9 of the Best Small Luxury Hotels in Florida Keys

The Islands of Islamorada (Islamorada)

The Islands of Islamorada is a luxurious 4-star hotel located in Islamorada, just 1.7 km from Upper Matecumbe Key. Since its opening in October 2020, it has been a popular choice for travelers seeking a high-end accommodation experience. The hotel boasts an outdoor swimming pool, free private parking, a fitness center, and a bar. Guests can also take advantage of the range of water sports facilities available and enjoy the convenience of free WiFi throughout the property. The air-conditioned rooms are well-appointed with modern amenities including a wardrobe, coffee machine, fridge, microwave, safety deposit box, flat-screen TV, balcony, and private bathroom with shower. Some rooms even feature fully equipped kitchens with an oven, dishwasher, and stovetop. Guests can indulge in relaxation at the hot tub or entertain their children at the playground provided by the hotel. Additionally, snorkeling enthusiasts will be pleased to know that there are plenty of activities to enjoy in and around Islamorada. Pigeon Key is situated 20 km away while John Pennekamp State Park is located 32 km from the hotel. For international travelers visiting The Islands of Islamorada by airplane Miami International Airport is approximately 119 km away.
Pros:
– Recently opened (October 2020) ensuring modern facilities and amenities
– Convenient location near Upper Matecumbe Key
– Range of water sports activities available
– Excellent on-site leisure facilities including an outdoor swimming pool and fitness center
– Free WiFi throughout the property

Opal Key Resort & Marina

Opal Key Resort & Marina is a luxurious waterfront hotel located in the heart of Key West, Florida. This centrally located resort offers guests a range of amenities including an outdoor heated pool and hot tub, perfect for unwinding after a day exploring the town. Adjacent to the hotel is the Key West Aquarium, providing guests with an up-close look at marine life. The resort also features the Castaways Pool Bar, offering light dining options by the pool. Each room at Opal Key Resort & Marina includes cable TV, a work desk, hairdryer, and ironing facilities. Guests can take advantage of on-site facilities such as the business center and fitness center or enjoy shopping and water sports opportunities within the resort. Bistro 245 serves American cuisine for breakfast, lunch, and dinner. With its prime location just minutes away from Historic Duval Street and opposite Mel Fisher Maritime Heritage Society & Museum, guests will have easy access to explore all that Key West has to offer.

– Outdoor heated pool and hot tub
– Adjacent to Key West Aquarium
– Castaways Pool Bar for poolside dining
– Business center and fitness center available on-site
– Close proximity to Historic Duval Street and Mel Fisher Maritime Heritage Society & Museum

Playa Largo Resort & Spa (Key Largo)

Playa Largo Resort & Spa, Autograph Collection is a stunning luxury hotel located on 14.5 acres of private bayfront in the beautiful Key Largo, Florida. This resort offers an array of amenities including a year-round outdoor pool, private cabanas, a hot tub, fire pits, and water sport facilities. The full-service Ocean Spa provides indulgent skin and nail treatments, along with a salon and fitness counseling and classes. Each room is equipped with an interactive iPad and smart TV for streaming movies and music, as well as a dining table and seating area for ultimate comfort. The resort's two restaurants offer delectable cuisine; La Marea serves fresh vegetables and herbs from their seaside garden while Sol by the Sea specializes in seafood paired with an impressive rum bar. Guests can even arrange for in-room massages to further enhance their relaxation experience. With breathtaking views of the Florida Bay, a private marina and boat launch ramp on-site, Playa Largo Resort ensures guests have access to exciting activities such as paddle boarding, kayaking, snorkeling, diving, boating, and ocean excursions. For those looking to explore beyond the resort grounds, Dolphins Plus Oceanside is just 4.3 km away where guests can enjoy swimming with dolphins or venture out to John Pennekamp Coral Reef State Park which is only an 11-minute drive from the property.

– Luxurious accommodations equipped with interactive iPads
– Two exquisite restaurants offering fresh ingredients from their seaside garden
– Access to water sports facilities including paddle boarding and snorkeling
– On-site full-service spa providing indulgent treatments
– Breathtaking views of the Florida Bay

The Gardens Hotel

Located in the vibrant city of Key West, Florida, The Gardens Hotel is an adult-only haven offering a luxurious and tranquil escape. Situated just a short walk from Duval Street and a quick drive from the Key West Butterfly and Nature Conservatory, this charming hotel boasts two outdoor pools for guests to enjoy. Each room at The Gardens Hotel features a private balcony or patio with stunning property views, as well as modern amenities such as a flat-screen cable TV, ironing facilities, and a refrigerator. Free Wi-Fi is also available for guests' convenience. In addition to the comfortable accommodations, this hotel offers on-site bicycle hires, massage services, and concierge services to enhance the overall stay. For those seeking entertainment and relaxation, live jazz music performances take place in the lush gardens every Sunday evening. The Gardens Hotel's prime location allows easy access to nearby attractions such as the Key West Shipwreck Museum, Key West Aquarium, Conch Tour Train, and the famous Ernest Hemingway Home and Museum.

