The Best Small Luxury
Hotels in Florida Keys

Resort. Highly elegant. Unique. Great value. Popular among couples. Situated in Key Largo, this adult-only (21+ years old), all inclusive resort features luxurious bungalows, a private beach, daily yoga, four restaurants, two outdoor pools and jacuzzis, a full service spa, and an on-site fitness centre. Guests will experience unlimited breakfast, lunch, and dinner, as well as premium beverages, during their stay from our multiple restaurants and bars. Additional room amenities include a 60-inch Smart TV, Keurig® coffee-making facilities, microwave, and small refrigerator. Non-motorized watersports, such as paddle boarding and kayaking, can also be enjoyed at Bungalows Key Largo - All Inclusive. Our spacious bungalows offer private verandas with large soaking tubs, outdoor showers, and outdoor seating. John Pennekamp State Park is 6 km from Bungalows Key Largo - All Inclusive. The nearest airport is Miami International Airport, 80 km from the accommodation. Show full description

Resort. Relaxing atmosphere. Popular among women. Tranquility Bay Resort offers beachfront accommodation in Marathon, FL. Three pools are located on site, including an adult-only pool and a heated pool for children. Every charming guestroom includes a flat-screen TV, small refrigerator, and coffee-making facilities. Beach homes feature an en suite kitchen, 42-inch flat-screen TV, and private laundry facilities. Relax with in-room spa services or workout in the on-site fitness room. Water sports, such as kayaking and paddle boarding, are available. Open for dinner, Butterfly Café serves fresh seafood and offers indoor and outdoor dining. T.J.’s Tiki Bar features salads, paninis, and a selection of appetizers and cocktails. Crane Point Museums & Nature Center is 3 minutes’ drive. Explore the swamps, beaches, and hiking trails of Curry Hammock State Park, 13 minutes’ drive away. Show full description

Resort. Romantic. Good breakfast. A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill. Easily discover a variety of activities only minutes from the Islander Resort, including snorkeling and scuba diving. Enjoy deep-sea fishing, sailing or browsing the local shops, also only a short distance away. Show full description

Resort. Elegant. Stylish. Rooftop pool. Popular among couples. This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar. A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries. The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property. The resort also offers bike hire. Southernmost Point is 400 metres from H2O Suites, while Ernest Hemingway Home and Museum is 500 metres from the property. The nearest airport is Key West International Airport, 4 km from the property. Show full description

Resort. Nice style. Romantic. Great value. Popular among women. Situated on the Gulf of Mexico and surrounded by lush landscaping and nature trails, Baker's Cay Resort Key Largo, Curio Collection By Hilton offers private beach access. Each guestroom comes standard with a small refrigerator, coffee maker, and ironing facilities. A TV, complete with premium cable and in-room movies, is provided. Select rooms feature a balcony. A variety of water sports, including snorkeling, diving, and boat tours are also available at the resort. Guests can also enjoy 2 outdoor swimming pools as well as a modern on-site fitness center. The Baker's Cay Resort Key Largo, Curio Collection By Hilton is 11 minutes' drive from John Pennekamp National Marine Sanctuary. Theater of the Sea marine animal park is 21 minutes' drive away. Show full description

Charming. Historic property. Superb breakfast. Popular among couples. Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel. Show full description

Resort. Situated in Marathon, within 7 km of Conch-Air Florida Keys Scenic Flights and 10 km of Florida Keys Aquarium Encounters, Isla Bella Beach Resort features a private beach area. Located around 6 km from Seven Mile Bridge, the resort is also 10 km away from Captain Hook s Marina Dive Center. A Deep Blue Dive Center is 11 km away. At the resort, rooms have a terrace. Rooms are fitted with a flat-screen TV, and certain units at Isla Bella Beach Resort have a balcony. The rooms feature a private bathroom with a bath. The property has a full breakfast menu to choose from. Our in-house restaurant serves a variety of Hawaiian Regional Cuisines. The wellness area at the accommodation is comprised of a hot tub and a fitness centre. Guests at Isla Bella Beach Resort will be able to enjoy activities in and around Marathon, like cycling and fishing. The resort also provides a business centre and guests can use the on-site ATM machine, check the newspapers or use the fax machine and photocopier at Isla Bella Beach Resort. Round-the-clock assistance is available at the reception. Dolphin Research Center is 19 km from the accommodation. The nearest airport is Florida Keys/Marathon International Airport, 8.1 km from Isla Bella Beach Resort. Show full description

