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
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
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 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 top family-friendly hotels in The Keys include the Hawks Cay Resort, Islander Watersports Resort, and Tranquility Bay Beachfront Hotel. These resorts offer kid-friendly activities, pools, and easy beach access, making them perfect for families.
While The Keys doesn't have many all-inclusive resorts, some hotels like Bungalows Key Largo offer packages that include meals and activities. It's a great option for families looking to simplify their vacation experience.
Family-friendly hotels in The Keys usually provide spacious rooms, on-site dining options, swimming pools, and organized kids’ activities. Some may also have water sports, playgrounds, and family-friendly entertainment.
To find hotels in The Keys with family suites, check booking websites or travel agencies that filter accommodations by room type. Many family-friendly hotels will specify if they have larger family suites available for guests.
Families in The Keys can enjoy a variety of activities such as snorkeling, kayaking, jet skiing, visiting wildlife parks, or simply relaxing on the beach. Many hotels also organize excursions and family-oriented events.
Yes, several family-friendly hotels in The Keys welcome pets. For example, the La Quinta Inn & Suites by Wyndham welcomes furry friends and offers easy access to outdoor activities, making it an excellent choice for families traveling with pets.
The best time to visit The Keys with family is from December to April when the weather is pleasantly warm and dry. However, if you're looking for lower rates and fewer crowds, consider visiting during the shoulder season months of May and November.
Many family-friendly hotels in The Keys offer babysitting services or childcare options, allowing parents a chance to enjoy some alone time. Always check with your chosen hotel ahead of your stay to confirm availability and rates.
🛏️ Hotels perfect for this itinerary: The Reach Resort, Ocean Key Resort & Spa, Hawks Cay Resort
Choosing the right area to stay in The Keys is essential for a memorable vacation, as each neighborhood offers unique experiences tailored to different traveler needs. Whether you're seeking romance, adventure, or family-friendly amenities, The Keys has diverse options to suit your preferences. This guide will help you navigate through the best areas, ensuring you find the perfect fit for your getaway.
Best Areas: Key West, Islamorada
Why it’s perfect: Stunning sunsets and romantic dining options abound. Secluded beaches provide intimate moments away from crowds. Charming local shops and quiet streets ideal for leisurely strolls.
Top Hotels: The Southernmost Beach Resort, Cheeca Lodge & Spa, Ocean Key Resort & Spa
Top Features: Romantic views, Quiet alleys, Private beach access
Best Areas: Marathon, Key Largo
Why it’s perfect: Family-friendly activities like snorkeling, fishing, and water parks are abundant. Accommodations often feature spacious rooms and kid-friendly amenities. Safe and welcoming environment for children and parents alike.
Top Hotels: Tranquility Bay Beachfront Hotel, Hawks Cay Resort, Holiday Inn Key Largo
Top Features: Kids’ clubs, Large swimming pools, Activities for all ages
Best Areas: Key West, Big Pine Key
Why it’s perfect: Vibrant nightlife and social scenes for meeting new people. Plenty of recreational activities to enjoy solo, from diving to exploring art galleries. Easy access to public transportation and bike rentals for solo exploration.
Top Hotels: LGBTQ+ friendly guesthouses like Albury Court Hotel, The Pearl Hotel, Bayside Inn Key Largo
Top Features: Social atmosphere, Local attractions within walking distance, Affordable shared accommodations
Best Areas: Marathon, Islamorada
Why it’s perfect: Peaceful surroundings with easy accessibility to amenities. Less crowded areas allow for leisurely exploration. Many resorts offer wellness programs and relaxing spa services.
Top Hotels: Islander Watersports Resort, Amara Cay Resort, Coconut Cay Resort
Top Features: Accessibility features, Relaxing gardens and patios, On-site dining options
Best Areas: Key Largo, Tavernier
Why it’s perfect: Affordable accommodations that don’t compromise on quality. A variety of free or low-cost outdoor activities, such as snorkeling and hiking. Close proximity to local attractions without high tourist prices.
Top Hotels: Motel 6 Key Largo, La Siesta Resort & Marina, Islander Watersports Resort
Top Features: Budget-friendly options, Convenient location, Access to nature trails and parks
Best Areas: Key West, Islamorada
Why it’s perfect: High-end resorts offer unparalleled amenities and personalized service. Stunning waterfront views paired with gourmet dining experiences. Exclusive activities such as private yacht charters and spa treatments.
Top Hotels: The Ritz-Carlton Key Biscayne, Little Palm Island Resort & Spa, Ocean House
Top Features: Luxury spa services, Private balconies with ocean views, Fine dining restaurants
Traveler Type | Best Areas | Top Features |
---|---|---|
Couples | Key West, Islamorada | Romantic views, Quiet alleys, Private beach access |
Family | Marathon, Key Largo | Kids’ clubs, Large swimming pools, Activities for all ages |
Solo | Key West, Big Pine Key | Social atmosphere, Local attractions within walking distance, Affordable shared accommodations |
Seniors | Marathon, Islamorada | Accessibility features, Relaxing gardens and patios, On-site dining options |
Budget | Key Largo, Tavernier | Budget-friendly options, Convenient location, Access to nature trails and parks |
Luxury | Key West, Islamorada | Luxury spa services, Private balconies with ocean views, Fine dining restaurants |