Villas and Holiday homes in Key West, FL

About: This Key West house is situated just a short walk from Ernest Hemingway Home and Museum, Duval Street, and Southernmost Point, offering easy access to the island's key attractions while providing a peaceful escape from the vibrant energy of Duval Street. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.

The house is perfect for a couple or small family, with one bedroom and a floor area of 68 square meters. It features a well-equipped kitchen, air conditioning, a swimming pool, a garden, parking, and internet access, ensuring a comfortable and enjoyable stay.

About: This charming cottage is located in Key West's Historic District, just a short walk from Duval Street and the Key West Cemetery, offering a peaceful retreat from the lively streets. It has received excellent user ratings, reflecting its popularity among travellers. The cottage has a spacious layout with 1.5 bathrooms, providing comfortable accommodation for guests. It is equipped with modern amenities, including a kitchen, air conditioning, a swimming pool, and a terrace, ensuring a relaxing stay.

About: Sunrise Suites Tierra Bomba Suite #403 is situated just a short distance from Key West International Airport and a pleasant drive from the Southernmost Point, offering easy access to both the airport and popular attractions. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.

The two-bedroom suite provides ample space for up to six guests, with a total floor area of 74 square metres. This comfortable property boasts a range of amenities, including a swimming pool, Jacuzzi, fitness centre, tennis court, and a private balcony, perfect for relaxation and enjoying the Key West sunshine.

About: Helen's Hideaway by Brightwild is ideally located in the heart of Key West, just a short walk from South Beach and Fort Zachary Taylor State Park Beach, making it perfect for exploring the island's vibrant attractions. The accommodation has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This two-bedroom home spans 95 square metres and comfortably accommodates up to six guests. The property offers a range of amenities including air conditioning, a private pool, a well-equipped kitchen, and a patio, ensuring a relaxing and enjoyable stay.

About: This charming Key West house is located just four blocks from the beach, placing you in the heart of the island's action. It has consistently received excellent ratings for location, cleanliness, and overall user experience.

The two-bedroom property spans 122 square metres and is equipped with a fully fitted kitchen, a private pool, and a relaxing patio. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the luxury of a concierge service.

About: Southernmost Sanctuary is located in Key West, just a short walk from Higgs Beach and within a mile of Rest Beach, placing it close to the southernmost point of the island. The hotel has received excellent ratings for its location, cleanliness, and overall experience.

The lodging offers comfortable rooms with modern amenities such as air conditioning, free Wi-Fi, and a kitchenette. Guests can enjoy a relaxing atmosphere, with access to a swimming pool, Jacuzzi, and a garden.

About: This charming two-bedroom house is perfectly situated in the heart of Key West, just a short walk from South Beach and Fort Zachary Taylor State Park Beach. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.

The 114 square metre house can comfortably accommodate up to six guests. Amenities include air conditioning, a fully equipped kitchen, a shared pool, a terrace, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

About: This Key West property is located in Meadows, a short walk from Duval Street, the Ernest Hemingway Home and Museum, and the Unitarian Universalist Fellowship of Key West. It has received excellent ratings for location, cleanliness, and user experience.

The house has four bedrooms, making it ideal for families or groups. Guests can enjoy a private pool, a fenced yard, a spa tub, and barbecue grills, as well as concierge services and a fully equipped kitchen with a dishwasher.

About: This two-bedroom house is located in Key West, just a short distance from popular attractions like Ernest Hemingway Home and Museum, Duval Street, and Mallory Square, offering a peaceful retreat while still being close to the action. The property has received consistently high ratings for its location, cleanliness, and overall experience.

The house spans 72 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a spa, a fitness centre, a tennis court, and parking, ensuring a relaxing and enjoyable stay.

About: This oceanfront house in Key West is situated a short walk from Rest Beach and Higgs Beach, and a 9-minute stroll from Smathers Beach, placing you in the heart of the vibrant island's activity. The property has received excellent ratings for its cleanliness, location, and overall experience.

The house spans 110 square metres and comfortably accommodates up to 6 guests across its two bedrooms and two bathrooms. Amenities include a fully equipped kitchen, air conditioning, a private pool, a jacuzzi, a terrace, a garden, and a tennis court, making it ideal for families or groups looking for a relaxing and enjoyable stay.

About: Conch Casa is located in Old Town, Key West, within easy walking distance of Ernest Hemingway Home and Museum and Duval Street, the lively heart of the city. The property enjoys excellent ratings for location, cleanliness, and user experience.

This two-bedroom, one-bathroom home offers 99 square metres of space and can comfortably accommodate up to six guests. Amenities include air conditioning, a fully equipped kitchen, a private bathroom, a swimming pool, a jacuzzi, a garden, and parking.

