The 11 Best Boutique Hotels with Entertainment in St. Augustine (2025)

Nestled in the heart of St. Augustine's historic charm, The Collector Inn (Adults Only) invites you into a serene sanctuary where romance and luxury intertwine. With lush gardens, intimate nooks, and soothing sounds of nature, each moment here feels like a gentle escape tailored for couples seeking their own slice of paradise.

Romantic Retreat - Savor quiet moments on your private porch, adorned with comfortable seating that beckons you to sip morning coffee while listening to the rustling leaves—a perfect start to an enchanting day.

Culinary Delights - Begin your mornings with a European-style continental breakfast, where the aroma of fresh pastries mingles with the warmth of friendly chatter among guests, setting the tone for a delightful day of exploration.

Historic Charm - Experience the rich history of the property through guided tours, immersing yourself in captivating stories of yesteryear as you stroll the beautifully manicured grounds that blend old-world elegance with modern sophistication.

Guest Experiences - Upon arrival, the welcoming scent of sangria filled the air, instantly making you feel at home; later, lounging by the heated pool felt like a retreat when sipping cocktails beneath the twinkling stars, creating memories wrapped in comfort and relaxation.

Nestled on the pristine shores of Vilano Beach, The Saint Augustine Beach House envelops you in an intimate blend of coastal charm and upscale comfort. Here, the gentle sound of waves lapping against the shore serenades your senses while you savor breathtaking oceanfront views from your private balcony, making it a quintessential romantic retreat.

Romantic Escape - Indulge in the allure of privacy as you enjoy sunrises hand-in-hand on your balcony, the salty breeze carrying whispers of the sea, making every moment feel like a cherished memory.

Total Relaxation - Breathe in the calming scent of ocean air as you lounge on the sandy beach just steps away, immersing yourself in the soothing rhythm of the surf that invites you to unwind entirely.

Outstanding Location - With historic St. Augustine only a short drive away, you can explore charming cobblestone streets and cultural treasures, then retreat to your peaceful haven by the shore at day's end.

Guest Experiences - Imagine waking up to the aroma of freshly brewed coffee wafting through the air, mingling with the scent of breakfast delights being served in the cheerful dining area—each bite bursting with flavor, perfectly complementing the day ahead of beachside exploration.

Nestled in the heart of historic St. Augustine, Casa Monica Resort & Spa beckons with its enchanting Moorish-inspired architecture and luxurious ambiance. This elegant retreat offers an intimate escape, where the whispers of history blend seamlessly with modern comforts, crafting a backdrop perfect for romance, relaxation, and rejuvenation.

Romantic Getaway - Whether you’re lounging by the heated outdoor pool or enjoying a candlelit dinner at Costa Brava Cordova, every corner of the resort exudes romance, inviting couples to create unforgettable memories together.

Spa Retreat - At Poseidon Spa, indulge in a world of serenity; let the soothing aromas of essential oils envelop you as skilled hands work away your stress, transporting you to a realm of total relaxation.

Historic Charm - Stroll just minutes from the hotel to immerse yourself in the rich tapestry of St. Augustine’s history, where the iconic Castillo de San Marcos stands sentinel over the coastal landscape, beckoning exploration just steps from your door.

Guest Experiences - Guests have remarked on the warm, welcoming atmosphere—like the gentle sound of laughter echoing from the Cobalt Lounge as cocktail shakers dance in rhythm with the soft music, creating an inviting space to unwind after a day of adventure.

Nestled along the sun-kissed shores of Ponte Vedra Beach, Sawgrass Marriott Golf Resort & Spa invites you into a realm where luxury meets leisure. Here, the air is tinged with the salty breeze of the ocean, and every moment is an opportunity for romance or rejuvenation, making it the perfect backdrop for couples and wellness enthusiasts alike.

Spa Retreat - Indulge in a sanctuary of tranquility at our expansive 20,000-square-foot spa, where the soft aroma of essential oils mingles with soothing sounds, providing a haven for relaxation and beauty treatments tailored to awaken your senses.

Golfing Paradise - Experience privileged access to the legendary TPC® Sawgrass, where the verdant fairways whisper tales of golf's elite. Whether you're a seasoned player or a curious beginner, the spectacular landscapes promise both challenge and breathtaking views.

Culinary Delights - Savor a culinary journey across nine distinctive dining options, from the casual charm of Alice and Pete's Pub with its craft brews to the refined elegance of Vernon's restaurant, where the intimate ambiance enhances each exquisite bite.

