Best Short term and Weekly rentals in Key West, FL

About: This apartment, located in the heart of Key West's Historic District, is just steps from Duval Street and the City Zoo Gallery, and a short walk from the Ernest Hemingway Home and Museum.

The apartment has been rated excellent by users and has also received an excellent rating for its location and cleanliness.

With 500 square feet of space, the apartment has one bedroom, one bathroom, and can accommodate up to four guests.

The apartment is fully equipped with amenities such as a kitchen with fridge, freezer, and microwave oven, air conditioning, a swimming pool, a Jacuzzi, a terrace/balcony, a garden, a spa, and parking.

Guests can also enjoy activities such as swimming, sunbathing, and relaxing in the spa.

About: In the heart of Key West, on Central Duval Street, this Caribbean-style B&B is a 3-minute walk from the Hemingway Home and a 10-minute walk from the Southernmost Point. It has excellent user ratings for its location, cleanliness, and service.

The B&B has a tropical ambiance with an outdoor pool and garden. The rooms have private balconies and some have kitchenettes.

The B&B offers a continental breakfast with Belgian waffles and free WiFi. Guests can also enjoy the concierge service and parking.

About: This B&B is located in Key West's Old Town, a 1-minute walk from Duval Street, the heart of Key West.

It has very good user ratings and an excellent location rating.

The B&B has 1 bedroom and 1 bathroom.

It features historic cottages and inns, a complimentary light continental breakfast, an outdoor pool, barbecue facilities, free on-site parking, and is close to Duval Street, Mallory Square, and Smathers Beach.

About: This apartment is located in the heart of Key West's Historic District, close to Duval Street, South Beach, the Southernmost Point, and the Ernest Hemingway Home. It's surrounded by shops, restaurants, and bars, and has a private patio for outdoor relaxation.

The apartment has been rated "very good" by users and "excellent" for its location and cleanliness. It has a fully equipped kitchen, a sofa bed for additional sleeping space, and access to an on-site water park and spa tub. There are also barbecue grills for outdoor dining.

The apartment is perfect for families and pet owners, and it has air conditioning, a swimming pool, a Jacuzzi, a fitness center, and parking. It's also close to major attractions and activities, making it a great choice for travelers visiting Key West.

About: This house is located in the heart of Key West's Old Town, just steps from Mallory Square and Duval Street. It is surrounded by historic buildings, charming shops, and lively restaurants.

The house has a spacious layout with high ceilings and original artwork. It features a heated pool, a lush courtyard, and a concierge service. Guests can also enjoy complimentary bikes for exploring the island's streets and beaches.

The house's unique location and amenities make it an ideal choice for travelers visiting Key West. It is close to all of the island's main attractions, and it offers a comfortable and relaxing stay.

About: Ideally located in the heart of the historic Gato and Merrero villages, this B&B is just steps from Duval Street, in the ambiance of Key West's vibrant street life. It is within walking distance of the Southernmost Point of the USA (2 blocks).

This charming 1860s Dade County pine construction was once home to local folk artist Mario Sanchez. It offers guests a unique experience of staying in a licensed 3-room boutique hotel with a shared bath. The shared hallway provides amenities such as refrigeration, microwave, and coffee/tea service.

With excellent user, location, and cleanliness ratings, this B&B has one bedroom, one bathroom, and can accommodate two guests. It features air conditioning, internet, and parking. The balcony overlooking Duval Street offers ocean breezes and a glimpse into the city's vibrant street life.

About: Located in the heart of Old Town Key West, a few steps from the lively Duval Street and Dante's Pool Bar as well as the historic Mallory Square, this B&B offers a privileged location to discover the city center and its landmarks.

With excellent ratings for its location, cleanliness and user experience, this B&B offers 1 bedroom and 1 bathroom for a maximum of 2 guests.

The property includes a kitchen with a fridge and microwave, air conditioning, an outdoor pool and sun deck, a tropical garden with sun loungers and seating, a concierge service and room service, as well as free WiFi and continental breakfast. On-site bike rentals are also available for guests to explore the surroundings. Some rooms feature private patios and French doors, while the unique interior design includes tile floors and cable TV.

About: This B&B is located on historic Duval Street in Key West, above a nightclub. It's within walking distance to major tourist attractions and landmarks in Key West.

It has an excellent location rating and very good user ratings.

It has 1 bedroom and 1 bathroom.

It has a unique interior design with a tropical flair. It has a clothing-optional sundeck, an on-site restaurant, a spa and offers personalized tours. It's a gay male-only guest house.

