Pet-friendly Vacation Rentals in Key West, FL

This pet-friendly apartment is located in Key West, less than 100 meters from Duval Street and a few blocks from the Southernmost Point.
Offering a private hot tub and a garden, this 46 square meter apartment accommodates up to 3 guests with one bedroom and is ideal for dog-friendly holidays.

This private home offers a tropical island retreat feel in Old Town Key West, just off Duval Street and a short walk to the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment, measuring 59 square metres, accommodates up to four guests and features a fully equipped kitchen with a bar area, a king bedroom with balcony access, and an outdoor living space with a grill and hammock.

Perfectly situated on the eastern edge of Key West, this dog-friendly apartment is just a few kilometres from downtown attractions and Key West International Airport, offering easy access to Smathers Beach and Florida Keys Beaches.
This 72 square metre apartment, accommodating up to 4 guests, boasts 2 bedrooms and 2 bathrooms, a fully equipped kitchen, a private deck, and access to a shared swimming pool and exercise room, making it ideal for pet-friendly holidays near the Key West Tropical Forest and Botanical Garden.

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.

This pet-friendly apartment in Key West offers an excellent location, just 500 meters from Duval Street and 1.6 kilometers from South Beach.
Guests can enjoy a kitchenette, air conditioning, and shared hot tubs, with pets allowed for a nightly fee, making it ideal for a seaside getaway.

Located in Key West's historic Casa Marina Neighbourhood, this apartment is just 2 blocks from Higgs Beach and a short walk to attractions such as the KW Butterfly and Nature Museum and Southernmost Point.
This pet-friendly one-bedroom apartment offers a cosy kitchenette, private patio dining, and access to shared amenities including a swimming pool and gas grill, making it ideal for travellers with pets.

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.

This pet-friendly apartment is located in Key West's city centre, just 80 metres from Duval Street and within walking distance of the Ernest Hemingway Home and Museum and Southernmost Point.
Boasting a bi-level design with two sleeping areas upstairs, this 1-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a gourmet kitchen, air conditioning, a swimming pool, and is also dog-friendly.

This pet-friendly resort is located in the Key West Historic District, just 1.6 kilometres from Mallory Square and the Florida Keys National Marine Sanctuary, with the Southernmost Point a mere 2 kilometres away.
Enjoy the resort's three outdoor swimming pools, on-site restaurant and bar, and fitness centre, with pets actively welcomed.

This pet-friendly cottage in Key West's Historic Old Town is a short walk from Duval Street, Mallory Square, and the waterfront, putting you near the Southernmost Point and Ernest Hemingway Home and Museum.
Offering a private front porch and deck with a grill, this dog-friendly cottage features a shared heated pool and accommodates two guests with one bedroom and one bathroom, including a kitchen with a fridge and microwave.

Located in Key West's southern district, this house is just a short stroll from South Beach and 0.8 kilometres from the city's central attractions, with the Key West Aquarium and Mallory Dock just over 2 kilometres away.
This pet-friendly house, offering accommodation for up to 7 guests, boasts a separate bedroom, a full kitchen with a fridge and microwave, and air conditioning across its 37 square meters, making it ideal for a dog-friendly seaside getaway.

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.

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 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 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.

Prime Old Town Key West waterfront condo offering a pet-friendly escape with complimentary on-site parking and Wi-Fi, just 2.1 kilometres from the Southernmost Point.
This updated 2-bedroom, 2-bathroom apartment boasts 121 square metres of living space, a patio with sea views, an on-site swimming pool, and is conveniently located near Duval Street and the Ernest Hemingway Home and Museum.

This pet-friendly resort in Key West offers a prime waterfront location, just 300 metres from the renowned Duval Street's nightlife and dining.
Boasting a Jala Spa, an outdoor pool, and two on-site dining options, this resort also provides direct access to water activities like scuba diving and jet boating, ensuring a memorable stay for you and your dog-friendly companions.

Overlooking Garrison Bight Marina, this expansive apartment in Key West's Meadows neighbourhood is just 700 meters from the Ernest Hemingway Home and Museum and Southernmost Point, offering a truly pet-friendly Keys experience.
This dog-friendly apartment boasts a private pool, a boat dockage, and an elevator, with ample space for 12 guests across 317 square meters and four bathrooms, ensuring a comfortable and luxurious stay for you and your pet.

