Pet-friendly Vacation Rentals in Key West, FL

Located in Key West's White Street Gallery district, this apartment is just 800 meters from local shops, restaurants, and the beach, with Duval Street a 15-minute walk away.
This pet-friendly apartment offers exclusive use of a large pool, a private outdoor entertainment space with tiki bars and grills, and off-street parking, accommodating up to six guests.

This dog-friendly apartment in Key West's Sunrise Suites complex offers a tranquil retreat, conveniently located just 0.8 kilometres from Key West International Airport and approximately 4.8 kilometres from Duval Street.
Guests can enjoy a private balcony, a full kitchen, and access to community amenities including a swimming pool and gym, with the added benefit of pets being allowed.

This pet-friendly house in Key West is located just 400 meters from the city centre and an 11-minute walk from South Beach, offering easy access to the Ernest Hemingway Home and Museum and Duval Street.
Enjoy a comfortable stay with air conditioning, complimentary WiFi, and a fully equipped kitchen, all within a 66 square meter space that welcomes pets.

Just 500 meters from Duval Street and a 2-minute walk to the Ernest Hemingway Home and Museum, this apartment offers a prime Old Town Key West location with easy access to dining and shopping.
This two-bedroom, two-bathroom apartment is pet-friendly, featuring a full kitchen, laundry facilities, and a swim spa in a shared outdoor space, ideal for families or couples seeking an extended stay in Key West.

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.

Enjoy a unique pet-friendly houseboat experience in Stock Island, just a short distance from Key West's Ernest Hemingway Home and Museum and Southernmost Point.
This houseboat offers exclusive use of a 3-bedroom yacht with 2 queen beds and 1 twin bed, sleeping up to 5 guests, and includes complimentary snorkel gear, underwater scooters, and access to two pools.

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.

Located in Old Town Key West, this apartment is just steps from Duval Street, 160 meters from the Southernmost Point, and 480 meters from South Beach.
This pet-friendly apartment, accommodating up to four guests, features a kitchenette, air conditioning, and access to shared hot tubs and a communal patio.

This private, gated apartment within the Conch Republic Cottages offers a secluded, pet-friendly escape in Key West's city centre, just a short walk from the Ernest Hemingway Home and Museum and Southernmost Point.
Boasting a king-sized loft bedroom and a queen-sized sofa bed, this dog-friendly accommodation comfortably sleeps four and features a well-equipped kitchen, air conditioning, and a garden, with Florida Keys Beaches and Fort Zachary Taylor Historic State Park nearby for water adventures and outdoor pursuits.

Located in Old Town Key West's Bahama Village, this studio is a short 800-metre stroll from Duval Street and within walking distance of the Southernmost Point and Ernest Hemingway Home.
This pet-friendly studio offers a well-appointed kitchenette, air conditioning, and access to a heated swimming pool, perfect for guests travelling with their dog.

Located in Old Town Key West, this apartment is a mere 160 meters from the iconic Southernmost Point and 480 meters from South Beach, offering a dog-friendly escape.
This 37 square meter apartment, accommodating up to four guests, features a kitchenette and allows one small dog (under 13.6 kg) for a nightly fee, with shared hot tubs and a patio available.

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.

Spectacular waterfront penthouse views are on offer in Key West's Meadows district, just under 1 kilometre from Duval Street and the Historic Seaport.
This expansive, pet-friendly apartment boasts 223 square metres of living space, accommodating up to 16 guests with four bedrooms, four bathrooms, and dual balconies perfect for enjoying sunset vistas, plus access to a shared heated swimming pool and tiki bar.

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.

This waterfront house in Key West offers a prime location, situated 2.1 kilometres from the Southernmost Point and 2.4 kilometres from the Key West Aquarium, with Rest Beach and the Ernest Hemingway Home and Museum nearby.
This pet-friendly house boasts a generous 223 square metres of floor area, featuring four bedrooms and four bathrooms to accommodate up to 16 guests, complete with an outdoor swimming pool and convenient on-site parking.

Located in Key West's prime Old Town, this apartment is just one block from Duval Street and within easy walking distance of the Ernest Hemingway Home & Museum and the Key West Lighthouse.
This pet-friendly apartment offers a two-level, 70-square-meter space for up to four guests, featuring a fully equipped kitchen, a dedicated workspace, and a semi-private balcony, with your well-behaved dog up to 22.5 kg welcome.

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.

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.

Located in Old Town Key West, this apartment is just 300 meters from the Southernmost Point and the Ernest Hemingway Home and Museum, offering excellent access to Florida Keys Beaches and Fort Zachary Taylor Historic State Park.
This pet-friendly apartment boasts a private entrance, a full kitchen, and a queen-sized Sleep Number bed, alongside a pull-out couch to accommodate up to four guests, with a communal swimming pool and garden for your enjoyment.

Just 400 metres from the city centre, this Key West house is a 6-minute walk from the Ernest Hemingway Home and Museum and 700 metres from Duval Street.
This pet-friendly house offers air-conditioned accommodation with a private balcony, a kitchen with a microwave, and access to a swimming pool and spa, perfect for enjoying the seaside atmosphere.

This dog-friendly apartment in Key West's Southernmost Cabana Community is just 400 meters from Upper Duval Street, offering easy access to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
Boasting 132 square meters of space, this newly built, pet-friendly townhouse accommodates up to six guests with two bedrooms, three bathrooms, a queen sofa sleeper, and a communal heated swimming pool with a waterfall, perfect for enjoying the seaside climate.

