Pet-friendly Vacation Rentals in Key West, FL

Located in the prime downtown district of Key West, this apartment offers immediate access to local attractions and historic sites, just 100 meters from the waterfront.
This pet-friendly, one-bedroom apartment accommodates up to two guests and features a fully-equipped kitchen, a private deck, a shared tropical garden with a swimming pool, and an in-unit washer and dryer for ultimate convenience.

Perfectly located in Old Town Key West, this apartment is just 700 metres from Duval Street, 800 metres from the Ernest Hemingway House and 640 metres from Southernmost Point beach.
This dog-friendly apartment, allowing one small dog for a nightly fee, offers a kitchenette, air conditioning, complimentary WiFi, and a balcony, with a guest capacity of four and a floor area of 37 square metres.

Centrally located in Key West, this newly remodelled one-bedroom apartment is just 500 meters from Duval Street and the Southernmost Point, offering a prime spot for exploring the island.
This pet-friendly apartment allows up to 4 guests, featuring air conditioning, internet, and a kitchen with a fridge and microwave, making it an excellent choice for travellers with pets.

Directly on Duval Street, this apartment is just 400 meters from the Southernmost Point and the beach, offering immediate access to Key West's attractions.
This pet-friendly apartment, suitable for two guests, includes a well-equipped kitchenette and complimentary WiFi, with one small dog (under 14.5 kg) welcome for an additional fee.

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.

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.

Just 0.96 kilometres from Key West International Airport, Sunrise Suites Saint Lucia Suite #201 is located in Key West, approximately 6.44 kilometres from Southernmost Point and 7.40 kilometres from Ernest Hemingway Home and Museum.
This pet-friendly apartment offers 74 square metres of living space with two bedrooms and two bathrooms, including a fully equipped kitchen with a dishwasher, air conditioning, a private balcony, and access to a shared swimming pool and hot tub.

This pet-friendly apartment in Commodore's Cove is situated in downtown Key West, offering easy walking access to numerous attractions within 500 meters.
Accommodating up to 12 guests, this dog-friendly accommodation boasts four bedrooms, each with an en suite bathroom, and a fully equipped kitchen, perfect for families or groups travelling with their pets.

This pet-friendly studio cottage in Old Town Key West is located in a quiet residential area, just 1.6 kilometers from Mallory Square and Duval Street.
Offering a swimming pool and air conditioning, this dog-friendly Conch style cottage accommodates two guests and is part of the Conch Cottages property, providing a unique compound experience.

Perfectly situated in the Lower Duval district of Key West, this apartment is just a short walk to Southernmost Point, the Ernest Hemingway Home, and Mallory Square, offering a prime location at the corner of Duval Street and Amelia Street.
This pet-friendly apartment, allowing up to two pets with a 40lb maximum each for an additional cleaning fee, features one bedroom with a queen bed and an en suite bathroom, plus a queen-sized pull-out sofa in the living room to accommodate up to four guests, and includes a newly renovated kitchen and shared balcony access.

Located in Historic Old Town, this studio cottage is a 500-meter walk from Duval Street, shops, bars, restaurants, and Mallory Square.
This pet-friendly apartment offers a shared, heated swimming pool and a well-equipped kitchenette, perfect for two guests with one dog up to 11 kg.

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 historic Conch cottage is just a few blocks from Duval Street and the Historic Seaport, offering convenient access to shops and restaurants, and is a truly pet-friendly option for your holiday.
Boasting 173 square meters of space, this dog-friendly apartment accommodates up to six guests with three bedrooms, two bathrooms, a private pool, a garden, and off-street parking, ensuring a comfortable stay near the Ernest Hemingway Home and Museum.

Directly on Stock Island Marina, this resort offers luxurious rooms with waterfront views and is conveniently located just over 3 kilometres from Key West International Airport.
This resort is a fantastic pet-friendly option, providing a complimentary shuttle to Old Town Key West and welcoming dogs with spacious balconies and artisanal bath products.

In the Meadows district of Key West, this waterfront apartment offers marina views and is less than 1.6 kilometres from Duval Street, the Historic Seaport, and the Hemingway House, providing convenient access to island attractions.
This spacious, pet-friendly apartment boasts 111 square meters of living space, featuring two bedrooms and two bathrooms, with direct access to a shared heated swimming pool and a private balcony perfect for enjoying the seaside location.

Boasting a prime waterfront location in historic Downtown Key West, this apartment is situated less than 1 kilometre from Duval Street, the Historic Seaport, and the Hemingway House.
This spacious 125 square metre, pet-friendly apartment accommodates up to 8 guests with two bedrooms, two bathrooms, a full kitchen, and direct balcony access to a heated swimming pool, making it ideal for travellers with dogs.

This 1,200 sq ft waterfront apartment in Downtown Key West offers direct balcony access with stunning harbour views and is less than 1 kilometre from Duval Street, the Historic Seaport and the Hemingway House, making it a wonderfully dog-friendly choice.
Guests can enjoy a shared heated swimming pool, BBQ grills with a tiki area, and the convenience of a full kitchen and in-unit washer/dryer, with one dog up to 25 lbs also welcome.

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.

