[2023 PICKS] The Best Boutique Hotels in Florida Keys

The best boutique hotels in the Florida Keys place you in some of the most idyllic locations in the US.

The Florida Keys is a beautiful and unique travel destination with many islands at the southern tip of Florida. This tropical paradise is known for its crystal-clear waters, picturesque sunsets, and abundant wildlife, making it a popular destination for tourists seeking a relaxing and laid-back atmosphere.

The Florida Keys is a popular vacation spot for families, couples, and solo travelers, with many attractions and activities, including water sports, fishing, and snorkeling.

We hand-picked top-rated boutique hotels in the Florida Keys to consider for your next getaway!

The 10 Florida Keys Boutique Hotels – Best Places to Stay

1. Simonton Court Historic Inn & Cottages

9.3 Average Rating
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Located just a short walk from the Ernest Hemingway Home and Museum, Douglas House is a boutique hotel in Key West, Florida. This adult-only inn offers free parking and a shared outdoor swimming pool. Each room has a microwave, refrigerator, coffee-making facilities, and cable TV. Additional amenities include luggage storage, vending machines, non-smoking rooms, and access to sun terraces.

The hotel is just 5 minutes from the southernmost point of the United States and 0.5 km from the Key West Lighthouse and Keeper’s Quarters Museum. However, please be aware that, like most historical properties in Key West, no elevators and second-floor rooms are accessed using stairs.

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2. Simonton Court Historic Inn & Cottages

9.3 Average Rating
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Simonton Court is an adult-only boutique hotel in the Florida Keys, Key West. It provides free Wi-Fi access and a complimentary, light continental breakfast daily. The hotel offers four outdoor pools, a concierge service, and a daily maid service.

The rooms have a TV, telephone, refrigerator, balcony or patio, and an en suite bathroom. The hotel is conveniently located near Duval Street, just a 2-minute drive away. The Ernest Hemingway Home and Museum is 3 minutes away, and the Southernmost Point of the continental United States of America is 5 minutes away. Mallory Square is a 2-minute drive from the inn, and Smathers Beach is 4.2 km away. Bicycle hire is also available.

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3. Hyatt Residence Club Key West, Windward Pointe

9.1 Average Rating
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Situated in Key West, Hyatt Windward Pointe is a boutique hotel offering guests various amenities. These include an outdoor pool and hot tub that are open all year round. The hotel also provides a fully equipped kitchen in each apartment and a private bathroom, balcony, and ironing facilities. In addition, there is a separate living room in the apartment.

The hotel is close to many recreational facilities, such as barbecue facilities, bicycle hire, fishing, scuba diving, and parasailing activities. Southernmost Point is 5 km away, Duval Street is 5 km away, and Key West International Airport is only 1 km away.

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4. Island City House

9.2 Average Rating
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Located in the heart of Key West, the historic City House boutique hotel is just a two-minute walk from the seaport. This Victorian-inspired hotel offers a range of amenities, including an outdoor pool, free WiFi, a garden, and a terrace. Each room features a seating area, en suite, hardwood floors, and extra comforts such as cable TV, towels, and bed linen.

The hotel provides luggage storage, laundry facilities, car hire, and bicycle hire for added convenience. Guests can also explore the surrounding area, with the Key West Aquarium and Sunrise Pier just a 12-minute walk away and Mallory Square and the Key West Museum of Art & History a mere 960 m away.

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5. The Mermaid & The Alligator

9.3 Average Rating
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The Mermaid & The Alligator is a boutique hotel in the Florida Keys. Located in the center of Key West, less than 1 km from South Beach, it offers guests a luxurious stay in a tranquil setting. The hotel features a concierge service, a sun terrace, free WiFi, an outdoor swimming pool, a garden, and a shared lounge.

Guests can enjoy an à la carte breakfast each morning and easily access popular points of interest, such as Higgs Beach, Rest Beach, and Ernest Hemingway Home and Museum. The Mermaid & The Alligator is just 3 km from the nearest airport, Key West International Airport, making it a convenient option for travelers.

