The 10 Best Boutique Hotels with Entertainment in Clearwater Beach (2025)

Nestled along the pristine shores of Clearwater Beach, Opal Sands exudes a sophisticated allure that beckons both romance and relaxation. With each room graced by breathtaking Gulf views and a soothing coastal breeze, this modern oasis invites you to unwind in elegance—where every detail is meticulously curated for an unforgettable stay.

Total Relaxation - Indulge in the serene atmosphere of our zero-entry pool, where the gentle sound of lapping waves mingles with laughter. Enjoy lazy afternoons on sun-drenched terraces or gather around fire pits as twilight paints the sky in shades of pink and orange.

Romantic Getaway - From private balconies where sunsets unfold in spectacular hues to intimate dining at Sea-Guini, every moment is tailored for lovers. The ambiance is enriched by the faint scent of saltwater mingling with Italian herbs, creating an enchanting backdrop for your cherished memories.

Spa Breaks - Surrender to tranquility at our full-service spa, where calming aromas envelop you and skilled hands work magic on tired muscles. The rhythmic sound of soft music and the tranquil hum of the ocean outside effortlessly transport you to your blissful sanctuary.

Guest Experiences - Guests often reminisce about the warm welcome from staff who remember their names and preferences, making you feel right at home from the moment you arrive. Many have shared delightful moments spent enjoying cocktails at the lively Tiki bar, where flavors of tropical fruit danced in harmony with the salty sea air.

Nestled along the sun-kissed shores of Clearwater Beach, the Wyndham Grand Clearwater Beach invites you to indulge in a luxurious escape where the gentle sound of waves meets a backdrop of vibrant sunsets. With its elegant architecture and modern amenities, this upscale resort is perfect for couples seeking romance, wellness enthusiasts craving relaxation, and adventure seekers looking to explore the natural beauty surrounding them.

Outstanding Location - Positioned directly across from the pristine beach, the hotel offers sweeping views that seem to stretch endlessly, making every sunrise and sunset a breathtaking experience. Stroll along the golden sands, where the aroma of salty sea air mingles with the tantalizing scent of nearby beachside eateries.

Spa Breaks - Step into serenity at the hotel's spa, where the soothing sounds of water and soft music create an atmosphere of tranquility. Indulge in rejuvenating treatments that envelop your senses, leaving you feeling refreshed and revitalized, much like the guests who relished the calming essence that lingered throughout the property.

Romantic - Whether you're enjoying a candlelit dinner by the pool or sipping cocktails while watching the moonlight shimmer on the water, each moment at the Wyndham Grand feels tailor-made for romance. The intimate settings are enhanced by attentive staff who ensure that every detail of your stay is as enchanting as the surroundings.

Guest Experiences - Guests have shared delightful moments, like the cheerful camaraderie between bartenders and pool attendants, whose friendly laughter and engaging conversations feel like a warm embrace. Many noted how the hotel seemed to exude a comforting aroma reminiscent of a spa, elevating their experience into one that’s not just about a stay but a sensory journey.

Nestled just steps away from the glistening sands of Clearwater Beach, the Hyatt Regency Clearwater Beach Resort & Spa offers a sanctuary where modern luxury meets coastal charm. With the gentle sounds of waves lapping at the shore and the intoxicating scent of salty ocean air, this beachfront retreat invites couples, families, and wellness enthusiasts alike to unwind in style.

Beach Life - Embrace the sun-kissed shores with direct access to Clearwater's pristine beach, where soft sands cradle your toes and the azure waters beckon for a refreshing dip. Lounge under the warm Florida sun or stroll along the shoreline as the sunset paints the sky in hues of orange and pink.

Romantic Escape - Indulge in intimate evenings on your private balcony, where sweeping views of the Gulf create a breathtaking backdrop for sunsets that seem to stretch into eternity. Share a candlelit dinner at Tropico Cantina, savoring Pan Latino flavors while the ocean breeze whispers romance.

Spa Breaks - Rejuvenate your senses at Sandava Spa, where tranquil scents of eucalyptus and lavender envelop you. Choose from detoxifying facials and blissful massages, designed to melt away stress, leaving you feeling refreshed and recharged—an oasis for the wellness enthusiast.

