Villas and Vacation Homes in Key West, FL

House listing. You will be in Key West.
Facilities and services: an iron, a swimming pool and a kitchen.

House. Your accommodation will be located in Key West.
Facilities and services: an iron, a swimming pool and a fridge.

Vacation rental listing. This accommodation is located in Key West.
Facilities and services include an iron, a barbecue and air conditioning. Take advantage of the gym in this house.

Accommodation. You will be based in Key West.
Services and facilities include a jacuzzi, a swimming pool and a washing machine. Enjoy a gym in this house in Key West!

Just a 19-minute walk from Rest Beach, this Seafarer's Refuge is ideally located near Key West's iconic Duval Street and the Ernest Hemingway Home and Museum.
This luxurious villa, offering 4 bedrooms and accommodating up to 19 guests, features a private swimming pool, hot tub, and complimentary WiFi, making it a perfect holiday home for exploring Key West.

Located at the prime intersection of Truman Avenue and Duval Street within the exclusive Duval Square condominium complex, this townhouse offers immediate access to world-class dining, shopping, and Southernmost Point, just steps from downtown Key West.
This two-story, 1240 square foot villa comfortably accommodates up to six guests with two king bedrooms, each featuring en suite bathrooms, and a queen-size pullout couch, complemented by a newly renovated kitchen, private patio, balcony, and access to a shared heated pool and free WiFi.

Located on the upper end of Duval Street, this townhome is just a short stroll from the Southernmost Point and the Key West Butterfly and Nature Conservatory, offering a tranquil setting near key attractions.
This welcoming villa provides a spacious interior with a king primary suite featuring a private balcony, two additional balconies, and access to a shared courtyard with a large community pool, perfect for families accommodating up to six guests.

Just a 4-minute walk from Smathers Beach, this Key West villa offers a prime location 1.2 miles from Key West International Airport and within 2 miles of the Southernmost Point and Ernest Hemingway Home and Museum.
This welcoming holiday home boasts a private balcony with sea views, a well-equipped kitchen, air conditioning, a swimming pool, and a hot tub, accommodating up to 11 guests with on-site massage services available.

Located 3.1 miles from Key West International Airport, this expansive villa is situated approximately 5.3 miles from the Ernest Hemingway Home and Museum and 5.4 miles from Duval Street.
This welcoming holiday home offers 4000 square feet of living space with 8 bedrooms and 9 bathrooms, comfortably accommodating up to 26 guests, and features a swimming pool, garden, and fitness center for your enjoyment.

Located in Old Town, this elevated Cuban-style villa is just half a block from Duval Street, offering convenient access to dining, nightlife, and shopping in Key West.
This 1190 square foot holiday home features two en-suite bedrooms, accommodating up to four guests, and includes a private heated pool, on-site parking, and a fully equipped kitchen.

Located within half a mile of downtown Key West, this holiday home offers exclusive access just a 4-minute walk from South Beach and a 18-minute walk to the San Carlos Institute Casa Cuba.
This welcoming villa features 4 bedrooms accommodating up to 9 guests, a private swimming pool, spa, fitness center, tennis court, and a fully equipped kitchen, making it an ideal beach house for exploring Key West.

Located just 2.3 miles from the Ernest Hemingway Home and Museum and 1.2 miles from Key West International Airport, this vacation home offers convenient access to Duval Street and Southernmost Point.
This 4-bedroom, 3-bathroom villa accommodates up to 15 guests and features a private swimming pool, hot tub, full kitchen with dishwasher and microwave, complimentary WiFi, and private parking, making it an ideal holiday home for exploring Key West.

Located in the gated Duval Square community on Duval Street in Old Town Key West, Duval Breeze offers prime access within walking distance to numerous restaurants, bars, and galleries, and is just a short bike ride to Key West's famous beaches.
This welcoming 1220 sq ft villa comfortably accommodates up to 6 guests with its two bedrooms, each featuring an en-suite bathroom, and provides access to a shared swimming pool, making it an ideal holiday home for exploring the area.

This 1-bedroom, 1-bathroom house in Key West offers a prime Old Town location, just off the southern end of Duval Street, putting you steps from the Southernmost Point and Hemingway Home, and within walking distance of the Key West Lighthouse.
Enjoy a welcoming island ambiance in this pet-friendly villa, featuring coastal decor, a separate upstairs king bedroom with an ensuite, a shared heated outdoor plunge pool in a beautifully landscaped courtyard, and convenient contactless check-in for up to 4 guests.

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 Key West's historic Old Town district, this villa is just four blocks from the Atlantic Ocean and one block from Duval Street.
This family-friendly holiday home offers two bedroom suites, a private pool, a covered porch with a grill, and concierge services for up to six guests.