[2023 PICKS] The Best Boutique Hotels in Key West, Florida

The best boutique hotels in Key West place you in some of the most idyllic locations in Florida.

Nestled at the southernmost tip of the United States, Key West stands as a vibrant and captivating travel destination that effortlessly captures the hearts of visitors from around the world. Known for its enchanting blend of rich history, tropical allure, and a laid-back island vibe, Key West offers an unforgettable experience that is as unique as its iconic sunsets.

This charming island paradise, with its colorful conch-style architecture, pristine beaches, and bustling streets lined with art galleries, lively bars, and enticing eateries, beckons adventurers, history enthusiasts, and relaxation seekers alike.

We hand-picked top-rated boutique hotels in Key West to consider for your next getaway!

The 10 Best Key West Boutique Hotels 

1. Kimpton Winslow’s Bungalows, an IHG Hotel

8.2 Average Rating
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Kimpton Winslow’s Bungalows is a luxurious boutique hotel in Key West, Florida. It is just 1 km away from the Southernmost Point and 750 meters from Duval Street. Each room is equipped with a flat-screen cable TV and a small refrigerator, and private bathrooms come with a hairdryer and free toiletries.

The hotel features three outdoor pools, hammocks and swings, and landscaped gardens with a sun terrace and lounge chairs. Guests can also benefit from free WiFi access and complimentary continental breakfast. On-site parking is available for a surcharge.

Kimpton Winslow’s Bungalows is 8 8-minute drive from Smathers Beach and Fort Zachary Taylor State Park. The Ernest Hemingway Home and Museum is 8 minutes’ walk away, and the Key West Butterfly and Nature Conservatory is 10 minutes’ walk away.

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2. Parrot Key Hotel & Villas

8.3 Average Rating
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Nestled along the Florida Bay, Parrot Key Hotel & Villas is a boutique hotel just a short drive away from historic Old Town Key West, Florida. This luxurious property offers guests an outdoor pool, a casual cafe, and a variety of activities. Surrounded by lush landscaping and gardens, guests can enjoy a swim in one of the four outdoor pools and a snack from the poolside, The Grove Kitchen & Bar. Moreover, the property is completely non-smoking.

At Parrot Key Hotel & Villas, guests can spend the day kayaking and, afterward, relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. Each accommodation is equipped with a 55-inch flat-screen TV and small fridge, and guests can relax on their private terrace and enjoy views of the ocean and tropical landscape.

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3. The Capitana Key West

9.2 Average Rating
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The Capitana Key West is a 4-star boutique hotel located right on the beachfront in Key West. It offers a range of amenities such as an outdoor swimming pool, fitness center, terrace, restaurant, bar, and hot tub. The hotel is non-smoking and is situated 2.1 km from Smathers Beach.

The Capitana Key West provides comfortable and well-equipped rooms, each with air conditioning, a fridge, microwave, coffee machine, shower, free toiletries, and a desk. Some rooms feature a patio, while others boast sea views. Bed linen and towels are included in all rooms.

In the mornings, guests can enjoy a continental breakfast at the hotel. The 24-hour front desk is staffed by helpful personnel who are available to provide advice.

The Capitana Key West is close to a number of local attractions, including Rest Beach (2.2 km) and Higgs Beach (2.5 km). The nearest airport is Key West International Airport, 1 km from the hotel.

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4. Margaritaville Beach House Key West

8.4 Average Rating
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Margaritaville Beach House Key West is a luxurious boutique hotel in Key West. Guests can enjoy a range of amenities such as a restaurant, outdoor swimming pool, fitness center, and bar. The hotel is conveniently located 1.4 km from Higgs Beach and 2.5 km from Duval Street. Additionally, the property features a garden and a terrace.

The accommodation also provides a 24-hour front desk, room service, and organizing tours for guests. For those looking to relax, a hot tub is available. Furthermore, the hotel is close to various attractions, such as the Southernmost Point, which is 2.6 km away, and the Ernest Hemingway Home and Museum, which is 2.8 km away.

The nearest airport is Key West International, 1 km from Margaritaville Beach House Key West, and the property offers a paid airport shuttle service.

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5. Opal Key Resort & Marina

8.6 Average Rating
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Situated in the heart of the old town area of Key West, Florida, the Opal Key Resort & Marina is a luxurious boutique hotel that offers guests stunning waterfront views. It features an outdoor heated pool and hot tub, and the Key West Aquarium is conveniently located next door.

