The 7 Best Boutique Resorts in The Keys (2025)

Nestled along the pristine shores of Key Largo, Bungalows Key Largo - All Inclusive beckons couples and romantic travelers into a world where luxury meets tranquility. Each luxurious bungalow serves as a private sanctuary, complete with soothing ocean breezes and breathtaking views, ensuring that every moment is tailored for relaxation and intimate connection.

Total Relaxation - Indulge in the serene atmosphere as you bask by the shimmering pools or unwind in your own private hot tub under a starlit sky, where the only sound is the gentle lapping of waves on the shore.

Spa Breaks - Rejuvenate your senses at the full-service spa, where expert therapists blend natural ingredients into treatments designed to melt away stress, leaving you enveloped in tranquility and bliss.

Boutique Beach Life - Discover an exclusive stretch of golden sand where soft towels await, inviting you to sink into plush lounge chairs while sipping on expertly crafted cocktails, all against a backdrop of sapphire waters and swaying palms.

Guest Experiences - As you stroll through the lush grounds, the fragrant aromas of gourmet dishes waft invitingly from the nearby restaurants, mingling with the sounds of laughter from guests savoring sunset sails, capturing the heart of what makes this resort feel like a home away from home.

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 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 shimmering waters of Florida Bay, Parrot Key Hotel & Villas is a tropical oasis that invites you to indulge in luxury and relaxation. With its lush gardens and intimate ambiance, this exquisite retreat offers a perfect escape for couples and solo travelers alike, where every moment feels like a private paradise.

Spa & Relaxation - Immerse yourself in serenity with rejuvenating on-site massages that melt away your stress, surrounded by the gentle rustle of palm fronds and the soft sound of waves lapping at the shore.

Romantic Break - The secluded charm of each villa enhances romance, featuring private terraces where you can sip cocktails while soaking in breathtaking views of vibrant sunsets over the ocean.

Boutique - Every corner of this boutique resort is tastefully designed, from the four distinct pools—each one seemingly hidden by lush greenery—to the chic decor that whispers comfort and sophistication.

Guest Experiences - As you stroll through the winding paths lined with fragrant blooms, the scent of fresh seafood wafts from The Grove Kitchen & Bar, where guests have relished delightful poolside snacks with a side of laughter echoing in the sunlit air.

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.

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.