Guest Experiences - Many guests delighted in the unexpected joy of discovering a playroom filled with laughter, where children gathered for movie nights, allowing parents a moment of peace by the pool. The soothing rhythm of cocktails being expertly shaken at the pool bar mingled with the sound of splashes, creating an atmosphere of carefree relaxation.

Nestled amidst the lush greenery of Palm Harbor, Innisbrook Resort offers an enchanting escape where modern luxury meets timeless Southern charm. This upscale oasis invites couples and adventurers alike to indulge in a world of relaxation and recreation, all while enveloped in the serene sounds of nature and the laughter of loved ones.

Total Relaxation - Unwind at the full-service spa, where soothing aromas and calming melodies blend seamlessly as expert therapists work their magic, ensuring every stress melts away. The sauna and massage services are perfect for those seeking rejuvenation after a day on the greens or lounging by the pool.

Romantic Break - Ideal for honeymooners and lovers, each suite features plush bedding and thoughtful touches, allowing you to create your own intimate retreat. Enjoy morning coffee on your private balcony as the soft Florida breeze carries the scent of blooming jasmine.

Golf Retreat - Tee off on not one, but four impeccably designed golf courses that weave through the resort’s beautiful landscape. Absorb the peaceful surroundings as you play, with chirping birds and the occasional rustle of leaves accompanying each swing.

Guest Experiences - Strolling through the tree-lined paths, guests frequently spot playful squirrels darting between branches, while the distant sound of joyous laughter from the water slide beckons families to the vibrant pool area. The friendly staff, always ready to share local tips, make the experience feel like a warm embrace, offering personalized service that transforms every visit into a cherished memory.

Nestled on the serene shores of Rocky Point Island, The Westin Tampa Bay invites you to immerse yourself in a world where luxury meets natural beauty. With sweeping views of the glistening Tampa Bay and an inviting sandy beach just steps away, this modern haven is the perfect backdrop for romance, adventure, or rejuvenation.

Beach Life - Indulge in the peaceful rhythms of coastal living as you relax on the hotel’s private beach, where the sound of gentle waves lapping against the shore creates a soothing soundtrack to your getaway.

Total Relaxation - Unwind at the elegant AQUA seafood restaurant, where the tantalizing aroma of freshly caught fish mingles with the salty breeze, promising dishes crafted to perfection and service that makes every meal memorable.

Outstanding Location - Just a short drive from the vibrancy of downtown Tampa, yet blissfully removed from the hustle and bustle, this oasis provides easy access to both urban exploration and tranquil retreat.

Guest Experiences - Guests delight in the clean, spacious rooms that offer breathtaking views, often remarking on how breakfast feels like a culinary celebration with deliciously generous portions that leave you craving more. And, if you're a furry friend owner, expect a warm welcome—many have noted how their dogs seemed just as content lounging in the sun-drenched beach atmosphere.

Nestled just a whisper away from the golden sands of St. Pete Beach, The Saint Hotel invites you to indulge in a luxurious retreat where modern elegance meets beachside charm. Here, every moment offers a gentle caress of tranquility, enhanced by the inviting warmth of attentive staff and a vibe that encourages both romance and relaxation.

Romantic Hideaway - With its chic decor and intimate ambiance, The Saint Hotel sets the perfect backdrop for couples seeking a romantic escape, whether lounging by the sparkling outdoor pool or enjoying sunset vistas that drench the sky in hues of orange and purple.

Spa & Relaxation - Unwind in the soothing hot tub after a day of exploring local treasures, as the serene atmosphere envelops you, creating an oasis ideal for rejuvenation and reflection amidst the hustle of life.

Beach Life - Just a short stroll from your room lies the pristine shoreline, where guests are treated to complimentary beach chairs, umbrellas, and even a cooler packed with refreshments, ensuring sun-soaked days are spent in comfort and style.

Guest Experiences - As the sun dipped low over the horizon, the soft hum of laughter mingled with the scent of salt air; guests were greeted with cheerful smiles and refreshing welcome drinks, while little touches—like cozy beach carts filled with essentials—made each return from the shore feel like coming home.

Nestled on the sun-kissed shores of St. Pete Beach, Island Grand at TradeWinds invites you to escape to a paradise where the rhythmic lullaby of the Gulf of Mexico meets unparalleled luxury. Here, the vibrant energy of seaside adventures blends seamlessly with tranquil moments of relaxation, making it the perfect retreat for couples and families alike.

