The 19 Best Luxury Family Hotels in Val Di Chiana (2025)

Nestled in the heart of Tuscany, Il Falconiere Relais & Spa exudes an exquisite blend of elegance and warmth, inviting couples and luxury seekers to experience a romantic retreat amidst rolling vineyards and age-old olive groves. The air is imbued with the scent of fresh herbs and blooming flowers, setting the stage for unforgettable moments in this enchanting 17th-century manor just outside Cortona.

Total Relaxation - Unwind in the serene embrace of the Thesan Etruscan Spa, where soothing aromas mingle with soft music as you indulge in sensory showers, luxurious massages, and rejuvenating treatments designed to refresh your spirit and pamper your senses.

Culinary Delights - Savor traditional Tuscan cuisine in a converted orangery, the Michelin-starred restaurant offering seasonal dishes crafted from local ingredients, each bite bursting with flavors that whisk you away on a culinary adventure paired with the estate's own Baracchi wines.

Scenic Escape - Bask in the breathtaking views of the surrounding hills while lounging by the outdoor pool, where sun-drenched days melt into starlit evenings, surrounded by the whispered rustle of leaves and the tranquil sounds of nature, creating a private sanctuary for relaxation and reflection.

Guest Experiences - Imagine waking up to the gentle sound of chirping birds and slipping into a beautifully designed room where the decor speaks to the rich history of the manor. Guests have cherished the delightful breakfast ambiance, often sharing stories of the charming staff who make every morning feel like a special occasion, accompanied by the enticing aroma of freshly brewed coffee wafting through the air.

Nestled atop a serene hill in Montepulciano, Precise Tale Poggio Alla Sala is where elegance meets tranquility. With panoramic views of the Tuscan landscape, each moment here feels like a scene from a romantic film, offering couples and luxury seekers an enchanting retreat to unwind and reconnect.

Total Relaxation - Indulge in a sanctuary designed for rejuvenation, where a state-of-the-art spa beckons with soothing treatments and serene relaxation spaces, while the indoor pool and sauna invite you to escape into pure bliss.

Romantic Break - Imagine savoring exquisite cuisine under the stars on the terrace, where every bite tells the story of local flavors, complemented by the soft sounds of nature that enhance your evening escape.

Outstanding Location - Situated just moments away from charming vineyards and historic towns, this hotel offers an irresistible blend of adventure and exploration, perfect for cultural explorers eager to immerse themselves in Tuscany's rich heritage.

Guest Experiences - As you step into the lobby, the warm scents of mulled wine envelop you, instantly making you feel at home. A leisurely morning unfolds as you indulge in a buffet breakfast, where the array of artisanal cheeses tempts you to linger longer, savoring each taste while gazing out at the breathtaking valley view.

Nestled in the enchanting hills of Val d'Orcia, Fonteverde Lifestyle & Thermal Retreat invites you to indulge in a world where luxury meets nature. With its stunning panoramic views and whispering thermal springs, this elegant sanctuary offers an intimate escape for couples and wellness enthusiasts alike, making every moment feel like a cherished memory.

Total Relaxation - Unwind in a haven of tranquility with six exquisite thermal pools, three indoors and three outdoors, all filled with natural spring waters that soothe both body and soul. The air is perfumed with the scent of lush gardens, creating an oasis where time stands still.

Spa Breaks - Rejuvenate your spirit at our fully equipped spa, where expert therapists provide tailored treatments that incorporate the healing properties of the region's mineral-rich waters. A soothing Turkish bath and serene relaxation areas await, offering moments of pure bliss.

Romantic Escape - With elegant rooms adorned with luxurious fabrics and thoughtful details, each space is designed to wrap you in comfort. Imagine sipping wine on your private terrace as the sun sets over rolling hills, casting a golden hue that ignites the senses.

Guest Experiences - One guest recalled the joy of being greeted by the warm smiles of staff who seemed genuinely invested in their experience, whether guiding them through the spa’s offerings or serving up delectable traditional Tuscan dishes. The gentle sound of water cascading from nearby fountains created a peaceful backdrop, enhancing the sense of serenity throughout their stay.