About: This charming house is located in the Key West Historic District, just a short walk from Duval Street, the Ernest Hemingway Home and Museum, and the Key West Cemetery. The property has received excellent ratings for its location, cleanliness, and overall experience.

The spacious home has six bedrooms, comfortably accommodating up to eight guests. Enjoy the private pool, garden, and terrace, as well as modern amenities like a fully equipped kitchen, air conditioning, and free Wi-Fi.

About: Cabana Retreat is a short walk from Duval Street and the Ernest Hemingway Home and Museum in Key West, offering a convenient location for exploring the area's attractions. This property consistently receives excellent user reviews, highlighting its appeal to travellers.

The 3-bedroom, 3-bathroom house spans 130 square metres and can accommodate up to 6 guests. Cabana Retreat offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking, ensuring a comfortable and enjoyable stay.

About: This charming house is situated in Old Town Key West, a short walk from Duval Street and within 10 minutes of popular attractions like The Southernmost Point, Ernest Hemingway Home and Museum, and Mallory Square. Guests consistently rate the location, cleanliness, and overall experience as excellent.

The property features a variety of accommodation options, including rooms with private bathrooms and apartments with fully-equipped kitchens. Amenities include a swimming pool, jacuzzi, tennis court, and a restaurant and bar on-site.

About: Sunrise Suites Saint Barts Suite #303 is located in Key West, Florida, just a short distance from the Southernmost Point, Ernest Hemingway Home and Museum, and Duval Street, putting you within easy reach of the island's most popular attractions. This property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.

The suite offers two bedrooms, a living room, and a fully equipped kitchen, providing ample space for up to six guests across its 72 square metres. This self-catering property features a private balcony, air conditioning, free Wi-Fi, a dishwasher, and a range of other amenities, making it ideal for families or groups of friends looking to explore Key West.

About: Papaya Place by AvantStay is located in Key West, just a short walk from Smathers Beach, one of the most famous beaches in the area, and within easy reach of other beautiful beaches like Rest Beach and Higgs Beach. The property has received very good user ratings, excellent location ratings, and excellent cleanliness ratings.

The two-bedroom house is 122 square metres and offers a comfortable and well-equipped space for your stay. You'll find a range of amenities including a private pool, hot tub, a fully equipped kitchen, air conditioning, free parking, and a terrace for enjoying the sunshine.

About: This charming Key West cottage is located in a peaceful neighbourhood, just a short stroll from the lively Duval Street, Mallory Square, and Old Town. It consistently receives excellent ratings for its location, cleanliness, and overall experience.

The cottage offers a spacious living area with a spiral staircase leading to a loft bedroom, and a well-equipped kitchen with a dishwasher and a fridge. Guests can enjoy the private deck, the large pool, and the garden, as well as the nearby restaurants and cafes.

About: Casa Grande is located in downtown Key West, just a short walk from the lively Duval Street, shops, restaurants, and beaches. The property has received excellent ratings for location, cleanliness, and overall user experience.

This five-bedroom, five-bathroom home offers ample space for up to 12 guests across its 320 square metres. Enjoy a private pool, a fully equipped kitchen, free Wi-Fi, parking, and air conditioning, ensuring a comfortable and enjoyable stay.

About: Oceana Suite is a charming holiday home situated in Key West, just a short walk from the Ernest Hemingway Home and Museum and Duval Street, offering easy access to the island's main attractions. Guests have consistently praised the property's excellent location, cleanliness and overall user experience.

The property spans 53 square metres and comfortably accommodates two guests in one bedroom and one bathroom. Amenities include a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, a terrace, a garden, parking, and internet access.

About: The Gardens Hotel is located in Key West, just a short walk from Duval Street and a few minutes' drive from the Key West Butterfly and Nature Conservatory. This 4-star hotel consistently receives excellent ratings from guests for its cleanliness, location, and overall experience.

The hotel offers a range of amenities for a relaxing and enjoyable stay. Guests can enjoy two outdoor swimming pools, a spa, a fitness centre, and a tennis court. The hotel also has a restaurant, bar, and gardens with live jazz music on Sunday evenings.

About: This Key West holiday home is situated just a short walk from Smathers Beach, Rest Beach, and Higgs Beach, offering easy access to some of the island's most popular beaches. The property boasts excellent user, location and cleanliness ratings.

The home comprises two bedrooms and two bathrooms, providing comfortable accommodation for a family or group of friends. Amenities include a fully equipped kitchen, a swimming pool, a Jacuzzi, a terrace, a garden, a sauna, a spa, a bar, a fitness centre, a tennis court, and free parking.

