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: €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: €4.5M (~$5.3M)

Keys: 12

Set in a medieval hilltop village between the Sibillini Mountains and the Adriatic Coast, this beautifully restored boutique hotel and retreat centre brings the soulful character of Le Marche to life. The 12 individually designed rooms blend traditional Marchigiano architecture with curated furnishings sourced from across the world. Featuring a swimming pool, easy access to coast and national parks, and over a decade of track record hosting curated retreats for artists, writers and creative leaders, the property is a turnkey lifestyle asset with established brand equity in the slow-luxury circuit. The hotel has a fantastic profit margin over 40%, strong revenues, and the existing operating team is even willing to stay. Freehold is possible as well.