Nestled in the enchanting hills of Cortona, Italy, the Cortona Resort & Spa is a haven of tranquility and luxury, where history dances with modern elegance. This meticulously restored 18th-century villa, surrounded by lush parkland, invites couples and travelers alike to indulge in a world of relaxation, gourmet cuisine, and rejuvenating wellness experiences, all while soaking in the breathtaking Tuscan landscape.

Total Relaxation - Immerse yourself in the bliss of the resort’s wellness center, featuring a heated pool adorned with hydromassage jets that lull you into serenity, complemented by soothing underwater music and gentle chromotherapy. Experience the luxurious Turkish bath and salt cave that promise to revitalize both body and spirit.

Culinary Delights - Savor exquisite flavors at La Corte restaurant, where the aroma of traditional Val di Chiana and Tuscan recipes wafts through the air, enticing foodies and lovers of local cuisine. The generous breakfast spread, featuring freshly baked pastries and made-to-order eggs, will awaken your senses each morning in a picturesque setting.

Intimate Surroundings - With only three boutique buildings scattered across the beautifully landscaped grounds, enjoy an intimate escape that feels like your own private retreat. Delight in aperitifs at the charming Cheese bar or relax under the sun by the outdoor pool, open until late October, as you soak up the romantic atmosphere with a loved one.

Guest Experiences - As you stroll through the manicured gardens, the overwhelming scent of blooming flowers mingles with the fresh Tuscan air, creating a sensory symphony that captivates your spirit. Guests have raved about the zero-gravity beds in the Relaxation Room, claiming they felt as if they were floating on clouds, while the gracious staff made every effort to ensure their stay was seamless, sharing tips for hidden gems around the town.

Nestled in the heart of Cortona, Italy, Relais La Corte dei Papi is a luxurious haven where elegance meets the enchanting charm of Tuscany. With its meticulously manicured gardens and the soothing sounds of nature, this oasis offers an intimate escape for couples and wellness seekers alike, wrapped in the warmth of Italian hospitality.

Romantic Retreat - Each room is a sanctuary of serenity, adorned with soft linens and delicate artwork, inviting you to unwind on your private patio while sipping a local Chianti as the sun sets behind rolling hills.

Wellbeing Sanctuary - Indulge in rejuvenating treatments at the spa or relax in the hot tub under a starlit sky, where every moment is designed to elevate your sense of peace and comfort amidst breathtaking surroundings.

Culinary Delights - Savor an array of exquisite dishes crafted from fresh, local ingredients in the hotel's restaurant, where each bite tells a story of Tuscan tradition and innovation, complemented by attentive service that makes every meal a special occasion.

Guest Experiences - As you stroll through the lush gardens, the scent of blooming jasmine fills the air, while the owner David's genuine laughter resonates warmly, making you feel like part of the family—just before you retreat to your room where the soft glow of candles creates an ambiance of tranquil romance.

Nestled within the ancient walls of Cortona, Hotel Villa Marsili is a sumptuous retreat that elegantly marries history with modern luxury. Guests are enveloped in an atmosphere of romance and tranquility, where sweeping views of the Tuscan hills and the shimmering expanse of Lake Trasimeno create an inviting backdrop for unforgettable moments.

Total Relaxation - Indulge in the serene surroundings of our lush gardens, where fragrant blooms mingle with the gentle sounds of nature, inviting you to unwind as you sip afternoon tea or simply bask in the sun's warmth.

Historic Charm - Every corner of Villa Marsili whispers stories of centuries past, from the original frescoes that grace the walls to the elegant furnishings that reflect a bygone era, offering guests a chance to step into history while enjoying modern comforts.

Romantic Break - The enchanting ambiance, enhanced by cozy sitting rooms featuring crackling fireplaces, sets the perfect stage for intimate gatherings or silent moments shared over candlelit dinners, making every stay feel like a cherished love story.

Guest Experiences - Imagine waking up to the aroma of freshly brewed coffee mingling with homemade croque monsieurs wafting through the air, while the friendly staff greets you with genuine smiles, always ready to assist, whether it's parking your car or arranging a memorable pasta cooking class.

Nestled in the serene embrace of Tuscany’s rolling hills, Relais Villa Baldelli is a 17th-century villa that invites you to indulge in timeless luxury amidst nature's splendor. With its elegant blend of vintage décor and modern comforts, this hidden gem promises an intimate escape where romance flourishes and tranquility reigns supreme.