This pet-friendly apartment in Key West's Meadows neighbourhood is less than 1.6 kilometres from Duval Street, the Historic Seaport, and the Hemingway House.
Enjoy direct waterfront views from your private balcony, with access to a shared heated pool, tiki bar, and boat slip, all within easy reach of Key West International Airport.

This pet-friendly house in Key West is conveniently located just 400 metres from the city centre, offering an 11-minute walk to South Beach and an 18-minute walk to the Key West Aquarium.
Boasting a private balcony, free WiFi, and a spa, this 49 square metre house accommodates up to 7 guests and is ideal for active travellers looking for a dog-friendly base near Mallory Dock.

This pet-friendly apartment, located in the Key West Historic District, offers a prime spot just 80 meters from Duval Street and within easy walking distance of the Historic Seaport and Mallory Square, boasting unique architectural details from the iconic 1869 Curry Mansion.
This dog-friendly accommodation features a shared heated swimming pool and wrap-around porches, ideal for guests with pets (up to 40lb max per pet, two pets maximum), providing a comfortable stay with in-room amenities like a mini-fridge and convenient access to local shops and dining.

Boasting a private waterfront pool and located in the exclusive gated Key Cove community on an quiet lane, this Key West apartment offers a secluded yet convenient base, just a short drive from Old Town and within walking distance of grocery stores and the island's largest shopping centre.
This spacious 223 square meter, four-bedroom apartment is perfectly pet-friendly, featuring two luxurious en-suite master bedrooms with King beds and direct balcony access, a gourmet kitchen, and an expansive open-plan living area with stunning water views, ideal for families and groups seeking a dog-friendly seaside escape with ample off-street parking.

Boasting unmatched sunrise and sunset views, this two-story waterfront penthouse in Downtown Key West is perched atop one of the city's tallest buildings and is located less than 1 kilometre from Duval Street, the Historic Seaport, and the Hemingway House, with public park amenities nearby.
This pet-friendly apartment offers 2,000 sq ft of space, sleeping up to 16 guests across 4 bedrooms and a loft, and features two private balconies with marina and city views, a full kitchen, and access to resort-style amenities including a shared heated pool and BBQ grills.

This pet-friendly apartment is situated in the Key West Historic District, just 80 metres from Duval Street and within walking distance of the Historic Seaport and Mallory Square.
Offering a historic mansion experience with a shared heated pool and wrap-around porches, this apartment allows up to 4 guests and is ideal for travellers seeking a dog-friendly getaway near the seaside.

Situated in the Key West Historic District, this apartment is just 100 meters from Duval Street and within easy walking distance of the Historic Seaport and Mallory Square.
This pet-friendly apartment offers a shared heated swimming pool, a terrace and air conditioning, perfect for a couple visiting Key West.

Located in a convenient Key West district, this apartment offers easy access to the island's attractions via walking, biking, or scooter rentals, and is a pet-friendly choice for your holiday.
This spacious two-bedroom, two-bathroom apartment boasts a private balcony from each bedroom, a fully equipped galley kitchen, and a tropical backyard oasis with a shared swimming pool and grill, making it ideal for families and guests travelling with their pets.

This pet-friendly apartment is located in Old Town Key West, just 800 metres from the beach and a 15-minute walk to Duval Street.
Offering 108 square metres of living space with two bedrooms and two bathrooms, this apartment boasts a shared swimming pool and a garden, perfect for families and guests with pets.

Located in the historic Old Town of Key West, this house is just 640 meters from the Atlantic Ocean and 1 block from Duval Street's entertainment.
This pet-friendly house, offering 127 square meters of space for up to 6 guests, features a private swimming pool and a covered porch with a grill, perfect for enjoying the tropical atmosphere with your dog-friendly family.

Located in the heart of downtown Key West, this apartment is just 500 meters from the historic Mallory Square and offers easy foot access to numerous attractions.
This pet-friendly apartment boasts a shared heated swimming pool and a garden, accommodating up to six guests with a king bed, queen bed, and a queen sofa bed, perfect for a dog-friendly holiday.

Enjoy a unique waterfront stay aboard a comfortable yacht at the Perry Hotel & Marina on Stock Island, a mere 5.6 kilometres from downtown Key West's Duval Street, beaches, and nightlife, offering a tranquil escape with complimentary shuttle access.
This pet-friendly houseboat provides comfortable sleeping for up to five guests across two bedrooms, featuring a kitchen with a fridge and microwave oven, air conditioning, a swimming pool, a jacuzzi, and a terrace, with additional marina showers and bathrooms available for your convenience.

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.

Conveniently located just steps from the Ernest Hemingway Home and Museum and a mere 640 meters from South Beach, this pet-friendly house offers a prime location in Key West.
This 84 square meter, 2-bedroom house accommodates up to 11 guests and features a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, and private parking, making it ideal for families and dog-friendly holidays by the seaside.

Perfectly situated on a quiet lane between Duval and Simonton Streets, this renovated historic Bahamian cottage is just 100 meters from the Truman Avenue bus stop, offering easy access to Old Town Key West.
This pet-friendly apartment boasts a private heated pool and a gourmet kitchen, perfect for families of up to six, and is a short walk from Duval Street.