Best Small Luxury Hotels in Florida Keys, USA

In December 2020, The Capitana Key West opened its doors, offering guests 4-star accommodations right on the beachfront. With access to an outdoor swimming pool, fitness centre, terrace, restaurant, bar, and hot tub, it’s the perfect place to relax and unwind. All rooms feature air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries, a desk, a private bathroom with a hairdryer, and some with a patio and sea views. Bed linen and towels are provided. Guests can take advantage of the 24-hour front desk for advice and information. For those looking to explore, Smathers Beach is 2.1 km away, Rest Beach 2.2 km, and Higgs Beach 2.5 km. The nearest airport is Key West International Airport, 1 km away.

Rooms: 75 Stars: 4

Experience the ultimate in luxury and convenience at Santa Maria Suites Resort. Located just one block from the Atlantic Ocean and Duval Street, this all-suite hotel offers full kitchens, 48-inch flat-screen cable TVs, two outdoor heated pools, and free on-site parking. Enjoy delicious Japanese cuisine at Ambrosia, smoothies and fruit poolside, and complimentary daily happy hour with wine and hummus. Each suite also includes free WiFi, nightly turndown service, and washers and dryers. Shopping is nearby at the Clinton Market Square, and the Ernest Hemingway House and Fort Zachery Taylor Historic State Park are within walking or driving distance. Make Santa Maria Suites Resort your home away from home in Key West.

Rooms: 41 Stars: 4

Situated on 27 acres of gorgeous gardens and a 1000-foot private waterfront in Islamorada, Florida, Cheeca Lodge & Spa is one of the finest small luxury resorts in the Florida Keys. The resort offers a variety of amenities, such as a 9-hole par 3 golf course, an on-site spa, a 525-foot fishing pier, and two swimming pools. Guests can relax in the comfort of their room, which features dark hardwood furniture and a balcony with views of the resort, as well as a 42-inch flat-screen TV with DVD player, free WiFi, an in-room safe, and a coffee maker. The resort also includes a fully-equipped fitness centre, 6 tennis courts, a full-service watersports facility, 3 restaurants, and a tiki bar. Cheeca Lodge & Spa is a 20-minute drive from Downtown Key Largo and 13.7 miles from Long Key State Park.

Rooms: 214 Stars: 4

Casa Morada is an adults-only, privately-owned boutique hotel located on Upper Matecumbe Key, Florida. It features 16 suites with Caribbean inspired decor, a complimentary private parking, a bar, an outdoor pool, snorkeling, kayaking, and stand-up paddle-board. Rooms are equipped with flat-screen TVs, DVD players, and CD players. Certain suites also have a seating area with views of the sea, lake, or garden. Guests can enjoy complimentary toiletries, hair dryers, bicycles, and kayaks. Concierge service and a variety of activities such as cycling, canoeing, and snorkeling can be found nearby. Theater of the Sea on Islamorada is 3.9 km away, and Windley Key is 5 km away.

Rooms: 16 Stars: 4

Experience the ultimate in luxury at Playa Largo Resort & Spa, Autograph Collection, located in Key Largo, Florida. Boasting 14.5 private bayfront acres, this resort offers a range of amenities to make your stay unforgettable. Enjoy the outdoor pool, private cabanas, hot tub, fire pits, and water sports. Each room comes with an interactive iPad and smart TV, as well as a dining table and seating area. Dine at La Marea for fresh vegetables and herbs from the seaside garden, or Sol by the Sea for seafood and rum. Pamper yourself with a visit to the full-service Ocean Spa, or enjoy activities like paddle boarding, kayaking, snorkeling, diving, boating, and dolphin swimming. Plus, the resort is just minutes away from John Pennekamp Coral Reef State Park. Make your stay in the Florida Keys an unforgettable one at Playa Largo Resort & Spa.

Rooms: 178 Stars: 4

Experience a luxurious stay at Ocean Key Resort and Spa, overlooking the tranquil Gulf of Mexico in Key West. Each room and suite features a private balcony with partial or full ocean views, a coffee machine, and a private bathroom. Enjoy an outdoor pool, free WiFi, and an on-site fitness centre. Unwind with massage therapies, nail treatments, facials, and other spa services at SpaTerre. Delight in seafood specialities and crafted cocktails at Hot Tin Roof and enjoy dinner and dancing at Sunset Pier. Experience watersports, like fishing, jet skiing, and glass-bottom boat tours. Only a minute’s walk away is Mallory Square plaza and the restaurants, bars, and entertainment of Duval Street.

Rooms: 100 Stars: 4

The Perry Hotel & Marina Key West is a small luxury resort located just one bridge away from Key West, Florida. Enjoy oversized private balconies, artisanal bath products, two waterfront pools, on-site parking, complimentary shuttle service to Old Town and WiFi. Dine at three dockside restaurants, featuring award-winning cuisine, Sunday Brunch and happy hour. Rejuvenate with direct marina access to water activities, or take a short 8 km drive to Lively Duval Street. Key West International Airport is 4.8 km away. Experience the best of the Florida Keys at The Perry Hotel & Marina Key West.

Rooms: 100 Stars: 4

Parrot Key Hotel & Villas offers a truly unique experience with its beautiful setting just a short drive from historic Old Town Key West, Florida. Enjoy the lush landscaping and gardens, four outdoor pools, and The Grove Kitchen & Bar for snacks. Each accommodation comes with a 55-inch flat-screen TV and small fridge. Take advantage of the complimentary shuttle to the city centre and explore the area. Spend the day kayaking and come back to relax with an on-site massage. Enjoy views of the ocean and tropical landscape from your private terrace. This resort provides the perfect escape to soak in the Florida sun and all that Key West has to offer.

Rooms: 148 Stars: 4

Nestled in the heart of Key West, Florida, The Gardens Hotel is an adult-only paradise offering two sparkling outdoor pools, a private balcony or patio with property views in each room, and free Wi-Fi. Just a 1-minute walk away lies Duval Street, while the Key West Butterfly and Nature Conservatory is 3 minutes away by car. Guests can take advantage of on-site bicycle hires, massage services, and concierge services, or relax and enjoy the live jazz music performed in the gardens every Sunday evening. For those wanting to explore the area, the Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all within 2 km of the hotel, and the Ernest Hemingway Home and Museum is just 500 m away.

Rooms: 21 Stars: 4

Escape to Pier House Resort & Spa, a private beachfront oasis in Key West’s Old Town. Enjoy instant access to the beach, complimentary WiFi, and amenities like a full-service spa, on-site dining, and a fitness center. Every room comes with a small refrigerator, rain-style showers, and coffee and tea-making facilities, plus a flat-screen TV. Relax in the outdoor pool or get pampered with massages and body rituals at the spa. Savor fresh seafood and classic dishes at the One Duval and sample cocktails at Beach Bar. Venture out to explore nearby attractions like Hemingway Home and Museum, or rent a boat, parasail, or Jet Ski. Enjoy the best of Key West just 1 minute’s walk from the Duval Street entertainment district.

Rooms: 142 Stars: 4