Pet-friendly Vacation Rentals in Key West, FL

Located in Historic Old Town Key West, this pet-friendly apartment is just two blocks from Duval Street, offering convenient access to shops and restaurants within a short walk.
This dog-friendly duplex features a lush garden and outdoor dining area, perfect for enjoying the Key West atmosphere, and allows one small dog up to 25 lbs for an additional fee.

This waterfront apartment in Key West's Garrison Bight offers direct access to a shared heated pool and is less than 1 mile from Duval Street and the Historic Seaport.
This pet-friendly apartment, allowing one dog up to 25 lbs, features 1190 sq ft of living space, a full kitchen, and on-site amenities including BBQ grills, making it ideal for travelers with pets near the seaside.

This studio apartment in Old Town Key West is a mere 10-minute walk to Higgs Beach and a 15-minute walk to Duval Street, offering a prime location for exploring the island.
Enjoy a relaxing stay in this pet-friendly studio, complete with a full kitchen, hot tub, and complimentary bikes for exploring, making it ideal for couples seeking a seaside getaway.

Located in Key West's Sunrise Suites, this apartment is just 0.5 miles from Key West International Airport and offers a peaceful retreat 3 miles from Duval Street and 2 miles from Smathers Beach.
This pet-friendly apartment features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests, boasting a full kitchen, private balcony, and access to a community pool, hot tub, and fitness center.

This pet-friendly apartment is located on the southeast side of Key West in the Sunrise Suites community, approximately one mile from the beach and a short drive from Duval Street and Mallory Square.
Enjoy coastal-chic interiors, a private balcony, and access to shared amenities like a heated pool and hot tub, with pets allowed for a nightly fee.

Experience an authentic Key West getaway at Casa Marina Key West, a historic 1920s resort located directly on its own private beach, just a 7-minute drive from the shops and restaurants of Duval Street.
This pet-friendly resort offers two oceanfront pools, oceanside massages at Spa al Mare, and convenient access to water sports, making it an ideal choice for travelers seeking a seaside escape with their furry companions.

This pet-friendly apartment is located in Key West's White Street Gallery district, just two blocks from city tennis courts and a 15-minute walk to the beach.
Enjoy exclusive use of a large swimming pool and two tiki bars at this dog-friendly townhouse, which offers off-street parking and is a 15-minute walk to Duval Street.

Old Town Key West, this apartment is located a short distance from the Ernest Hemingway Home and Museum and Southernmost Point, and close to Fort Zachary Taylor Historic State Park.
This pet-friendly apartment offers a lush outdoor space with a grill and outdoor shower, perfect for enjoying island living with your dog.

Located 5 miles from Key West city center, this resort offers convenient access to the Key West Tropical Forest and Botanical Garden and Lower Keys Medical Center.
This pet-friendly resort boasts multiple swimming options, including indoor and outdoor pools, a fitness center, on-site dining, and family-friendly amenities, making it an ideal choice for travelers with pets.

Located in Old Town Key West, this apartment is just 5 blocks from the Ernest Hemingway House and 4 blocks from Southernmost Point beach.
This pet-friendly apartment offers 400 square feet of space with a kitchenette, accommodating up to 4 guests, and is conveniently situated for exploring Duval Street and nearby bike rentals.

Anchored offshore Key West Island, this unique houseboat offers a secluded tropical paradise just a short pontoon boat ride away from downtown Key West attractions like the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly houseboat accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, internet, a swimming pool, and a 20' Sun Tracker Pontoon Boat for exploring sandbars and island hopping.

Located just two blocks from Duval Street and Simonton Street, this historic Bahamian cottage offers a prime location in Key West.
This pet-friendly apartment boasts two bedrooms, two bathrooms, a private heated pool, and a tropical garden, perfect for a family-friendly getaway with pets allowed.

Located in Old Town Key West, this apartment is just 500 feet from the Southernmost Point and a short stroll to Duval Street.
This pet-friendly apartment offers 400 square feet of space, a kitchenette, and access to shared hot tubs, perfect for travelers with one small dog.

This pet-friendly apartment in Key West is located just off the southern end of Duval Street, a short 500 feet walk to the Southernmost Point and the Key West Butterfly and Nature Conservatory.
Enjoy a chic reverse floor plan with vaulted ceilings, a furnished veranda, two king ensuite bedrooms, and a functional eat-in kitchen with stainless steel appliances, making it an ideal dog-friendly stay near the beach.

Located within 400 yards of Key West's city center, this pet-friendly house is just an 11-minute walk to South Beach and 0.9 miles from Mallory Dock.
This 710 sq ft house offers a fully equipped kitchen, air conditioning, and a shared swimming pool, making it ideal for longer stays with your dog-friendly companions.

Directly on a 137-yard private beach in Key West's historic Old Town, this resort is a 15-minute walk to Duval Street and a 10-minute walk to the Earnest Hemingway Museum.
This pet-friendly resort offers rooms with private balconies, on-site scuba diving, snorkeling, and deep-sea fishing, plus access to a full-service spa and an outdoor pool, making it ideal for dog-friendly seaside adventures.

Located in Key West's White St. Gallery neighborhood, this apartment is just 0.6 miles from Duval Street's dining and nightlife, and close to historic landmarks like the Southernmost Point and Ernest Hemingway Home.
This pet-friendly apartment offers 1640 square feet of living space, sleeps up to 4 guests, and features a private pool and an expansive entertainment-ready patio with a covered outdoor bar.

Located just 1.5 blocks from a public parking structure, this pet-friendly guest house offers prime central Key West access to attractions.
This dog-friendly accommodation sleeps up to 6 guests with two bedrooms, a flex space, and shared outdoor amenities including a pool and BBQ.