About: Located in the heart of Key West's Historic District, this bed and breakfast offers a unique and charming experience for travelers. Just steps away from renowned attractions such as the Tennessee Williams Key West Exhibit, Duval Street, and the Ernest Hemingway Home and Museum, guests can immerse themselves in the rich history and vibrant culture of the island.

With an impressive "very good" user rating and an "excellent" location rating, this B&B has earned the trust and admiration of previous guests. The property features a well-appointed layout with one bedroom and one bathroom.

Amenities include an outdoor pool, a bar/lounge, a concierge service, a library, an arcade/game room, free WiFi, and self-parking. Guests can also enjoy the convenience of room service, a fitness center, a tennis court, and valet parking. The property's unique location and exceptional amenities make it an ideal choice for travelers seeking a memorable and comfortable stay in Key West.

About: This two-bedroom apartment is located in the heart of Key West, close to Fort East Martello Museum and Gallery, Key West Art and Historical Society, and Key West Tropical Forest and Botanical Garden. The area is full of life, with plenty of shops, restaurants, and bars to choose from.

The apartment itself is rated as very good by previous guests. It has a floor area of 780 square feet and can accommodate up to six guests. The apartment has a fully equipped kitchen, air conditioning, a private balcony, and access to a swimming pool, Jacuzzi, spa, fitness center, and tennis court.

The apartment's unique features include its stunning ocean views, its private balcony, and its access to a wide range of amenities.

About: This apartment is located in the heart of Key West's Historic District, just steps away from the iconic Duval Street and the Ernest Hemingway Home and Museum. It is within walking distance of the Florida Keys Beaches and South Beach, making it an ideal base for exploring the island.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities. It has a floor area of 1190 square feet and can accommodate up to 6 guests.

The apartment features a fully equipped kitchen, three bathrooms, in-unit laundry facilities, and a private balcony overlooking the charming neighborhood. Guests can enjoy the use of the swimming pool and garden, and there is also parking available.

The unique location of this apartment makes it an ideal choice for travelers who want to experience the historic and cultural heart of Key West.

About: Located in the heart of Old Town Key West, this historic B&B is within walking distance of the Ernest Hemingway Home and Museum. Other major tourist attractions are also nearby.

The B&B has very good user ratings and an excellent location rating.

The layout includes one bedroom and one bathroom.

Amenities include free Wi-Fi, air conditioning, a swimming pool, a terrace or balcony, a garden, a bar, and parking. Each guest room has a private balcony.

About: This apartment is located in the heart of Key West's historic district, steps from Tennessee Williams Exhibit and Duval Street. It is within 10 minutes of Ernest Hemingway Home and South Beach.

This apartment has excellent user, location, and cleanliness ratings.

The apartment has one bedroom, a private patio, a fully equipped kitchen, a comfortable sofa bed, and in-unit laundry facilities.

The apartment's unique features include its private patio for outdoor relaxation, its fully equipped kitchen for self-catering, its comfortable sofa bed for additional sleeping arrangements, and its in-unit laundry facilities for convenience.

About: This B&B is located on Duval Street, near the Southernmost Point and the beach. It is adjacent to the Key West Butterfly & Nature Conservatory and within walking distance of the Ernest Hemingway Home and Museum.

The B&B has excellent user and location ratings.

It has one bedroom and one bathroom.

Amenities include a swimming pool, Jacuzzi, terrace/balcony, garden, concierge, bar, room service, parking, air conditioning, internet, kitchen with fridge and microwave oven. It offers free hot breakfast, hot tub, complimentary drink tickets at the on-site bar, free on-site parking, barbecue facilities, a tour desk, balconies or patios in select rooms, private bathrooms with free toiletries and flat-screen TVs.

About: This apartment is ideally situated in the heart of Key West, overlooking the Atlantic Ocean. Fort East Martello Museum and Key West Tropical Forest Botanical Garden are within 2 miles. The location rating is excellent, and the user rating is very good.

The apartment has a floor area of 780 square feet and can accommodate up to 6 guests. It has 2 bedrooms and a sofa bed in the living area.

The apartment features a fully equipped kitchen, a private balcony with stunning ocean views, air conditioning, a fitness center, a spa tub, a swimming pool, a Jacuzzi, a tennis court, and parking. The cleanliness rating is excellent.

This apartment is perfect for travelers looking for a comfortable and convenient place to stay in Key West. The proximity to landmarks, the private balcony, and the amenities make this apartment a great choice for a memorable vacation.

About: This cottage is located in the Truman Annex Historic District, near the Harry S. Truman Little White House and the Key West Aquarium. It's a quiet and peaceful area with a historic ambiance.