– Adult-only hotel for a peaceful retreat
– Two outdoor pools for relaxation
– Prime location near popular attractions
– Live jazz music performances in beautiful gardens
– On-site amenities including bicycle hires and massage services

Pier House Resort & Spa

Located on a private beach in Key West's Old Town, Pier House Resort & Spa is the perfect resort for those seeking luxury and relaxation. With instant beach access and a full-service spa, guests can indulge in ultimate pampering during their stay. The resort offers complimentary WiFi and every guest room comes equipped with modern amenities such as a small refrigerator, rain-style showers, and coffee and tea-making facilities. Guests can enjoy waterfront views from the outdoor pool or unwind with massages and body rituals at the on-site spa. For dining options, One Duval serves fresh seafood and classic dishes for breakfast, lunch, and dinner while Beach Bar offers refreshing cocktails by the seaside. The resort also features two additional restaurants including the quirky Chart Room Bar. Adventure awaits nearby with boat rides, parasailing, or Jet Ski activities just moments away from the resort. The famous Hemingway Home and Museum is also just a short 5-minute drive from Pier House Resort & Spa.

Pros:
– Prime location with private beach access
– Full-service spa offering massages and body rituals
– Outdoor pool with waterfront views
– Multiple dining options including fresh seafood at One Duval
– Nearby adventure activities such as boat rides and Jet Skis

Bungalows Key Largo – All Inclusive (Key Largo)

Located in Key Largo, Bungalows Key Largo – All Inclusive is an adult-only (21+ years old) resort that offers a luxurious and inclusive experience. The resort features bungalows with private verandas, outdoor showers, and large soaking tubs. Guests can enjoy the private beach, daily yoga sessions, four restaurants offering unlimited meals, two outdoor pools and jacuzzis, a full-service spa, and an on-site fitness center. The rooms are equipped with modern amenities like a 60-inch Smart TV, Keurig coffee-making facilities, microwave, and small refrigerator. Non-motorized water sports such as paddleboarding and kayaking are also available for guests to enjoy. With its serene surroundings and proximity to John Pennekamp State Park just 6 km away, Bungalows Key Largo – All Inclusive provides the perfect retreat for relaxation and adventure.

– Adult-only resort
– Luxurious bungalows with private verandas
– Unlimited meals from multiple restaurants
– Two outdoor pools and jacuzzis
– Daily yoga sessions

Ocean Key Resort & Spa

Located in Key West, the Ocean Key Resort & Spa is a luxury resort overlooking the Gulf of Mexico. While guestrooms and suites are undergoing renovations from August 1st to October 31st, 2023, accommodations will still be available in the Mallory Square facing building. The oceanfront pool, Hot Tin Roof restaurant, and Sunset Pier will remain open during this time. Guests can enjoy amenities such as free WiFi, an on-site fitness center, and access to fishing boats, jet skis, and glass-bottom boat tours. Spa Terre offers a range of spa services including massages and facials. The resort's rooms and suites feature spa baths and private balconies with partial or full ocean views. Guests can also dine over the water at Sunset Pier or savor seafood paired with crafted cocktails at Hot Tin Roof. With Mallory Square plaza just a minute's walk away, guests have easy access to restaurants, bars, and entertainment along Duval Street.

– Renowned spa offering various treatments
– Outdoor pool with breathtaking gulf views
– Access to fishing boats, jet skis, and glass-bottom boat tours
– Range of dining options including waterfront restaurants
– Convenient location near Mallory Square plaza and Duval Street

Santa Maria Suites Resort

Located just one block from the Atlantic Ocean and Duval Street in Key West, Santa Maria Suites Resort is a luxurious all-suite hotel. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs, ensuring guests have all the comforts of home. The resort offers two outdoor heated pools surrounded by beautiful gardens, where guests can enjoy poolside smoothies and fresh fruit. Additionally, there is a daily complimentary happy hour featuring wine and hummus. The resort also provides a full-service concierge and free on-site parking for added convenience. Guests can dine at Ambrosia, the on-site restaurant serving delicious Japanese cuisine. All suites offer free WiFi access and nightly turndown service, as well as washers and dryers for added convenience. Nearby attractions include Clinton Market Square shopping area, which is just a 5-minute drive away, while the Ernest Hemingway House is an easy 11-minute walk from the resort. Fort Zachery Taylor Historic State Park is also just 1.3 miles away.

Pros:
– Convenient location near the Atlantic Ocean and Duval Street
– Spacious suites with fully-equipped kitchens
– Two outdoor heated pools surrounded by beautiful gardens
– Complimentary daily happy hour with wine and hummus
– Excellent amenities including free WiFi access and washers/dryers in each suite

The Perry Hotel & Marina Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is a luxurious resort that offers a range of amenities to ensure a memorable stay. The hotel features an outdoor pool, two dockside sea-to-table restaurants, and a boutique. Each guest accommodation boasts an oversized private balcony, artisanal bath products, and a flat-screen TV. Guests can also enjoy on-site amenities such as two waterfront pools, direct marina access for water activities, complimentary shuttle service to Old Town, on-site parking, and WiFi. The property's three dockside restaurants offer happy hour specials, Sunday Brunch options, and award-winning cuisine. With Lively Duval Street just 8 km away and Key West International Airport only a 4.8 km drive away, this hotel is conveniently situated for exploring all that Key West has to offer.

– Luxury accommodations with oversized private balconies
– Two waterfront pools for relaxation and recreation
– Direct marina access for easy water activities
– Complimentary shuttle service to Old Town for convenience
– Three dockside restaurants offering excellent dining options