Welcome to Cheeca Lodge & Spa, a beautiful resort nestled in Islamorada, Florida, surrounded by 27 acres of stunning gardens and offering a private waterfront for your enjoyment. Whether you're looking to relax or have an adventure, our resort has something for everyone. You can play a round of golf on our charming 9-hole par 3 course, or treat yourself to some well-deserved pampering at our on-site spa. With a variety of accommodations available, we strive to create a comfortable and inviting atmosphere for all our guests. We believe that every visitor deserves a special experience, and our friendly staff is here to help you make the most of your stay. Come discover the beauty and tranquility of Cheeca Lodge & Spa, where you can unwind and connect with nature in a welcoming environment.
Fabulous
1061 reviews
Welcome to Playa Largo Resort & Spa, a beautiful destination where you can unwind in one of our 155 luxurious rooms, all filled with natural light and stunning views of Florida Bay. Enjoy breathtaking sunsets that paint the sky in vibrant colors every evening. We are proud to be the first new resort built in the Florida Keys in over 23 years, bringing fresh energy and modern comforts to this stunning area. Whether you're here for a family vacation, a romantic getaway, or a solo retreat, our goal is to create a welcoming and memorable experience for everyone who visits us.
Fabulous
344 reviews
Welcome to Isla Bella Beach Resort, a beautiful getaway located in Marathon. Here, you can enjoy a stunning private beach that’s perfect for relaxation and fun in the sun. We’re conveniently close to exciting attractions like Conch-Air Florida Keys Scenic Flights, just 7 km away, and the Florida Keys Aquarium Encounters, which is only 10 km from our resort. With so much to see and do nearby, you’ll have plenty of opportunities to explore and create lasting memories with your loved ones. We can’t wait to welcome you!
Fabulous
637 reviews
Grassy Flats Resort & Beach Club is a welcoming place to stay in Marathon, just 8.6 km from the Florida Keys Aquarium Encounters. Here, you can relax by the outdoor swimming pool, enjoy delicious meals at our restaurant, and unwind with a drink at the bar. We also offer free private parking for your convenience, ensuring a stress-free experience during your visit. Whether you’re looking for adventure or relaxation, we’re here to make your stay enjoyable and comfortable.
Fabulous
541 reviews
Experience breathtaking views of the water at Oceans Edge Key West, part of the Preferred Hotels & Resorts Collection. Enjoy a refreshing dip in one of our six swimming pools or relax at our waterfront bar and restaurant, where you can savor delicious meals and drinks. We want all our guests to feel connected, so we offer complimentary WiFi throughout the property. Your comfort and enjoyment are our top priorities!
Fabulous
1243 reviews
Welcome to The Perry Hotel & Marina Key West! Nestled at Stock Island Marina, we’re just a short bridge away from the vibrant heart of Key West. Our hotel offers comfortable and welcoming accommodations that cater to everyone. Take a refreshing dip in our waterfront pool or enjoy delicious meals at our two dockside restaurants, where we proudly serve fresh, local seafood. We look forward to making your stay enjoyable and memorable!
Fabulous
289 reviews
Just a short stroll from the beautiful Atlantic Ocean and vibrant Duval Street, our Key West hotel offers stunning all-suite accommodations designed for your comfort. We aim to create a welcoming atmosphere where everyone can relax and enjoy the unique charm of Key West, FL. Whether you're here for a romantic getaway, a family vacation, or a friends' retreat, we want to make sure you have an unforgettable experience that meets your needs. Come and discover the beauty of Key West with us!
Superb
634 reviews
Welcome to Key West H2O Suites, a peaceful retreat designed just for adults. Located just a short 200-meter walk from the vibrant Duval Street, our hotel offers a relaxing getaway. You can unwind at our beautiful rooftop pool all year round, complete with a sun terrace where you can soak up the sun. Feel free to visit our on-site bar to enjoy a refreshing drink during your stay. Each suite is equipped with a flat-screen TV and all the comforts you need to feel right at home. We can't wait to welcome you!
Superb
533 reviews
Welcome to our adult-only hotel in the beautiful Key West, Florida! Here, you can unwind and enjoy two inviting outdoor pools. We’re conveniently located just a minute’s walk from lively Duval Street, where you can explore shops, restaurants, and nightlife. If you’re interested in nature, the Key West Butterfly and Nature Conservatory is only a quick 3-minute drive away. We look forward to helping you create wonderful memories during your stay!
Exceptional
146 reviews
The Saint Hotel Key West welcomed its guests on February 1, 2015, after six months of thoughtful renovations. We transformed a standard hotel into a charming boutique experience inspired by the allure of a historical bordello. Our goal was to create a welcoming space that feels both unique and comfortable for everyone who walks through our doors. The updates include stylish decor and inviting communal areas designed for relaxation and connection. We are dedicated to making your stay enjoyable and memorable!
Very Good
41 reviews
Experience the beauty of the Gulf of Mexico at our inviting Key West resort and spa. Enjoy relaxing moments by our outdoor pool, where you can take in stunning views of the water. We want to make your stay comfortable, so we offer free WiFi for all our guests. If you’re looking to unwind, visit SpaTerre on-site, where our skilled therapists offer a variety of massage treatments designed just for you. Your comfort and enjoyment are our top priorities!
Very Good
141 reviews
Welcome to our beautiful beachfront resort on Marco Island, Florida! Here, you can relax by one of our three outdoor pools or enjoy a round of golf at one of our two private 18-hole courses. We offer a variety of dining options with ten different restaurants to suit all tastes. Plus, there are plenty of activities available for everyone, including volleyball and more. Whether you're looking to unwind or stay active, we have something for everyone to enjoy during your stay!
