Monroe County

Find 5-Star Hotels in Monroe County

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Guest Rating
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We found 6 5-Star hotels for you in Monroe County

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Closest to downtown
Highest Rated
99+
Hotels in Monroe County
Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.

"Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifi"
Very Good
108 reviews
8.9/10
1 night
From £145
Check availability
99+
Hotels in Monroe County
With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 2-minute drive from The Turtle Hospital. This beach hotel is 2.5 mi (4 km) from Seven Mile Bridge and 3.4 mi (5.5 km) from Florida Keys Country Club. Pamper yourself with a visit to the spa, which offers massages, body treatments, and facials. You're sure to appreciate the recreational amenities, which include 5 outdoor pools, a steam room, and a fitness center. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Stop by the hotel's restaurant, Mahina, for dinner. Dining is also available at the coffee shop/cafe, and room service (during limited hours) is provided. Relax with a refreshing drink from the poolside bar or one of the 2 bars/lounges. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a business center, complimentary newspapers in the lobby, and a 24-hour front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 199 air-conditioned rooms featuring flat-screen televisions. Rooms have private balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with separate bathtubs and showers feature designer toiletries and bathrobes.

"The newly opened hotel, located on Marathon Island, has a very good environment. It is nearly 7 miles from the bridge. You can go from Miami to Key West and take a rest. The hotel can directly sign up for diving, kayaking, fishing, cycling and other recreational activities (charges). The hotel charges USD 33.75 / night resort fee and USD 20 / night parking fee."
Very Good
105 reviews
8.9/10
1 night
From £151
Check availability
99+
Hotels in Monroe County
Welcome to Three Waters Resort & Marina, a one-of-a-kind destination named for the rare meeting of the Atlantic Ocean, Florida Bay, and the Gulf of Mexico. Set on 15 waterfront acres in Islamorada—the “Sportfishing Capital of the World”—our resort blends island adventure with serene relaxation. Relax in a range of island-inspired guestrooms and cottages, or retreat to The Cove, our adult-focused oasis with a private beach lagoon. Discover tropical beauty and the spirit of the Florida Keys, plus nine unique dining options—from the wood-fired warmth of Kindler to the iconic Tiki Bar. Cruise between experiences aboard our water taxi, Rum Runner. At our full-service marina, a seasoned fleet of captains welcomes anglers of every level. Whether you’re seeking world-class fishing, a family vacation, romantic escape, upscale retreat, or a dream beach wedding, Three Waters Resort & Marina is your ultimate Florida Keys escape.

"The resort was very beautiful and well maintained. The cottage we stayed in was spacious and we really liked the decor and how soft the beds were. The food was good but a little pricey. We were not impressed with the cabana rental. The cabana was not ready when we arrived. We had to wait for it to be cleaned and set up. The cabana was not labeled and we were confused on which cabana was ours as there were 2 next to each other. We asked when service would start and we were told 10am, then we asked again at 10:45, then went to the front office at 11:30 and when 12pm rolled around with no service we decided to leave and get our money back on the cabana. At that point all we paid for was a chair and towel which did not meet our expectation when spending $250.00 on a cabana for the day. I would recommend several things for the cabana. 1. Number the cabanas so you can clearly see the number. Telling us Cabana 2 does not help when they are beside each other. 2. Stock the min fridge with water. 3. Clearly explain on the cabana rental that food/service will not start until a certain time. We expected to at least get something to drink while in the cabana. 4. Install a call button or app that you can be in contact with someone when you need something. There was a significant delay on getting our refund. And we do appreciate the Manager helping us on Friday get that resolved before we checked out on Saturday morning. All in all, the resort was great. We loved the vibe and updates made to the property. The rooms were comfortable and fresh, and we loved the beds as they were very comfortable, and the sheets were so soft. Everyone was friendly and pleasant. We most enjoyed fish like a local with Patrick. We found that the pool in the middle of the property was less used and felt more quiet and more private therefore we spent our time with a good book. I would give the stay at 4.5 out of 5. Highly recommend trying out Three Waters Resort."
Very Good
84 reviews
8.7/10
1 night
From £227
Check availability
99+
Hotel near Downtown Key West,Key West
Daily Resort Charge includes: WiFi: poolside concierge services: activities including volleyball & table tennis: beach chairs, umbrellas & hammocks: access to amenities at Casa Marina and The Reach: chilled fruit-infused spring water: pool hydration stations. Listed in the National Register for Historic Places, Casa Marina Key West, Curio Collection by Hilton, is a historic landmark with Old Town Key West elegance. Conceived over 100 years ago by the railroad magnate Henry Flagler, the hotel was designed to replicate the arches of Flagler's pioneering Overseas railway. The hotel opened on New Year's Eve, 1920. Nestled along the southern edge of the island on more than 1,100 feet of Key West's largest private beach, the 311 room Casa Marina is in proximity to the vibrant spots of Duval Street and rich history of Old Town. Offering the finest in resort activities, along with a dedicated beach and pool concierge, guests enjoy experiences from sand sculpting workshops led by the award-winning resident sculptor to ocean sports including jet-ski tours and deep-sea fishing charters. Key West's freshest ingredients are featured on Sun Sun Bar and Grill's island-style menu for a poolside bite or beachside dinner. For the ultimate in relaxation, Spa al Mare offers relaxing treatments matched with uncompromisingly pure products.

