Find the Best Key West Resorts | 2025 Luxury & All Inclusive

Name of hotel	Accommodation Rating	Price, $
Island City House	9.1 / 10 (719 Reviews)	From 107£
Oceans Edge Key West	8.4 / 10 (1289 Reviews)	From 102£
Island City House	9.1 / 10 (719 Reviews)	From 107£
Simonton Court Historic Inn & Cottages	9.2 / 10 (1090 Reviews)	From 147£
Seascape Tropical Inn	8.6 / 10 (515 Reviews)	From 96£

Island City House

411 William Street

Discover a hidden gem at Island City House, a historic inn with elegant suites and cottages dating back to the 1800s. Located just steps from Duval Street, this enchanting retreat offers a serene escape from the bustling city. Relax in the tropical courtyard, take a dip in the pool, and marvel at the meticulously preserved Victorian architecture.

From

107£ /per night

Oceans Edge Key West

5950 Peninsular Avenue

Discover a world of luxury at Oceans Edge Key West, where breathtaking views and unparalleled service await. The spacious suites are elegantly decorated, offering a serene and comfortable retreat. Take a dip in the waterfront infinity pool, savor delectable cuisine at the onsite restaurant, or embark on a sunset cruise from the private marina. Oceans Edge Key West epitomizes the essence of Key West resorts.

From

102£ /per night

Indulge in Opulence at These Luxury Key West Resorts

If you seek the pinnacle of luxury and refinement during your stay in Key West, these opulent resorts are perfect for you. Each of these properties is renowned for its exceptional service, exquisite amenities, and lavish accommodations. Embrace the true essence of Key West resorts while basking in the lap of luxury.

Island City House

411 William Street

Step into the Victorian era at Island City House, where history and elegance intertwine. This historic inn offers well-appointed suites and cottages, each adorned with period furnishings and modern amenities. Unwind in the lush tropical courtyard, take a leisurely swim in the pool, and relish the peaceful ambiance that sets this Key West resort apart.

From

107£ /per night

Simonton Court Historic Inn & Cottages

320 Simonton St

Transport yourself to a bygone era at Simonton Court Historic Inn & Cottages. Nestled in the lively heart of Old Town, this charming property features historic cottages and luxurious suites. Wander through the lush gardens, relax by the pool, and unwind in accommodations that exude character and authenticity. Immerse yourself in the enchanting history of Key West.

From

147£ /per night

Step Back in Time at These Charming Key West Resorts

Experience the rich history and captivating charm of Key West at these historic resorts. Each property has a unique story to tell, combining old-world elegance with modern comforts. Immerse yourself in the iconic architecture, lush gardens, and enchanting ambiance that embody the essence of Key West resorts.

Seascape Tropical Inn

420 Olivia Street

Escape to a tropical paradise at Seascape Tropical Inn, where luxury meets tranquility. This intimate resort offers beautifully appointed rooms, each uniquely designed to create a serene and inviting atmosphere. Sip on a refreshing cocktail by the pool or indulge in a rejuvenating massage at their onsite spa. With personalized service and a commitment to excellence, Seascape Tropical Inn promises an unforgettable Key West experience.

From

96£ /per night

Old Town Manor

511 Eaton Street

Step back in time and immerse yourself in the historic charm of Old Town Manor. This beautifully restored inn boasts elegant rooms, a picturesque garden courtyard, and a welcoming atmosphere that reflects the spirit of Key West. Start your day with a delicious breakfast served in their cozy dining room, then explore the vibrant streets of Old Town. Old Town Manor offers an authentic Key West experience like no other.

From

122£ /per night

Old Town Manor

511 Eaton Street

Step into the historic charm and elegance of Old Town Manor. Situated in the very heart of Key West's Old Town, this charming inn offers a unique blend of boutique accommodations and unparalleled hospitality. From beautifully designed rooms to a lush garden courtyard, guests will find themselves immersed in the quintessential Key West experience.

From

122£ /per night

Simonton Court Historic Inn & Cottages

320 Simonton St

Experience the allure of Key West's past at Simonton Court Historic Inn & Cottages. This enchanting property offers a collection of historic cottages and elegant suites, each exuding its own unique charm. Stroll through the vibrant gardens, relax by the pool, and immerse yourself in the rich history of the island. Simonton Court is the perfect choice for those seeking a historic Key West resort experience.

From

147£ /per night

Oceans Edge Key West

5950 Peninsular Avenue

Nestled alongside the sparkling Florida Bay, Oceans Edge Key West provides a luxurious escape surrounded by breathtaking beauty. With spacious suites boasting stunning views, a private marina, and a waterfront infinity pool, this resort seamlessly combines relaxation and sophistication. Indulge in delectable dining options and savor the panoramic sunsets that Key West is famous for.

From

102£ /per night

Douglas House

419 Amelia Street

Embrace the laid-back spirit of Key West at Douglas House, a hidden oasis in the center of Old Town. The spacious suites, adorned with a blend of modern comforts and Key West charm, offer a peaceful retreat after a day of exploring. Relax in the hammocks, mingle with other guests in the courtyard, and enjoy the authentic Key West experience that Douglas House provides.

From

151£ /per night

Douglas House

419 Amelia Street

Immerse yourself in the laid-back atmosphere of Key West at Douglas House. This charming guesthouse, located in the lively heart of Old Town, features spacious suites and a tranquil courtyard surrounded by tropical foliage. Embrace the island lifestyle as you unwind in hammocks, mingle with fellow guests, and enjoy the warm hospitality that defines Key West resorts.

From

151£ /per night