Pet-friendly Vacation Rentals in Key West, FL

Located 5 kilometres from Key West city centre, Blue Flamingo Resort Key West offers a pet-friendly escape near the Key West Tropical Forest and Botanical Garden.
This resort boasts multiple swimming options, on-site dining with live music, a fitness centre, and tour assistance, ensuring a comfortable stay for guests and their dogs.

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.

Sunrise Suites Panama Suite #310 is a pet-friendly house located in Key West, 0.6 miles from Key West International Airport and within 7 kilometres of Southernmost Point and Ernest Hemingway Home and Museum.
This accommodation offers a swimming pool, hot tub, and a balcony, ensuring a comfortable stay for you and your pets.

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 Key West's Historic Old Town, this apartment is just 320 meters from Duval Street, offering easy access to shops and attractions.
This dog-friendly apartment features a shared garden with a gas grill and outdoor dining, and permits one dog up to 11 kilograms for an additional fee.

This Key West apartment is perfectly situated, just 700 metres from the iconic Southernmost Point and 400 metres from South Beach, making it ideal for beach lovers and a truly pet-friendly escape.
Enjoy a 31 square metre, one-bedroom apartment offering air conditioning, a balcony, and a kitchen with an oven and microwave, all within easy reach of attractions like the Ernest Hemingway Home and Museum, and offering nearby cycling opportunities.

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.

Located in historic Bahama Village, this pet-friendly apartment is just a few blocks from Duval Street, Blue Heaven, and Hemingway's House, offering an authentic Key West experience.
This bright 'Conch Cottage' style apartment sleeps two guests and features a private garden, air conditioning, and a hot tub, perfect for a stress-free getaway with your dog.

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.

Boasting spectacular sunset views just 100 meters from Duval Street, this pet-friendly apartment in Key West offers an exceptional base for exploring the island.
With two bedrooms, two bathrooms, and a queen-sized sleeper sofa, this ground-level accommodation comfortably sleeps four guests and features a private patio, air conditioning, and a fully equipped kitchen, ideal for families or groups travelling with their dogs.

Boasting a prime location, this Key West house is conveniently situated just 965 metres from Key West International Airport and a short drive to major attractions including Southernmost Point (6.4 kilometres) and Duval Street (6.9 kilometres).
This pet-friendly house offers two bedrooms, two bathrooms, and accommodates up to 11 guests, featuring a well-equipped kitchen, air conditioning, a swimming pool, a hot tub, and a private balcony, making it ideal for travellers with pets looking for a comfortable stay.

Just 160 meters from Duval Street and 1 block from the Southernmost Point, this pet-friendly studio offers a prime location in Key West for exploring the historic district and South Beach, located 3 blocks away.
This dog-friendly accommodation, part of the Southernmost Sanctuary, features air conditioning, a kitchenette with a fridge and microwave, and shared hot tubs, making it ideal for a getaway with your small dog for a nightly fee.

Offering a complimentary shuttle service to historic Old Town Key West and Duval Street, this pet-friendly resort is conveniently located just a 3.2-kilometre drive from Key West International Airport.
This resort boasts a sparkling swimming pool with a poolside tiki bar, a fitness centre, and on-site dining at the Palm Haven Restaurant, ensuring a comfortable stay for you and your dog-friendly companion.

Prime Old Town Key West apartment, situated just 80 metres from Duval Street, offers a pet-friendly retreat with a gated entrance for added privacy.
This dog-friendly accommodation boasts a king-sized bed in an upstairs loft with a skylight, a full kitchen with modern appliances, and access to a shared swimming pool approximately 320 metres away.

Boasting ocean views from a private 4th-floor balcony, this pet-friendly apartment is just a 500-meter walk from Smathers Beach and a short bike ride to Duval Street in Key West.
This 102 square meter apartment offers two bedrooms, two bathrooms, and a fully equipped kitchen, with nearby opportunities for jet skiing and ecotours, making it ideal for a family of four or two couples.

Situated on the eastern side of Key West, this apartment offers tropical comfort by the sea, just 6.4 kilometres from the Southernmost Point and Ernest Hemingway Home and Museum, and conveniently near Smathers Beach.
This pet-friendly, 72-square-meter apartment, part of the luxurious Sunrise Suites Resort, accommodates up to six guests and boasts a private washer/dryer, alongside access to a shared swimming pool, hot tub, and fitness centre.

Enjoying a prime waterfront location, this pet-friendly house in Key West is situated 2 kilometres from Key West International Airport, placing you 2.1 kilometres from the Southernmost Point and 2.4 kilometres from the Key West Aquarium.
This 111 square metre house offers 2 bedrooms and 2 bathrooms, ample space for 13 guests, and features a swimming pool, garden, and private dock, making it ideal for a seaside getaway with your dog-friendly companions.

Direct waterfront access with sea views from the patio makes this house in Key West ideal for a seaside getaway, offering complimentary Wi-Fi and parking just a 16-minute walk from Rest Beach and 1.1 kilometres from the Ernest Hemingway Home and Museum.
This pet-friendly house boasts a spacious 121 square metre interior with 2 bedrooms, 2 bathrooms, and a capacity for 13 guests, complete with a swimming pool, garden, and a dock for your convenience.

