmost Point.
This pet-friendly apartment, offering space for four guests, boasts a newly renovated interior, a shared pool, and is conveniently situated near beachside fun, making it ideal for travellers with pets.

Located in Key West's historic district, this conch home offers convenient walking access to Duval Street, Fort Zachary Taylor Beach, and Mallory Square, all within 1.9 kilometres.
This pet-friendly apartment boasts 130 square meters of living space, featuring four bedrooms and two bathrooms, an open-plan kitchen and dining area, and a patio with fruit trees, perfect for accommodating up to seven guests.

Located in the Key West Historic District, this apartment is just 80 metres from Duval Street and a short walk from the Historic Seaport and Mallory Square, offering pet-friendly accommodation with a 40lb maximum per pet.
This apartment boasts air conditioning, a swimming pool, a terrace/balcony, and garden access, with a guest capacity of four and a check-out time of 10:00 AM.

Located on Key West's eastern shore, this dog-friendly apartment is part of the Sunrise Suites Resort, just a short distance from Smathers Beach and Southernmost Point, offering easy access to historic downtown Key West.
This apartment boasts 74 square meters of living space with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests, and features a private balcony with pool views, free WiFi, and is a truly pet-friendly option for your Key West getaway.

This pet-friendly apartment in Old Town Key West is ideally situated just 150 meters from the Key West Lighthouse and 150 meters from Hemingway Home, offering a prime location on the doorstep of Duval Street.
Boasting ample space for up to 16 guests across two connected cottages, this accommodation features two kitchens, two living areas, private laundry facilities, a swimming pool, and a hot tub, ensuring a comfortable and enjoyable stay for all.

This pet-friendly apartment is in the Key West Historic District, just 50 metres from Duval Street and within walking distance of the Historic Seaport and Mallory Square.
Guests can enjoy a shared heated swimming pool and wrap-around porches at this historic 1869 mansion, which is also dog-friendly for pets up to 18kg for an additional fee.

This pet-friendly apartment in Key West's Beachside neighbourhood is situated just 160 metres from Smathers Beach and a short walk to Higgs Beach, offering excellent proximity to the seaside.
Boasting a generous 202 square metre floor area, this accommodation comfortably accommodates up to 16 guests with six en-suite bedrooms, a private gym, and a saltwater swimming pool, ensuring a fantastic stay for you and your dog-friendly holiday.

Located in the Key West Historic District, this apartment is just 100 meters from Duval Street and within walking distance of the Historic Seaport, offering a prime spot for exploring attractions like the Mel Fisher Maritime Museum.
This pet-friendly apartment, allowing pets up to 18kg for a $25 nightly fee, boasts a shared heated swimming pool, air conditioning, internet, and a terrace/balcony, with each room on the first floor overlooking the pool or deck area.

This apartment offers a historic ambiance in Key West's Historic District, just 80 meters from Duval Street and within walking distance of Fury Water Adventures and Mallory Square.
This pet-friendly accommodation welcomes pets up to 18kg for a fee of £20 per night, featuring shared access to a heated swimming pool and wrap-around porches, ideal for travellers with dogs.

Located in Meadows, Key West, this waterfront corner apartment is just 1.6 kilometres from Duval Street, the Historic Seaport and the Hemingway House, offering unobstructed harbour and pool views.
This pet-friendly apartment boasts a spacious 121 square metre layout with two bedrooms and two bathrooms, comfortably sleeping up to six guests and featuring a private balcony with direct stair access to the shared heated pool and tiki bar.

Located in Old Town Key West, this ground-floor studio is just 320 meters from Duval Street and offers a quiet setting with easy walking access to the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly studio, measuring 45 square meters, accommodates up to four guests and features a kitchenette, air conditioning, and French doors opening to a deck near a shared swimming pool and spa, making it an ideal choice for dog-friendly holidays near Florida Keys Beaches and Fort Zachary Taylor Historic State Park.

Located in historic Old Town Key West, this pet-friendly house is just a few blocks from Duval Street, offering easy walking access to shops and restaurants.
This dog-friendly one-bedroom house, ideal for two guests, features a kitchenette, a king-size bed, air conditioning, and access to a shared swimming pool within a secure gated community.

Just a minute's walk from Duval Street, this adult-only hotel in Key West is also a 3-minute drive from the Key West Butterfly and Nature Conservatory.
This pet-friendly hotel offers two outdoor pools, a spa, and live jazz music in its gardens, with bicycle hire and massage services available on-site.

Located in a historic downtown Key West neighbourhood, this pet-friendly Conch Home offers a unique living experience just a short stroll from local attractions.
This apartment boasts a fully-renovated interior with two bedrooms, two bathrooms, and a queen pull-out sofa accommodating up to six guests and their pets, complete with a private porch, grill, and access to a nearby pool.

Located in the prime Old Town Key West quadrant, this apartment is just a short stroll from Duval Street, Truman Avenue, the Marina, and the White Street Arts Walk, offering a dog-friendly stay in a quiet setting off the street.
This spacious 158 square meter, two-storey apartment accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a private balcony with expansive views, and access to one of the island's largest heated, saltwater swimming pools.

Located in Key West's New Town, this apartment is under 1.6 kilometres from Duval Street and local beaches, with Garrison Bight Marina just over 160 metres away, offering a dog-friendly escape.
This spacious 139 square metre apartment boasts three bedrooms and three bathrooms, accommodating up to seven guests with a private swimming pool, a garden, and a terrace, making it an excellent pet-friendly choice for your seaside holiday.

Offering direct water access via a private 43-foot boat slip, this spacious 335 square meter apartment in Key West's quiet Meadows neighbourhood is a pet-friendly haven, just a short walk from Bayview Park and Fausto's grocery.
This five-bedroom, four-bathroom apartment comfortably accommodates up to 12 guests with a private pool, tropically furnished yard, large deck, outdoor dining, and a fully equipped chef's kitchen, ensuring a superb seaside escape for families and pets alike.

Offering a private swimming pool and enclosed garden, this pet-friendly house is located just 160 meters from Duval Street in Key West, providing easy access to downtown attractions.
This spacious 3-bedroom, 2-bathroom house can accommodate up to 10 guests and features two full kitchens, a furnished patio, and off-street parking for two vehicles, making it ideal for families and groups travelling with dogs up to 40 pounds.