The 9 Best Boutique Resorts in Key West (2025)

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.

Tucked away in the vibrant heart of Key West, H2O Suites invites discerning travelers to immerse themselves in an oasis of romance and tranquility. This adults-only sanctuary blends modern luxury with a tropical charm, offering a serene escape that captures the essence of island living while remaining just steps from the bustling energy of Duval Street.

Romantic Hideaway - Every suite at H2O is designed as a personal retreat, featuring lush tropical views and private pools, perfect for stolen moments beneath the sun. The ambiance whispers intimacy, where soft ocean breezes mingle with the scent of exotic flowers, creating a seductive atmosphere that's ideal for couples.

Chic Rooftop Oasis - The year-round outdoor rooftop pool beckons with its sparkling waters and inviting sun terrace, providing the perfect perch for basking in the glorious Florida sunshine or sipping cocktails under a starlit sky. You'll relish the sound of gentle waves lapping against the shore as you unwind in this elevated haven.

Total Relaxation - Luxuriate in your well-appointed suite, complete with plush furnishings, a soothing palette, and indulgent amenities like complimentary bathrobes and slippers. Each detail has been thoughtfully curated to ensure a serene experience—perfect for those seeking peace and rejuvenation amid the lively island backdrop.

Guest Experiences - One guest described their arrival as stepping into a world of calm, noting the delightful welcome drink that tasted like a burst of tropical fruit, instantly lifting their spirits. They savored lazy afternoons by the rooftop pool, where the occasional sounds of laughter drifted up, perfectly complementing the serenading song of island birds.

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 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 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 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.