The 12 Best Luxury Family Hotels in The Keys (2025)

Nestled amidst 27 acres of tropical gardens and stretching along 1,000 feet of pristine private beach, Cheeca Lodge & Spa is a sanctuary where luxury meets the soul of Florida's Keys. With its chic ambiance and romantic allure, this resort invites you to escape into an oasis of tranquility, where every detail whispers relaxation and indulgence.

Tropical Escape - Breathe in the intoxicating scent of saltwater and hibiscus as you lounge beside sparkling adult and family swimming pools, each offering an idyllic retreat that feels worlds away from daily life.

Gourmet Indulgence - Savor the flavors of the tropics at Atlantic’s Edge, where dishes inspired by the sea are served against a backdrop of breathtaking views, or unwind at Nikai Sushi Bar, where the delicate artistry of sushi comes alive amidst a laid-back elegance.

Wellness Retreat - Rejuvenate at the on-site spa, where soothing sounds of gentle waves mingle with the aroma of coconut and lemongrass, creating a holistic experience that nourishes both body and spirit while surrounded by lush garden views.

Guest Experiences - One guest marveled at the comforting touch of their room, adorned with dark hardwood furniture and a soaking tub overlooking the ocean—a perfect spot to sip coffee as the morning sun transformed the sky into a canvas of pinks and oranges. Others cherished the friendly faces of the staff, who greeted them with warm smiles and small gestures that made them feel like part of the Cheeca family.

Nestled along 14.5 serene acres of pristine bayfront in Key Largo, Playa Largo Resort & Spa invites you into a realm where elegance meets tranquility. Picture yourself unwinding under swaying palms, the gentle sound of waves lapping at the shore creating a symphony of relaxation as the warm Florida sun bathes you in golden light—a truly idyllic escape for couples and luxury seekers alike.

Romantic Getaway - With private cabanas dotting the beach and fire pits glowing at twilight, every corner of Playa Largo is designed for romance. Enjoy intimate dinners with fresh seafood while the sunset casts a mesmerizing palette across the sky, perfect for creating lasting memories.

Spa Indulgence - At the full-service Ocean Spa, surrender to soothing treatments that rejuvenate both body and soul. Whether you indulge in a blissful massage right in your room or simply bask in the luxurious ambiance, this is a sanctuary where serenity reigns supreme.

Adventurous Escapades - Water sports enthusiasts will find their paradise here, with opportunities for kayaking, paddleboarding, and diving just steps away from your doorstep. Each day promises exciting adventures amidst the vibrant marine life of the Florida Bay—an exhilarating playground waiting to be explored.

Guest Experiences - Imagine sinking your toes into soft sand while sipping on a freshly crafted cocktail, the air perfumed with hints of grilled seafood from the nearby Sol by the Sea restaurant. Guests often rave about the friendly staff who greet you like family, ensuring every moment feels personalized and genuine, even if it means waiting a tad longer to savor that perfect breakfast made just for you.

Nestled along the stunning coastline of Marathon in the Florida Keys, Isla Bella Beach Resort & Spa invites you to indulge in a luxurious escape where tropical elegance meets serene seclusion. With its private stretch of pristine beach and lush gardens, every moment spent here feels like a personal retreat, wrapped in the soothing sounds of gentle waves lapping against the shore.

Beach Life - Immerse yourself in the vibrant hues of the ocean as you lounge on soft sands or enjoy thrilling water sports. The resort's exclusive beachfront is perfect for sun-soaked days filled with paddleboarding alongside playful manatees or an exhilarating jetski adventure under the sun.

Spa Breaks - Discover your sanctuary at the wellness center, where the air is infused with calming aromas and the sound of bubbling hot tubs invites relaxation. Unwind with holistic treatments that rejuvenate both body and spirit, ensuring a blissful escape from the everyday hustle.

Culinary Delights - Savor exquisite flavors at the in-house restaurant, where Hawaiian Regional Cuisines come alive with fresh, local ingredients. Each dish tells a story—imagine the aroma of grilled fish kissed by citrus as it mingles with laughter and clinking glasses, creating the perfect backdrop for romantic evenings.

