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: €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: €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: €12M (~$12.6M)

Keys: 15

Set high on a picturesque Ligurian hillside, this 5-star resort commands panoramic views that stretch from meticulously terraced gardens to the glittering Mediterranean horizon. The boutique property is spread across two fully restored historic villas—one adorned with original frescoes and the other rich with centuries-old character. Featuring a Michelin-level restaurant, an outdoor spa, and spectacular natural light, it is a trophy asset that rivals the best boutique hotels in Europe.

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.