Villas and Vaction Homes in Key West, FL

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.

Located in Key West, this exclusive villa offers oceanfront living with a balcony providing sea views, just a 4-minute walk from Smathers Beach and conveniently situated 1.6 miles from Southernmost Point and 2 miles from the Ernest Hemingway Home and Museum.
This luxurious holiday home boasts 2100 square feet of living space with 3 bedrooms and 3 bathrooms, accommodating up to 15 guests with amenities like a swimming pool, jacuzzi, sauna, and fitness center, all while being 1.2 miles from Key West International Airport.

Prime waterfront in Old Town Key West places this updated condo just 1.3 miles from Southernmost Point and 1.6 miles from the Key West Aquarium, offering a short distance to Rest Beach, the Ernest Hemingway Home and Museum, and Duval Street.
This welcoming holiday home provides 1300 square feet of living space with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, an outdoor swimming pool, and complimentary on-site parking and WiFi, making it an ideal villa for your Key West getaway.

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.

Located 1.2 miles from Key West International Airport, this welcoming villa is situated 2.4 miles from the Ernest Hemingway Home and Museum and Duval Street, and 2.6 miles from Southernmost Point.
This 4-bedroom, 3-bathroom holiday home comfortably accommodates 15 guests and features an exclusive private swimming pool, hot tub, full kitchen with a dishwasher, free WiFi, and private parking, offering sea views and a private entrance.

Located in Key West's city center, Conch Republic Cottage is just 2 minutes on foot from Duval Street, 11 minutes from South Beach, and 0.8 miles from Mallory Square.
This welcoming 3-bedroom villa offers a spa, tennis court, and a fully equipped kitchen, providing ample space for up to 19 guests to enjoy a relaxing holiday home experience with free WiFi and air conditioning.

Located in Old Town Key West, this luxury villa is within walking distance of the Ernest Hemingway Home and Museum, Southernmost Point, and Fort Zachary Taylor Historic State Park.
The "Tropical Tranquility ~ 5 αστέρων καραϊβική Resort-στυλ βίλα" offers 2080 sq ft of living space with 4 bedrooms and 3 bathrooms, accommodating up to 8 guests with amenities including a swimming pool, garden, spa, and parking, providing an exclusive Caribbean resort-style escape.

Prime downtown Key West, this 6-bedroom villa offers walkable access to Duval Street and Mallory Square, placing numerous attractions within a 500-foot radius.
This welcoming holiday home accommodates up to 12 guests with a fully equipped kitchen, dedicated parking for 3 vehicles including an EV charger, and proximity to bicycle, moke, and scooter rentals for exploring the island.

Located just 400 yards from Key West's city center, this welcoming villa offers a prime location, an 11-minute walk to South Beach and proximity to the Ernest Hemingway Home and Museum and Duval Street.
This 1-bedroom holiday home features a shared swimming pool with patio, air conditioning, free Wi-Fi, and a kitchen with a fridge and microwave, providing a comfortable base for exploring the attractions of Key West.

Offering waterfront views and a private dock, this Key West villa is located 1.1 miles from the Ernest Hemingway Home and Museum and Duval Street, just a 16-minute walk to Rest Beach.
This 1300 square foot holiday home accommodates up to 13 guests with 2 bedrooms and 2 bathrooms, featuring a swimming pool, free Wi-Fi, and on-site parking for your convenience.

Located in Key West's historic Old Town district, this cottage is within walking or biking distance to Duval Street, Mallory Square, and numerous shops and restaurants, with Southernmost Point and the Ernest Hemingway Home and Museum nearby.
This welcoming villa offers a seasonally heated shared pool, an outdoor dining area with a grill, and accommodates up to four guests with a queen bedroom and a sleeper sofa, perfect for a Key West holiday home experience.

Just a 4-minute walk from Southernmost Point and a 3-minute walk to South Beach, this Key West penthouse offers a prime location near Mallory Dock, making it an ideal holiday home for exploring the city center.
This welcoming villa provides 1290 square feet of accommodation with 3 bedrooms and 3 bathrooms, featuring air conditioning and a fully equipped kitchen to comfortably host up to 17 guests.

Prime downtown Key West waterfront offers sea views from this spacious 4-bedroom, 4-bathroom penthouse, located 1.3 miles from Southernmost Point and a short distance to Duval Street and the Ernest Hemingway Home and Museum.
This exclusive villa boasts a private outdoor swimming pool, dock access, complimentary on-site parking, and free WiFi, making it an ideal holiday home for up to 26 guests with opportunities for cycling nearby.

Secluded waterfront oasis within the Coconut Mallory Resort & Marina on Key West's eastern end, this villa offers direct access to the on-site marina and is conveniently located 2.5 miles from Smathers Beach and 3.5 miles from Duval Street.
This welcoming holiday home accommodates up to 6 guests with a fully equipped kitchen, in-unit laundry, and access to resort amenities including outdoor pools and a hot tub, with bike, kayak, and paddle board rentals available locally.

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.

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 waterfront villa offers direct sea views and is situated 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium, providing convenient access to Rest Beach and the Ernest Hemingway Home and Museum.
This spacious holiday home boasts 2400 square feet of living space, accommodating up to 16 guests with 4 bedrooms and 4 bathrooms, featuring a private outdoor swimming pool, a boat dock, a well-equipped kitchen, and complimentary Wifi.

This 2-bedroom villa is located just 400 yards from Key West's city center, offering a 6-minute walk to the Ernest Hemingway Home and Museum and an 11-minute walk to South Beach.
Enjoy this holiday home's 690 square feet of living space, featuring 2 bathrooms, a full kitchen with a dishwasher and microwave, air conditioning, a swimming pool, garden, and spa, with parking available for up to 11 guests.

This downtown Key West waterfront penthouse offers a prime location with sea views, situated 1.3 miles from Southernmost Point and 1.5 miles from the Key West Aquarium, providing convenient access to attractions like Duval Street and the Ernest Hemingway Home and Museum.
This exclusive villa, a 2000 square foot holiday home, features 4 bedrooms and 4 bathrooms accommodating up to 26 guests, with amenities including a private dock, outdoor swimming pool, complimentary on-site parking, and free WiFi, ideal for enjoying nearby cycling opportunities.

Located in Old Town Key West, this private, gated tropical oasis is just a short walk to the Ernest Hemingway Home and Museum and Southernmost Point, and approximately 0.8 miles from Fort Zachary Taylor Historic State Park.
This welcoming 3-bedroom, 2-bathroom holiday home accommodates up to 6 guests and features a private pool, a well-equipped kitchen with a dishwasher, and easy access to outdoor activities and attractions, making it an ideal villa for your Key West getaway.