Romantic Getaway - Cocoon yourself in an atmosphere of love, as soft whispers of the countryside serenade your evenings on the terrace, with twinkling stars above creating the perfect backdrop for unforgettable moments.

Historic Charm - Wander through the villa's enchanting halls adorned with period decorations, where echoes of history mingle with the scent of blooming flowers from the gardens, enveloping you in a unique sense of time and place.

Total Relaxation - Take a dip in the fabulous outdoor pool, framed by lush greenery; the gentle sound of water cascading nearby creates a soothing soundtrack while you bask in the sun or unwind with a book on a plush lounge chair.

Guest Experiences - One evening, as the sun set over the hills, the cozy warmth of the antique fireplace filled the breakfast room, where guests shared laughter and stories, making friends who would reminisce about their travels long after the holiday ended.

Nestled within the enchanting embrace of southern Tuscany, Hotel Villa Il Patriarca is a romantic sanctuary that whispers tales of history and elegance. Once a grand 19th-century villa, this exquisite retreat invites guests to unwind amidst lush pine forests and scenic vistas that stretch beyond the horizon—a perfect backdrop for love and leisure.

Romantic Escape - With its serene outdoor swimming pool framed by fragrant gardens, the hotel offers an idyllic setting where couples can bask in each other’s company while savoring breathtaking views of rolling hills bathed in golden sunlight.

Culinary Delights - Indulge in Tuscan flavors at two acclaimed restaurants, where every dish is a celebration of local ingredients. Guests rave about the aromatic dishes that waft through the air, creating an unforgettable dining experience heightened by a carefully curated selection of fine wines.

Charming Heritage - The villa's storied past is palpable in its elegantly restored rooms, where vintage charm meets modern comfort. Guests often remark on the delightful mix of antique furnishings and contemporary amenities, creating a cozy yet luxurious atmosphere that feels like a home away from home.

Guest Experiences - As evening fell, the gentle sound of laughter filled the air as guests lounged by the sparkling pool, the warmth of the sun lingering on their skin. One traveler noted the joy of discovering a hidden nook in the garden, where the scent of blooming jasmine enveloped them, creating a moment of pure bliss.

Nestled within the timeless embrace of the Baldelli Palace, Hotel San Michele offers an exquisite retreat in the heart of Cortona. Here, elegant interiors whisper tales of the 15th century, inviting couples and adventurers alike to indulge in a blend of luxurious comfort and rich history. The warm glow of antique furnishings and the soft rustle of silk curtains create an intimate ambiance, perfect for a romantic escape or an enriching cultural exploration.

Historic Elegance - Lose yourself in the charm of a meticulously restored mansion where every corner reveals a story. The grand wooden beams and intricately decorated rooms evoke a sense of nostalgia that is both comforting and captivating.

Outstanding Location - With the vibrant piazza mere steps away, immerse yourself in local life as you wander through cobblestone streets lined with artisanal shops and delectable eateries. The unparalleled accessibility makes it easy to soak up the essence of Cortona's charm.

Total Relaxation - Savor a delightful buffet breakfast each morning, where the aroma of freshly baked pastries mingles with the invigorating scent of brewed coffee. Indulge in leisurely hours at the on-site bar, where whispers of history float through the air, creating a serene atmosphere to unwind.

Guest Experiences - As the sun set, one guest marveled at the breathtaking views from their room, watching the rooftops shimmer in golden hues. They were greeted each morning by the sweet sound of clinking cutlery in the dining room, accompanied by the inviting aroma of fresh croissants wafting through the air, a gentle reminder of the culinary delights awaiting them.

Nestled just steps from the shimmering shores of Lake Trasimeno, Residence Al Lago offers a romantic retreat infused with rustic charm and modern comforts. Surrounded by lush gardens and caressed by gentle breezes, this intimate haven invites couples and travelers seeking a slice of tranquility to unwind and indulge in the beauty of Italy's enchanting countryside.

Romantic Getaway - With its serene ambiance and picturesque vistas, Residence Al Lago is an idyllic sanctuary for lovers. Picture mornings spent savoring rich Italian coffee under a floral gazebo while the soft rustle of leaves creates a harmonious backdrop to your intimate breakfast.

