20 Romantic Hotels in Tuscany (2026)

Rolling vineyard landscapes, medieval cities, stunning hilltop villages and excellent food and wine — no wonder Tuscany is a dream destination for couples. From the magic of Siena and Florence to charming towns such as Montepulciano, if you're looking to stay in the 'land of love', there are endless options for an enchanting Italian escape. Whether you prefer a countryside villa, chic hotel, intimate B&B or historic haven, there's a Tuscan treat in store. Add in spoiling spas, refreshing pools, fine dining and gorgeous views, and you have the perfect romantic package for two. 

For historic charm

• Originally built in 1587 as a Capuchin friars’ convent, La Collegiata is now a fabulous four-star hotel just outside the medieval town of San Gimignano. Each of its 20 rooms features distinctive architectural details; the Tower Suite, located inside the historic castle tower, spans two levels and boasts a whirlpool tub. Book this one for its fairytale-like setting with an outdoor pool, al fresco dining and vineyard views.
•  A converted 15th-century monastery nestled in the heart of the Val di Chiana, Monastero di Cortona Hotel & Spa features a stunning blend of old and new. From the vaulted ceilings and original frescoes to the expansive spa, two pools and a fine-dining restaurant, this is a spoiling couples' escape.
• Castel Monastero is a magnificently restored 11th-century hamlet-turned-exclusive hotel, in the peaceful Tuscan hills between Siena and Arezzo. With an extensive spa and wellness centre, several pools, luxury accommodation, gorgeous gardens and gourmet dining, it's the perfect spot to reconnect surrounded by unspoiled nature.
• A renovated 17th-century abbey, Badia di Pomaio enjoys breathtaking views of the region’s gently rolling hills and of the city of Arezzo. Its contemporary design is mixed with the original monastic elements, including wood beams, arched ceilings and ancient brickwork. Beautiful gardens, an excellent wine cellar, authentic Tuscan cuisine and a heated infinity pool make this a dream getaway. 

For stunning views

• Originally a medieval castle, Castello di Casole is now an elegant and traditional Tuscan mansion set in 4,200 acres of rolling countryside and boasting breathtaking views as far as the eye can see. Expect original frescoes, Murano chandeliers and flagstone floors, plus a gorgeous pool and top-notch cuisine. The luxurious Essere spa in the vaulted converted wine cellars features pools, steam rooms and treatment rooms. 
• The 12 rooms and suites at Hotelito Lupaia are filled with historic romance. Nestled in the picturesque Tuscan hills, this charming converted farmhouse oozes character with the ultimate in rustic-chic style. Secluded terraces, panoramic views, an outdoor pool and an à la carte breakfast set the scene for a serene escape.
• Rosewood Castiglion del Bosco is set on a 4,000-acre 800-year-old estate, so it's no surprise it offers views to die for. Nestled on a hillside outside Montalcino, the countryside views go on forever. If you can tear yourself away from the magical vistas, there's also a state-of-the-art spa, private golf club, infinity pool and fantastic gourmet cuisine.

• Conti di San Bonifacio, a luxury wine resort in the Tuscan hills provides glorious vineyard views. Enjoy al fresco dining on the terrace surrounded by stunning landscapes, take scenic strolls together, explore the countryside by bike, or indulge in wine tastings at the resort's own vineyard. Utterly romantic.
• Set within an 18th-century villa and surrounding buildings, Borgo Pignano blends classical architecture with modern comforts. Lovely frescoes, four-poster beds and giant bathrooms with stand-alone tubs create a magical place for couples. Spend your days truffling, playing billiards, riding, cycling, practising yoga, or simply lounging by the gorgeous infinity pool soaking in the beautiful landscape.

For city chic

• Velona's Jungle lives up to its name with a wonderfully stylish wildlife theme. Located in an elegant residential neighbourhood of Florence, you'll find luxurious suites with exquisite interior design — think bold animal prints, vintage pieces and antique furnishings. Breakfast is available till midday, so it's a great choice for couples who enjoy a lazy morning.
• Il Battistero, in the heart of Siena, is a boutique gem. Think stylish rooms with exposed beams, stone walls and some free-standing tubs. With just seven rooms, it's wonderfully intimate, and the wine tasting cellar below the Duomo adds to the character. Perfectly placed for romantic strolls around this beautiful city. 
• On the banks of the River Arno, just a short distance from Florence’s historic centre, sits Ville sull'Arno. This elegant five-star resort mixes stylish modern pieces with Renaissance sculptures and stucco. A swimming pool with hydro-massage, a spa using ancient rituals, plus lovely gardens are the ideal respite from the bustling city, although a free shuttle is available to take you there should you wish!

For a relaxing pool

• Halfway between Florence and Siena, in the rolling hills of Castellina in Chianti, lies One Belvedere, a luxury wellness retreat and winery.  Pale neutral interiors give a zen-like vibe with a choice of villas, rooms or suites. Whether you want to unwind by the infinity pool, relax at the spa or simply savour the calm of the gorgeous countryside, this is the perfect sanctuary for a romantic getaway.
• Set amidst beautiful vineyards and olive groves, just minutes from historic Montalcino, Villa Le Prata is an elegant adults-only pick. The interiors boast 19th-century charm with original furnishings, exposed beams and rich tones. Enjoy intimate wine tastings, sunset views and a stunning infinity pool. 
  
• Relaxation is key at Poggio Ai Santi, a wonderful country villa near San Vincenzo. The accommodation ranges from luxury glamping to chic farmhouse rooms and private lodges with panoramic verandas. A lovely pool, charming gardens, al fresco dining and sweeping sea views await. 

• Borgo Santo Pietro, in the heart of the Tuscan countryside, offers 22 light-filled rooms opening onto Mediterranean courtyards or leafy private terraces, with outdoor fireplaces, private pools, and gardens. Dining around a large spreading oak tree is a delight, but the real showstopper is the stunning infinity pool with far-reaching views.
  
• Immerse yourselves in nature at Locanda Fontelupa, a rural farmhouse stay in The Maremma, surrounded by woods, olive groves and organic farmland. It's the ideal spot to switch off together with charming rooms, relaxed farm-to-table dining and a sunset-view pool. 

For a charming B&B

• Nestled amidst the southern Tuscan countryside just a short drive from Montepulciano and Siena, Follonico is a characterful choice. The four suites and two rooms are designed with stone floors, exposed beams and antique details, creating an intimate atmosphere. Enjoy a delicious organic breakfast, then take in the views from the infinity edge saltwater pool or soak up the sun on the terrace.
• An adults-only B&B, Badia Giulia is housed in an ancient Benedictine monastery in Camaiore, not far from the lively Versilia. Six rustic-chic rooms offer a stylish haven, some with a private sauna and hammam. A Tuscan breakfast can be enjoyed in the pretty garden, which also boasts a hot tub.

For beachside bliss

• Il Pellicano, a stunning clifftop hotel in Porto Ercole, is the perfect coastal haven. Enjoy a chic beach club, spa, heated saltwater pool, watersports, tennis courts and access to a private beach. Add in Michelin-starred dining, and you have everything you need for an idyllic seaside stay.  

Still not sure? 

• Browse through our full list of accommodations in Tuscany.
• Refine your search to include our recommendations for 13 Best Tuscan Hotels for Food and Wine or 24 Best Hotels with Pools in Tuscany.
• Alternatively, you could contact one of our friendly Gurus for personalised advice.