Pet-friendly Vacation Rentals in Key West, FL

Located directly on Duval Street in historic Old Town Key West, this resort is steps from dining, nightlife, and shops.
This pet-friendly resort offers a swimming pool, spa, and fitness center, ensuring a comfortable stay for you and your furry companions.

Just 500 feet from Duval Street's shops and dining, this pet-friendly studio is also a block from the Southernmost Point and three blocks from South Beach in Key West.
This studio offers a kitchenette, air conditioning, and shared hot tubs, perfect for travelers seeking a dog-friendly Key West getaway with a capacity for four guests.

Located in Key West's city center, this house is just 3 minutes from South Beach and 7 minutes from the Ernest Hemingway Home and Museum.
This pet-friendly house features 4 bedrooms, 5 bathrooms, a private heated pool, and is conveniently located 1.1 miles from the Key West Aquarium.

Enjoy stunning sea views from this pet-friendly house, just 500 feet from Higgs Beach and a 16-minute walk to Duval Street, with the Ernest Hemingway Home and Museum only 0.9 miles away.
This dog-friendly accommodation offers a private swimming pool, a fully equipped kitchen, and air conditioning, perfect for enjoying water sports and a comfortable stay in Key West.

Secluded in New Town, Key West, this unique houseboat offers 360° ocean views and is just a short distance from the Southernmost Point and Ernest Hemingway Home and Museum, providing a truly memorable stay.
This pet-friendly houseboat boasts a private, secluded bay location and includes a complimentary motor skiff for easy access to land and parking, making it ideal for travelers with pets seeking a unique seaside adventure.

Enjoy a ground-floor corner condo in Key West, just a few minutes from Smathers Beach and Old Town, offering easy access and a true island atmosphere.
This dog-friendly apartment features two ensuite bedrooms, a full kitchen with a dishwasher, air conditioning, and access to a heated lagoon-style community pool and hot tub, perfect for a relaxing getaway with your pet.

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.

This historic 1869 Curry Mansion apartment in Key West's Historic District is located just half a block from Duval Street and within walking distance of the Historic Seaport and Fury Water Adventures.
This pet-friendly apartment allows pets up to 40 lbs for an additional fee and offers a shared heated pool, wrap-around porches, and all-day access for luggage storage, parking, and showers.

Waterfront conch-style apartment in Key West's Meadows neighborhood offers direct Garrison Bite Marina views and is under 1 mile from the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment boasts 3410 square feet, sleeps 12 with five bedrooms including a loft with four twin beds, and features a private heated pool, elevator, and a private dockage for boats up to 30 ft.

Just 500 feet from South Beach, this pet-friendly house in Key West is a 19-minute walk to the Key West Aquarium and one mile from Mallory Dock.
This 600 square foot house features 1 bedroom, 1 bathroom, and accommodates up to 7 guests with a kitchen including a fridge and microwave, plus air conditioning.

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.

Just 4 minutes on foot from South Beach, this pet-friendly apartment is located within half a mile of Key West's city center.
This 330 square foot apartment features air conditioning, a kitchenette with a microwave, complimentary WiFi, and a private balcony, offering a dog-friendly stay just 7 minutes from Southernmost Point.

Just one block from Duval Street in Old Town Key West, this pet-friendly apartment offers prime access to dining and activities.
This bi-level suite, accommodating up to 4 guests, features two distinct sleeping areas upstairs, a full kitchen, in-unit laundry, and a shared dipping pool.

This historic Victorian-style manor house in Key West offers a pet-friendly stay, conveniently located steps from Duval Street and a 5-minute walk to Audubon House and Tropical Gardens, with Mallory Square just 0.37 miles away and the Ernest Hemingway Home and Museum 0.62 miles away.
Enjoy the outdoor swimming pool, terrace, and garden at this dog-friendly inn, which also provides complimentary Wi-Fi, a business center, and an on-site grab-and-go option for your convenience.

Enjoy a top-floor apartment in Key West offering sunrise views from a private balcony, conveniently located 0.5 miles from Key West International Airport and 2 miles from Smathers Beach.
This pet-friendly apartment features 800 square feet of living space with 3 bedrooms and 2 bathrooms, comfortably sleeping up to 6 guests with amenities like a full kitchen, air conditioning, a swimming pool, hot tub, and on-site parking.

Located in Key West's Old Town district, this second-floor apartment is just steps from Duval Street, The Southernmost Point of the U.S., art galleries, museums, and nightlife.
This pet-friendly apartment offers 650 square feet of living space, accommodating up to 4 guests with 2 bedrooms and 1 bathroom, plus a dedicated parking space and concierge services for planning activities.

Located on Key West Island, this resort is a mere 3-minute walk from the shops and restaurants of Duval Street.
This pet-friendly resort offers a swimming pool, spa services, and on-site dining, making it ideal for travelers with pets.

Experience waterfront living in Key West's Meadows neighborhood, this corner condo is just 1 mile from Duval Street, the Historic Seaport, and the Hemingway House, offering unobstructed harbor and pool views.
This dog-friendly apartment boasts 1300 square feet of living space, accommodating up to 8 guests with a fully equipped kitchen, private balcony with direct pool access, and a shared heated pool, tiki bar, and BBQ grills, making it ideal for travelers with pets.