Outstanding Location - Positioned a mere stroll from the historic heart of Castiglione del Lago, you’ll find charming cobblestone streets lined with quaint shops and cafés only a whisper away. The lake beckons with its tranquil waters, perfect for leisurely boat trips or sunset strolls along the shore.

Total Relaxation - The large garden, complete with a sparkling swimming pool, promises rejuvenation amidst nature. Here, the warm sun glistens on the water's surface, and the soothing sounds of birdsong provide the perfect soundtrack to a blissful afternoon lounging by the poolside.

Guest Experiences - Guests often remark on the warmth of their host, Luigi, who greets everyone like family; his laughter mingles with the aroma of freshly baked pastries at breakfast. They recall how the quiet stillness enveloped them as they enjoyed the pool all to themselves, where the soft splash of water echoed their joy in this private oasis.

Nestled in the heart of Pienza, Hotel Corsignano invites you to immerse yourself in a tranquil retreat adorned with breathtaking views of the iconic Orcia Valley. This charming family-run boutique hotel is a sanctuary where Tuscan elegance meets personalized service, making it an idyllic haven for couples and adventurers alike seeking romance and relaxation amidst the rolling hills of Tuscany.

Outstanding Location - Just a stone's throw from the enchanting old town, guests can easily wander through charming streets lined with historic architecture, vibrant local markets, and delightful cafes that invite exploration and indulgence.

Total Relaxation - Unwind on the sun-drenched terrace while soaking in the inviting hot tub, or savor moments of peace as you listen to the soft melodies of birds chirping in the background, creating a serene ambiance that enchants at every glance.

Gourmet Experience - Start your mornings with a sumptuous buffet breakfast featuring an array of sweet and savory local delights, enveloped in the aromatic scents of freshly brewed coffee that evokes the essence of Italian mornings.

Guest Experiences - Imagine sipping coffee on your private balcony, gazing out over a patchwork of vineyards and ancient buildings while the gentle breeze carries the distant sound of laughter from nearby cafes. You might even discover the hotel's secret: two bubbling jacuzzis waiting just for you, ready to offer a moment of bliss under the Tuscan sun.

Nestled within the enchanting medieval tapestry of Città della Pieve, Hotel Vannucci beckons lovers and explorers alike with its romantic charm and modern comforts. This boutique sanctuary, set in the historic Villa Mirafiori, envelops guests in an atmosphere of serene luxury while offering captivating views of the lush Umbrian and Tuscan countryside.

Romantic Getaway - Every corner whispers romance—from the flickering candlelight in the intimate dining room to the soft rustle of leaves in the manicured garden, perfect for stolen moments beneath a canopy of stars.

Culinary Delights - Savor the essence of Tuscany and Umbria as you indulge in exquisite dishes crafted from fresh, local ingredients, where each taste transports you deeper into the heart of Italian cuisine amidst a backdrop of stunning decor.

Wellness Retreat - Rejuvenate your spirit in the tranquil sauna or unwind in the well-equipped fitness center, all while relishing the calming sounds of nature that echo through the expansive, private garden.

Guest Experiences - A couple arriving late was greeted by staff who personally ensured they had a delightful dinner before the kitchen closed, savoring the rich aroma of traditional dishes while basking in the warmth of genuine hospitality.

Nestled in the rolling hills of Tuscany, Badia di Pomaio invites you to experience a sense of serenity and timeless elegance within its restored 17th-century abbey. Here, history intertwines with modern luxury, creating an enchanting hideaway that offers breathtaking views, exquisite cuisine, and a warm familial atmosphere that makes every guest feel at home.

Culinary Delights - Savor the essence of Tuscany at Campo Badia, where each dish is crafted from organic ingredients grown on-site, bringing the garden's freshness straight to your plate. Dine al fresco with the golden hues of sunset painting the sky, as the aromatic blend of herbs fills the air.

Idyllic Escape - Unwind by the infinity pool, where the cool breeze dances through the air and the vibrant colors of the Tuscan landscape unfold before your eyes. Each moment spent here feels like a serene escape, allowing you to breathe deeply and leave the world behind.

Artful Design - The hotel’s interiors harmoniously blend contemporary elegance with rustic charm, featuring artisan furnishings that reflect the region's heritage. From wooden beams overhead to thoughtfully curated art pieces, every corner invites admiration and appreciation.

