Best Luxury Boutique Hotels in Tuscany [Around Sienne]

Nestled in the rolling hills of Tuscany, around the historic charm of Siena, the landscape unfolds like a painter’s canvas, where medieval architecture meets vibrant vineyards and olive groves. This enchanting region, renowned for its rich heritage, delectable cuisine, and warm hospitality, invites travelers to immerse themselves in an authentic Italian experience. The boutique hotel scene here is just as captivating, offering intimate stays that blend contemporary design with traditional Tuscan flair. For instance, Precise Tale Poggio Alla Sala captures the essence of luxury with its stunning countryside views and personalized service, while Agriturismo I Pini encapsulates the rustic charm of farm-to-table living, perfect for those longing to connect with nature. Meanwhile, Villa GILDA Relax & Living provides an exquisite sanctuary where modern elegance harmonizes with the region’s timeless beauty. Together, these unique accommodations represent the **Best Luxury Boutique Hotels in Tuscany [Around Sienne]**, ensuring every visitor finds their perfect retreat. Start exploring our curated collection and plan your unforgettable journey through this picturesque destination.

List Of Best Boutique Hotels Tuscany [Around Sienne]

Precise Tale Poggio Alla Sala
Hotels
Via Poggio alla Sala 10, 53045 Montepulciano, Italy

Perched like a jewel amidst the rolling hills of Montepulciano, Precise Tale Poggio Alla Sala invites you to immerse yourself in an intimate world where luxury meets rustic elegance. Every corner of this exquisite boutique hotel exudes sophistication, offering a serene retreat ideal for romantic escapades or peaceful solitude, complemented by stunning vistas that stretch across timeless landscapes.

5* Luxury Spa and Wellness - Indulge in rejuvenation at the hotel's exceptional spa, where skilled therapists transport you into a realm of tranquility. With bespoke treatments that incorporate locally sourced ingredients, each touch is designed to melt away stress and elevate your well-being.

Intimate Dining Experiences - Savor culinary delights crafted from the freshest regional produce at the hotel’s acclaimed restaurant, where dinner on the terrace becomes a romantic affair under a canopy of stars. Guests rave about the local cuisine, with evenings marked by warm conversations over expertly paired wines.

Scenic Outdoor Pool and Grounds - Surrounded by meticulously manicured gardens, the seasonal outdoor pool beckons you for refreshing dips while lounging under the Tuscan sun. The atmosphere is tranquil, where every lounge chair offers a perfect vantage point to soak in breathtaking views.

Guest Experiences - Upon arrival, guests are welcomed with a steaming mug of mulled wine and a complimentary bottle of Prosecco awaiting in their room, creating an immediate sense of celebration. One couple recounted how they savored a delightful breakfast filled with an array of cheeses that kept them content until midday, all while taking in the spectacular views from their window.

Agriturismo I Pini
Hotels
Loc. Santa Margherita 37, 53037 San Gimignano, Italy

At Agriturismo I Pini, the Tuscan landscape unfurls like a painter's canvas, where rolling hills meet vibrant patches of olive groves and vineyards. This exquisite boutique hotel invites you to unwind in an intimate setting, where luxury intertwines effortlessly with nature, creating an oasis for couples and adventure seekers alike.

Chic and Intimate Retreat - Every corner of this modern haven exudes sophistication, from its elegantly designed rooms that invite repose to the tranquil gardens that whisper secrets of serene moments spent basking in the sun.

Culinary Journey - Savor an extraordinary culinary experience where each meal is a celebration of local flavors. Guests rave about imaginative dishes that surprise and delight, with vegan and gluten-free options crafted from the freshest ingredients, leaving every palate satisfied.

Wellness and Relaxation - Rejuvenate your spirit by the sparkling seasonal outdoor pool or explore the picturesque surroundings on foot or by bike. The tranquility of the setting beckons wellness enthusiasts to indulge in yoga sessions or simply bask in the peace of the natural beauty around them.

Guest Experiences - One guest cherished the inventive breakfast, relishing the crunch of nuts atop creamy oatmeal while discovering delightful new flavors each morning. Others appreciated the staff's extraordinary attentiveness, noting how they crafted takeaway breakfasts for their early departures, ensuring no one missed out on the delicious fare.

Villa GILDA Relax & Living
Hotels

Tucked away just a stone's throw from the shimmering coast of Tuscany, Villa GILDA Relax & Living serves as an exquisite sanctuary for those seeking a harmonious blend of luxury and tranquility. Here, the scent of blooming jasmine mingles with the soft rustle of olive trees, creating an intimate atmosphere where every moment feels like a cherished secret shared among friends.

Boutique Chic - Villa GILDA radiates a distinctive charm, blending modern elegance with a touch of local character that captivates guests from the moment they arrive. Each thoughtfully designed space invites you to unwind while surrounded by curated artworks and bespoke furnishings.

Spa & Wellness - Indulge in rejuvenation with wellness experiences tailored to your needs, whether it be a soothing massage or yoga sessions that draw on the serene surroundings. Immerse yourself in total relaxation, allowing the gentle cadence of Montignoso to wash over you.

Outstanding Location - With sweeping views of the Tuscan hills and proximity to the glittering coastline, the villa offers an unparalleled setting for exploration. Venture out to nearby beaches or discover the historic charms of Lucchese cobblestone streets, all within easy reach.

Guest Experiences - Guests frequently remark on the warm familial atmosphere; one noted how the hosts made them feel like part of their family, sharing homemade breakfast delights while basking in the gentle morning sun by the pool. Another mentioned finding serenity in the quiet evenings spent relaxing on their private terrace, savoring the fading colors of the sunset.

Locanda in Tuscany
Hotels
Podere Moro Fiacchi 13, 53023 Castiglione dʼOrcia, Italy

Set against the backdrop of rolling hills and sun-kissed vineyards, Locanda in Tuscany invites discerning travelers to experience a serene escape in Castiglione d'Orcia. Here, the air is imbued with the scent of local herbs, and the gentle sounds of nature create a symphony of tranquility, perfect for couples seeking romance or solo adventurers yearning for solitude.