The cottage has received excellent ratings for its location, cleanliness, and user experience.

The cottage has a unique "shotgun" home style with a natural cypress exterior and a contemporary interior. It has a semi-private deck and lounge area with steps into a large kidney-shaped pool with a waterfall. The kitchen has bifold windows that open directly to the pool deck.

The cottage is pet-friendly and has internet access. It also has a kitchen with a fridge, microwave oven, and dishwasher. It has air conditioning, a swimming pool, a terrace/balcony, a garden, a spa, and parking.

About: Ideally located just off Duval Street, this B&B offers easy walking access to dining, entertainment, and landmarks. It is less than a 5-minute walk from the Ernest Hemingway Home and Museum, and half a mile from the Southernmost Point and Mallory Square.

This highly-rated B&B has excellent user, location, and cleanliness ratings. It features a one-bedroom, one-bathroom layout.

Amenities include an outdoor pool, free Wi-Fi, flat-screen TVs with iPod docking stations, refrigerators in all rooms, concierge services, luggage storage, bike rentals, a complimentary poolside happy hour, and hot breakfast in the Main Inn. The unique charm of this B&B lies in its convenient location and its thoughtful amenities that cater to the needs of travelers visiting Key West.

About: In the heart of Old Town Key West, this apartment is steps from major attractions like the Harry S. Truman Little White House, Duval Street, Mallory Square, and Florida Keys Beaches.

With excellent user, location, and cleanliness ratings, this apartment offers a comfortable stay. It has a floor area of 1320 square feet and can accommodate up to 5 guests.

The apartment features a fully equipped kitchen, a private balcony or patio, air conditioning, and a swimming pool. The concierge service is available to assist guests with any requests. The apartment is also family-friendly and offers complimentary Wi-Fi for seamless connectivity.

About: Located steps from the famed Duval Street in the heart of Historic Old Town Key West, this charming cottage offers a unique blend of seclusion and convenience.

With excellent user, location, and cleanliness ratings, this cottage ensures a comfortable and memorable stay.

Spanning 550 square feet, the cottage features one bedroom, one bathroom, and can accommodate up to two guests.

Unwind on the private deck, take a dip in the shared pool, or relax on the porch with Adirondack chairs. The fully appointed kitchen and vaulted ceilings with exposed beams add to the cottage's charm. Explore the nearby beaches, shopping, and restaurants on foot or by bike, making this cottage an ideal base for your Key West adventure.

About: This adult-only B&B is in the heart of Key West, a few steps from Hemingway House and Key West Aquarium. It has an excellent location rating and very good user and cleanliness ratings.

The B&B has one bedroom, one bathroom, and a guest capacity of two. It features a heated outdoor pool, made-to-order breakfast, and complimentary Wi-Fi. The rooms have furnished seating areas and some have balconies and spa baths.

The unique interior design includes a garden. The B&B offers concierge service, packed to-go breakfast, and bicycle rentals.

About: Nestled in the heart of Key West’s Historic District, this apartment offers a unique blend of historic charm and modern comfort, just steps from the bustling Duval Street and City Zoo Gallery.

With excellent user, location, and cleanliness ratings, this apartment guarantees a memorable stay.

The fully equipped kitchen, private patio, in-unit laundry facilities, and access to a spa tub and barbecue grills provide all the conveniences of home. The apartment’s historic charm, including its unique historic district ambiance, adds to its appeal.

About: This historic vacation home is located in the heart of Key West's Historic District, near Duval Street, Florida Keys Beaches, Ernest Hemingway Home and Museum, and Mallory Square. It's a unique opportunity to stay in a historic home and explore all Key West has to offer.

This house has been rated excellent by users for its location, cleanliness, and overall experience.

With 4 bathrooms and a shower, the home is spacious and comfortable. It also includes a private outdoor space, perfect for relaxing after a day of exploring.

Guests can enjoy amenities such as a swimming pool, Jacuzzi, tennis court, fitness center, and concierge service. There is also a restaurant and bar on-site.

About: This apartment is located in the Smathers Beach district, near Smathers Beach (2 miles) and Higgs Beach. The ambiance of the surrounding area is quiet and peaceful, with plenty of green spaces and water views. The apartment is also conveniently located near several restaurants, shops, and attractions.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities. The apartment has two bedrooms, two bathrooms, and can accommodate up to six guests.

The apartment is fully equipped with everything you need for a comfortable stay, including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a Jacuzzi, a garden, a fitness center, and parking. The apartment also has a private balcony with panoramic views of the mangroves, sunsets, and the ocean.