Centrally located in Key West's city center, this newly renovated Conch-style cottage is just two blocks from Duval Street and a short distance from the Ernest Hemingway Home and Museum and Southernmost Point, making it a perfect pet-friendly choice.
This dog-friendly cottage offers 530 square feet of living space with a king bed and a queen sleeper sofa, accommodating up to four guests, and features a full kitchen, air conditioning, a private deck with a BBQ grill, and access to a shared heated swimming pool.

Just 500 feet from Duval Street in Old Town Key West, this private home offers a tranquil island retreat near Ernest Hemingway Home and Museum and Southernmost Point, and is minutes from Fort Zachary Taylor Historic State Park.
This dog-friendly apartment, featuring 640 square feet, accommodates up to 4 guests and includes a private outdoor deck with a grill and hammock, a fully equipped kitchen, and concierge service for planning your Key West adventures.

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.

Located in the Key West Historic District, this historic mansion built in 1869 is just half a block from Duval Street and within walking distance to Mallory Square and the Historic Seaport.
This pet-friendly apartment offers a king bed, a private bathroom, and access to a shared heated pool, perfect for travelers with pets seeking a seaside escape.

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.

This 800 sq ft, air-conditioned, 2-bedroom house in Key West is a pet-friendly option, located just 0.6 miles from Key West International Airport and approximately 4 miles from Southernmost Point and the Ernest Hemingway Home and Museum.
Enjoy resort amenities including a heated outdoor swimming pool, fitness center, and on-site hot tub, with complimentary parking and free Wi-Fi, making it an excellent choice for travelers with pets looking for a comfortable stay near Key West attractions.

Historic 1869 Curry Mansion in Key West's Historic District offers a pet-friendly stay just half a block from Duval Street and close to Mallory Square.
This apartment provides a 1-bedroom, 1-bathroom accommodation for 2 guests, featuring air conditioning, internet, a swimming pool, and a terrace, with pets allowed for a small nightly fee.

This pet-friendly apartment in Key West's Meadows district offers stunning harbor views and direct balcony access, located less than 1 mile from Duval Street, the Historic Seaport, and the Hemingway House.
Enjoy 1190 square feet of living space with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and access to a shared heated pool and BBQ grills, with on-site parking and a private boat slip available.

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.

Sunrise Suites Panama Suite #310 is a pet-friendly house located in Key West, approximately 4 miles from Southernmost Point and Ernest Hemingway Home and Museum.
This accommodation offers a swimming pool, a hot tub, and a kitchen with a dishwasher, making it a great choice for travelers with pets looking for a comfortable stay near popular attractions like Duval Street.

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.

Located in the gated Coral Hammock community on Stock Island, this 3-bedroom townhome is less than 5 miles from downtown Key West's attractions.
This pet-friendly townhome offers 1410 square feet of living space for up to 6 guests, featuring a fully equipped kitchen, a private porch with outdoor dining, and is conveniently located near Hurricane Hole Restaurant and Marina for water activities.

Just an 8-minute walk from Higgs Beach, this pet-friendly apartment in Key West offers convenient access to the city center, Southernmost Point, and the Ernest Hemingway Home and Museum.
This 1160 square foot apartment features 2 bedrooms, 2 bathrooms, a full kitchen with a dishwasher, complimentary on-site parking, and a swimming pool, making it ideal for a dog-friendly getaway near the seaside.

Located in historic Old Town Key West, this ground-level condo is just steps from Duval Street and a short walk to the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly apartment offers 450 square feet of living space, accommodating up to four guests with a king bed and a queen sleeper sofa, and features a full kitchen, air conditioning, and access to a nearby pool with food and beverage service.

Located in Key West's Art District, this one-bedroom condo is just eight blocks from Duval Street and the Historic Seaport, and within biking distance to Higgs Beach.
This pet-friendly property offers 450 square feet of living space with a king bed and a queen sleeper sofa, accommodating up to four guests, and features a shared dipping pool for relaxed outdoor enjoyment.

Centrally located in Key West's Historic District, this pet-friendly guest house is just steps from the Southernmost Point and the Ernest Hemingway Home and Museum, offering unparalleled walkability to major attractions.
Enjoy a private two-bedroom guest house with a king-sized bed in each room, accommodating up to six guests, and featuring a shared outdoor space with a swimming pool, BBQ, and patios, all within easy reach of Florida Keys Beaches and Fort Zachary Taylor Historic State Park.

Located in Key West's Historic Seaport District, this pet-friendly apartment is just 0.3 miles from Duval Street and close to the Ernest Hemingway Home and Museum.
This 870 sq ft apartment accommodates up to 4 guests, offering a fully equipped kitchen, central air conditioning, and a private deck shaded by a banyan tree, making it ideal for families and dog-friendly stays.

Located in Key West's Northside Resort, this expansive 8-bedroom, 7-bathroom apartment compound is just a short walk to the island's largest shopping center and grocery store, and within a 1-mile drive of the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
This pet-friendly apartment boasts a private heated swimming pool and a chef's kitchen, offering 4000 square feet of luxurious living space for up to 16 guests, with concierge services and off-street parking ensuring a comfortable and convenient stay for you and your dog.