Boutique Charm - With its chic, artistic décor and attention to detail, each room at Locanda in Tuscany envelops you in warmth and comfort. Guests can personalize their stays with luxurious options for bed linens, enhancing their experience in this intimate hideaway.

Culinary Delights - Indulge in exceptional dining at the on-site restaurant where every meal transforms fresh, locally-sourced ingredients into culinary masterpieces. A highlight is the acclaimed cooking class led by Chef Tina, where guests leave not only satiated but also equipped with new recipes to savor long after their stay.

Spa & Wellness Experiences - Recharge your spirit in the outdoor pool while soaking in breathtaking views of the Tuscan landscape. The tranquil ambiance encourages reflection and relaxation, making it an ideal setting for wellness enthusiasts and those seeking a peaceful retreat from the bustling world.

Guest Experiences - Many guests rave about the friendly hospitality, noting how the staff went above and beyond by arranging sumptuous breakfasts and personalized wine tastings. One guest remarked on the 'delicious' dinner served under the stars, a memory punctuated by the enchanting sounds of nature and the soft glow of candlelight.

Agriturismo San Martino
Hotels

In the enchanting embrace of Tuscany, Agriturismo San Martino offers a refined escape where luxury meets nature. Guests are enveloped in a serene atmosphere, surrounded by sprawling gardens and orchards, each corner whispering tales of romance and tranquility as they gaze over the panoramic views of Montepulciano.

Intimate Retreat - With artfully decorated rooms that blend rustic charm and modern comforts, every stay feels like a personal journey through the heart of Tuscany. Each room unveils mesmerizing vistas, inviting you to unwind in a space that nurtures the soul.

Culinary Delight - Savor organic vegetarian cuisine crafted from the estate's own bountiful harvests, where every breakfast is a feast for the senses, beautifully presented and bursting with freshness. The on-site restaurant transforms seasonal ingredients into memorable culinary experiences that celebrate local flavors.

Natural Serenity - The property boasts a natural swimming pool, offering a refreshing dip in crystal-clear waters surrounded by lush vegetation. Here, nature becomes an extension of luxury, allowing for moments of pure relaxation just steps from your door.

Guest Experiences - Guests have remarked on the welcoming spirit of the staff, who greet you like old friends rather than mere visitors. One guest fondly recalled being greeted by the owner’s beloved dog and a curious wild cat, instantly making them feel at home amidst the stunning countryside.

Fonteliving
Hotels
Via Galileo Galilei 7, 53040 San Casciano dei Bagni, Italy

In the tranquil embrace of Tuscany, Fonteliving RestArt emerges as a luxurious sanctuary where elegance and serenity intertwine. With its chic design apartments and a stunning infinity pool that overlooks rolling hills, this boutique hotel invites couples and travelers alike to bask in intimate moments and create unforgettable memories amidst nature's splendor.

Romantic Retreat - Each spacious apartment boasts air conditioning and tasteful decor, providing a romantic haven complete with a furnished balcony or terrace that frames breathtaking views of the lush countryside.

Wellness Oasis - The outdoor pool serves as a serene escape, surrounded by verdant landscapes, offering guests a chance to unwind on deck chairs while sipping refreshing beverages under the Tuscan sun.

Culinary Indulgence - Guests rave about the sumptuous breakfast offerings, where every morning begins with an exquisite selection of local delights, ensuring each day starts on a delicious note.

Guest Experiences - Upon arrival, one guest was greeted with refreshments that included water and fresh fruit juice, setting a welcoming tone for their stay, while another thrilled traveler reveled in the spacious apartment layout, finding joy in making their morning coffee with the provided espresso machine.

Villa I Barronci Resort & Spa
Hotels
Via Empolese, 50026 San Casciano in Val di Pesa, Italy

In the heart of Tuscany's rolling hills, Villa I Barronci Resort & Spa offers a serene escape where luxury intertwines with nature. Surrounded by olive groves and vineyards, this charming villa presents an intimate haven for couples and discerning travelers seeking tranquility and indulgence amidst breathtaking vistas of the Chianti countryside.

Spa & Wellness Retreat - Rejuvenate your spirit in the panoramic spa, boasting a soothing Turkish bath and sensory showers that awaken your senses. Enjoy bespoke treatments tailored to your needs, culminating in total relaxation enveloped in the stunning Tuscan landscape.

Culinary Delights - Savor authentic Tuscan cuisine at the Panorama restaurant, where seasonal dishes are expertly crafted with locally sourced ingredients. The lavish breakfast buffet beckons with homemade pastries and ripe fruits, inviting you to linger over coffee while gazing at the valley below.

Picturesque Outdoor Oasis - The heated outdoor pool, adorned with a hydromassage area, invites leisurely afternoons under the sun. Picture sipping a refreshing cocktail as you soak in the views—a perfect backdrop for cherished memories with loved ones.

Guest Experiences - Guests have raved about the 'spectacular views' that wrap around them like a warm embrace, often remarking on the 'generous' portions of delicious food that make every meal feel like a celebration. One visitor noted the quiet charm of the property, describing it as 'perfect for relaxation,' where the only sounds are those of nature.

Casa Fabbrini Agriturismo
Hotels

In the heart of San Casciano dei Bagni, where rolling hills embrace quaint historical charm, Casa Fabbrini Agriturismo offers an intimate escape enveloped in luxurious rusticity. Here, the gentle murmur of nature serenades your senses, as you indulge in exquisite culinary delights and bask in the serene ambiance of a lovingly restored farmhouse.

Chic Boutique Retreat - Discover a haven steeped in character, where each room reflects an artistic touch that seamlessly blends modern aesthetics with traditional Italian warmth, providing couples an inviting backdrop for romance.

Culinary Experiences - Savor family-style dinners that evoke deep connections, featuring locally sourced ingredients transformed into mouthwatering dishes—a dining ritual that lingers long after the last bite, as laughter and stories fill the air.