Guest Experiences - One guest recalled how the warm breeze carried the scent of salt and coconut, making their morning coffee feel like a tropical ritual; while another delighted in the surprise encounter with dolphins during an afternoon paddleboarding session, turning an ordinary day into a memorable adventure.

Nestled along the sun-kissed shores of Marathon, FL, Grassy Flats Resort & Beach Club invites you to discover an oasis of intimacy and luxury. With the gentle sound of waves lapping at the beach and stunning sea views that paint each sunrise and sunset, this resort is a romantic escape designed for couples and seekers of tranquility alike.

Romantic Retreat - Every corner of Grassy Flats whispers romance, from candlelit dinners at the on-site restaurant to lazy afternoons by the heated pool, where laughter mingles with the soothing breeze. The atmosphere envelops you in its charm, making it impossible not to fall in love all over again.

Gastronomic Delights - Savor culinary creations crafted with fresh local ingredients as you enjoy the ambiance of the Rhum House. Guests rave about their morning rituals—indulging in delicious avocado toast that becomes a staple on every visit, paired with the tantalizing aroma of coffee wafting through the air.

Intimate Surroundings - With its thoughtfully curated decor and lush landscaping, Grassy Flats feels like a cozy sanctuary rather than a bustling resort. Each room is adorned with elegant touches that create a blissful retreat, ensuring that both adventure seekers and relaxation lovers find their personal haven.

Guest Experiences - As the sun dipped below the horizon, one guest marveled at the vibrant colors streaking across the sky, while the delicate scent of saltwater filled the air. They found themselves lost in conversation with the friendly staff, who not only helped with check-in but also shared local secrets, enhancing their stay with a personal touch.

Nestled where the turquoise waters of the Atlantic embrace the vibrant spirit of Key West, Oceans Edge Key West offers an oasis of tranquility and romance. With six shimmering pools reflecting the endless sky, this modern resort is a sanctuary designed for couples seeking intimacy and adventure alike, all while indulging in exquisite luxury amid breathtaking vistas.

Romantic Retreat - Each guest accommodation boasts spectacular water views, inviting you to unwind on your private balcony or patio as the sun dips below the horizon, painting the sky with hues of orange and pink.

Waterfront Dining - Savor the enticing flavors of American-Caribbean cuisine at Yellowfin Bar and Grill, where every meal is paired with the gentle sounds of waves lapping against the marina, creating a perfect backdrop for intimate dining experiences.

Active Adventures - For the adventurous soul, the hotel offers complimentary kayak tours and paddleboard rentals, allowing you to glide across the pristine waters while spotting colorful marine life, making unforgettable memories just outside your door.

Guest Experiences - Amid the charming chaos of friendly cockerels and curious lizards wandering the grounds, guests have relished their morning coffee while taking in the serene poolside ambiance, all while enjoying warm smiles from attentive staff members who seem to anticipate your every need.

Nestled at the edge of Stock Island Marina, The Perry Hotel & Marina Key West is a romantic oasis where luxury intertwines with the vibrancy of island life. Here, the gentle lapping of waves harmonizes with the soft rustle of palm fronds, providing an enchanting backdrop for couples and adventurers alike. Embrace the chic decor and artisanal touches that elevate every corner of this boutique haven, beckoning you to unwind in style.

Romantic Getaway - Surprise your loved one with moonlit evenings by the waterfront pools, where shimmering reflections dance on the water's surface, creating an intimate ambiance perfect for stolen kisses and whispered secrets.

Culinary Delights - Indulge in mouthwatering flavors at dockside restaurants like Matt's Stock Island Kitchen & Bar, where the scent of fresh seafood mingles with the salty breeze, inviting you to savor award-winning dishes that celebrate local bounty.

Adventure Awaits - With direct marina access, embark on thrilling water activities or enjoy complimentary shuttles whisking you away to the lively pulse of Old Town, where vibrant sights and sounds await just a bridge away.