Guest Experiences - Imagine waking up to the gentle sounds of chirping birds outside your window, while the warm sun filters through terracotta-colored walls. Guests often mention the laughter shared over breakfast, accompanied by the rich scent of freshly brewed coffee and homemade pastries that make each morning feel like a celebration.

Nestled within the enchanting embrace of San Quirico d'Orcia, PALAZZO DEL CAPITANO Wellness & Relais offers a sumptuous escape where rustic elegance meets modern luxury. Surrounded by verdant hills and cobblestone streets, this exquisite haven invites couples, wellness enthusiasts, and cultural explorers alike to indulge in tranquil moments of relaxation amid breathtaking Tuscan vistas.

Total Relaxation - Unwind in the opulent outdoor swimming pool, framed by lush garden greenery, where the gentle sounds of rustling leaves create an atmosphere of serenity. The soothing ambiance continues with the indulgent hot tub that beckons after a day of exploration.

Outstanding Location - Set within a historic village, each corner of the property reveals remarkable views reminiscent of a painting, allowing guests to feel like they’ve stepped into a timeless masterpiece. Take leisurely strolls through narrow, winding streets, absorbing the charm of ancient structures that whisper tales of yesteryear.

Spa Breaks - Rejuvenate at the hotel’s wellness center, where the scent of essential oils mingles with soft music, creating a perfect sanctuary for self-care. Pamper yourself with expertly crafted treatments designed to restore balance and harmony to body and mind.

Guest Experiences - Waking up to the delightful aroma of fresh pastries wafting through the air, guests have remarked on the warmth of the staff, whose personal touches—from surprise room upgrades to heartfelt recommendations—transform every stay into a cherished memory.

Nestled in the picturesque Val D'Orcia valley, Adler Spa Resort Thermae offers a sanctuary where luxury meets tranquility. Surrounded by rolling hills and ancient cypress trees, each moment is steeped in refined elegance, inviting couples and wellness enthusiasts to indulge in the serene embrace of Tuscany's breathtaking landscape.

Total relaxation - Immerse yourself in over 3281 ft² of rejuvenating thermal waters, both indoors and outdoors, where the gentle sound of water cascading harmonizes with panoramic views of the idyllic countryside, creating a soothing backdrop for your wellness journey.

Spa breaks - At the heart of this haven lies an exquisite spa, featuring a Finnish sauna kissed by aromatic herbs and a saline steam room that envelops you in tranquility, all while the scent of soft lavender lingers in the air—a true retreat for the senses.

Foodies - Each morning, awaken to a bountiful buffet breakfast infused with fresh local produce, where the aroma of warm pastries mingles with the rich scent of Italian coffee, setting the stage for culinary delights crafted from traditional Tuscan recipes in the hotel’s charming restaurant.

Guest Experiences - As you stroll through the lush grounds, the soft touch of spongy green grass beneath your feet is complemented by the distant laughter of families enjoying the kids club, while the stunning vistas inspire spontaneous bike rides to nearby Pienza, making every moment feel like a cherished memory.

Nestled in the heart of Tuscany’s enchanting Val d'Orcia, Relais Osteria Dell'Orcia invites you to step back in time within its beautifully restored 16th-century post office. Here, romance thrives amidst the gentle whispers of history, where each room cradles original wooden beams and soft silk brocades, creating an ambience that is both luxurious and deeply inviting, perfect for couples seeking a tranquil escape.

Romantic Retreat - Every moment at Relais Osteria Dell'Orcia feels crafted for intimacy, from leisurely mornings by the shimmering outdoor pool to evenings spent under a starlit sky, where laughter mingles with the scent of rosemary and freshly baked bread wafting from the kitchen.

Culinary Delights - Led by the talented Chef Eliana, the on-site restaurant offers an exquisite dining experience that tantalizes the palate with authentic Tuscan flavors. Guests delight in savoring local delicacies, paired with esteemed wines like Brunello and Nobile di Montepulciano, as the captivating ambiance lingers around traditional stone walls.

Wellness Haven - This haven of tranquility also serves wellness enthusiasts, with serene spaces designed for relaxation and rejuvenation. Visitors often unwind amid the peaceful countryside, absorbing the sounds of nature while indulging in mindful moments that restore body and spirit.