Wellness Oasis - Rejuvenate by the seasonal outdoor swimming pool or find tranquility in the lush gardens, providing a perfect sanctuary to unwind while soaking in the panoramic views that stretch across the horizon.

Guest Experiences - One guest fondly recalled evenings under the stars, sharing delicious meals and feeling like family among fellow travelers, while another discreetly navigated a minor mishap at dinner, reminding us that even the most unique experiences can hold surprising depth.

Castello di Leonina Adults Only
Hotels

Perched majestically in the heart of Tuscany, Castello di Leonina Relais - Adults Only invites discerning travelers to embrace a realm of tranquility and romance. This exquisite 13th-century castle evokes a sense of timeless elegance, where each sunset paints the rolling hills in hues of gold and amber, crafting an idyllic backdrop for intimate getaways.

Romantic Hideaway - With its secluded setting, this enchanting hotel is designed for couples seeking a romantic escape. The individually styled rooms offer not only luxury but also captivating views that create a private oasis, enveloping guests in serenity.

Wellness Retreat - Indulge your senses at the spa located within one of the castle's iconic towers. With features like a Turkish bath, chromotherapy shower, and a selection of soothing tisanes, every moment spent here is tailored for ultimate relaxation and rejuvenation.

Culinary Delight - Savor delectable cuisine at the on-site restaurant, where each dish is crafted with care, drawing inspiration from local flavors. Guests have raved about the attentive service and delightful breakfasts, ensuring every meal is a cherished experience.

Guest Experiences - Guests have shared warm memories of sipping coffee and pastries prepared for their early departure, while others delighted in the refreshing poolside menu that made lazy afternoons even more enjoyable amid stunning Tuscan vistas.

La Saracina
Hotels
S.S. 146 km 29,700, 53026 Pienza, Italy

At La Saracina, the allure of Tuscany unfurls before you, offering a luxurious escape amidst the verdant hills and rolling landscapes of Pienza. Here, each moment feels as if it’s been plucked from a cherished memory—intimate and serene, where whispers of tradition blend with modern comforts in a setting that invites romance and reflection.

Chic & Intimate Retreat - Each room is adorned in soft pastel hues, featuring vaulted ceilings that echo the charm of rustic elegance. Guests enjoy plush beds with views over lush gardens, creating a tranquil oasis perfect for couples seeking a romantic getaway.

Culinary Delight - A gourmet breakfast experience awaits, with fresh homemade breads, farm-fresh eggs, and delightful jams that capture the essence of local flavors. The picturesque breakfast nook overlooking the Val d'Orcia turns every morning into a cherished ritual.

Wellness & Adventure - The property offers guided trekking through scenic paths, allowing guests to immerse themselves in the breathtaking Tuscan landscape. Whether you're exploring nearby towns or unwinding by the sun-drenched pool, adventure and relaxation harmoniously coexist here.

Guest Experiences - One guest shared how the attentive staff turned their stay into an unforgettable dream, securing reservations at hidden gem restaurants and curating a personalized winery tour. Their mornings began with the aroma of freshly baked pastries, transforming simple breakfasts into moments of pure pleasure.

Drogheria e Locanda Franci
Hotels

In the heart of Montalcino, where cobblestone streets whisper tales of centuries past, Drogheria e Locanda Franci offers an intimate escape that fuses modern luxury with historic charm. Guests are enveloped in a stylish ambiance, surrounded by the breathtaking Val d'Orcia landscape, where each moment feels like a finely aged wine—rich, intricate, and bursting with flavor.

Boutique Charm - With nine distinctive rooms, each adorned with unique decor, Drogheria e Locanda Franci exudes character and warmth, creating a sanctuary for those seeking personalized luxury and refined aesthetics.

Exceptional Dining - Indulge in culinary delights at the on-site restaurant, where each dish is crafted with local ingredients, echoing the region's vibrant flavors. Guests rave about the delectable meals enjoyed on the terrace, harmonizing perfectly with the stunning views.

Tranquil Retreat - Whether you opt for a private villa featuring a jacuzzi or a chic room with plush bathrobes, the accommodations invite relaxation. Unwind in style as you absorb the serene atmosphere, reminiscent of a peaceful Italian countryside retreat.

Guest Experiences - Guests awaken to enchanting views of the ancient castle, delighting in the thoughtful touches such as four complimentary bottles of water each day. One visitor recounted the joy of sipping coffee on the terrace, blissfully unaware of the world beyond, while others cherished the friendliness of the staff, who made them feel like cherished family.

Hotel Palazzo di Valli
Hotels
Via E. S. Piccolomini 135, 53100 Siena, Italy

Perched gracefully on a verdant hill, Hotel Palazzo di Valli radiates the serene charm of Tuscany, inviting guests to indulge in an intimate escape just a stone's throw from Siena's historic heart. This elegant 18th-century villa, adorned with traditional Tuscan décor, offers a luxurious yet welcoming ambiance, perfect for romantic getaways and cultural explorations alike.

Intimate Hideaway - With only a handful of exquisitely appointed rooms, guests can savor a peaceful retreat that feels like their own private oasis, surrounded by the fragrant olive trees of an expansive 18-acre garden.

Outstanding Location - Just a leisurely 10-minute stroll from the bustling center of Siena, the hotel boasts breathtaking views of the city's iconic skyline, providing a picturesque backdrop for both exploration and relaxation.

Spa & Wellbeing - Unwind your senses with wellness experiences designed for total relaxation, including tranquil yoga sessions amidst nature and thoughtful treatments that rejuvenate both body and spirit.

Guest Experiences - Guests often reminisce about their mornings spent savoring a delightful breakfast, where the aroma of fresh pastries mingles with the soft chirping of birds, while the stunning terrace views ignite a sense of tranquility before setting out to explore the enchanting streets of Siena.

Villa del Sole Siena
Hotels

Perched above the enchanting streets of Siena, Villa del Sole brings forth an intimate sanctuary where elegance meets the charm of Tuscan life. With breathtaking vistas over the rolling hills and a cozy ambiance that whispers romance, this luxury boutique hotel is just a leisurely stroll from the bustling Piazza del Campo, immersing guests in the rich tapestry of history and culture.