Resort. Historic. Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier. Each guestroom includes dark hardwood furniture and a balcony with views of the resort. Guests can watch movies on the 42-inch flat-screen TV with DVD player or browse the internet with free WiFi. An in-room safe and coffee maker are also provided. Adult and family-style swimming pools can be enjoyed at the resort. Additionally, a fully equipped fitness centre, 6 tennis courts, and a full-service watersports facility are open to guests. Three restaurants and a tiki bar are located on-site at Cheeca Lodge & Spa. Atlantic’s Edge offers tropically-inspired cuisine amid a classic décor while Nikai Sushi Bar & Restaurant serves nigiri, sashimi, and more. Downtown Key Largo is a 20-minute drive from Cheeca Lodge & Spa. Long Key State Park is 13.7 miles from the resort. Show full description

Resort. Elegant. This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge and free on-site parking are available. On-site dining is available at Ambrosia, which serves Japanese cuisine. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort along with nightly turndown service. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. Show full description

This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee. Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness centre is available, as well as a meeting space. A flat-screen TV, work desk, and safety deposit box comes standard in every guestroom. Bicycle rentals and luggage storage are offered on site. Sample a custom cocktail at the Tiki Bar or experience Amara Cay Resort’s restaurant, ReelCatch. The History of Diving Museum is 4.9 km away. Guests will be 8 minutes’ drive from Anne’s beach. Windley Key Fossil Reef Geological State park is 8 minutes’ drive. Show full description

Comfortable beds. Good breakfast. Popular among women. Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee. The suites and cottages at La Siesta Resort & Villas are equipped with a cable TV and air conditioning. On site, Wild and Lime bar serves light fares, beer, and wine daily. Activities such as boating, fishing, jet skiing and snorkeling can be arranged. The on-site marina offers both gulf-side and ocean-side slips while non-motorized watersports equipment and bicycles are provided for guests' use. Theater of the Sea is 6 km away from the accommodation while Anne's Beach is located 10.8 km away. Show full description

Opened October 2020. Located in Islamorada, 1.7 km from Upper Matecumbe Key, The Islands of Islamorada provides accommodation with an outdoor swimming pool, free private parking, a fitness centre and a bar. This 4-star hotel offers a range of water sports facilities, a concierge service and free WiFi. Guests can use the hot tub, or enjoy sea views. The hotel will provide guests with air-conditioned rooms offering a wardrobe, a coffee machine, a fridge, a microwave, a safety deposit box, a flat-screen TV, a balcony and a private bathroom with a shower. Each room is equipped with a kettle, while some rooms are equipped with a kitchen with a dishwasher, an oven and a stovetop. At The Islands of Islamorada rooms are fitted with bed linen and towels. The accommodation offers a children's playground. Guests at The Islands of Islamorada will be able to enjoy activities in and around Islamorada, like snorkelling. Windley Key is 3.7 km from the hotel, while Pigeon Key is 20 km away. The nearest airport is Miami International Airport, 119 km from The Islands of Islamorada. Show full description