One of the things that makes this apartment unique is its access to the salt pond mangroves bird sanctuary. This is a great place to go for a walk, birdwatching, or kayaking. The apartment also has a step-free access to the home, bathroom, and pool area, which makes it a great choice for guests with mobility issues.

About: This apartment is located in Beachside, Key West, a quiet area close to major attractions. It is within walking distance of Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park, and within 2 miles of Duval Street and Southernmost Point.

The apartment has excellent user, location, and cleanliness ratings.

It has 2 bedrooms and a fully equipped kitchen with modern appliances. It also has a balcony with outdoor seating, offering panoramic views of the surroundings.

Guests have access to a sauna, spa tub, and garden for relaxation and rejuvenation. The apartment is also close to a fitness center and tennis court. The concierge can help guests arrange activities and excursions.

About: This apartment is located in the Beachside district, within walking distance of Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park. It is also a short walk from Duval Street and Southernmost Point. The location is ideal for travelers who want to be close to the beach, the city center, and historical landmarks.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities.

The apartment has a fully equipped kitchen, a balcony with ocean views, and a private bathroom. It also has access to a shared swimming pool, Jacuzzi, sauna, spa, bar, fitness center, and tennis court.

The apartment is perfect for families, couples, or groups of friends who are looking for a comfortable and convenient place to stay in Key West.

About: This apartment is ideally located on the beachside in Key West, within walking distance of Florida Keys Beaches, Clarence S. Higgs Memorial Beach Park, Duval Street, and Southernmost Point. The neighborhood offers a vibrant atmosphere and easy access to the island's top attractions.

This apartment is highly rated by previous guests, receiving excellent marks for its location, cleanliness, and overall appeal.

It features two bedrooms and two bathrooms, with a floor area of 1540 square feet, comfortably accommodating up to six guests.

In addition to its prime location, the apartment boasts an array of amenities, including a swimming pool, Jacuzzi, sauna, fitness center, tennis court, and parking. It also offers a fully equipped kitchen, free WiFi, and entertainment options like a DVD player. Guests can enjoy the beautiful surroundings from the private terrace or balcony, or relax in the garden.

About: This 2-bedroom, 2-bathroom apartment is located in a beachside area of Key West, within walking distance of Florida Keys Beaches, Higgs Beach, Duval Street, and Southernmost Point. The apartment has a fully equipped kitchen, a comfortable living space with a sofa bed and a DVD player, and access to onsite amenities like a spa tub and a sauna.

The apartment has received very good ratings for its cleanliness and location, and excellent ratings for its overall quality. It can accommodate up to 6 guests and is perfect for families or groups of friends looking for a comfortable and convenient place to stay in Key West.

The apartment's unique features include its beachfront location with stunning ocean views, its proximity to major tourist attractions, and its fully equipped kitchen. The apartment also has a terrace or balcony, a garden, a sauna, a fitness center, a tennis court, and parking.

About: Located in the heart of Key West, this apartment is surrounded by the city's vibrant energy and historic charm. It is just steps away from the Key West Golf Club and the Tennessee Williams Fine Art Center, offering guests easy access to the city's cultural and recreational attractions.

With an excellent user rating, this apartment is highly praised by previous guests for its comfort and convenience.

The apartment features a spacious layout with 1660 square feet of living space, 3 bedrooms, 2 bathrooms, and a guest capacity of 8.

Fully equipped with modern amenities, the apartment includes a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a Jacuzzi, a terrace/balcony, a garden, a spa, and parking. Guests can also enjoy free WiFi and a DVD player for entertainment.

About: This apartment is located in the heart of Key West's historic district, steps from popular attractions like Curry Mansion Museum and Duval Street. It is surrounded by an ambiance of history and culture, with charming shops, restaurants, and bars just steps away.

The apartment has received excellent ratings for its location, cleanliness, and user experience. It is a one-bedroom, one-bathroom apartment that can accommodate up to four guests. It has a private balcony overlooking the vibrant streets, a fully equipped kitchen for self-catering convenience, and a cozy living area with a sofa bed for additional sleeping space.

The apartment's unique interior design with charming furnishings creates a welcoming and comfortable atmosphere. It also features a washing machine for added convenience.

About: This apartment is ideally located in the Beachside district of Key West, offering a perfect blend of beach and city experiences. It is within walking distance of Florida Keys Beaches, Higgs Beach, Duval Street, and Southernmost Point.

The apartment has received excellent ratings for its location, cleanliness, and amenities. It has a floor area of 1360 square feet, 2 bedrooms, and can accommodate up to 6 guests.