Outstanding Location - Experience the allure of Siena with the hotel's enviable position, mere moments from iconic landmarks yet offering a serene retreat to unwind while soaking in panoramic views of the historic cityscape.

Spa & Wellness Experiences - Indulge in rejuvenating spa treatments designed for ultimate relaxation, allowing you to savor moments of tranquility amidst the vibrant rhythms of city exploration.

Romantic Hideaway - With its chic decor and full-of-character design, Villa del Sole acts as a romantic hideaway, perfect for couples seeking cherished memories, whether lounging in your elegantly appointed room or enjoying a glass of local wine on the terrace.

Guest Experiences - Guests often reminisce about the warm embrace of hospitality, with Claudio and his daughters going above and beyond to ensure comfort; one visitor noted the delightful homemade cakes at breakfast, making each morning feel like a special occasion.

Castello di Casole, A Belmond Hotel, Tuscany
Hotels
Localita Querceto, 53031 Casole dʼElsa, Italy

In the heart of the enchanting Tuscan countryside, Castello di Casole, A Belmond Hotel captures the essence of romance and luxury. This former castle, steeped in history, offers a tranquil retreat where guests can lose themselves amidst rolling hills and breathtaking vistas, all while indulging in exquisite comfort and unparalleled service.

5* Luxury - Crafted with elegance, each room and suite boasts Italian design elements such as freestanding bathtubs adorned with Carrara marble, inviting you to unwind in opulence after a day of exploration.

Spa Breaks - Immerse yourself in a realm of relaxation at the wellness center, where soothing massages and rejuvenating treatments await, perfectly complementing the serene ambiance of the hotel’s lush gardens and infinity pool overlooking the valley.

Romantic Escape - With its secluded setting and intimate atmosphere, Castello di Casole is a haven for couples seeking an unforgettable getaway, where candlelit dinners and stunning sunset views create a backdrop for cherished memories.

Guest Experiences - Guests rave about the delightful surprise of complimentary bike rides through the vibrant countryside, along with personal touches like cooking classes and wine tastings that make each stay feel uniquely catered to their desires.

L'Andana Tenuta La Badiola
Hotels
Località Badiola, 58043 Castiglione della Pescaia, Italy

In the heart of Tuscany's captivating Maremma region, L'Andana Tenuta La Badiola invites discerning travelers to indulge in an atmosphere where rustic charm meets refined luxury. Surrounded by sun-drenched olive groves and lush vineyards, this former summer residence offers an intimate escape, perfect for couples seeking romance or families yearning for shared adventures amidst breathtaking landscapes.

Spa Sanctuary - Unwind in the exclusive wellness facilities, where rejuvenating treatments and serene indoor and outdoor pools create an oasis for relaxation. The gentle sounds of nature harmonize with your rejuvenation, allowing time to melt away as you savor each moment of tranquility.

Culinary Delights - Savor exquisite Tuscan cuisine crafted by a Michelin-starred chef at the Trattoria Toscana, where seasonal ingredients are transformed into memorable culinary experiences. Each meal is accompanied by carefully selected local wines, offering a taste of the vibrant culture that surrounds you.

Family-Friendly Retreat - L'Andana embraces families with warmth and thoughtful amenities, including a vibrant Kids Club that engages young guests with enriching activities, all while providing adults the chance to unwind. Enjoy leisurely afternoons at the family pool, stocked with toys and inflatables, creating joyous moments filled with laughter.

Guest Experiences - One guest fondly recounted evenings spent in cozy robes after indulging in delectable meals, while another delighted in playful afternoons at the driving range, sharing joyful banter over friendly competition. Families celebrated togetherness in the enchanting grounds, where every corner held a new adventure.

Le Palazze B&b
Hotels

In the heart of Chiusi, where the rolling hills embrace the enchanting Tuscan landscape, Le Palazze B&b emerges as a sanctuary of intimate luxury. Here, a serene escape awaits couples and adventure seekers alike, enveloped in the warmth of personalized hospitality and the lush beauty of nature.

Intimate Retreat - Designed for those seeking solitude and romance, Le Palazze B&b offers an unparalleled atmosphere of seclusion, allowing guests to unwind in spacious accommodations adorned with thoughtful details and exquisite charm.

Culinary Delights - Start each day with a sumptuous breakfast crafted from local ingredients, served in a picturesque garden under a charming pergola. Each dish is a celebration of flavors, offering a slice of authentic Italian cuisine that truly delights the senses.

Serene Poolside Oasis - With a stunning view that stretches across the verdant countryside, the inviting pool area becomes a haven for relaxation. Guests can soak up the sun or gather around the outdoor fireplace, creating cherished memories under the stars.

Guest Experiences - One guest described the property as 'a fantastic gem,' highlighting Serena's heartwarming hospitality, where every detail—from the abundant breakfast to the stunning gardens—reflects a deep connection with the surrounding beauty and local traditions.

L'Olmo
Hotels

Tucked away in the enchanting hills of Monticchiello, L'Olmo embodies the essence of Tuscan luxury with its intimate charm and breathtaking vistas. Here, each moment unfolds like a page from a storybook, where couples can share whispered secrets by the heated infinity pool, and adventure seekers can explore nearby medieval towns just minutes away.

Romantic Hideaway - L'Olmo's serene atmosphere invites couples to reconnect, with private nooks scattered throughout the lush gardens, perfect for stolen kisses or quiet moments under the stars.

Wellness Retreat - Rejuvenate your senses with an outdoor breakfast that awakens to the soft sounds of nature, or indulge in the inviting warmth of the Jacuzzi, with panoramic views of rolling vineyards that soothe the soul.

Outstanding Location - Situated within a short drive of Pienza and other historic gems, L'Olmo serves as your gateway to culinary delights, featuring Michelin-starred restaurants just around the corner and local markets bursting with authentic flavors.

Guest Experiences - One guest reminisced about daily breakfasts served al fresco, where the aroma of freshly baked goods mingled with the gentle Tuscan breeze, while another highlighted how the attentive staff planned their days, ensuring every moment was infused with personalized care.

