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Villa Sassolini

Tuscany, Italy • Arezzo • OPTIMIZE

avg. $198 / night

Includes $10 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

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Cash back

5% cash back on all completed stays (redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out)

Credit card points

Credit and debit card charges are processed directly by the hotel (i.e. not PressBeyond), meaning that any travel-specific credit card points or incentives that you normally get as a cardholder for direct hotel bookings are preserved

Hotel loyalty points

Points accrual and status eligibility with major hotel loyalty programs: Marriott Bonvoy, Hilton Honors, World of Hyatt, and others

Free breakfast

Breakfast-included rate options available

Room upgrades

Complimentary room upgrades (subject to property availability)

Extend your stay

Early check-in and late check-out (subject to property availability)

Location

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At a glance

A converted Tuscan palazzo balancing centuries-old austerity with contemporary Italian craft and valley views.

Best for: Architecture enthusiasts seeking authentic Tuscan conversion

Highlights:

  • Medieval palazzo with lime-washed walls and exposed timber beams
  • Contemporary steel four-posters and venetian plaster in warm ochre tones
  • Cantilevered pool terrace overlooking Val di Chiana toward Cortona
Austere-elegantintimate

PB hotel design editorial

Perched above the Val di Chiana on the edge of the medieval hilltop village of Montecarlo Aretino, a centuries-old Tuscan palazzo was converted into Villa Sassolini with a design sensibility that resists both rustic nostalgia and corporate minimalism. The formal garden visible from the property — box-hedged parterres planted with white roses, tall cypresses, and improbable Canary palms — establishes that productive tension immediately: southern exuberance grafted onto a structure of distinctly Umbro-Tuscan austerity, its lime-washed walls carrying centuries of weathering as a decorative finish rather than a flaw to be corrected. Inside, the interiors navigate the same negotiation with considerable skill. Bedrooms are furnished around slender steel four-poster frames — closer to contemporary Italian craft than period reproduction — set against walls in warm venetian plaster tones of ochre, taupe, and amber. Bleached oak floorboards and exposed timber beam ceilings in the upper rooms ground the palette without tipping into farmhouse pastiche, while the restaurant uses oversized wicker-shade pendants and generous slip-covered dining chairs to achieve a softness that flatters the imperfect plaster walls behind them. The pool terrace, cantilevered against the hillside with bronze-canopied parasols and a view across the Chiana valley that reaches toward Cortona, is where the property makes its clearest argument: that a small Tuscan hotel of perhaps fifteen rooms can carry more atmosphere per square metre than properties ten times its size.

Travel notes

No travel notes provided yet.

About

See why so many travelers make Villa Sassolini Luxury Boutique Hotel their hotel of choice when visiting Montevarchi. Providing an ideal mix of value, comfort and convenience, it offers a romantic setting with an array of amenities designed for travelers like you. Rooms at Villa Sassolini Luxury Boutique Hotel provide a flat screen TV, air conditioning, and a minibar, and guests can stay connected with free wifi. In addition, while staying at Villa Sassolini Luxury Boutique Hotel guests have access to room service, a concierge, and an outdoor fireplace. You can also enjoy a pool and free breakfast. Need a place to park? Free parking is available at Villa Sassolini Luxury Boutique Hotel. Should time allow, Villa Masini and Stanze Ulivieri are some popular architectural buildings that are relatively easy to get to. At Villa Sassolini Luxury Boutique Hotel, your comfort and satisfaction come first, and they look forward to welcoming you to Montevarchi.

Amenities

Pool

Restaurant

Internet

Suites

Room service

Free Internet

Free Parking

Bar/Lounge

Pets Allowed

Spa

Villa Sassolini Reviews

360 reviews

"Villa Sassolini is a jewel! Gianmarco and his staff were joyful and attentive. The hotel is beautifully decorated, the grounds were immaculate, and the restaurant was superb. If you want a quiet getaway on a Tuscan hilltop, do not miss this place."

A Tripadvisor traveler review

May 29, 2026

"Villa Sassolini is incredible, it's like something out of a movie or a glossy magazine. The location is breathtaking, the food is fantastic, the hotel itself is impeccably designed and the staff are wonderful. If I could give 10 stars I would. Truly a magical experience."

A Tripadvisor traveler review

May 24, 2026

"I don’t even know where to begin, it was an absolute dream staying at Villa Sassolini with our friends and family for our wedding. Gian Marco took such wonderful care of us as my husband Michael and I rented the villa exclusively for 4 days/3 nights. No detail was missed, they were attentive, kind, and made this trip so incredibly special. In addition to how wonderful everyone there was the villa is absolutely stunning. The rooms all with the most breathtaking views. Each so individual no matter which you stay in you’ll be in awe. It’s in the perfect location for a weekend getaway to unwind and relax. We can not wait to plan our next trip to Italy to stay at this beautiful villa again."

A Tripadvisor traveler review

May 01, 2026

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