Guest Experiences - Delight in the personal touch of attentive staff who make every moment feel special, from enjoying a cocktail at the pool as the sun dips below the horizon to lounging in a plush room adorned with artisanal details - the essence of Key West captured perfectly.

Nestled just a block away from the shimmering Atlantic Ocean and the vibrant pulse of Duval Street, Santa Maria Suites Resort is an intimate oasis that blends modern luxury with the charming quirks of Key West. Here, spacious all-suite accommodations invite you to unwind in style, surrounded by lush gardens and the gentle sound of water lapping at nearby shores, creating an atmosphere ripe for romance and relaxation.

Romantic Retreat - Indulge in the ultimate romantic escape, where each suite offers stunning decor and a full kitchen, perfect for intimate dinners or lazy breakfasts in bed, complemented by the scent of fresh muffins wafting through your door each morning.

Total Relaxation - Two heated outdoor pools beckon for leisurely dips amidst tropical gardens, while complimentary poolside smoothies refresh your spirit under the warm Florida sun—a dreamy backdrop for unwinding after exploration.

Outstanding Location - Just moments from historic sites and local markets, you can easily stroll to iconic attractions like the Ernest Hemingway House, returning to the sanctuary of your suite equipped with everything you need—truly a hub for cultural explorers and adventure seekers alike.

Guest Experiences - Guests have delighted in the unexpected treats awaiting them daily: imagine opening your suite to the allure of freshly baked muffins alongside Dove ice cream mini bars, while the friendly staff members, particularly Matilda, go above and beyond, offering personalized tips on dining and sights with genuine warmth.

Nestled in the vibrant heart of Key West, The Saint Hotel captivates with its alluring blend of modern luxury and intimate charm. Here, every detail whispers romance, inviting adult guests to indulge in a serene escape where the soft sounds of the ocean mingle with laughter and clinking glasses from the stylish bar. A mere stroll from sun-kissed beaches, this boutique haven offers an oasis for couples, honeymooners, and wellness seekers alike.

Romantic Break - Each elegantly appointed room is a sanctuary of tranquility, adorned with chic decor that sparks inspiration and intimacy. Enjoy lingering moments on your private terrace, where the gentle breeze carries the scent of tropical blooms, setting the perfect backdrop for shared sunsets.

City Style - With Duval Street just a delightful six-minute walk away, immerse yourself in the lively local culture filled with eclectic shops and vibrant nightlife. Return to the comfort of The Saint, where sophistication meets the pulse of island life—perfect for those looking to explore and unwind.

Spa breaks - Rejuvenate your senses in the serene atmosphere of our spa, where soothing aromas envelop you as skilled hands melt away stress. Each treatment is tailored to enhance your well-being, ensuring that relaxation becomes a cherished part of your stay.

Guest Experiences - As guests drift through the hotel, they are often enchanted by the subtle glow of ambient lighting that casts a warm ambiance over cozy corners. One traveler recalled savoring a refreshing cocktail at sunset, while listening to the distant laughter of fellow guests enjoying their evening—a true testament to the hotel's vibrant yet intimate atmosphere.

Nestled on the sun-kissed shores of Key West, Ocean Key Resort & Spa offers an exquisite blend of luxury and tranquility, enveloped by the sounds of gentle waves and the scent of salty sea air. Here, each moment invites you to unwind, whether you're sipping a cocktail as the sun sinks into the Gulf or indulging in a rejuvenating spa treatment while the world drifts away.

Romantic Escape - With breathtaking sunset views from every corner, this resort is the epitome of romance. Stroll hand-in-hand along the Sunset Pier, where the golden hues ignite the sky, creating a backdrop that feels almost otherworldly.

Total Relaxation - Experience pure bliss at SpaTerre, where skilled therapists transport you to a sanctuary of serenity. The soothing scents of essential oils mingle with the freshness of ocean breezes, inviting you to leave your worries behind.

Culinary Delights - Savor freshly caught seafood paired with handcrafted cocktails at Hot Tin Roof, whose vibrant ambiance is enhanced by the sound of laughter and clinking glasses, reminding you that every meal here is a celebration.