TORRE GIARDINO SEGRETO B&B- Borgo Capitano Collection - Albergo diffuso
Hotels

In the heart of San Quirico d’Orcia, TORRE GIARDINO SEGRETO B&B invites you to revel in a world where rustic charm meets contemporary elegance. This luxurious boutique hotel offers an intimate retreat, surrounded by the rolling hills and cypress trees that define the enchanting Tuscan landscape, perfect for couples seeking romance or wellness enthusiasts eager for rejuvenation.

Romantic Hideaway - Experience a secluded setting that feels like a hidden treasure, where every corner whispers tales of intimacy and romance, ideal for honeymoons or quiet getaways.

Culinary Delights - Savor unforgettable meals at our charming in-house restaurant, where authentic Italian cuisine is crafted with local ingredients, and breakfast is a sumptuous affair, featuring fresh fruits, rich espresso, and tantalizing options that leave you wanting more.

Wellness Sanctuary - Indulge in restorative spa breaks designed to nurture body and soul amidst breathtaking views, allowing you to unwind in a tranquil atmosphere that embodies the essence of Tuscany's serene lifestyle.

Guest Experiences - Guests rave about the bespoke attention of our staff, who seamlessly blend warmth with professionalism, even upgrading visitors to spacious, elegant rooms upon arrival and providing thoughtful recommendations that enhance every moment of their stay.

Lupaia
Hotels
Località Lupaia 74, 53049 Montepulciano, Italy

Perched high above the enchanting hills of Montepulciano, Lupaia is a sanctuary of luxury and intimacy, where each moment unfolds against a backdrop of breathtaking Tuscan vistas. This exquisite boutique hotel, set within a lovingly restored stone farmhouse, invites couples and travelers alike to immerse themselves in the rich tapestry of Tuscany’s charm and warmth.

Intimate Hideaway - With only 12 uniquely designed rooms, each adorned with hand-painted walls, original wooden beams, and antiques, Lupaia offers an intimate retreat where privacy reigns supreme. Every space exudes character, ensuring that your stay feels like a personal escape into history.

Culinary Delights - Indulge in the flavors of Tuscany at the hotel's restaurant, where dishes crafted from original recipes are paired with exquisite wines sourced from local vineyards. Guests rave about daily-changing menus, highlighting handmade pastas and seasonal ingredients, all enjoyed on the sun-drenched patio during warm summer evenings.

Serene Wellness Experiences - Relaxation takes on new meaning at Lupaia's hillside pool, where you can unwind while taking in panoramic views of rolling hills and medieval villages. The tranquil ambiance is further enhanced by wellness offerings, such as yoga sessions and cooking classes, allowing visitors to connect deeply with the land.

Guest Experiences - Guests have cherished the thoughtful touches throughout their stay, from delightful gifts awaiting them in their rooms to the staff's extraordinary attentiveness—like when a concerned team member delicately washed a bride’s gown, ensuring it returned immaculate. These unique moments leave lasting impressions, making Lupaia not just a place to stay, but a home away from home.

Palazzo Nobile di San Donato - Historic Experience
Hotels

In the heart of Montepulciano, where cobblestone streets whisper tales of yesteryears, Palazzo Nobile di San Donato beckons travelers to a sanctuary that harmonizes history with modern elegance. This intimate boutique hotel envelops guests in luxury, offering a unique blend of refined comfort and romantic allure, making it an ideal retreat for those seeking an unforgettable escape.

Chic Accommodations - Each guest room is a testament to artistry, adorned with exquisite period furnishings that echo the region's storied past, while offering contemporary amenities such as plush linens and stunning mountain views, ensuring a restful haven after a day of exploration.

Culinary Delights - Awaken your senses at the hotel's acclaimed restaurant, where breakfast is not just a meal but an experience, featuring freshly baked pastries and custom-prepared eggs, served with warm smiles that leave you feeling both cherished and indulged.

Outstanding Location - Situated within the enchanting old town, the Palazzo offers immediate access to charming piazzas and breathtaking landscapes, with staff eager to craft personalized itineraries, from wine tours to hidden culinary gems, allowing you to savor every moment in this Italian treasure.

Guest Experiences - Imagine enjoying breakfast while savoring the aroma of freshly brewed cappuccino, as Valentina and Natasha greet you like family, sharing stories that make you feel not just welcome, but at home in this historic abode.

Castello di Velona Resort, Thermal SPA & Winery
Hotels
Località Velona - Castelnuovo dell'Abate, 53024 Montalcino, Italy

Perched majestically on the hills of Montalcino, Castello di Velona Resort, Thermal SPA & Winery beckons discerning travelers with its intimate blend of luxury and tranquility. Here, time slows amid sweeping vistas of the Val d’Orcia countryside, where romance blossoms and wellness finds its home within the castle's ancient walls.

Spa Retreats - Indulge in rejuvenation at the resort's exquisite thermal spa, where guests have marveled at the serene experience of soaking in thermal waters while watching the sun melt below the horizon, all set to soothing live music that dances through the air.

Culinary Delights - Savor the essence of Tuscany through regional dishes crafted from local ingredients and paired with the estate's own wines and olive oil, enjoyed al fresco on a terrace that invites laughter and conversation under the Tuscan sun.

Unmatched Views - Every room offers a unique perspective of the surrounding vineyards, with guests awakening to the gentle whispers of the countryside, many noting how stepping onto their private patio felt like entering a painting framed by stunning landscapes.

Guest Experiences - One guest described the joy of discovering a hidden gem: a wine tasting led by the hotel's sommelier, who shared enchanting tales of local vineyards and grapes, making each sip a story, and each moment a cherished memory amidst the picturesque backdrop.

Castelletto di Montebenichi
Hotels

Perched majestically on a hilltop, Castelletto di Montebenichi invites you into a world where the echoes of history resonate through its frescoed walls and serene gardens. This luxurious boutique hotel, an ancient castle dating back to the 12th century, offers an intimate retreat amidst the captivating Chianti landscape, where every corner whispers tales of romance and adventure.