Guest Experiences - One guest fondly recalled sipping their morning coffee on a sun-drenched terrace, enchanted by the chorus of birds flitting through the fig trees, while another mentioned the exquisite aroma of homemade yogurt and warm croissants that greet you at breakfast, each bite promising an authentic taste of Tuscany.

Nestled in the heart of the idyllic Val d'Orcia, Il Miraggio is a sanctuary where luxury meets romance amidst the rolling hills of Tuscany. The hotel exudes an air of elegance, offering private corners and breathtaking views that invite guests to pause and breathe deeply, soaking in the beauty of their surroundings.

Romantic Break - With candlelit dinners under the stars and whimsical gardens that seem to whisper secrets of love, this hotel is a perfect haven for couples seeking to rekindle their connection in a serene escape.

Total Relaxation - The soothing aromas wafting from the spa promise rejuvenation; indulge in revitalizing therapies while being serenaded by gentle sounds of nature just outside your window.

Outstanding Location - Perched gracefully near historical treasures like Piazza del Campo and the majestic Mount Amiata, adventure awaits just beyond your door, inviting exploration through picturesque landscapes and charming local markets.

Guest Experiences - As guests sip on rich, aromatic coffees brewed in their rooms, they often find themselves lost in conversation with the friendly staff, whose warm smiles and genuine stories make each moment feel like a cherished memory in this fairytale setting.

Nestled in the heart of Tuscany, Castel Monastero whispers tales of its storied past from every stone and archway. This exquisite retreat, set within a meticulously restored medieval hamlet, offers an ambiance of timeless elegance, where rustic charm meets modern luxury, creating an intimate sanctuary for couples and adventurers alike.

Total Relaxation - Indulge in the serene embrace of the sprawling 10,700 ft² spa, where the soothing scent of herbal teas mingles with the soft sounds of nature. Choose from an array of rejuvenating massages and therapies designed to awaken the senses and restore harmony.

Outstanding Location - With panoramic views of rolling hills adorned with vineyards and olive groves, guests are treated to a stunning tapestry of colors that shift with the light. Just a short drive away, the enchanting streets of Siena await exploration, offering rich cultural experiences steeped in history.

5* Luxury - Every corner of Castel Monastero reflects opulence, from the elegantly appointed rustic rooms featuring rich wood and stone decor to the gourmet dining experiences infused with Tuscan flavors. The attentive staff ensures that every detail is taken care of, crafting a stay that feels both exclusive and welcoming.

Guest Experiences - As you settle into your well-appointed room, the aroma of fresh-baked pastries wafts through the air each morning, inviting you to savor an exceptional breakfast served in a sun-drenched courtyard. Guests reminisce about the gentle rustling of leaves overhead and the laughter shared over fine wines in the bar square, creating memories that linger long after checking out.

Nestled in the enchanting hills of Arezzo, Cuprena beckons discerning travelers to a sanctuary of elegance and tranquility. With its stunning landscapes that fade into dreamy sunsets, this upscale retreat marries romance with modern luxury, inviting you to unwind in a world where every moment is curated for your delight.

Culinary Delights - Savor an exquisite culinary journey at the on-site restaurant, where each meal is a celebration of local flavors. From homemade pastries that greet you at breakfast to gourmet dinners crafted from seasonal ingredients, every dish tells a story of the region's rich gastronomic heritage.

Total Relaxation - Rejuvenate your senses within the serene spa, where the gentle aroma of essential oils mingles with soft melodies to create a blissful retreat. Whether indulging in a calming sauna session or basking by the pool as sunlight dances on the water, tranquility awaits around every corner.

Romantic Break - Embrace cherished moments under starlit skies, with cozy evenings spent near the outdoor fireplace, where laughter mingles with the fragrant scent of burning wood, creating an intimate ambiance perfect for couples seeking connection.

Guest Experiences - As you step into Cuprena, the warm scent of freshly baked bread wafts through the dining area, wrapping you in a comforting embrace. Guests have been enchanted by the delightful surprise of enjoying breakfast alongside the soft sound of birds chirping just outside their terrace, while the impeccable attention of the staff ensures that every detail feels personal and welcoming.