Guest Experiences - One evening, a couple found themselves mesmerized by the brilliant sunset, their laughter mingling with the soft rustle of palm leaves as they shared a Cozy dinner at the waterfront. Their server surprised them with a complimentary dessert, igniting a spontaneous toast to love and life, all under the enchanting glow of twilight.

Nestled on the sun-kissed shores of Marco Island, the JW Marriott Beach Resort stands as a bastion of luxury and serenity. With each wave lapping at the pristine shoreline, this elegant oasis invites you to indulge in a world where your every desire is met with impeccable service and breathtaking views of the Gulf of Mexico.

Total relaxation - Immerse yourself in tranquility at the Spa by JW®, where the air is infused with soothing aromas and the gentle sound of water evokes a sense of calm as skilled therapists work their magic to rejuvenate your body and spirit.

Romantic Break - Bask in the golden glow of sunset from your private balcony, where the vibrant hues of the sky create a picturesque backdrop for intimate evenings spent savoring fine wines and delectable dishes, handpicked from the resort's diverse culinary offerings.

Beach Life - Step onto the soft sands just steps from your door, where the rhythmic lull of the ocean mingles with laughter and the playful splash of families enjoying the outdoor pools—each moment a reminder that paradise is within reach.

Guest Experiences - As you lounge by the pool, the gentle breeze carries the tantalizing scent of grilled seafood, and friendly staff members glide past, ensuring your glass is never empty while the sun dips lower, inviting you to lose track of time amidst the serenity.

Nestled along the tranquil shores of Marco Island, Holiday Inn Club Vacations Sunset Cove Resort is a slice of paradise where romance and adventure intertwine. With breathtaking water views from private balconies and lush landscapes that whisper serenity, this resort beckons couples and families alike to bask in its inviting embrace, creating memories that linger long after your stay.

Romantic Retreat - Each spacious three-bedroom apartment invites you to unwind amidst elegant decor and modern comforts, providing the perfect backdrop for intimate moments and shared laughter with loved ones.

Beach Life - Enjoy effortless access to Tigertail Beach with complimentary shuttle services, where sun-soaked days are accompanied by gentle waves and soft sands—ideal for leisurely strolls or energizing bike rides along scenic coastal paths.

Wellbeing - Indulge in total relaxation at the resort's shimmering outdoor pool, where soothing sounds of splashing water mingle with the scent of salt air, offering an oasis for rejuvenation beneath the Florida sun.

Guest Experiences - As one delighted guest noted, the units have a distinctly fresh smell, embodying cleanliness that complements the stunning bay views from the kitchen. Whether it was relaxing on comfortable beds or finding joy in the barbecue area, the staff's genuine care made every moment feel special.

Nestled along the serene shores of Naples Bay, the Naples Bay Resort and Marina is a sanctuary where luxury meets tranquility. Picture yourself savoring captivating sunsets from your private balcony, enveloped in the soothing sounds of gentle waves lapping against the marina, while lush tropical gardens create an oasis of peace just minutes from vibrant downtown Naples.

Romantic Getaway - Indulge in intimate moments with breathtaking views, as each elegantly appointed room offers a personal haven overlooking the sparkling marina or serene waterways, perfect for couples seeking a romantic escape.

Spa & Relaxation - Rejuvenate your senses at The Spa at Naples Bay Resort, where herbal bath soaks and expert massages transport you to a world of bliss, inviting you to unwind amidst the tranquil ambiance enhanced by soft melodies and fragrant aromas.

Outdoor Adventures - Explore the natural beauty of Naples through exciting outdoor activities, whether it's sailing across the shimmering bay, paddling along the Curlew Canal, or cycling through scenic trails – every adventure is effortlessly accessible from your luxurious base.

Guest Experiences - Imagine waking up to the gentle rustle of palm leaves and the sweet scent of fresh pastries wafting from the Café on the Bay, where guests gather over spirited conversations and specialty coffee, all while relishing the warmth of exceptional, friendly service that makes each stay unforgettable.