Secluded Luxury - Experience the ultimate romantic getaway in this secluded setting, where each uniquely designed apartment boasts expansive space, chic interiors, and stunning views of rolling vineyards stretching into the horizon.

Gourmet Indulgence - Savor the local flavors with access to exquisite cooking classes and dining options that showcase the rich culinary heritage of Tuscany, right at your doorstep. The charming hamlet surrounding the hotel invites exploration and taste-testing adventures.

Wellness Retreat - Unwind and rejuvenate in the tranquil surroundings of Castelletto's private park, featuring a sparkling swimming pool with panoramic vistas, a well-equipped gym, and cozy nooks perfect for star-gazing under the Tuscan sky.

Guest Experiences - Guests have raved about the warm welcome they received, complete with a generous basket filled with local treats, setting the tone for a stay that felt like coming home to a cherished country house in the heart of Tuscany.

Wine Resort Dievole
Hotels
Località Dievole 6, 53019 Vagliagli, Italy

In the heart of Tuscany's rolling hills, Wine Resort Dievole embodies a sanctuary of tranquility and elegance, where the air is imbued with the rich aromas of the surrounding vineyards. Each corner of this luxurious haven whispers tales of its storied past as a 16th-century estate, offering an intimate getaway for those seeking both romance and adventure in Vagliagli's idyllic countryside.

Boutique Luxury - Wine Resort Dievole is a chic destination that seamlessly blends historic charm with modern comforts. Guests find themselves enchanted by the carefully curated antique furnishings that adorn the rooms, providing an authentic yet lavish experience.

Culinary Delights - The on-site restaurant invites you to savor exquisite dishes crafted from organic, locally sourced ingredients, including olive oil and wines produced right from the estate. With every bite, guests are treated to the true essence of Tuscan cuisine, leaving them eager for their next meal.

Spa and Wellness - For those yearning for rejuvenation, the resort features serene swimming pools set against panoramic views of lush vineyards and olive groves. The tranquil atmosphere encourages relaxation, inviting guests to unwind in total harmony with nature.

Guest Experiences - One guest mused about the 'idyllic location,' noting how it felt like stepping into a painting, while another described enjoying a glass of wine on their private terrace, surrounded by fragrant blossoms, where the gentle sounds of nature wrapped around them like a warm embrace.

B&B Palazzo Bruchi
Hotels

In the heart of historic Siena, where cobblestone streets echo with tales of a rich past, B&B Palazzo Bruchi envelops you in an atmosphere of refined tranquility and intimate luxury. This boutique haven offers a serene escape, perfect for couples seeking a romantic retreat or cultural explorers eager to roam the enchanting cityscape.

Romantic Hideaway - With elegantly appointed rooms boasting stunning views over flourishing gardens, each space invites guests to unwind in comfort while savoring the charm of Italy's medieval architecture.

Outstanding Location - Just a leisurely stroll from iconic sights like Piazza del Campo and the National Museum of Etruscan Archaeology, the hotel positions you perfectly to immerse yourself in the vibrant pulse of Siena's culture.

Wellness Experiences - Guests delight in leisurely breakfasts featuring local delicacies, enjoying the peaceful ambiance as they plan their day's explorations, all while surrounded by the beauty of this historic town.

Guest Experiences - One guest relished the quietude of their room, marveling at the tranquil garden view that made every moment feel like a personal retreat, while another appreciated Anna’s warm hospitality, which included thoughtful recommendations that turned their stay into a discovery of hidden gems.

Villa Di Capovento
Hotels

In the heart of Castellina in Chianti, Villa Di Capovento beckons with its timeless charm and serene landscape, enveloping guests in an intoxicating blend of luxury and rustic elegance. As the sun sets over the rolling hills, the villa transforms into a sanctuary of romance and tranquility, where every moment feels like a cherished memory waiting to unfold.

Intimate Escape - Experience an intimate getaway in this chic boutique hotel, where each room is adorned with exquisite Tuscan antiques, inviting you to relax amidst rich textures and warm hues that tell tales of centuries gone by.

Culinary Delights - Indulge in culinary masterpieces at the on-site restaurant, where locally sourced ingredients create traditional Tuscan dishes that dance on your palate—each evening brings a fresh menu that surprises and delights, often complemented by their own lush olive oil.

Outstanding Views - Gaze upon breathtaking vistas from the expansive garden, a perfect setting for sun loungers and quiet reflection or unforgettable sunsets that paint the sky in mesmerizing colors—a feast for the eyes as well as the soul.

Guest Experiences - One guest remarked on the delightful surprise of nightly dinners that felt more like family feasts, relishing in the ever-changing menu crafted by the talented chef. Another shared how they extended their stay, captivated not only by the stunning surroundings but also by the warmth and attentiveness of the staff who treated them like treasured friends.

Most booked boutique hotels in Tuscany [Around Sienne]

luxury boutique hotels in Tuscany [Around Sienne]
Via Empolese, 50026 San Casciano in Val di Pesa, Italy
8.7
2564 reviews
From $107
luxury boutique hotels in Tuscany [Around Sienne]
9.1
1722 reviews
From $235
luxury boutique hotels in Tuscany [Around Sienne]
9.3
1303 reviews
From $155

Budget boutique hotels in Tuscany [Around Sienne]

luxury boutique hotels in Tuscany [Around Sienne]
Via Empolese, 50026 San Casciano in Val di Pesa, Italy
8.7
2564 reviews
From $107
luxury boutique hotels in Tuscany [Around Sienne]
9.2
108 reviews
From $115.61
luxury boutique hotels in Tuscany [Around Sienne]
Località Podere Casabianca, 53027 San Quirico dʼOrcia, Italy
9.4
58 reviews
From $143.38

