Villas and Vacation Homes in Key West, FL

House rental listing. This accommodation is based in Key West.
Services and facilities include a sauna, an iron and a barbecue. Enjoy free parking with this accommodation in Key West!

House to rent. You will be in Key West.
Services and facilities include a swimming pool, a kitchen and a dish washer. This house in Key West also has air conditioning!

House rental. You will be located in Key West.
Facilities and services include a jacuzzi, a swimming pool and a barbecue. This house in Key West also has air conditioning!

House rental. You will be in Key West.
Services and facilities: a washing machine, a fridge and a sauna. Enjoy free parking with this accommodation in Key West!

Casa Papa Del Mar is a welcoming villa located 1.2 miles from Key West International Airport and a short 4-minute walk from Smathers Beach, offering convenient access to the coast.
This holiday home provides 1500 square feet of living space, accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, and features a private pool, jacuzzi, terrace with sea views, and a well-equipped kitchen.

Centrally located in Key West Old Town, this welcoming villa is just a 3-minute walk from Duval Street and 500 yards from the Ernest Hemingway Home and Museum.
This spacious holiday home offers 8 bedrooms and 5 bathrooms, featuring a private pool, hot tub, barbecue, and complimentary bicycles for exploring the island, with free Wi-Fi and on-site parking included.

Located in Key West, this villa is just 0.6 miles from Key West International Airport and approximately 4 miles from Southernmost Point and Duval Street.
This holiday home offers 780 square feet of living space with 2 bedrooms, 2 bathrooms, and accommodation for up to 7 guests, featuring a private swimming pool, hot tub, and a balcony.

Located in Key West's Historic Old Town, this cottage offers a welcoming base just a short walk from Duval Street's attractions and Mallory Square, providing easy access to dining and shopping.
Enjoy a shared heated pool in a lush garden setting, a private deck with a grill for outdoor dining, and a pet-friendly accommodation that makes this villa an ideal holiday home.

Just an 8-minute walk from the historic Ernest Hemingway Home and Museum and a 12-minute walk to South Beach, this Key West villa offers a prime location just 600 yards from the city center.
This luxurious holiday home boasts 1540 square feet of living space, accommodating up to 15 guests with 4 bathrooms, a fully equipped kitchen, air conditioning, a private swimming pool, spa, tennis court, and complimentary WiFi and parking.

Located in historic Old Town Key West, this villa is a short stroll to Duval Street and just 4 blocks from the Atlantic Ocean.
This welcoming holiday home offers 1300 square feet of living space, accommodating up to 6 guests with 2 bedroom suites, a private swimming pool, and a full kitchen.

Offering sea views, this Key West villa is located approximately 1.2 miles from Key West International Airport, placing you 2.4 miles from the Ernest Hemingway Home and Museum and Duval Street.
This luxurious holiday home features a private swimming pool, spa, fitness center, and allows pets, with ample space for 15 guests and convenient access to attractions like Southernmost Point, just 2.6 miles away.

Mother Ocean, a distinguished villa in Key West, is conveniently located just 2.3 miles from the Ernest Hemingway Home and Museum and 2.4 miles from Duval Street, offering guests easy access to the city's iconic attractions.
This welcoming holiday home features 4 bedrooms, 3 bathrooms, and accommodates up to 15 guests with amenities including a private swimming pool, air conditioning, a fully equipped kitchen with a dishwasher, complimentary WiFi, and private parking, all while providing picturesque sea views and a private entrance for an exclusive experience.

This welcoming vacation home is located in Key West, just steps from the Ernest Hemingway Home and Museum and within 300 yards of the city center, a 7-minute walk from South Beach.
This 900 sq ft, 2-bedroom holiday home accommodates up to 11 guests and features a private terrace, a Jacuzzi, a full kitchen with a dishwasher, and convenient private parking, making it an ideal beach house for exploring Key West.

Offering a secluded tropical courtyard with a waterfall pool, this luxury villa is a private oasis just steps from Duval Street in Key West.
This 3-bedroom, 3-bathroom holiday home accommodates up to 6 guests and features expansive glass walls, seamless indoor-outdoor living with folding doors, a sparkling kitchen with a drip coffee maker, and private driveway parking.

Located in the Duval Street area of Key West, this restored shotgun home offers immediate access to dining and entertainment with Duval Street just steps away.
This welcoming 2-bedroom, 1-bathroom cottage sleeps 4 and features a kidney-shaped pool with a waterfall, a semi-private deck, and a contemporary kitchen with a bi-folding window opening to the pool deck, perfect for enjoying tropical breezes, and can expand to a 4-bedroom villa by adding Pete's East Cottage.

Located in Old Town Key West, Curry House is just three blocks from Duval Street and two blocks from the waterfront, offering easy walking access to attractions, dining, and the Historic Seaport.
This grand villa offers a private, heated pool and outdoor entertaining space for up to 18 guests, with nine uniquely decorated rooms each featuring a mini-fridge and wifi, making it an ideal holiday home for large groups.