Villas and Vaction Homes in Key West, FL

Prime waterfront property in downtown Key West offers a private dock and is located just 1.3 miles from the iconic Southernmost Point and 1.5 miles from the Key West Aquarium, presenting an excellent holiday home opportunity.
This welcoming villa boasts a 2400 square foot layout with 4 bedrooms and 4 bathrooms, accommodating up to 25 guests, and features an air-conditioned interior, a full kitchen, a swimming pool, and complimentary on-site parking, making it an ideal beach house for your Key West getaway.

ARIA at Azul Mansion Key West is located 0.4 miles from the city center, an 11-minute walk from the Ernest Hemingway Home and Museum, and 0.6 miles from Duval Street, offering a prime location for exploring Key West.
This welcoming apartment, ideal for two guests, features a private balcony, complimentary WiFi, an outdoor swimming pool, and is conveniently situated near South Beach and popular attractions, making it a perfect holiday home for your Key West getaway.

Perfectly situated in Key West's southernmost district, this welcoming villa is just steps from South Beach and half a mile from the city center, with Mallory Dock and Mallory Square both 1.3 miles away.
This 400 square foot holiday home offers air-conditioned comfort for up to 7 guests, featuring a kitchen with a fridge and microwave, and is conveniently located within walking distance of the Southernmost Point and Ernest Hemingway Home and Museum.

Located in Key West, this welcoming villa is a mere 8-minute walk from South Beach and within 0.4 miles of the city center, placing Key West Aquarium and Mallory Dock just 1.2 miles away.
This air-conditioned holiday home offers 1 bedroom, a living room, a fully equipped kitchen with a fridge, microwave, and dishwasher, complimentary WiFi, and a swimming pool, accommodating up to 4 guests with a 11:00 AM check-out.

Just a 4-minute walk from Smathers Beach, this Key West villa offers a prime location, situated 1.6 miles from the Southernmost Point and 2 miles from the Ernest Hemingway Home and Museum.
This welcoming holiday home provides 1400 square feet of living space with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and capacity for 11 guests, complemented by a swimming pool with a view, a garden, and on-site services including free WiFi and private parking.

Perfectly situated in the southernmost part of Key West, this welcoming villa is just steps from South Beach and a half-mile from the city center, offering easy walking access to the Southernmost Point and the Ernest Hemingway Home and Museum.
This 400 square foot holiday home features a separate bedroom, a full kitchen with a fridge and microwave, air conditioning, and accommodates up to 7 guests, making it an ideal beach house for exploring Key West's attractions like Duval Street, located just a short walk away.

Banana Breeze is a welcoming villa located 1.2 miles from Key West International Airport, offering convenient access to the Ernest Hemingway Home and Museum and Duval Street, both 2.4 miles away.
This holiday home features a private swimming pool and hot tub, a fully equipped kitchen with a dishwasher, microwave oven, and fridge, and provides complimentary WiFi and parking for up to 15 guests.

Prime Old Town Key West, this luxurious villa is mere steps from Duval Street's entertainment and dining, offering convenient access to numerous restaurants, bars, theaters, and shops.
This expansive 6-bedroom, 6-bathroom holiday home accommodates 16 guests with two private heated swimming pools featuring waterfalls, two gourmet Viking kitchens, and an expansive roof deck providing views of Duval Street.

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, Fleming-O is a 12-minute walk from Mallory Dock and 0.7 miles from Mallory Square, placing this villa conveniently close to the city center and Simonton Street Beach, just an 11-minute walk away.
This 800 sq ft holiday home offers 2 bedrooms, 1 bathroom, and accommodates up to 11 guests with amenities including a full kitchen with a fridge and microwave, air conditioning, a private balcony, a garden, a spa, a tennis court, and parking, with complimentary WiFi and satellite TV for your convenience.

Located in Key West's city center, this Conch-style cottage is just two blocks from Duval Street and within walking distance of the Ernest Hemingway Home and Museum and Southern Point.
This 530 sq ft cottage offers a private bedroom with a king bed and a living room with a queen sleeper sofa, sleeping up to 4 guests, and features a full kitchen, in-unit laundry, and shared access to a heated pool, making it an ideal holiday home.

Just 500 feet from the beach, this historic cabin in Key West provides exceptional walkability to Duval Street, shops, and restaurants, offering an authentic experience immersed in natural beauty.
This welcoming 1-bedroom, 2-bathroom villa comfortably accommodates 2 guests and features air conditioning and a kitchen, making it an ideal holiday home for exploring Key West's attractions.