This waterfront penthouse in Key West's Meadows neighborhood is less than a mile from Duval Street, the Historic Seaport, and the Hemingway House, offering a prime location for exploring.
Enjoy this pet-friendly apartment with 2,200 square feet, 4 bedrooms, and 4 bathrooms accommodating up to 16 guests, featuring a shared heated pool, BBQ grills, and a tiki bar.

Waterfront penthouse in Key West, this pet-friendly accommodation is located 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium.
This spacious 2400 sq ft house features 4 bedrooms, 4 bathrooms, a private boat dock, and an outdoor swimming pool, comfortably accommodating up to 16 guests and is dog-friendly.

This pet-friendly apartment in Key West, located in the exclusive Key Cove gated community on the Northside, offers a private waterfront retreat just a short drive from Old Town's attractions and within walking distance of Publix and a large shopping center.
With 2400 square feet, this spacious apartment accommodates up to 8 guests and features two master suites, a gourmet kitchen, a heated swimming pool, and a covered outdoor dining area overlooking open water, making it ideal for families and groups traveling with pets.

This resort offers a pet-friendly escape along Florida Bay, just a short drive from the historic Old Town Key West.
Enjoy direct access to kayaking and four outdoor pools, with a complimentary shuttle to the city center, all within a completely smoke-free property that welcomes your furry companions.

Waterfront views abound at this Key West apartment in the Northside Resort neighborhood, just 0.5 miles from Duval Street, the Ernest Hemingway Home and Museum, and the Southernmost Point.
This spacious, pet-friendly 1400 square foot townhouse offers 3 bedrooms, sleeps 6, and features a shared community pool and a private patio, making it ideal for families and groups seeking a seaside escape.

Perfectly situated on the Gulf of Mexico, this luxury resort is just 500 feet from Mallory Square plaza and Duval Street's attractions, offering a prime Key West waterfront experience.
This pet-friendly resort boasts an on-site spa, multiple dining options including waterfront views, and rooms with private balconies, ensuring a comfortable stay for you and your dog-friendly companion.

Experience quintessentially downtown Key West in this historic Old Town cottage, just a short walk from the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment, spanning 1190 square feet, accommodates up to six guests with three bedrooms and two bathrooms, offering a private terrace, garden, and parking, all within easy reach of Florida Keys beaches.

Just 500 feet from Mallory Square and Duval Street, this pet-friendly apartment offers prime access to Old Town Key West's historic attractions and vibrant atmosphere.
This apartment boasts a loft-style master suite, a private balcony, a community swimming pool, and includes a dedicated off-street parking space, accommodating up to five guests with pets allowed for an additional fee.

Located in Key West's historic district, this apartment offers an authentic Conch Home experience, just a short walk to Southernmost Point and the Ernest Hemingway Home and Museum.
This pet-friendly apartment features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests, boasting a fully-renovated interior with a private second-story porch, grill, and off-street parking, making it ideal for families and travelers with pets.

Located in the Meadows district, this waterfront penthouse is approximately 1 mile from Duval Street and the Historic Seaport, offering direct access to Garrison Bight Marina for boating and fishing.
This spacious 2,000 sq ft apartment boasts 4 bedrooms and accommodates up to 16 guests, featuring dual balconies with marina views, a private dock, and is a pet-friendly option welcoming one dog up to 25 lbs for an additional fee.

Located on Caroline Street in downtown Key West, this pet-friendly house offers direct walking access to numerous attractions.
This spacious 2-bedroom, 2.5-bath house accommodates up to 7 guests and features a gourmet kitchen, private porch, and access to a shared pool and grill area, making it ideal for travelers with pets.

This pet-friendly apartment sits in the Key West Historic District, just a 13-minute walk to Duval Street and 11 minutes to the Florida Keys Beaches.
Enjoy 2500 square feet of living space in this four-bedroom, three-bathroom apartment, featuring a full kitchen with a grill, a private balcony, an on-site swimming pool, and a jacuzzi, perfect for a dog-friendly getaway.

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.

Just 10 minutes on foot from the beach and a 15-minute stroll to Duval Street, this pet-friendly Conch-style apartment is located in Old Town Key West.
This two-bedroom, two-bathroom apartment offers 1160 square feet of space, a fully equipped galley kitchen, a private washer and dryer, and access to a shared tropical backyard oasis with a swimming pool and grill, accommodating up to 9 guests.

Waterfront on two sides in the Key Cove community, this pet-friendly townhouse is just minutes from Key West's shopping, dining, and Duval Street.
This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features a shared community pool, a private patio, and a chef's kitchen with a wet bar.

Just 0.2 miles from Smathers Beach and the Key West Tropical Forest & Botanical Garden, this pet-friendly resort offers complimentary shuttle service to historic Old Town Key West, Duval Street, and Key West International Airport.
This resort features a sparkling outdoor pool area with cabanas and a tiki bar, an on-site restaurant, a fitness center, and bicycle rentals, ensuring a comfortable and engaging stay for you and your pets.

Experience an authentic Conch Home in a historic downtown Key West neighborhood, just 1500 feet from the beach, offering a prime location for exploring attractions, parks, and cafés on foot or by bike.
This fully-renovated, pet-friendly apartment features two bedrooms and two bathrooms, accommodating up to four guests with a private porch, grill, and access to a sister property's pool, ensuring a comfortable and convenient stay for you and your furry friend.

Enjoy a pet-friendly apartment in Key West's Meadows neighborhood, offering views of Garrison Bight and the charter fishing fleet, just a short distance to Old Town.
This spacious 2830 sq ft apartment accommodates up to 10 guests with 4 bedrooms, 3 bathrooms, a private boat slip, heated pool, and a balcony perfect for enjoying the tropical air, making it an ideal dog-friendly getaway near the water.