Compare the Best Luxury Boutique Hotels in Tuscany [around Sienne] – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($) Star Rating Review Count Book
Precise Tale Poggio Alla Sala Via Poggio alla Sala 10, 53045 Montepulciano, Italy 488 5 9 372 Click here
Agriturismo I Pini Loc. Santa Margherita 37, 53037 San Gimignano, Italy 243.86 0 9 31 Click here
Locanda in Tuscany Podere Moro Fiacchi 13, 53023 Castiglione dʼOrcia, Italy 369 4 9 118 Click here
Fonteliving Via Galileo Galilei 7, 53040 San Casciano dei Bagni, Italy 206 4 9.4 120 Click here
Villa I Barronci Resort & Spa Via Empolese, 50026 San Casciano in Val di Pesa, Italy 107 4 8.7 2564 Click here
La Saracina S.S. 146 km 29,700, 53026 Pienza, Italy 517 0 9.5 72 Click here
Hotel Palazzo di Valli Via E. S. Piccolomini 135, 53100 Siena, Italy 178 3 9 1169 Click here
Castello di Casole, A Belmond Hotel, Tuscany Localita Querceto, 53031 Casole dʼElsa, Italy 7494 5 9.6 85 Click here
L'Andana Tenuta La Badiola Località Badiola, 58043 Castiglione della Pescaia, Italy 665 5 8.8 235 Click here
Lupaia Località Lupaia 74, 53049 Montepulciano, Italy 408.71 4 9.8 134 Click here
Castello di Velona Resort, Thermal SPA & Winery Località Velona - Castelnuovo dell'Abate, 53024 Montalcino, Italy 977 5 8.2 183 Click here
Wine Resort Dievole Località Dievole 6, 53019 Vagliagli, Italy 360 4 9.5 591 Click here
Castello La Leccia Loc. La Leccia, 53011 Castellina in Chianti, Italy 372.67 4 9.6 324 Click here
Locanda Le Piazze SP 130 di Castagnoli - Località Le Piazze 41 , 53011 Castellina in Chianti, Italy 269 4 9.3 293 Click here
Poggio Piglia Frazione Macciano, 53043 Chiusi, Italy 189.16 4 9.4 251 Click here
Wine Resort Conti di San Bonifacio Località Casteani 1, 58023 Montemassi, Italy 556 4 9 45 Click here
Castello Di Vicarello Loc. Vicarello 1, 58044 Sasso dʼOmbrone, Italy 1079 4 9.7 35 Click here
Villa Cicolina Via Provinciale, 53045 Montepulciano, Italy 221.25 4 9.3 470 Click here
Badia di Pomaio Località Pomaio 4 - Via delle Conserve , 52100 Arezzo, Italy 575.73 5 9.8 85 Click here
Borgo San Vincenzo Via di Montenero 18, 53045 Montepulciano, Italy 379 4 9.6 129 Click here
Borgo Scopeto Wine & Country Relais Strada Comunale 14, 53019 Vagliagli, Italy 738 5 8.9 428 Click here
Borgo Pignano Tuscany Loc. Pignano, 56048 Pignano, Italy 488 4 9.4 207 Click here
Villa di Piazzano - Small Luxury Hotels of the World Località Piazzano - C.S.7, 52044 Cortona, Italy 469 5 9.4 404 Click here
Paradis Pietrasanta 11 Piazza Francesco Crispi, 55045 Pietrasanta, Italy 370 4 9.4 221 Click here
Agriturismo Il Rigo Località Podere Casabianca, 53027 San Quirico dʼOrcia, Italy 143.38 3 9.4 58 Click here
Fonteverde Lifestyle & Thermal Retreat - The Leading Hotels of the World Località Terme 1, 53040 San Casciano dei Bagni, Italy 330 5 8.9 977 Click here
Palazzo Dipinto Piazza del Palazzo Dipinto 27, 55100 Lucca, Italy 221 4 9.3 725 Click here
Castelfalfi Via Castelfalfi, 50050 Castelfalfi, Italy 792 5 9.2 473 Click here
Villa Sassolini Country Boutique Hotel Piazza Rotondi 17 Località Moncioni, 52025 Montevarchi, Italy 1349 4 8.6 64 Click here
Hotel Villa La Principessa Via Nuova Per Pisa 1616/G, 55050 Lucca, Italy 158 4 8.6 801 Click here
Borgo San Felice Loc San Felice, 53019 Castelnuovo Berardenga, Italy 469.28 5 9 57 Click here
Villa Scacciapensieri Boutique Hotel Strada Scacciapensieri 10, 53100 Siena, Italy 1589 4 8.3 594 Click here
Hotel Le Fontanelle SP 408 - Km 14.7, 53019 Castelnuovo Berardenga, Italy 2645 5 9.5 211 Click here
La Bandita Townhouse Corso Il Rossellino 111, 53026 Pienza, Italy 491 0 9.2 98 Click here
Rosewood Castiglion del Bosco Località Castiglion del Bosco, 53024 Castiglione del Bosco, Italy 3307 5 9.4 79 Click here
A Point Arezzo Park Hotel Loc. Battifolle 36/T, 52100 Arezzo, Italy 153 4 7.7 1149 Click here
Castel Monastero - The Leading Hotels of the World Località Monastero D'Ombrone, 53019 Castelnuovo Berardenga, Italy 721 5 8.1 311 Click here

Note: The prices for each boutique hotels in Tuscany [Around Sienne] do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Tuscany [Around Sienne] Luxury Boutique Hotels on the Map View

Frequently Asked Questions

Transportation/Shuttle service is available at the following luxury boutique hotels in Tuscany [around Sienne]:

Some of the top luxury boutique hotels near Siena include Villa San Michele, La Bandita Townhouse, and Castello di Casole. These properties offer exquisite accommodations, stunning views, and unparalleled service, making them perfect for a lavish getaway.

Luxury boutique hotels in Tuscany around Siena typically provide high-end amenities such as fine dining restaurants, spa services, beautiful gardens, and personalized concierge services. Many also feature breathtaking views of the Tuscan countryside.

Yes, several luxury boutique hotels in Tuscany welcome pets. It's advisable to check with individual hotels like Borgo Santo Pietro or Villa Cora for their specific pet policies and any additional fees.

The best time to visit Tuscany, particularly around Siena, is during the spring (April to June) and fall (September to October). During these months, you can enjoy pleasant weather and fewer crowds, enhancing your experience at luxury boutique hotels.