Fabulous
397 reviews
Welcome to Naples Bay Resort and Marina, a place where you can relax and enjoy the beautiful surroundings. Our resort offers a lovely marina and a spacious 5,000-square-foot outdoor pool—perfect for soaking up the sun or enjoying a refreshing swim. Each of our comfortable rooms is equipped with free WiFi, so you can stay connected during your visit. Plus, we’re conveniently located just under a mile from the scenic Naples Pier, where you can take in stunning views and explore local attractions. Whether you're here for a family vacation, a romantic getaway, or a solo retreat, we strive to make your stay enjoyable and memorable. We look forward to welcoming you!
Exceptional
7 reviews
Note: The prices for each hotels in The Keys do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.
Transportation/Shuttle service is available at the following luxury hotels in The Keys:
A spa is available to guests at the following luxury hotels in The Keys:
Families traveling in The Keys enjoyed their stay at the following luxury hotels:
These 3 star hotels received great reviews from other travelers:
Some of the best luxury hotels in The Keys are:
Some of the best hotels with entertainment options in The Keys include The Margaritaville Key West Resort & Marina, the Ocean Key Resort & Spa, and Hawks Cay Resort. These properties offer live music, poolside activities, and themed events to keep guests entertained during their stay.
Yes, several family-friendly hotels in The Keys provide entertainment for all ages. Resorts like the Hawks Cay Resort offer kids' clubs, water sports, and family movie nights, ensuring that everyone has a great time.
Hotels in The Keys typically offer a variety of entertainment options such as live music, pool parties, beachfront activities, and outdoor movie nights. Many resorts also host special events like themed dinners and happy hours.
While all-inclusive resorts are rare in The Keys, some properties like Club Med in nearby areas offer packages that include meals and activities. Always check directly with the hotel to see what entertainment is included in your stay.
Absolutely! Hotels like the Sunset Key Cottages and The Marker Waterfront Resort feature stunning waterfront views along with live entertainment options. Enjoy a night of music while soaking in the beauty of the ocean.
For a romantic getaway, consider hotels like the Ocean Key Resort & Spa or Casa Marina. Both provide intimate settings with live music, sunset celebrations, and couples’ activities designed to enhance your experience.
Yes, many hotels in The Keys regularly host events and festivals, especially during peak tourist seasons. Check out places like the Key West Holiday Fest or the Music Festival at the Casa Marina for exciting entertainment options.
If you're looking for nightlife, the Margaritaville Key West Resort & Marina and the Bourbon Street Pub are among the top spots. They offer lively bars and entertainment options that cater to night owls.
🛏️ Hotels perfect for this itinerary: Havana Cabana at Key West, The Reach Key West, Curio Collection by Hilton, Casa Marina Key West, A Waldorf Astoria Resort
Choosing the right area to stay in The Keys is essential for maximizing your vacation experience, as each neighborhood offers unique charms tailored to different traveler needs. From romantic hideaways to family-friendly spots, The Keys boasts a diverse range of neighborhoods. This guide will help you navigate through these options and find your perfect fit for an unforgettable stay.
Best Areas: Key West, Islamorada
Why it’s perfect: Intimate settings perfect for romance and relaxation. Stunning sunset views and beachfront access. A variety of dining and nightlife options that cater to couples.
Top Hotels: Ocean Key Resort & Spa, Cheeca Lodge & Spa
Top Features: Romantic views, Private beach access, Cozy fire pits
Best Areas: Marathon, Key Largo
Why it’s perfect: Family-friendly attractions and activities nearby. Spacious accommodations suitable for families. Easy access to nature parks and snorkeling spots.
Top Hotels: The Hammocks at Marathon, Holiday Inn Key Largo
Top Features: Kid-friendly pools, Adventure activities, Game rooms
Best Areas: Key West, Big Pine Key
Why it’s perfect: Vibrant social scene and opportunities to meet fellow travelers. Cafés and bars offering local vibes. Variety of solo-friendly activities and tours.
Top Hotels: Hostel on the Beach, Blue Marlin Motel
Top Features: Social gatherings, Affordable rates, Proximity to attractions
Best Areas: Key Largo, Islamorada
Why it’s perfect: Tranquil environment with accessible amenities. Relaxed pace and scenic views for leisurely exploration. Cultural experiences and guided tours available.
Top Hotels: Bayside Inn Key Largo, Islander Waterside Resort
Top Features: Accessible facilities, Calm atmosphere, Engaging local tours
Best Areas: Key West, Marathon
Why it’s perfect: Affordable accommodations without compromising quality. Free or low-cost activities available nearby. Local eateries and attractions suited for budget-conscious travelers.
Top Hotels: Fairfield Inn & Suites by Marriott Key West, Kingsail Resort
Top Features: Budget-friendly dining options, Access to public beaches, Discounted attraction passes
Best Areas: Key West, Islamorada
Why it’s perfect: High-end amenities and exceptional service. Exclusive experiences tailored for luxury travelers. Stunning beachfront properties with premium views.
Top Hotels: Grove Isle Hotel & Spa, The Reach Key West, Curio Collection by Hilton
Top Features: Spa and wellness centers, Gourmet dining options, Private pools
Traveler Type | Best Areas | Top Features |
---|---|---|
Couples | Key West, Islamorada | Romantic views, Private beach access, Cozy fire pits |
Family | Marathon, Key Largo | Kid-friendly pools, Adventure activities, Game rooms |
Solo | Key West, Big Pine Key | Social gatherings, Affordable rates, Proximity to attractions |
Seniors | Key Largo, Islamorada | Accessible facilities, Calm atmosphere, Engaging local tours |
Budget | Key West, Marathon | Budget-friendly dining options, Access to public beaches, Discounted attraction passes |
Luxury | Key West, Islamorada | Spa and wellness centers, Gourmet dining options, Private pools |