This pet-friendly apartment in historic Downtown Key West is less than 1.6 kilometers from Duval Street, the Historic Seaport, and the Hemingway House, offering easy walkability to major attractions.
Boasting 121 square meters of space, this apartment sleeps up to 8 guests with 2 bedrooms and 2 bathrooms, featuring a fully stocked kitchen, a private balcony overlooking the marina and heated pool, and on-site parking.

Located within the Sunrise Suites Resort, this apartment is just 500 meters from Smathers Beach and Higgs Beach, offering easy access to Key West's attractions and the airport.
This pet-friendly apartment features two bedrooms, two bathrooms, and a capacity for six guests, boasting a communal heated pool, hot tub, tennis court, and a private balcony with island views.

Located in Key West, this apartment offers a Florida Keys beach escape, just a short distance from the Southernmost Point and the Ernest Hemingway Home and Museum.
This pet-friendly accommodation boasts 74 square meters of space, two bedrooms, two bathrooms, and can host up to six guests, featuring a private balcony with views of the Salt Ponds Preserve and access to a shared swimming pool and hot tub.

Located in the heart of Old Town Key West, this apartment is just a few blocks from Duval Street and the Historic Seaport, offering easy access to shops and restaurants.
This pet-friendly apartment boasts a private saltwater pool, a fully equipped kitchen with a wet bar, and off-street parking for scooters and bicycles, making it ideal for groups and dog-friendly holidays.

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, 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.

Boasting a private swimming pool and a terrace with sea views, this pet-friendly house in Key West is just a 19-minute walk from Rest Beach and 1.4 kilometres from Duval Street.
This dog-friendly accommodation offers four bedrooms, three bathrooms, and concierge services, ensuring a convenient and enjoyable stay for up to 19 guests.

Ocean Key Resort & Spa, a luxury resort in Key West, boasts a prime waterfront position directly on the Gulf of Mexico, just a 1-minute walk from Mallory Square and the entertainment of Duval Street.
This pet-friendly resort offers guests a relaxing stay with amenities including a swimming pool, spa, and on-site dining, whilst being conveniently located near the beach.

Boasting a waterfront location with sea views and a private dock, this house is situated 2.1 kilometres from Southernmost Point and 2.4 kilometres from Key West Aquarium, offering excellent access to Rest Beach and the Ernest Hemingway Home and Museum.
This pet-friendly house features air conditioning, a swimming pool, and a garden, with 111 square meters of floor area accommodating up to 13 guests across 2 bedrooms and 2 bathrooms, and is conveniently located near Duval Street.

Prime Old Town Key West location places this resort within 2 kilometres of the Southernmost Point and the Ernest Hemingway Home and Museum, offering a pet-friendly base near Florida Keys Beaches and Duval Street.
Enjoy a garden and complimentary self-parking at this resort, perfect for outdoor dining with barbecue grills, and a smoke-free environment for a comfortable stay.

This pet-friendly house in downtown Key West is within easy walking distance of numerous attractions in Old Town.
Boasting a private heated pool and a fully equipped kitchen, this dog-friendly accommodation offers ample space for up to eight guests, with pets allowed for a nightly fee.

This pet-friendly boat offers a unique stay in Stock Island, conveniently located just 4 kilometres from Key West International Airport and close to local attractions.
Boasting air-conditioned family rooms, a private swimming pool, terrace, and a fully equipped kitchen, this accommodation for up to 7 guests also provides free WiFi and private parking.

This spacious 1,350 sq ft waterfront corner apartment in Key West's Pelican Landing community offers direct access to a private boat slip with a fish cleaning station and commercial ice maker, located approximately 1.6 kilometres from Duval Street.
This pet-friendly accommodation welcomes dogs up to 11 kg and features resort-style amenities including a heated swimming pool and tiki area, comfortably sleeping up to 8 guests with two bedrooms and two en-suite bathrooms.

This beautifully restored 1933 Key West house is situated on Caroline Street, a prime spot within the historic district, offering a truly authentic experience for your extended stay.
Boasting two bedrooms and accommodating up to four guests, this pet-friendly property features a large balcony perfect for people-watching and a shared swimming pool for ultimate relaxation.

Centrally located in Key West's Meadows neighbourhood, this apartment is just a short distance from Garrison Bight and the historic Old Town, offering excellent views and superb pet-friendly accommodation.
This spacious apartment boasts 263 square meters of living space, accommodating up to 10 guests with four bedrooms, three bathrooms, a private boat slip, and a heated swimming pool, making it ideal for a family holiday with your dog-friendly companion.

Centrally located in Key West, this five-bedroom apartment is just 240 meters from public parking and offers easy access to local attractions.
This dog-friendly apartment boasts a private two-storey main house with five en-suite bedrooms, accommodating up to ten guests, and features a shared outdoor area with a swimming pool and rooftop deck.

Offering a private swimming pool and enclosed garden, this pet-friendly house is located just 160 meters from Duval Street in Key West, providing easy access to downtown attractions.
This spacious 3-bedroom, 2-bathroom house can accommodate up to 10 guests and features two full kitchens, a furnished patio, and off-street parking for two vehicles, making it ideal for families and groups travelling with dogs up to 40 pounds.

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.