Many luxury boutique hotels in Tuscany offer wine tours as part of their services. Hotels like Rosewood Castiglion del Bosco often arrange guided excursions to nearby vineyards where guests can taste local wines and learn about the winemaking process.

Absolutely! Many luxury boutique hotels in Tuscany, especially around Siena, are housed in historical buildings. For instance, Palazzo Ravizza is a prime example of a hotel that seamlessly blends history with modern luxury.

Most luxury boutique hotels around Siena are conveniently located within a short drive or walk from major attractions such as Piazza del Campo and the Siena Cathedral. This makes it easy for guests to explore the rich cultural heritage of the city.

At luxury boutique hotels in Tuscany, you can expect unique experiences such as cooking classes, art workshops, and personalized vineyard tours. These hotels often curate activities that allow you to immerse yourself in the Tuscan lifestyle.

While traditional all-inclusive options are rare in Tuscany, some luxury boutique hotels offer packages that include meals, drinks, and activities. It's best to inquire directly with hotels like L'Andana for tailored packages.

3-Day Tuscany [around Sienne] Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your Tuscany adventure with a visit to the stunning Piazza del Campo, where you can admire its unique shell shape and vibrant atmosphere.
  • Afternoon: Head to the nearby Siena Cathedral, a masterpiece of Italian Gothic architecture, and don't miss the opportunity to climb the Torre del Mangia for panoramic views.
  • Evening: Dine at a quaint restaurant in the historic center, such as La Taverna di Castelnuovo Scocca, for a taste of authentic Sienese cuisine.

Day 2:

  • Morning: Explore the enchanting medieval town of Montalcino, known for its Brunello wine, with a leisurely stroll through its charming streets.
  • Afternoon: Visit the iconic Fortezza Medicea for picturesque views of the surrounding vineyards and countryside.
  • Evening: Enjoy a wine tasting and dinner at an exquisite vineyard like Castello Banfi, where you can savor local wines paired with gourmet dishes.

Day 3:

  • Morning: Dedicate the morning to the beautiful town of San Gimignano, famous for its medieval towers and charming piazzas.
  • Afternoon: Visit the Torre Grossa for breathtaking views before exploring the quaint artisanal shops in the area.
  • Evening: Conclude your trip with a delightful meal at Trattoria Dal Pepone, known for its traditional Tuscan dishes and warm hospitality.

🛏️ Hotels perfect for this itinerary: Relais Borgo San Felice, Hotel Villa Belvedere, Palazzo Ravizza

Where to Stay in Tuscany [around Sienne]: Best Areas by Traveler Type

Choosing the right area to stay in Tuscany around Sienne greatly depends on your travel needs and preferences. This beautiful region boasts diverse neighborhoods, each with its own charm and appeal. Whether you’re seeking romance, family-friendly activities, or a solo adventure, this guide will help you find the best fit for an unforgettable Tuscan experience.

👫 Where to Stay in Tuscany [around Sienne] for Couples

Best Areas: Montepulciano, Pienza

Why it’s perfect: Romantic ambiance with stunning landscapes. Intimate dining options and wine experiences. Charming architecture and peaceful surroundings.

Top Hotels: La Locanda di San Francesco, Villa Poggiano

Top Features: Romantic views, Quiet alleys, Wine tasting experiences


👨‍👩‍👧 Where to Stay in Tuscany [around Sienne] with Family

Best Areas: Siena, San Gimignano

Why it’s perfect: Family-friendly attractions like museums and parks. Variety of outdoor activities suitable for all ages. Rich history and culture that engages children and adults alike.

Top Hotels: Hotel Athena, Hotel La Collegiata

Top Features: Kid-friendly amenities, Central location, Cultural experiences


🧳 Where to Stay in Tuscany [around Sienne] for Solo Travelers

Best Areas: Siena, Chianti Region

Why it’s perfect: Vibrant atmosphere with plenty of social opportunities. Easy access to public transport for exploring nearby attractions. Diverse dining and entertainment options.

Top Hotels: Palazzo di Valli, Hotel Villa Belvedere

Top Features: Social dining spaces, Well-connected transport, Local cultural experiences


👵👴 Where to Stay in Tuscany [around Sienne] for Seniors

Best Areas: Siena, Montalcino

Why it’s perfect: Relaxed pace with easy walking routes. Access to historical sites and gentle vineyards. Comfortable accommodations with senior-friendly amenities.

Top Hotels: Grand Hotel Continental Siena, Castello Banfi - Il Borgo

Top Features: Accessible facilities, Scenic strolls, Cultural exploration


💸 Where to Stay in Tuscany [around Sienne] on a Budget

Best Areas: Siena, Volterra

Why it’s perfect: Affordable dining and shopping options. Plenty of free attractions and beautiful scenery. Welcoming local markets and community events.

Top Hotels: Hotel Duomo, Albergo Villa Marta

Top Features: Budget-friendly dining, Local markets, Free attractions


💎 Where to Stay in Tuscany [around Sienne] for Luxury

Best Areas: Castelnuovo Berardenga, Pienza

Why it’s perfect: Exclusive resorts and tailored service. Stunning vistas and high-end dining options. Access to private tours and personalized experiences.

Top Hotels: Rosewood Castiglion del Bosco, Relais La Suvera

Top Features: Private villas, Gourmet dining, Spa services


Where to Stay in Tuscany [around Sienne] - Quick Guide

Traveler Type Best Areas Top Features
Couples Montepulciano, Pienza Romantic views, Quiet alleys, Wine tasting experiences
Family Siena, San Gimignano Kid-friendly amenities, Central location, Cultural experiences
Solo Siena, Chianti Region Social dining spaces, Well-connected transport, Local cultural experiences
Seniors Siena, Montalcino Accessible facilities, Scenic strolls, Cultural exploration
Budget Siena, Volterra Budget-friendly dining, Local markets, Free attractions
Luxury Castelnuovo Berardenga, Pienza Private villas, Gourmet dining, Spa services