Each room at the hotel is equipped with a cable TV, a work desk, a hairdryer, and ironing facilities. Guests can also take advantage of the business center, fitness center, on-site shops, and water sports facilities.

For dining, guests can enjoy American fare at Bistro 245 for breakfast, lunch, and dinner. Alternatively, they can opt for lighter poolside dining options at Castaways Pool Bar.

The hotel is just a 6-minute walk away from Historic Duval Street and is opposite the Mel Fisher Maritime Heritage Society & Museum. With its convenient location and range of amenities, the Opal Key Resort & Marina is the perfect boutique hotel for a relaxing getaway.

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6. Oceans Edge Key West

8.7 Average Rating
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Oceans Edge Key West, Preferred Hotels & Resorts Collection is a luxurious boutique hotel that offers breathtaking panoramic water views. It features six swimming pools, a waterfront bar and restaurant, complimentary WiFi, and a 165-slip marina. Guests can enjoy a variety of onsite water sports and a paddle shop.

The guest accommodation at Oceans Edge Key West includes rooms and suites with views of the water, a balcony or patio, a private bathroom, and a flat-screen TV. Suites feature additional living space, and some rooms have an additional bathroom.

Yellowfin Bar and Grills is the hotel’s restaurant, specializing in American-Caribbean creations. Duval Street is 19 minutes drive away, and Southernmost Point is 8 km from the property. The nearest airport is Key West International Airport, 3 km from the property.

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7. H2O Suites- Adults Only

9.3 Average Rating
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This adult-only Key West H2O suite is located just 200 meters from Duval Street. Guests can enjoy the on-site bar and a year-round outdoor rooftop pool with a sun terrace.

The rooms at this boutique hotel are equipped with a flat-screen TV, an iPod docking station, a sitting area, and a view of the tropical courtyard. Some rooms even feature a private pool. The rooms also come with a private bathroom, bathrobes, slippers, and free toiletries.

The property offers a free welcome drink upon arrival and a complimentary happy hour for everyone. There is also a 24-hour front desk at the property. Guests can take advantage of bike hire.

The Southernmost Point is 400 meters away, and the Ernest Hemingway Home and Museum is 500 meters away. The nearest airport is Key West International Airport, 4 km from the property.

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8. Truman Hotel

9.0 Average Rating
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Located in trendy Key West, the Truman Hotel is a boutique accommodation featuring an outdoor pool and modern rooms with iPod docking stations and flat-screen TVs. Guests can also enjoy a refrigerator, wood floors, tiled showers, marble vanities, and a private patio in select rooms. Additionally, the hotel offers a daily continental breakfast, free Wi-Fi, and poolside seating on the sun deck.

This boutique hotel is 0.5 miles away from South Beach – Key West and 6 minutes’ walk from the Ernest Hemingway Home and Museum. Jimmy Buffett’s Margaritaville Café is also within a half-mile, and Duval Street, with its restaurants, bars, and shopping, is just 7 minutes walk away.

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9. Pier House Resort & Spa

8.2 Average Rating
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Pier House Resort & Spa is a luxurious boutique hotel located in Key West’s Old Town, just a minute’s walk away from the Duval Street entertainment district. Guests are provided with complimentary WiFi, and each room comes with a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV is also included.

The resort offers instant beach access and a full-service spa featuring massages and body rituals. For added wellness, a fitness center is also available on-site. Guests can enjoy waterfront views from the outdoor pool or from the One Duval restaurant, serving fresh seafood and classic dishes for breakfast, lunch, and dinner. For a unique experience, visit the Chart Room Bar or Beach Bar for signature cocktails.

In the area, guests can explore the nearby Hemingway Home and Museum, located 5 minutes drive away. Other activities include boat rides, parasailing, and Jet Skiing.

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10. Havana Cabana at Key West

8.0 Average Rating
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Havana Cabana at Key West is a boutique hotel in Key West that offers an outdoor pool and a restaurant. Guests can enjoy free WiFi access, and the shops and restaurants of Mallory Square are 14 minutes drive away. All rooms at this boutique accommodation feature a 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine. Extras include an en suite with free toiletries as well as a desk and blackout drapes.

The pool at Havana Cabana at Key West is set amid lush landscaping and features a rock waterfall. There is also an on-site hot tub for guests to relax in. Duval Street is 15 15-minute’ drive away, while Key West International Airport is 5 minutes’ drive away.

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