Find 4-Star Hotels in Monroe County

Winslows Bungalows

With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street. This hotel is 3.2 mi (5.1 km) from Southernmost Point and 3.4 mi (5.5 km) from Mallory Square. Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and complimentary use of a nearby fitness facility. You can enjoy a meal at Floridita Food Truck serving the guests of Havana Cabana at Key West , or stop in at the snack bar/deli. Relax with your favorite drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 10 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Free self parking is available onsite. Make yourself at home in one of the 106 individually decorated guestrooms, featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily.

Caribbean style resort with open air piazza situated on the Gulf of Mexico in the heart of old town Key West. Offering 118 guest rooms with tiled entry foyers, private balconies, ceiling fans, some rooms offer a partial water view. The dress code throughout the island is casual resort wear.

Unlock a New Treasure at a Gem Among Florida Keys Resorts. Poised on the pristine waterfront of Key West's historic seaport, The Marker is the only newly built hotel to grace Old Town Key West in over 20 years, seamlessly blending the timeless elegance of classic Florida Keys resorts with an understated air of modern glamour. Featuring 96 state-of-the-art rooms on two lush acres of tropical landscaped seclusion, The Marker is a tropical oasis set within a vibrant, free spirited paradise filled with sun, surf, art and culture. Resort Fee of $45.00 /per night will be charged to the guest upon Check-in.

With a stay at Coconut Beach Resort in Key West (Old Town Key West), you'll be steps from Florida Keys Beaches and 7 minutes by foot from Duval Street. This beach resort is 0.4 mi (0.7 km) from Southernmost Point and 0.3 mi (0.5 km) from Clarence S. Higgs Memorial Beach Park. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool and a hot tub. Additional features at this resort include complimentary wireless internet access, concierge services, and barbecue grills. Featured amenities include a computer station, complimentary newspapers in the lobby, and dry cleaning/laundry services. Free self parking is available onsite. Make yourself at home in one of the 64 air-conditioned rooms featuring kitchenettes. 40-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include safes and complimentary weekday newspapers, as well as phones with free local calls.

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. 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 nonsmoking.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 center.A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape.

Daily Resort Charge includes: WiFi; bicycle rental for 2; beach chairs, umbrellas and coolers; daily cocktail at the front desk; recreational equipment including pool floats, fire pits, hammocks & cornhole; daily live music; seasonal resort amenities. Ideally located between Key Largo and Key West, our Marathon resort is just minutes from The Old Seven Mile Bridge, The Turtle Hospital, Sombrero Beach, and Bahia Honda State Park. Whether you're seeking a romantic getaway, an adventurous retreat, or a serene island escape, Faro Blanco delivers refined comfort and authentic Florida Keys charm. Daily Resort Charge includes WiFi; bicycle rental for 2; beach chairs, umbrellas and coolers; daily cocktail at the front desk; recreational equipment including pool floats, volleyball, ping pong tables & cornhole; daily live music; seasonal resort amenities.

Located in historic Old Town Key West, Southernmost Beach Resort is set on a serene part of the island with Atlantic Ocean views, gorgeous Key West architecture, and all the amenities you desire in a beach resort. There are three pools, on-site dining and bars, spa facilities, and a gym. Plus, the resort is a short walk or bike ride from the boutique shops, art galleries, eclectic restaurants, and nonstop nightlife on Duval Street. The health of our guests and employees is our top priority. Southernmost Beach Resort is adhering to AHLA Cleaning Standards and Stay Safe guidelines. For specific details on cleaning, health, and wellness policy please visit our website.

Daily Resort Charge includes: Guest internet access; shuttle service to airport, downtown and beach; access to Sunset Watersport Beach Club; 2 reusable water bottles refillable at stations throughout resort; morning coffee bar in the lobby. Enjoy the laid back atmosphere of the Florida Keys, one of the world's most popular destinations. Surrounded by the tropical beauty, charm, and colorful character of Key West, business travelers and vacationers alike appreciate the resort's 216 guest rooms and suites. Enjoy the comforts of home and all the conveniences of a full-service resort. DoubleTree by Hilton Grand Key Resort features on-site dining and a tiki bar, zero entry pool and cabanas, full convention and catering facilities with function space for up to 200, a shuttle service, 24-hour fitness center, and ample parking.

Daily Resort Charge includes: WiFi: poolside concierge services: activities including bocce ball & life-sized chess: beach chairs, umbrellas & hammocks: access to amenities at Casa Marina and The Reach: chilled fruit-infused spring water: pool hydration stations. Welcome to The Reach Key West, Curio Collection by Hilton. Situated on the only private natural sand beach in Key West, our oceanfront resort boasts stunning views and an exceptional location. Immerse yourself in the Key West culture upon arrival with stunning murals and local artwork. Our guest rooms feature subtle nods to our nautical roots. Savor delectable cuisine amid sea breezes on the open-air patio of Four Marlins Restaurant, open for breakfast, lunch, dinner and Sunday Brunch, or indulge in a refreshing beverage poolside. In addition to the sundries and local and brandname resort apparel that you may purchase at Sand and Sea Gift Shop, this shop also features a variety of grab and go breakfast, lunch and snack items. As a guest of The Reach Key West, you may enjoy all of the amenities at our sister property Casa Marina Key West, Curio Collection by Hilton, a short stroll away, including dining at Sun Sun Bar and Grill. Power up at the fitness center, equipped with cardio and strength equipment in addition to immersive spin bikes. Bask in the sun at our beachfront pool featuring cabanas and a poolside concierge. With an array of outdoor activities, including bocce ball, life size chess and water sports there is something for everyone at The Reach. Our intimate boutique-style resort offers indoor and outdoor venues to accommodate over 300 people. We offer 4,700 sq. ft. of flexible meeting space plus an ocean view terrace with panoramic views of the Atlantic Ocean.