About: This charming house is located in Old Town Key West, a short walk from Duval Street and the Tennessee Williams Key West Exhibit, with the Ernest Hemingway Home and Museum and South Beach within a 10-minute walk. The property has received excellent ratings for location, cleanliness, and user experience.

The house has one bedroom and one bathroom, offering 79 square metres of space and accommodating up to four guests. The property features a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a fitness centre, a tennis court, and internet access.

About: This Key West property is ideally situated in the heart of the city, just a short walk from the popular Fort Zachary Taylor State Park Beach and South Beach. The house has received excellent ratings for location, cleanliness, and overall user experience.

This charming dwelling offers two bedrooms, a comfortable living space, and a fully equipped kitchen. Guests can enjoy a range of amenities, including a private swimming pool, a hot tub, a sun terrace, and a garden, making it the perfect choice for a relaxing and enjoyable stay.

About: This Key West house is located in Meadows, a short distance from Duval Street, the Ernest Hemingway Home and Museum, and the Unitarian Universalist Fellowship, offering easy access to the island's attractions. The property has consistently received excellent ratings for location, cleanliness, and user experience.

The three-bedroom property provides ample space for families or groups of friends. Guests can enjoy a private pool, a spa tub, a barbecue grill, and a garden, along with concierge services, free Wi-Fi, and a fully equipped kitchen.

About: This one-bedroom apartment is situated in Key West's Old Town district, a short walk from Higgs Beach and within a mile of South Beach. The property enjoys excellent ratings for location, cleanliness, and user experience.

The apartment offers a comfortable living space for up to four guests, with a separate bedroom, living room, and fully equipped kitchen. Amenities include a private patio, air conditioning, free Wi-Fi, a shared pool, and easy access to popular beaches, local attractions, and the airport.

About: This waterfront property is situated on Stock Island, just a short distance from the Key West Tropical Forest and Botanical Garden and Smathers Beach, offering easy access to the island's attractions. The house has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.

The spacious nine-bedroom home provides ample room for large groups or families, spanning over 743 square metres. Guests can enjoy a range of amenities, including a private pool and spa tub, a fully equipped kitchen, a tennis court, and a barbecue grill, offering both relaxation and entertainment options.

About: This charming two-bedroom holiday home is located just a short walk from Smathers Beach, Key West's most popular beach, and within easy reach of other nearby beaches. It has consistently received excellent ratings for location, cleanliness, and overall user experience.

The property boasts a spacious 126 square metres of living space and can comfortably accommodate up to six guests. A range of amenities are provided, including a fully equipped kitchen, a private balcony, a shared pool and hot tub, and free Wi-Fi and parking.

About: Sky Loft in Key West by Brightwild is centrally located in Key West, a short walk from Simonton Street Beach and South Beach, offering easy access to the island's attractions and nightlife. This property has consistently received excellent ratings for location, cleanliness, and overall user experience.

The one-bedroom apartment is perfect for a family of four, with a spacious 63 square metres of living space. Enjoy a comfortable stay with amenities such as a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and free Wi-Fi.

About: Sunrise Suites Cat Island Suite #205 is situated in Key West, just 4 miles from the Southernmost Point and 4.6 miles from both Ernest Hemingway Home and Museum and Duval Street, offering easy access to the island's main attractions. The property has received very good user ratings and excellent ratings for both location and cleanliness.

The 72 square metre, two-bedroom property sleeps up to four guests. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, a swimming pool, a Jacuzzi, a tennis court, and a fitness centre.

About: This charming house is located in Old Town Key West, just a short walk from the Harry S. Truman Little White House and Duval Street, putting you right in the heart of the action. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.

The property has two bedrooms and can accommodate up to six guests, offering ample space for a family or group of friends. You'll enjoy access to a fully equipped kitchen, a private garden, a swimming pool, and a terrace, making it ideal for relaxing and enjoying the beautiful Key West weather.

About: This charming house is located in Old Town Key West, just a short walk from Jackson Square, Duval Street, and Mallory Square, offering a prime location for exploring the island's attractions. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient amenities.

The house features five bedrooms and six bathrooms, spanning 364 square metres, providing ample space for families or groups of friends. Guests can enjoy a private pool, a spacious terrace, a fully equipped kitchen, and a range of other amenities, including free Wi-Fi and a DVD player.

About: This charming property is located in Old Town Key West, just a short walk from Duval Street and Fort Zachary Taylor Historic State Park, offering easy access to the island's vibrant attractions. The accommodation is highly rated by previous guests, receiving excellent reviews for its comfort and amenities.

The house has three bedrooms and three bathrooms spread over 152 square metres, providing ample space for a comfortable stay. Guests can enjoy a private pool, a terrace, and a fully equipped kitchen, ensuring a relaxing and enjoyable experience.