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6. The Porch on Frances Inn – Adults Exclusive

9.5 Average Rating
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The Porch on Frances Inn – Adults Exclusive is a boutique hotel in Key West, Florida. It is situated just 1.5 km from Higgs Beach and within proximity to several attractions, such as Ernest Hemingway Home and Museum (1.1 km), Mallory Dock (1.2 km), and Mallory Square (1.2 km).

This adult-only hotel offers air-conditioned rooms with free WiFi, express check-in and check-out, room service, a concierge service, and luggage storage. Each room includes a patio, wardrobe, flat-screen TV, and a private bathroom. A continental breakfast is also available.

The property also offers a sun terrace, and guests can enjoy hiking, snorkeling, and cycling. Popular points of interest near the inn include Key West Aquarium, Duval Street, and Southernmost Point. The nearest airport is Key West International Airport, 4 km away.

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7. The Capitana Key West

9.3 Average Rating
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The Capitana Key West is a 4-star boutique hotel in the Florida Keys that offers guests an exquisite beachfront experience. With its outdoor swimming pool, fitness center, terrace, restaurant, and bar, this non-smoking property is sure to please. The rooms have air conditioning, a fridge, a microwave, a coffee machine, a shower, complimentary toiletries, a desk, and a private bathroom with a hairdryer. Some rooms even boast sea views or a patio.

The Capitana Key West provides guests with a 24-hour front desk, where staff can advise. The hotel is conveniently located near Smathers Beach, 2.1 km away, and Key West International Airport, 1 km away. Other attractions, such as Rest Beach and Higgs Beach, are 2.2 km and 2.5 km away, respectively.

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8. Almond Tree Inn – Adults Only

9.4 Average Rating
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Boutique hotels in the Florida Keys offer a variety of amenities for travelers looking for a unique experience. The Almond Tree Inn – Adults Only in Key West is one such establishment, conveniently located just 4 minutes’ walk from the Ernest Hemingway House and Museum.

At the Almond Tree Inn, guests can enjoy modern accommodations, an outdoor pool with a hot tub, and a complimentary continental breakfast each morning. The inn also features a sun deck alongside the pool, free Wi-Fi, and a complimentary happy hour with beverages.

In addition to the amenities offered at the Almond Tree Inn, guests can explore the local area and visit attractions such as the Historic Lighthouse, the Southernmost Point, and the Key West Butterfly and Nature Conservatory, all within 9-minute walk.

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9. Orchid Key Inn – Adults Only

9.4 Average Rating
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The Key West Orchid Key Inn – Adults Only is a historic boutique hotel on Duval Street, just a 3-minute walk from the Ernest Hemingway House and Museum. It offers guests a range of amenities, including a complimentary daily continental breakfast, a daily happy hour with wine, beverages, and snacks, a heated pool with a hot tub, and The Orchid Bar, which serves specialty cocktails made with fresh herbs and infused spirits. Each room has a 42-inch flat-screen cable TV, microwave, small refrigerator, and an iPod dock, while some suites even have a spa bath and sofa bed. Guests will receive one complimentary beverage per day.

The Key West boutique hotel is also conveniently located within walking distance of the Historic Lighthouse and the Southernmost Point, and the Key West city center is just 1.6 km away.

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10. Kimpton Winslow’s Bungalows, an IHG Hotel

8.3 Average Rating
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Kimpton Winslow’s Bungalows is a boutique hotel in Key West, Florida, just 1 km from the Southernmost Point and 750 m from Duval Street. It is an 8-minute walk to the Ernest Hemingway Home and Museum and a 10-minute walk to the Key West Butterfly and Nature Conservatory. Smathers Beach and Fort Zachary Taylor State Park are 8 minutes away by car.

Each room at the boutique hotel features a flat-screen cable TV and a small refrigerator. The private bathroom has a hairdryer, free toiletries, and a shower. Complimentary WiFi access is available in all guest rooms.

Amenities at Kimpton Winslow’s Bungalows include 3 outdoor swimming pools with hammocks and swings, paths through landscaped gardens, and a sun terrace with lounge chairs. A continental breakfast is served each morning, and on-site parking is available for a surcharge.

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