Guest Experiences - Wander past the lush greenery and feel the gentle crunch of gravel beneath your feet as you explore serene nature trails. Guests have delighted in the quiet corners of the resort, where the distant laughter from the pool harmonizes with the rustling palm fronds, creating a symphony of relaxation.

Nestled on the pristine shores of Atlantic Beach, One Ocean Resort and Spa beckons discerning travelers to indulge in a haven of luxury and tranquility. Here, the soothing sounds of gentle waves blend seamlessly with the elegant ambiance, creating an intimate oasis that feels a world away yet is just moments from vibrant local culture.

Spa Retreats - Rejuvenate your spirit at the full-service spa, where the aroma of essential oils wafts through calming spaces, inviting you to unwind completely. Each treatment is designed to transport you into blissful relaxation, leaving the stress of everyday life behind.

Culinary Delights - Savor exquisite European and American cuisine at Azurea Restaurant, where the artistry of each dish intertwines with ocean views that inspire every bite. Let the soft sound of clinking glasses and laughter fill the air as you toast to cherished moments with loved ones.

Beachfront Bliss - Step outside to feel the warm sand between your toes and breathe in the salty sea air as you explore our private beachfront. With lounge chairs waiting under swaying palms, it's the perfect place for a leisurely afternoon or a romantic sunset stroll.

Guest Experiences - Imagine returning to your room after a day of sun-soaked adventures, greeted by the fresh scent of linen and the sight of beds perfectly made, ready for your evening retreat. Guests rave about the warmth of the staff, who seem to anticipate your needs before you even voice them—it's those little touches that transform a stay into an unforgettable experience.

Nestled along the pristine shores of Amelia Island, Omni Amelia Island Resort & Spa invites you to indulge in a symphony of luxury and nature. Imagine waking up to the gentle sound of waves lapping against the shore, with the salty breeze beckoning you to explore sun-drenched beaches and lush landscapes, all while surrounded by elegant design and world-class amenities.

Total Relaxation - Unwind in the resort's full-service luxury spa, where soothing aromas fill the air and skilled therapists craft experiences that melt away stress, leaving you rejuvenated and at peace.

Beach Life - Step onto the golden sands just moments from your door, where the vibrant colors of sunset paint the sky as you relax by a fire pit, the soft whispers of the ocean serenading your evening.

Golf - Challenge yourself on the resort’s two championship golf courses, where each swing is accompanied by stunning views of coastal marshes, ensuring that every round becomes a cherished memory.

Guest Experiences - As I savored a sumptuous steak at Bob's Steak and Chop House, the rich aroma of grilled meats mingled with laughter and the clinking of glasses nearby, creating an atmosphere that felt like a celebration of life itself.

Nestled along the sun-kissed shores of Daytona Beach, The Shores Resort & Spa invites you to unwind in elegant luxury, where the soothing sounds of the ocean blend seamlessly with the gentle sea breeze. With its chic, contemporary design and a warm ambiance reminiscent of an intimate seaside hideaway, this resort offers both romance and relaxation for discerning travelers seeking a memorable escape.

Total Relaxation - Indulge in pure bliss at Indulge Spa, where the scent of essential oils wafts through serene spaces, and skilled therapists transport you to a world of tranquility with their expertly crafted treatments.

Beach Life - Step directly from your room onto the soft sands of Daytona Beach, where the rhythmic crash of waves beckons you to relax in private cabanas or to savor handcrafted cocktails from the Tiki Hut Barefoot Beach Bar as the sun dips below the horizon.

Romantic Break - Create lasting memories with your loved one by enjoying a sunset dinner at Azure Oceanfront Dining, where the taste of fresh, regional cuisine pairs perfectly with breathtaking views that stretch over the shimmering Atlantic.

Guest Experiences - Upon arrival, the friendly staff envelops you in warmth, as if welcoming you to their home; the delightful aroma of freshly brewed coffee and baked goods wafts through the air each morning, ensuring your day begins with a touch of comfort and care.

Nestled along the sun-kissed shores of Amelia Island, Seaside Amelia Inn invites you into a world where ocean breezes mingle with the sweet scent of salty air. This intimate boutique hotel, just steps from the beach, offers an enchanting escape for couples and adventurers alike, blending modern comforts with a warm, homey atmosphere that makes every moment feel special.

Beach Life - Step outside your door and onto golden sands, where the gentle lull of the waves beckons you to unwind under the sun or embark on adventure-filled days filled with seaside exploration.

