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
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
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
Tigertail Beach is just a short 2-kilometer walk from our resort on beautiful Marco Island, Florida. We want you to feel at home here, so we offer a lovely outdoor pool with a relaxing terrace for you to enjoy. Getting to the beach is easy too, thanks to our complimentary shuttle service. Our spacious apartments come with fully equipped kitchens, perfect for preparing your favorite meals or snacks during your stay. We’re here to make your experience as enjoyable and comfortable as possible!
Superb
126 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 resorts 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.
Some of the best luxury resorts in The Keys include the Ocean Key Resort & Spa, Cheeca Lodge & Spa, and the Casa Marina Resort. Each offers stunning ocean views, top-notch amenities, and a unique atmosphere that captures the spirit of the Florida Keys.
Luxury resorts in The Keys typically offer a range of high-end amenities such as private beaches, infinity pools, gourmet dining options, full-service spas, and water sports activities. Many also provide personalized services to ensure a memorable stay.
While all-inclusive resorts are less common in The Keys, some luxury properties do offer package deals that can include meals, drinks, and activities. It's best to check with each resort for specific offerings tailored to your needs.
Family-friendly luxury resorts in The Keys include the Hawks Cay Resort and the Islander Resort, which feature kid-friendly activities and amenities. These resorts provide a mix of relaxation for adults and fun for children, making them perfect for family vacations.
The best time to visit luxury resorts in The Keys is from December to April when the weather is mild and pleasant. However, if you prefer lower rates and fewer crowds, consider visiting during the shoulder seasons of late spring or early fall.
Yes, many luxury resorts in The Keys offer various water sports activities, including snorkeling, scuba diving, kayaking, and sailing. Resorts often have rental services and guided tours available to help guests explore the beautiful waters of the Keys.
When choosing a luxury resort in The Keys, consider factors like location, amenities, price, and the type of vacation experience you desire. Reading reviews and checking online resources can also help you find the resort that best fits your preferences.
Pet policies vary by resort in The Keys, so it's essential to check with individual properties. Some luxury resorts are pet-friendly and may offer special amenities for your furry companions.
🛏️ Hotels perfect for this itinerary: Rosewood Miramar Beach, The Ritz-Carlton Key Biscayne, Ocean Key Resort & Spa
Choosing the right area to stay in The Keys is essential for a memorable vacation, as it depends on each traveler's unique needs and preferences. With diverse neighborhoods that offer everything from romance to family-friendly activities, this guide will help you find the perfect fit for your getaway in this tropical paradise. Whether you're seeking adventure, relaxation, or a cultural experience, The Keys has something for everyone.
Best Areas: Key West, Islamorada
Why it’s perfect: Intimate dining options with sunset views Secluded beaches for romantic getaways Charming atmospheres that enhance connection
Top Hotels: Ocean Key Resort & Spa, Cheeca Lodge & Spa, The Reach Key West, Curio Collection by Hilton
Top Features: Romantic views, Private balconies, Cozy fire pits
Best Areas: Marathon, Key Largo
Why it’s perfect: Family-friendly attractions and activities Spacious accommodations for larger groups Safe and welcoming atmosphere
Top Hotels: Tranquility Bay Beachfront Hotel, Hawks Cay Resort, Key Largo Bay Marriott Beach Resort
Top Features: Kid-friendly pools, On-site water sports, Fun family excursions
Best Areas: Key West, Islamorada
Why it’s perfect: Vibrant nightlife and social scenes Plenty of opportunities for self-exploration Easy access to local tours and activities
Top Hotels: Santa Maria Suites Resort, Postcard Inn Beach Resort & Marina, Bungalows Key Largo
Top Features: Community vibe, Social events and mixers, Adventure-filled excursions
Best Areas: Key West, Marathon
Why it’s perfect: Peaceful environments with plenty of amenities Easier access to attractions and dining Variety of leisure activities tailored for older adults
Top Hotels: The Southernmost Inn, Lighthouse Court Hotel, Islander Watersports Resort
Top Features: Accessibility features, Relaxing pool areas, Cultural experiences
Best Areas: Big Pine Key, Tavernier
Why it’s perfect: Affordable accommodations without sacrificing quality Access to beautiful natural attractions Less touristy spots providing a local experience
Top Hotels: Big Pine Key Fishing Lodge, Dolphin Point Villas, Kona Kai Resort
Top Features: Budget-friendly rates, Local charm, Proximity to natural wonders
Best Areas: Key West, Islamorada
Why it’s perfect: High-end resorts offering top-tier amenities Exclusive access to pristine beaches and luxurious services Gourmet dining and spa options
Top Hotels: The Marquesa Hotel, Little Palm Island Resort & Spa, Sunset Key Cottages
Top Features: Private cottages, World-class spas, Fine dining experiences
Traveler Type | Best Areas | Top Features |
---|---|---|
Couples | Key West, Islamorada | Romantic views, Private balconies, Cozy fire pits |
Family | Marathon, Key Largo | Kid-friendly pools, On-site water sports, Fun family excursions |
Solo | Key West, Islamorada | Community vibe, Social events and mixers, Adventure-filled excursions |
Seniors | Key West, Marathon | Accessibility features, Relaxing pool areas, Cultural experiences |
Budget | Big Pine Key, Tavernier | Budget-friendly rates, Local charm, Proximity to natural wonders |
Luxury | Key West, Islamorada | Private cottages, World-class spas, Fine dining experiences |