"The location of the hotel is of high quality, and the facilities and environment are good. The bedding is clean and comfortable, and the typical American breakfast in the morning is very comfortable to sit outside and enjoy. Worth a visit!"
107 reviews
7.2/10
1 night
From £171
Check availability
99+
Hotels in Monroe County
Located in Key Largo, FL, Playa Largo Resort & Spa spans 14.5 acres of lush beachfront property overlooking the sparkling Florida Bay. A destination in itself, our resort invites you to connect with nature and embrace the Florida Keys island lifestyle. Choose from 178 rooms, suites with balconies, private villas and a beach house with Florida Bay views at our luxury resort in Key Largo, Florida. Indulge in delicious cuisine and cocktails at our restaurants. On-site experiences include sunset sailing and kayaking at our private marina. The Ocean Spa offers a wide selection of treatments, massages and wellness services to provide a relaxing getaway. Our island resort also places you near popular Florida Keys attractions, including Theatre of the Sea, Dolphins Plus Bayside and John Pennekamp Coral Reef State Park. Ranked among the best resorts in Florida and best resorts in the world by Condé Nast, there is no better place to relax and play in the sand. Book a stay at our pet-friendly hotel in Key Largo today.

"Excellent service 👌🏻a beautiful and relaxing place, with wonderful views and sunsets"
Very Good
101 reviews
8.8/10
1 night
From £301
Check availability
66
Hotel near Duval,Key West
With a stay at Artist House Key West in Key West (Key West Historic District), you'll be steps from St. Paul's Episcopal Church and Red Barn Theater. This boutique bed & breakfast is 0.2 mi (0.3 km) from San Carlos Institute - Casa Cuba and 0.3 mi (0.5 km) from Audubon House and Tropical Gardens. Take advantage of recreation opportunities including a hot tub and bicycles to rent. This bed & breakfast also features complimentary wireless internet access and concierge services. A complimentary buffet breakfast is served daily from 8:30 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a safe deposit box at the front desk. Make yourself at home in one of the 7 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include laptop-compatible safes and electric kettles, and housekeeping is provided daily.

"This hotel is a special American-themed folklore. The boss is very enthusiastic. The self-driving boss helps recommend the surrounding free parking lot. The hotel breakfast is quite good. It is the best breakfast I have eaten on this road."
Amazing
56 reviews
9.4/10
1 night
From £148
Check availability
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Frequently Asked Questions

How much does a 5 star hotel cost in Monroe County?

For 5 star hotels in Monroe County, the average price on weekdays is £404, the average price on weekends (Friday–Saturday) is £612.

What are the best 5 star hotels with pools in Monroe County?

Which 5 star hotels in Monroe County have fitness centre?

What are the best 5 star hotels in Monroe County with bars?

Which 5 star hotels in Monroe County offer great breakfasts?

What are the best 5 star spa hotels in Monroe County?

What are the best 5 star hotels in Monroe County with free Wi-Fi?

What are the best deals for 5 star hotels in Monroe County?

Trip.com offers promotions and deals for 5 star hotels. You can visit the promotions page to find out what offers are available on Trip.com.

Hotel Info for Tourists

Highest Price£1,174
Lowest Price£629
Number of Reviews 599
Total Properties6
Weekday Avg. Price£404
Weekend Avg. Price£612