Romantic Retreat - With cozy nooks and charming decor, this inn captures the essence of romance, perfect for honeymoons or quiet getaways, where candlelit dinners can lead to starlit walks along the shore.

Chic Comfort - Every guest room is thoughtfully designed with modern amenities like wall-mounted flat-screen TVs and fresh coffee awaiting your morning ritual, creating a sanctuary that feels both luxurious and inviting.

Guest Experiences - As guests sipped coffee on the rooftop deck, they often found themselves enchanted by the sound of laughter wafting from a nearby cookout celebration, while the aroma of freshly grilled treats blended seamlessly with the sea breeze—a reminder that here, every stay holds delightful surprises.

Nestled on the tranquil shores of Lake Mary, The Westin Lake Mary, Orlando North offers a sanctuary where romance intertwines with luxury. As you step into this refined haven, the gentle fragrance of fresh flowers mingles with the scent of freshly brewed coffee from the bistro, setting the stage for unforgettable moments in an atmosphere imbued with elegance and serenity.

Romantic Break - Indulge in intimate moments by the lakeside, where the breathtaking views reflect the vibrant hues of sunset—perfect for couples seeking a romantic escape that transcends the ordinary.

Wellbeing - Unwind in the soothing embrace of the hotel’s outdoor swimming pool or relax in the inviting hot tub, where the sound of gentle splashes blends harmoniously with laughter, creating a blissful retreat for wellness enthusiasts.

Spa breaks - Delight your senses with rejuvenating spa treatments that leave you feeling refreshed and revitalized—each carefully crafted experience designed to melt away stress while enveloping you in tranquility.

Guest Experiences - Guests have marveled at the immaculate decor, whispering praises about the plush bedding that beckons you to sink in after a day of exploration. One visitor recalled the delightful surprise of fresh cookies wafting through the lobby, a sweet touch that felt like a warm welcome home.

Nestled amidst the lush maritime forest of Jekyll Island, the Jekyll Island Club Resort invites guests to step into a realm where history and luxury entwine seamlessly. The enchanting whispers of its Victorian architecture beckon romance and tranquility, offering an idyllic retreat for couples and wanderers alike, where every moment is infused with charm and timeless elegance.

Historic Charm - Every corner of this storied resort emanates a unique narrative, from the elegantly restored clubhouse that exudes a sense of bygone grandeur to the serene gardens where the scent of blooming jasmine wafts in the air, inviting leisurely strolls through a landscape steeped in history.

Romantic Getaways - Savor intimate dinners at The Grand Dining Room, where candlelight dances across beautifully set tables, and the tantalizing aroma of gourmet cuisine competes only with the soft murmur of waves crashing nearby, creating an atmosphere rich in romance and culinary delight.

Spa & Relaxation - Indulge in rejuvenating spa treatments that embrace you with soothing scents and gentle touches, allowing the stresses of life to melt away as you listen to the distant sound of laughter mingling with the rustling leaves, making it the perfect sanctuary for wellness enthusiasts seeking serenity.

Guest Experiences - Guests often note the mesmerizing beauty of the property, describing it as a place that feels like stepping back in time; one might catch the soft laughter of friends enjoying croquet on the pristine lawn, while others find joy in quiet moments, sipping artisan coffee in the sun-drenched Pantry, surrounded by the warmth of friendly conversations.

Nestled in the enchanting embrace of Saint Simons Island, Hotel Simone invites you to experience a harmonious blend of modern luxury and coastal charm. Just a leisurely stroll from the sandy shores of East Beach, this boutique haven offers an exquisite retreat where every detail whispers tranquility, romance, and the promise of adventure.

Total Relaxation - Unwind under the sun by the shimmering outdoor pool or find your oasis within the lush garden—each corner of Hotel Simone is designed for serenity, allowing you to savor life's simple pleasures in peace.

Beach Life - With the gentle sound of ocean waves as your backdrop, indulge in the laid-back beach lifestyle that surrounds you; borrow a bike to explore the scenic paths or take a short walk to feel the warm sand between your toes on a sunny day.

Wellbeing - Start each morning with a delightful buffet that tempts your palate, featuring perfectly cooked eggs and seasonal offerings, setting the tone for a day filled with exploration or relaxation—your choice.

Guest Experiences - Upon arriving, the scent of fresh linens greeted me, and a surprise doggie gift bag awaited my furry companion, a thoughtful touch that made us feel right at home. The cheerful staff shared insider tips about local attractions, making it easy to map out our days filled with biking adventures and cozy evenings.