Beach Life - Immerse yourself in the golden sands just steps away from your room, where the gentle waves beckon you to unwind under the sun or embark on thrilling water sports adventures.

Romantic Break - Stroll hand-in-hand along the beach at sunset, where the sky transforms into a canvas of oranges and pinks, setting the stage for intimate dinners at the Palm Court Italian, surrounded by the aroma of exquisite cuisine.

Spa breaks - Indulge in rejuvenating treatments that harmonize body and mind, with soothing sounds of nature creating an ambiance that melts away stress as you transition from spa bliss to poolside lounging.

Guest Experiences - Guests delight in spotting playful dolphins dancing in the surf while sipping cocktails blended with local citrus at the poolside bar, their laughter mingling with the soft sound of beach volleyball matches echoing nearby.

Nestled in the heart of St. Petersburg, the Peninsula Bed & Cocktails invites you into a world where chic decor meets warm hospitality. Just a leisurely stroll from the sun-kissed shores of Gulfport Beach, this boutique hotel whispers romance and relaxation, offering an intimate escape for couples and adventurers alike.

Romantic Retreat - With its thoughtfully designed spaces and cozy nooks, each corner exudes an allure perfect for lovers seeking solace or honeymooners embarking on their first journey together. Enjoy the gentle rustle of palm leaves as you sip signature cocktails under the soft glow of twinkling lights.

Culinary Delights - Start your day with a continental breakfast that tempts the taste buds—fresh pastries paired with aromatic coffee will awaken every sense, while complimentary snacks throughout the day keep the energy flowing as you explore nearby attractions.

Artful Exploration - Immerse yourself in a vibrant local art scene just moments away. From the stunning Chihuly Collection to eclectic street murals, culture enthusiasts will find inspiration around every corner, making each day a new canvas waiting to be painted with memories.

Guest Experiences - As you wander back to your room after a delightful evening, the comforting scent of freshly baked cookies wafts through the air, courtesy of thoughtful staff who ensure no detail is overlooked. Guests cherish the quirky beach tote filled with towels, a charming touch that adds to the joy of spontaneous seaside sunsets.

Nestled in the vibrant heart of downtown St. Petersburg, the Avalon Hotel Downtown exudes a timeless charm with its classic art deco architecture and chic interiors. This boutique gem promises an intimate escape where romance flourishes amidst the bustling city, inviting you to unwind on the spacious porch as the sun sets over the lively streets.

Romantic Break - With cozy nooks and whimsical decor, every corner of the Avalon whispers romance, making it an ideal retreat for couples looking to celebrate love or rekindle their connection.

Outstanding Location - Just a leisurely stroll from Beach Drive's eclectic shops and renowned restaurants, guests find themselves perfectly positioned to explore the cultural tapestry of St. Petersburg, from the vibrant nightlife to serene waterfront views.

Spa & Relaxation Lovers - Guests can indulge in calming moments at the sister property next door, where a gorgeous outdoor pool beckons beneath swaying palms, providing a tranquil oasis just steps away.

Guest Experiences - Upon arrival, the sweet aroma of freshly brewed coffee mingles with the cheerful clink of glasses as guests are greeted with complimentary champagne, setting a warm, welcoming tone for their stay.

Nestled along the shimmering Tampa Bay coastline, The Vinoy Resort & Golf Club stands as a timeless oasis of elegance and romance. With its historic charm blending seamlessly with modern luxury, every corner of this exquisite resort invites you to unwind and indulge in life’s finer pleasures, whether it’s a tranquil afternoon by the pool or a candlelit dinner overlooking the bay.

Romantic Retreat - Every moment at The Vinoy beckons couples into a world of intimacy, with private terraces offering spectacular sunset views and lush gardens perfect for quiet strolls hand-in-hand.

Total Relaxation - The on-site spa envelops you in soothing aromas and tranquil sounds, where expert therapists tailor treatments to melt away your stress, leaving you revitalized and serene.

Historic Charm - Step back in time as you wander through the hotel's elegant halls adorned with rich history, where each photograph tells a story, and the whispers of past guests linger in the air.

Guest Experiences - One guest marveled at how the gentle rustle of palm leaves mingled with laughter by the pool, while another cherished the fragrant aroma of fresh pastries wafting from the café, inviting them to start their day with sweetness and serenity.