The apartment features a private balcony with outdoor seating, a fully equipped kitchen with modern appliances, and access to on-site amenities such as a sauna, spa tub, and garden. Barbecue grills are also available for outdoor gatherings. Its unique location and amenities make it an ideal choice for travelers visiting Key West.

About: This 2000 square feet apartment is located on the beach in Key West, within walking distance of many popular tourist attractions such as Florida Keys Beaches, Clarence S. Higgs Memorial Beach Park, Duval Street, and Southernmost Point. The apartment has 3 bedrooms and can accommodate up to 8 guests.

It has an excellent user rating, location rating, and cleanliness rating.

The apartment has a fully equipped kitchen, free WiFi, a private balcony with ocean views, an onsite spa tub and sauna, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, a sauna, a fitness center, a tennis court, and parking.

The apartment is perfect for families and pet owners. Guests can enjoy the beautiful ocean views from the private balcony, relax in the spa tub or sauna, or take a swim in the pool. The apartment is also close to many restaurants, shops, and activities.

About: Located in the heart of Key West's Historic Truman Gated Community, this apartment offers a unique blend of privacy and convenience. Just steps from the lively Duval Street, guests can easily explore the city's vibrant nightlife, charming shops, and delectable restaurants.

With an impressive user rating of "excellent," this apartment has earned the praise of discerning travelers. Spanning 1700 square feet, it comfortably accommodates up to 8 guests in its 3 bedrooms and 3 bathrooms.

The apartment boasts an open floor plan downstairs, featuring a spacious kitchen, dining area, living room, and half bath. Upstairs, the master bedroom suite includes a king bed, private bathroom, and den with a queen sofa bed. Two additional guest bedrooms offer queen beds and share a bathroom.

Unique amenities include a private heated pool with spa jets and outdoor patio, an upstairs wrap-around porch with seating, and a private carport for one car. Central air, ceiling fans, WiFi, cable, and laundry facilities ensure a comfortable and convenient stay.

About: In the heart of Key West's Old Town, this charming house is steps from the bustling Duval Street and the historic Mallory Square. The ambiance of the area is vibrant, with plenty of shops, restaurants, and bars within walking distance.

The house features a private, secluded courtyard with lush tropical plants, creating a tranquil oasis amidst the lively surroundings. Inside, the historic architecture is complemented by custom-designed furnishings inspired by the island's rich history.

Amenities include air conditioning, Wi-Fi, a swimming pool, a terrace, a garden, and concierge services. Guests can also enjoy personalized tours and local food experiences arranged by the property. The rooftop deck offers panoramic views of Key West.

About: This apartment is located in Key West, within 3 km of major attractions like Fort East Martello Museum and Key West Tropical Forest and Botanical Garden. It offers stunning ocean views and is close to popular tourist landmarks.

This apartment has excellent user and location ratings and is very clean. It has 2 bedrooms and a guest capacity of 6.

It features a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace or balcony, a garden, a fitness center, a tennis court, and parking. The balcony has seating, perfect for relaxing and enjoying the surroundings. The apartment also offers access to a fitness center and spa tub for relaxation and rejuvenation.

About: Nestled in the heart of Historic Key West, this B&B is just a 3-minute walk from the lively Duval Street and a stone's throw from the Ernest Hemingway Home and Mallory Square.

Rated as "very good" by users and with an "excellent" location and cleanliness rating, this B&B has a great layout with rooms featuring a fridge, microwave oven, and dishwasher, as well as air conditioning, a terrace or balcony, and free Wi-Fi.

Guests can enjoy two outdoor pools, a complimentary full hot breakfast, in-room Keurig® coffee/tea makers, tropical courtyards with a hot tub, poolside snacks and refreshments, a spa, a concierge, a restaurant, a bar, a fitness center, a tennis court, and parking. Pets are also allowed in designated rooms.

About: This apartment is located in the heart of Key West, just steps from Duval Street and Mallory Square. The area is full of life, with restaurants, bars, and shops lining the streets. The apartment is also close to many of Key West's most popular landmarks, including the Ernest Hemingway Home and Museum and the Key West Lighthouse.

The apartment has received excellent ratings from previous guests, with many praising its cleanliness, location, and amenities. The apartment has two bedrooms and two bathrooms, and can accommodate up to six guests. It also has a fully equipped kitchen, a living room with a queen-sized pull-out sleeper sofa, and a private balcony.

The apartment complex also has a swimming pool, a hot tub, a tennis court, and a fitness center. Guests also have access to free WiFi and parking. This apartment is the perfect place to stay for a vacation in Key West. It is close to all the action, but also offers a quiet and relaxing retreat.