Price: €12M (~$14M)

Keys: 40

Just minutes from San Gimignano and Siena in the historic Tuscan town of Colle Val d'Elsa, this 18th-century villa offers the soul of an authentic Tuscan home. Spread across three beautifully preserved buildings — the original frescoed villa, an adjacent farm, and a former seminary — the property features 40 elegantly appointed rooms, a traditional restaurant, and a large pool surrounded by lush gardens. Rich in history and famously a wartime refuge for priceless Italian art, it serves as a peaceful, ready-to-operate base for boutique hospitality with both heritage value and operational depth.

Price: €40M (~$46.8M)

Keys: 70+

Set in the rolling Sienese countryside surrounded by century-old trees, gardens and woodland, this remarkable historic borgo extends across roughly six hectares of private parkland. Multiple lovingly restored ancient buildings — villa, guest house, farmhouse, barn and olive mill — together house 70+ rooms of richly traditional Tuscan character, many opening onto private terraces or gardens. Amenities include a large swimming pool, a restaurant, a sun-terrace bar, and ample grounds for additional leisure programming. With expansion potential approaching 90 keys and the scale to operate as a true destination resort, it is one of the largest private hospitality estates available in inland Tuscany.

Price: €12M (~$14M)

Keys: 25+

Set on a panoramic hilltop in the Crete Senesi — one of Tuscany's most cinematic landscapes of clay hills, cypress avenues and cultivated land — this restored historic manor estate combines authentic Tuscan grandeur with a versatile multi-format hospitality footprint. The 25+ keys are spread across a main villa with elegantly frescoed suites and a series of country-house apartments distributed throughout the borgo, set among carefully restored gardens and olive groves. The setting and architecture together create a culturally rich, multi-format estate ideally suited to boutique hotel operation, retreat programming, or staged residential conversion. The purchase (3.1M) of adjacent 2 villas creates a strong upside potential.

Price: €7.3M (~$8.5M)

Keys: 20

Set in the celebrated Chianti Classico hills near Castellina in Chianti, this family-owned country estate combines a much-loved hotel — operating since 1967 — with seven hectares of working agricultural land. The main villa offers 20 guest rooms with potential to convert two adjacent buildings to a total of 35, alongside a swimming pool, a long-acclaimed restaurant, and an estate of 1,800 olive trees. The vineyard is capable of producing up to 60,000 bottles of premium Chianti Classico DOCG annually, with a lease that terminates upon sale. A rare country-estate opportunity with deep cultural roots and significant upside on both hospitality and wine.

Price: €2.2M (~$2.6M)

Keys: 12

Tucked into the historic spa town of Bagni di Lucca in northern Tuscany, this 12-room boutique hotel and restaurant blends modern hospitality with the timeless charm of one of Italy’s first international thermal destinations. The rooms are well-appointed with contemporary comforts — air-conditioning, premium linens, in-room work spaces — while the on-site restaurant adds a second revenue stream. With a fresh launch in a rising heritage destination known for its 19th-century literary visitors and natural hot springs, it is a turnkey lifestyle asset ready for boutique repositioning or family ownership.

Price: €22M (~$25.7M)

Keys: 22

Set in the gentle hills of central Tuscany within easy reach of one of the region’s most iconic medieval towns, Siena, this storied historic estate has been beautifully transformed into a refined boutique hotel of timeless character. The 22 character-rich rooms unfold across stories of restored architecture and look out onto cloistered gardens of olive groves and aromatic herbs. A swimming pool, an elegant restaurant, and quiet courtyard spaces complete the property, all within an environment of remarkable cultural depth. The asset combines prestige, authenticity, and a unique combination of urban access and rural seclusion.

Price: €5M (~$5.9M)

Keys: 8

Set in the rolling countryside near Siena, this beautifully restored historic residence has been transformed into an intimate eight-suite boutique hotel of timeless character. The estate combines a panoramic swimming pool, a hot-tub overlooking the Tuscan landscape, and a wellness suite with sauna, hammam and chromo-therapeutic hydromassage, alongside a traditional restaurant celebrating local cuisine. With an existing management team available to remain in place and a refined hospitality concept already operating, it is a turnkey opportunity in one of Tuscany’s most coveted areas.

Price: €5.5M

Keys: 35

Tucked into beautiful olive groves just outside Florence, this historic farm hotel combines the scale of a full Tuscan borgo with the soul of an authentic agriturismo. Spread across several restored stone buildings, the property hosts 35 independent apartments, a restaurant and private chapel. With 50+ hectares of land, 5,000 olive trees, a large pool, and full agricultural licensing.

Price: €4.3M (~$5.3M) Sold

Keys: 135

Located just 50 minutes from Pisa Airport, this 18-hectare estate offers a rare resort-scale opportunity in coastal Tuscany, just minutes from Baratti beach and the medieval village of Suvereto. The expansive property features 135 apartments, two pools, wellness facilities, a restaurant, and dedicated sports infrastructure. Currently leased at below-market terms, the estate offers legal grounds for termination, providing massive uplift potential. With 8,700 m² of built area, it is the perfect scale play for repositioning into a branded resort or serviced village.

Price: €9.5M (~$10.45M)

Keys: 26

Beautiful 18th century noble villa in Marina di Massa (next to ultra-luxury Forte dei Marmi), 200 meters from the beach. The estate served as a summer hunting lodge for the powerful Sforza family, and features 26 boutique guestrooms, a private park, and an outdoor pool. Operating successfully as a B&B, the property presents significant value-add potential, with preliminary zoning suggesting up to a 50% volumetric expansion.

Price: €3.5M (~$4.11M)

Keys: 12

Set between olive groves and vineyards just outside San Gimignano, this estate boasts one of Tuscany's best assets: completely unobstructed views of the town's medieval skyline, protected by surrounding agricultural land. The 10-room main villa includes a restaurant and bar, while a separate cottage adds two versatile apartment-style units.