Villas and Vacation Homes in Key West, FL

Book this vacation rental. You will be based in Key West.
Facilities and services include air conditioning, a sauna and a barbecue. Take advantage of the Free Parking with this accommodation in Key West!

Centrally located in Key West, this welcoming villa is just steps from the city center and a short walk to South Beach, offering easy access to Mallory Dock and the Key West Aquarium, both within 0.7 miles.
This spacious holiday home boasts 2440 square feet with 4 bedrooms, 4 bathrooms, and accommodates up to 12 guests, featuring a private outdoor pool, a patio with city views, complimentary on-site parking, and free WiFi.

Vacation rental. This accommodation is located in Key West.
Services and facilities: a jacuzzi, air conditioning and an iron.

Vacation house. Your accommodation will be based in Key West.
Facilities and services include free parking, a washing machine and an iron. The big plus of this house in Key West is the jacuzzi!

Directly across from the Atlantic Ocean, this villa offers exclusive access to an Olympic-sized pool and is located within a secure gated complex in Key West, just 0.2 miles from Smathers Beach and a nature preserve.
This welcoming holiday home features 1310 square feet of space, including two king bedrooms and a queen sleeper sofa to accommodate up to six guests, along with on-property amenities like clay and hard tennis courts and a gym.

Located in Old Town Key West, this cottage offers convenient walking or biking access to Duval Street, Mallory Square, and El Siboney Cuban restaurant, placing you within a short distance of the Southernmost Point and the Ernest Hemingway Home and Museum.
This welcoming one-bedroom, one-bathroom cottage accommodates two guests and features a full kitchen, air conditioning, a private front porch, an outdoor dining area with a grill, and access to a seasonally heated shared pool, making it an ideal holiday home for exploring Key West.

Just a 5-minute walk from Smathers Beach, this exceptional villa offers a prime location in Key West, situated 1.2 miles from Key West International Airport and within easy reach of the Southernmost Point, Ernest Hemingway Home and Museum, and Duval Street.
This expansive holiday home boasts 2170 square feet of living space with 6 bedrooms and 7 bathrooms, featuring a private swimming pool, spa, tennis court, fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, and private parking for up to 31 guests.

This welcoming villa in Key West offers a private entrance and is conveniently located 0.6 miles from Key West International Airport, 3.4 miles from Southernmost Point, and 3.9 miles from the Ernest Hemingway Home and Museum.
With 700 square feet of living space, this holiday home accommodates up to 11 guests across 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a heated swimming pool, and a hot tub for a comfortable stay.

Boasting stunning sea views, this expansive villa is ideally situated in Key West, just 1.2 miles from Key West International Airport and within a few miles of iconic landmarks including the Ernest Hemingway Home and Museum (2.3 miles), Duval Street (2.4 miles), and Southernmost Point (2.6 miles).
This luxurious holiday home offers exclusive use of a private swimming pool and jacuzzi, complimentary Wi-Fi, free private parking, and a well-equipped kitchen, accommodating up to 15 guests with 4 bedrooms and 4 bathrooms.

This welcoming villa in Key West is perfectly situated, just a 4-minute walk from South Beach and a 7-minute walk from the iconic Southernmost Point, placing you 0.7 miles from the Ernest Hemingway Home and Museum and within half a mile of the city center.
This 1150 sq ft holiday home accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a swimming pool, spa, garden, and parking, along with complimentary WiFi for your convenience.

Direct waterfront access with a free boat slip makes this Key West villa ideal for boating enthusiasts, located a 17-minute walk from Rest Beach and a 19-minute walk from Duval Street.
This spacious two-bedroom, two-bathroom holiday home offers 1210 square feet of living space, accommodating up to 10 guests with a fully equipped kitchen, air conditioning, and a Key West-style swimming pool.

Just a 5-minute walk from South Beach and 7 minutes from Southernmost Point, this Key West holiday home offers a prime location within 500 yards of the city center.
This exclusive 1300 square foot villa features 2 bedrooms, a private pool, an outdoor dining area, and on-site parking, providing a perfect beach house experience for your Key West getaway.

Just half a block from the quieter end of Duval Street and three blocks from a beach, this Key West cottage offers a prime location for exploring the island as a welcoming holiday home.
This family-friendly villa provides two bedrooms, two bathrooms, a private pool, full kitchen, and high-speed internet, comfortably accommodating up to four guests.

House rental listing. Your accommodation will be based in Key West.
Facilities and services: an iron, a jacuzzi and a fridge. This house in Key West has a swimming pool!

Located on a desirable historic street in Old Town Key West, this villa offers exclusive access within a gated compound, just steps from a shared pool and a private patio perfect for outdoor dining.
This 790 sq ft holiday home accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring an open-plan living area, a full kitchen, and a sleeper sofa, ideal for longer stays of 28 nights or more.

Located in a quiet, upscale, gated complex of historic Old Key West vacation rentals, this villa is just two blocks from Higgs Beach, offering exclusive access to a tranquil community setting with a shared central courtyard featuring a swimming pool, gas grill, and picnic tables.
This family-friendly holiday home boasts 3 bedrooms, 2 bathrooms, and a guest capacity of 10, with amenities including a modern kitchen with granite countertops, air conditioning, and an outdoor hot-water shower, all within walking distance to the KW Butterfly and Nature Museum, Southernmost Point, and West Martello Tower.