Perfectly positioned in Old Town Key West, this apartment is just steps from Duval Street and the Southernmost Point, offering prime access to local attractions and nightlife.
This pet-friendly apartment, covering 60 square meters, features two bedrooms accommodating up to four guests, a fully equipped kitchen, and a parking space, with concierge services available for planning island activities.

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.

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.

Positioned in the Key West Historic District, this apartment is just 100 metres from Duval Street and within easy walking distance of the Historic Seaport and Mallory Square.
This pet-friendly apartment, allowing up to two pets with a 40lb maximum each for a nightly fee, offers exclusive access to the historic Curry Mansion pool and features private balconies, air conditioning, and Wi-Fi.

Located in Old Town Key West, Casa Victoria is a historic Conch House, a mere 320 meters from Duval Street and close to the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment offers 246 square meters of space for up to 12 guests, featuring five bedrooms, five bathrooms, a private pool, a heated spa, and off-street parking, making it ideal for group holidays.

Perfectly situated in historic Old Town Key West, this ground-level apartment is a short walk to Duval Street, the Ernest Hemingway Home and Museum, and Southernmost Point, offering a prime location for exploring the city on foot.
This pet-friendly apartment, covering 42 square meters, comfortably accommodates up to four guests with a king bed and a queen sleeper sofa, featuring an open-plan living area, a fully equipped kitchen, and access to a swimming pool.

Located in the Key West Historic District, this apartment is a mere 80 metres from Duval Street and within easy walking distance of the Historic Seaport and Mallory Square.
This pet-friendly apartment offers one bedroom and one bathroom, accommodating two guests with air conditioning, internet, a swimming pool, and a terrace, all within the historic 1869 Curry Mansion.

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.

Conveniently located in Key West, this pet-friendly apartment is just a 2-minute walk from Simonton Street Beach and 0.8 miles from the Ernest Hemingway Home and Museum.
Offering air-conditioned comfort and stunning sea views, this 74-square-meter apartment boasts two bedrooms, two bathrooms, complimentary WiFi, and a fully equipped kitchen, making it ideal for a family of up to 11 guests who want to bring their pets along.

Located in the Key West Historic District, this apartment is just one home from Duval Street and within 500 meters of the Historic Seaport and Mallory Square.
This pet-friendly apartment, perfect for two guests, offers complimentary pool access at the historic Curry Mansion and features air conditioning, internet, and a private balcony.

Offering serene salt marsh views, this Key West apartment is located near the airport, providing a peaceful retreat just a short distance from the island's attractions.
This pet-friendly apartment boasts two bedrooms, two bathrooms, and accommodates up to six guests, featuring a private balcony, a fully equipped kitchen, and central air conditioning for your comfort.

Centrally located in the Key West Historic District, this pet-friendly guest house is within 500 meters of the Southernmost Point and Ernest Hemingway Home and Museum, offering easy walking access to Florida Keys Beaches and Fort Zachary Taylor Historic State Park.
This apartment boasts 2 bedrooms and 3 bathrooms for up to 6 guests, featuring air conditioning, a shared swimming pool, BBQ facilities, and a terrace, ensuring a comfortable stay with your pets.

Located in downtown Key West, this studio is just a short walk from the historic Curry Mansion and numerous attractions.
This pet-friendly studio offers a queen bed, a sleeper sofa for up to three guests, a kitchenette, and access to shared outdoor spaces including a swimming pool, making it ideal for travellers with pets.

Perfectly situated in the historic district of Key West, this apartment is just steps from Duval Street and within walking distance of the Southernmost Point and Ernest Hemingway Home and Museum.
This five-bedroom, five-bathroom apartment is a pet-friendly haven for up to ten guests, boasting a private two-story main house with its own entrance, alongside shared access to a swimming pool, rooftop deck, and BBQ facilities.

Located in Key West's Art District, this ground-level one-bedroom condo is 1.3 kilometres from Duval Street and the Historic Seaport, with Higgs Beach also within biking distance.
This pet-friendly house offers a king-size bed, a queen-size sleeper sofa, a romantic walk-in shower for two, and a shared tropical garden with an intimate dipping pool, accommodating up to four guests.

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.

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.

Perfectly situated in Key West, this apartment is just a 2-minute walk from Mallory Dock and 300 metres from Mallory Square, offering excellent access to the Key West Aquarium and Duval Street.
This pet-friendly apartment boasts four bathrooms, a well-equipped kitchen, and on-site parking, making it an ideal choice for families and guests travelling with their dogs.