Top 13 Airbnbs in Key West for 2025

Imagine waking up in Key West, an island paradise filled with vibrant culture and stunning views. Whether you’re a solo traveler or vacationing with family, there’s a perfect Airbnb waiting just for you. From charming bungalows to luxurious houseboats, these unique stays promise an unforgettable experience.

Craving sun-kissed beaches or the vibrant nightlife of Duval Street? Key West has it all and more. Find your dream accommodation, whether it’s a cozy hideaway or a spacious villa. This guide explores the top Airbnb options, each promising tranquility and easy access to the island’s best attractions.

One-bedroom duplex with a hot tub

Step into serenity with this charming duplex, nestled in Key West’s Historic Old Town. The lush private garden and hot tub offer a blissful escape after exploring nearby restaurants and bars. With air conditioning and a king bed, every comfort awaits. The blue and white decor adds a Santorini vibe, creating a true Key West retreat.

Two-bedroom condo with a dreamy balcony

Located on the quieter side of Key West, this condo is perfect for a relaxing getaway. With a spa-like master bath and shared pool, luxurious comfort is just the beginning. Though Duval Street is a short drive away, the peace and privacy make it worth your while.

A private balcony invites you to unwind with a view. Whether you’re sipping morning coffee or an evening cocktail, the serene atmosphere completes the experience. This condo offers a king and queen bedroom, perfect for small families or groups seeking tranquility.

Floating villa with hotel amenities

Stay in style on this luxury houseboat. Featuring breathtaking views and hotel amenities like a pool and rooftop lounge, you’re in for a treat. With two queen bedrooms and a fully equipped kitchen, it’s a perfect blend of comfort and adventure.

The rooftop offers panoramic views perfect for sunset watching. Located in a private marina, the villa’s unique floating setting provides an immersive island experience. Combine luxury and nature as you explore Key West’s waterways.

Oceanfront suite with direct beach access

Wake up to Gulf of Mexico views in this beachfront suite. Direct access to the beach through a spiral staircase makes sunrise walks a delight. The spacious balcony and shared pool are ideal for relaxation.

Perfect for families, the suite sleeps four comfortably. The modern open-concept design connects indoor and outdoor spaces, inviting sea breezes inside. Located in a peaceful corner of Key West, it’s a perfect escape from the bustle.

Two-story penthouse apartment

In the heart of Old Town, this penthouse is your vibrant escape. With a rooftop deck and plunge pool, luxury is at every turn. Ideal for groups, it combines modern design with natural light.

Each room has its private porch, adding to the allure. Situated among Key West’s nightlife, earplugs are recommended for light sleepers. Yet, it’s a haven for those who love to be in the heart of the action.

Colorful four-bedroom in the Historic District

Step into a tropical paradise with this four-bedroom home. Just off Duval Street, its vibrant design and cozy atmosphere promise a unique stay. Bohemian and modern elements blend beautifully, creating a peaceful retreat.

A backyard pool adds the perfect touch for relaxation. Slide open the glass doors and let the island air refresh your spirit. It’s an oasis of color and charm, capturing the essence of Key West living.

Newly renovated 19th-century home on Duval Street

Experience both history and luxury in this beautifully restored home. A perfect location for beach lovers and art enthusiasts, it’s close to southern Duval and stunning galleries. The outdoor pool area is ideal for unwinding.

The home embraces indoor/outdoor living with a shaded pool area. Wintertime visitors will appreciate its heated waters. Dive into relaxation as you explore historic Key West and its vibrant surroundings.

Serene three-bedroom villa near Duval Street

Find your calm in this tranquil villa, just blocks from the bustling Duval Street. With a heated pool and lush patios, it’s a hidden gem amidst Key West’s lively scene.

The villa’s design merges elegance with comfort. Balconies and patios offer a peaceful spot for morning reads or evening drinks. Enjoy convenience without sacrificing serenity.

Two-bedroom cottage with a petite pool

Embrace tropical living in this charming “little Cuban house.” With a private pool and prime location in the Historic District, it’s a slice of paradise. Venture to nearby eateries and bars for true Key West flavor.


Key West’s variety of beautiful Airbnbs ensures you’ll find your perfect home away from home. From stunning ocean views to the vibrant heart of the Historic District, every traveler is catered to. Book your stay and immerse yourself in the island’s unique charm.

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