Located in Historic Old Town, Key West, this apartment offers a 15-minute walk or 5-minute cycle to Duval Street, Higgs Beach, and the Southernmost Point.
This pet-friendly apartment, allowing one dog up to 25 lbs for a fee, boasts 57 square meters of floor area, a private backyard hot tub, and off-street parking, with the option to rent the adjacent unit with a private pool for larger groups.

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 waterfront apartment in Key West's Northside Resort neighbourhood offers quiet seclusion, just a short walk from major shopping and dining, and is a pet-friendly option for your holiday.
Boasting a generous 219 square meters of living space, this apartment features four bedrooms, a private heated swimming pool, a fully equipped chef's kitchen, and ample off-street parking, ensuring a comfortable stay for you and your pets near the seaside.

Boasting sea views, this pet-friendly holiday home is located just over 2 kilometres from Key West International Airport and a short drive from the Ernest Hemingway Home and Museum and Duval Street.
This house offers a private pool, hot tub, and concierge service, making it ideal for families and groups of up to 15 guests who want to bring their dogs.

This apartment on Key West's southeast side is located just 1.6 kilometres from Smathers Beach and a 10-minute drive from Duval Street.
This pet-friendly apartment, allowing up to two pets with a 40lb weight limit, boasts 74 square meters of floor area and comfortably accommodates six guests with two bedrooms and two bathrooms, plus access to a shared hot tub and heated pool.

Hyatt Vacation Club At Sunset Harbor is a 4-star hotel in Key West, located 690 metres from Mallory Square and 800 metres from the Key West Aquarium.
This hotel offers a swimming pool, Jacuzzi, and fitness centre, and is a pet-friendly choice for travellers exploring Key West.

Boasting sea views, this spacious house is conveniently situated just 2.3 kilometres from the Ernest Hemingway Home and Museum, 2.4 kilometres from Duval Street, and a mere 1.2 kilometres from Key West International Airport, making it an ideal pet-friendly base for exploring the island.
This dog-friendly accommodation features four bedrooms, four bathrooms, a private outdoor swimming pool, and a hot tub, with a fully equipped kitchen and air conditioning ensuring a comfortable stay for up to 15 guests, all within easy reach of water sports.

Located on the eastern side of Key West, this apartment offers a pet-friendly stay near Smathers Beach and within 8 kilometers of Southernmost Point and the Ernest Hemingway Home and Museum.
This 72 square meter apartment boasts two bedrooms, two bathrooms, and accommodates up to six guests, featuring a shared swimming pool, hot tub, and on-site tennis courts for your enjoyment.

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.

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.

Parrot Key Hotel & Villas is a resort located on Florida Bay, offering easy access to historic Old Town Key West via a complimentary shuttle, just a short drive away.
This pet-friendly resort boasts four outdoor swimming pools, kayaking opportunities directly from the property, and private terraces with scenic views, making it ideal for travellers seeking dog-friendly accommodation near the beach.

Enjoy a pet-friendly apartment on Caroline Street, just steps from Duval Street's dining and nightlife, and within walking distance of the Historic Seaport's attractions.
This historic property offers access to the Curry Mansion's pool and features private rooms with balconies, perfect for a family of four.

This newly renovated, dog-friendly Conch-style cottage is situated in Key West's city centre, a mere 300 meters from the renowned Duval Street and in close proximity to the Ernest Hemingway Home and Museum and Southernmost Point.
Boasting a 49 square meter floor area, this cottage accommodates up to four guests with one bedroom and one bathroom, and features a full kitchen, air conditioning, a swimming pool, a garden, a spa, and parking, making it an ideal pet-friendly retreat.

Prime downtown Key West location, this one-bedroom apartment is mere steps from Duval Street and within walking distance of the Southernmost Point, Hemingway House, and the Key West Lighthouse.
This dog-friendly apartment offers complimentary WiFi and a well-equipped kitchen, making it a comfortable stay for up to four guests.

Located on the east side of Key West within the Sunrise Suites community, this apartment is approximately 1.6 kilometres from the beach and a 10-minute drive from Duval Street and the Key West airport.
This pet-friendly apartment offers a shared heated pool and hot tub, a fully equipped kitchen, and is ideal for families with a capacity for six guests, with one dog up to 40lbs allowed for a nightly fee.

This pet-friendly Key West house is located in Old Town, a short stroll to Duval Street and just 644 meters from the Atlantic Ocean.
Offering 121 square meters of space with two en-suite bedrooms, this house accommodates up to six guests and boasts a private swimming pool with a covered porch, perfect for enjoying the tropical climate with your dogs.

This pet-friendly apartment is located in Key West, a mere 8-minute walk from Higgs Beach and 0.96 kilometres from the city centre, placing you close to iconic spots like the Southernmost Point and Ernest Hemingway Home and Museum.
With a generous 108 square meters of living space, this 2-bedroom apartment comfortably accommodates up to 9 guests and boasts a fully equipped kitchen, air conditioning, and a swimming pool, alongside complimentary on-site parking and free WiFi.

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.