Pet-friendly Vacation Rentals in Key West, FL

Experience a unique 'Old Key West' vintage yacht anchored offshore, offering a secluded tropical paradise with open water views, just a short pontoon boat ride from downtown Key West and its famous landmarks like the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly 3-bedroom, 2-bathroom Hatteras Motoryacht accommodates up to 8 guests with a full kitchen, Wi-Fi, and complimentary snorkeling gear, perfect for unforgettable honeymoons and celebrations.

Located in Key West's White Street Gallery district, this exclusive, gated townhouse compound is just a short walk from Duval Street and 500 feet from the beach, offering a prime location for your vacation.
This pet-friendly apartment boasts a seasonally heated 40x16 foot swimming pool, two tiki bars, and a fully equipped kitchen, accommodating up to 12 guests with a Level 2 car charger available in the carport.

Located in the Cuban district of Old Town Key West, this studio is just a short walk from the Southernmost Point and the Ernest Hemingway Home and Museum, offering convenient access to key attractions.
This pet-friendly studio, providing 450 square feet of space, includes complimentary bikes and beach chairs, and is near water activities and Florida Keys Beaches, making it ideal for travelers with pets.

This pet-friendly apartment in Key West's city center is just 656 feet from the Ernest Hemingway Home and Museum and a short walk to Duval Street and South Beach.
Enjoy a 330 square foot, one-bedroom apartment with a kitchenette, air conditioning, and shower, perfect for up to three guests looking for a dog-friendly Key West 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.

Directly on Stock Island Marina, The Perry Hotel & Marina Key West offers a genuine waterfront experience just one bridge away from Key West, with convenient access to Key West International Airport, only 3 miles distant.
This pet-friendly resort welcomes dogs and features luxury accommodations with private balconies, two waterfront pools, and two dockside restaurants, providing a perfect seaside escape with complimentary shuttle service to Old Town Key West.

Located in Key West's desirable Casa Marina Neighborhood, this second-floor apartment is just a short stroll from Higgs Beach and the iconic Southernmost Point.
This pet-friendly apartment offers a private balcony with treetop views, a shared pool, and is perfectly situated for exploring Duval Street's dining and attractions.

Experience a unique private floating villa at Perry Marina in Key West, just 500 feet from the vibrant atmosphere of Key West.
This luxurious 51-foot catamaran offers a pet-friendly escape with 4 bedrooms, 4 bathrooms, and capacity for 8 guests, complete with a kitchen, air conditioning, and a swimming pool for an unforgettable seaside getaway.

Located in downtown Key West, this apartment offers prime access to Duval Street, Mallory Square, and numerous local attractions, all within easy walking distance.
This pet-friendly apartment features air conditioning, a shared swimming pool, and parking, making it an excellent choice for couples or small families with pets looking for a convenient Key West getaway.

Located in Old Town Key West, this renovated townhome is just steps from the Southernmost Point and offers a secluded yard perfect for relaxing with your dog-friendly family.
This exceptional, pet-friendly apartment features 2 bedrooms, 1 bathroom, and a full kitchen, providing ample space for up to 6 guests and convenient access to free public transportation.

Enjoy a spacious top-floor, pet-friendly condo in Key West's Pelican Landing, offering enhanced privacy and sweeping marina views just 1 mile from Duval Street and a 10-minute drive from Key West International Airport.
This 2-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a private balcony, on-site heated pool, BBQ grills, and a convenient private boat slip, making it an ideal seaside escape near Higgs Beach and Smathers Beach.

Located in Bahama Village, Andy's Attic is just steps from Duval Street and iconic Key West attractions like the Ernest Hemingway Home and Southernmost Point, offering a pet-friendly studio experience.
This cozy studio accommodates up to two guests and features a kitchenette with a fridge and microwave, plus access to a shared swimming pool and garden.

This pet-friendly apartment is located in Historic Old Town, Key West, just a 15-minute walk or 5-minute bike ride from Duval Street, Higgs Beach, and the Southernmost Point.
Enjoy a private backyard oasis with a hot tub and gas grill in this 610 sq ft, one-bedroom apartment, perfect for two guests, offering off-street parking and a dog-friendly policy for one dog under 25 lbs.

Located on the eastern side of Key West, this pet-friendly apartment is just 500 feet from Smathers Beach and within five miles of Southernmost Point and the Ernest Hemingway Home and Museum.
This 780 sq ft apartment, accommodating up to 6 guests, features 2 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a private balcony, and access to a shared swimming pool and jacuzzi, with one dog allowed.

Just 0.6 miles from Key West International Airport, this pet-friendly house is located in Key West, approximately 4 miles from Southernmost Point and Ernest Hemingway Home and Museum.
This dog-friendly house offers a fully equipped kitchen, air conditioning, a swimming pool, and a hot tub, with complimentary on-site parking and free Wi-Fi for guests and their pets.