Resort. Elegant. Playa Largo Resort & Spa, Autograph Collection is set on 14.5 private bayfront acres in Key Largo, Florida. The resort features a year-round outdoor pool, private cabanas, a hot tub, fire pits, and water sport facilities. Each room boasts an interactive iPad and smart TV with cinema-effects for streaming movies and music. A dining table and seating area are included in each accommodation. The resort's La Marea restaurant has a variety of fresh vegetables and herbs grown in the property's seaside garden. The waterfront restaurant, Sol by the Sea, offers fresh seafood and a rum bar. The full-service Ocean Spa has skin and nail treatments, a salon, and fitness counseling and classes. Guests can even schedule an en suite massage. Views of the Florida Bay, a private marina, and a boat launch ramp are featured at the Playa Largo Resort. Paddle boards, kayaks, snorkeling, diving, boating, and ocean excursions are available on site. The resort is 4.3 km from Dolphins Plus Oceanside, where guests can swim with dolphins, and John Pennekamp Coral Reef State Park is 11 minutes' drive away. Show full description

Very stylish. Historic. Cosy rooms. Opened December 2020. Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace. Featuring a restaurant, the property also has a bar, as well as a hot tub. The property is non-smoking and is situated 2.1 km from Smathers Beach. The rooms are fitted with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a desk. Rooms include a private bathroom with a hairdryer, while certain rooms have a patio and others also boast sea views. At the hotel all rooms include bed linen and towels. Staff at The Capitana Key West are available to provide advice at the 24-hour front desk. Rest Beach is 2.2 km from the accommodation, while Higgs Beach is 2.5 km from the property. The nearest airport is Key West International Airport, 1 km from The Capitana Key West. Show full description

Delightful property. Charming. Superb interior design. Located just 57 metres from Key West's famous Duval Street, this hotel offers an outdoor infinity pool with a waterfall. Free WiFi access is given to guests. A 42-inch flat-screen TV comes standard in every The Saint Hotel Key West, Autograph Collection guestroom. En suite ironing facilities and a private bathroom, complete with a bathrobe and shower, are also provided. At The Saint Hotel Key West, Autograph Collection, Autograph Collection, daily maid service and concierge services are available for guests' convenience. Guests can use the bicycle services to explore Key West and enjoy free on-site parking. On-site Burgundy Bar offers a breadth of drinks and cocktails for guests while Tempt Restaurant serves American dishes. The inn is 480 metres from Key West Aquarium and 480 metres from Mallory Square. Key West International Airport is 9 minutes' drive. Show full description

Resort. Great location. Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness centre. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa. Show full description

Resort. Historic. Rooftop bar. Great views. Centrally located in the old town area of Key West, Florida, this waterfront hotel features an outdoor heated pool and hot tub. Key West Aquarium is adjacent to the hotel. A cable TV comes standard in each room at the Opal Key Resort & Marina. A work desk, hairdryer and ironing facilities are also included. A business centre and fitness centre are available on site at Key West’s Opal Key Resort & Marina. Guest can also enjoy access on-site shops and water-sports facilities. Bistro 245 features American fare for breakfast, lunch and dinner. Castaways Pool Bar offers light poolside dining options. Historic Duval Street is just 6 minutes’ walk from this hotel. Guests will be opposite Mel Fisher Maritime Heritage Society & Museum. Show full description

Resort. Charming. Comfortable beds. Cosy rooms. Popular among women. Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. A 55-inch flat-screen TV and small fridge are featured in each accommodation at the Parrot Key Hotel & Villas. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely non-smoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city centre. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. Show full description

Resort. Great location. Great views. Popular among couples. Ocean Key will be renovating our guestrooms and suites from August 1st to October 31st, 2023. Guestrooms and suites will still be available in our Mallory Square facing building. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Our oceanfront pool, Hot Tin Roof and the Sunset Pier will remain open. Spa Terre will remain open when possible. We want to be sure that all of our guests are aware of the renovations. It is important that we are transparent regarding these projects. We are sorry for any inconvenience. We have listened closely to our guest comments and have kept them in mind throughout the design process. We are excited to unveil the enhancements in the Fall. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness centre and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street. Show full description

Resort. Lovely interior design. Great value. Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversized private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 8 km drive from The Perry Hotel & Marina Key West. Key West International Airport is 4.8 km drive away. Show full description