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: €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.

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: €3M (~$3.2M)

Keys: 12

This restored 10th-century castle in Umbria's rolling hills is currently operating as one of Italy's premier wedding venues, hosting over 30 global events annually. The historic property features 12 elegant suites, grand banquet halls, a spa, and beautifully terraced gardens. It offers strong upside with ample room to scale both operations and guest experiences. Buyers have the unique dual-structure opportunity to either acquire the asset freehold or keep the existing operator.

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: €30M (~$35M)

Keys: ~125

Situated just a few hundred meters from the seafront on the Ligurian Riviera, in Sanremo, this historic 19th-century estate currently operates as a prestigious 4-star hotel. The property features a main building with seawater pool, restaurant, and a dedicated congress center, complemented by two separate residential buildings.

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: €4.8M (~$5.64M)

Keys: 11

Tucked into the Amalfi cliffs above the secret cove of Erchie, this estate spans 2.5 hectares of terraced lemon groves with sweeping views over the Gulf of Salerno. The restored main buildings, fascinating original cave systems, and an oversized parking area create unmatched expansion potential. It is a rare coastal asset blending historic charm, wild nature, and UNESCO-protected views.

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.

Price: €24M (~$28.5M) Equity Ask

Keys: 40+

Positioned on the most coveted shores of Lake Como, this exclusive development opportunity combines the prestige of a world-class destination with the rarity of a shovel-ready luxury project. With fully approved permits, 2026 construction, and a bank committed to 100% of the build costs, execution risk is effectively eliminated.