With private pool and docking facilities, this pet-friendly house is located in Key West, 1.1 miles from Sunset Watersports and approximately 5.6 miles from the Ernest Hemingway Home and Museum and Duval Street.
This spacious 3220 square foot house features 6 bedrooms and 7 bathrooms, air conditioning, a full kitchen, fitness center, and parking, accommodating up to 28 guests with pets allowed.

Enjoy a pet-friendly waterfront condo in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium, offering convenient access to Rest Beach and Duval Street.
This spacious 1300 square foot condo boasts 2 bedrooms and 2 bathrooms, accommodating up to 13 guests with amenities like a full kitchen, swimming pool, garden, and private parking, perfect for a dog-friendly seaside getaway.

Located in the private Key Cove Landings community on the waterfront in Northside Resort, this pet-friendly apartment is within walking distance to Publix and the island's largest shopping center, and just over 1 mile from Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
This spacious 2690 sq ft apartment features a private heated pool, a chef's kitchen, and four bedrooms, offering expansive water views and direct balcony access, making it ideal for travelers with pets.

Steps from Mallory Square in Key West Historic District, this pet-friendly apartment offers exceptional proximity to the Sunset Celebration and is within walking distance to Ernest Hemingway Home and Museum, Southernmost Point, and Florida Keys Beaches.
This newly renovated 2,400 sq ft penthouse apartment boasts four en-suite bedrooms, a large outdoor terrace, central AC, high-speed internet, and accommodates up to 12 guests, making it a perfect seaside getaway for families and groups with pets.

Enjoy a pet-friendly escape in Key West, this apartment offers a private balcony overlooking serene salt marshes, just a short distance from the Key West airport and easy access to bicycles, mokes, and scooters for exploring the island.
This apartment features two bedrooms and two bathrooms, accommodating up to six guests with a fully equipped kitchen, in-unit washer/dryer, central air conditioning, and included internet for your comfort.

Offering prime downtown Key West waterfront living, this St. Croix penthouse is located 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium, featuring a private dock and stunning sea views.
This pet-friendly, 2400 square foot penthouse boasts 4 bedrooms, 4 bathrooms, an outdoor swimming pool, and garden, ensuring a comfortable and enjoyable stay with your dog, with complimentary Wi-Fi and on-site parking.

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.

This pet-friendly apartment is located in the Southern end of Old Town Key West, just half a block from Duval Street and within walking distance to major attractions like the Southernmost Point and Fort Zachary Taylor State Park.
Enjoy 1210 square feet of living space with 3 bedrooms and 2 bathrooms, accommodating up to 6 guests, featuring a private dip pool, fenced backyard with a BBQ grill, and off-street parking.

Prime downtown Key West apartment, this pet-friendly ground-floor unit offers easy walking access to numerous attractions, including Duval Street, just 1500 feet away.
This spacious apartment accommodates up to 12 guests with four bedrooms, four en-suite bathrooms, a fully equipped kitchen, and complimentary WiFi, making it ideal for families and groups traveling with their dogs.

Conveniently located near Old Town Key West, this apartment offers easy access to restaurants and attractions, putting you just a short walk from the heart of the action.
This pet-friendly two-bedroom, two-bathroom condo accommodates up to six guests and features a swimming pool, jacuzzi, and fitness center, ensuring a comfortable and entertaining stay for the whole family and your dog.

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 Key West's historic district, this apartment is just a short walk from Duval Street, the beach, and the Southernmost Point.
This expansive, pet-friendly apartment offers three separate condos for a guest capacity of 10, featuring air conditioning, WiFi, and private balconies, with two small dogs allowed for a nightly fee.

Steps from Duval Street's shops and dining, this apartment is located in a prime Key West district, just one block from the Southernmost Point.
This pet-friendly apartment accommodates up to 4 guests and offers a kitchenette, shared hot tubs, and a patio, with one small dog allowed for an extra fee.

Located in the quiet Old Town Key West neighborhood of Colony on Olivia Street, this studio is just two blocks from Duval Street and within walking distance to bars, restaurants, shops, and galleries.
This pet-friendly cottage offers a kitchenette, a King bed, and French doors opening to a deck near a shared swimming pool, perfect for a maximum of two guests seeking a dog-friendly escape.

Enjoy historic charm and pet-friendly accommodations on Caroline Street, just a short walk from Duval Street's dining and nightlife and the Historic Seaport.
This apartment offers 1 bedroom, 1 bathroom, and space for 2 guests, featuring air conditioning, internet, a swimming pool, and parking, with pets allowed for a $25 nightly fee.

Enjoy a pet-friendly apartment in downtown Key West, just 500 feet from Simonton Street and close to all attractions, offering a dedicated parking space.
This apartment features a king bed and a queen sleeper sofa for up to four guests, a full kitchen, air conditioning, a shared pool, and a balcony with street views, making it ideal for travelers with pets.

Directly on the shoreline, Pier House Resort & Spa in Key West offers immediate oceanfront enjoyment and is a pet-friendly resort for your furry companions.
Enjoy complimentary Wi-Fi, on-site parking, a pool with a poolside bar, and an array of amenities designed for guest comfort, making it a perfect seaside escape.