A cobbled stone house, with white french doors and wisteria, surrounded by a tailored garden. A young lady in an infinity pool, facing the green hills of Tuscany. Stay

Where to Stay in Tuscany: Most Charming Hotels

Tuscany Stay:

A selection of distinguished Tuscan retreats, where centuries-old heritage meets understated comfort. These charming estates offer serene landscapes, authentic local character, and a quietly refined atmosphere.

1:

Borgo Santo Pietro

A peaceful countryside hideaway steeped in history and natural beauty.

A cobbled stone house, with white french doors and wisteria, surrounded by a tailored garden.

This nearly 1,000-year-old restored villa sits amid tailored gardens, a tranquil lake, and organic farms. Its restaurants, with the most beautiful views of the vineyards and Tuscan hills, highlight local cuisine with homegrown ingredients, in a true Farm-to-Table fashion. This makes Borgo Santo Pietro the perfect place for a most peaceful retreat.

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A tailored garden, with carved bushes, a fountain and green ironed outdoor chairs and tables.
A charming restaurant interior, with a fireplace, a wine wooden storage and furniture.
A light stone bath next to a corner sage green window, facing a pool.
2:

L'olmo

A historic farmhouse turned boutique hotel, offering authentic charm and local delights.

A stone Tuscan house, with climibing flowers and dark wooden windows, alongside a white and wooden outdoor seating where a young lady with a white dress is seating.

This 1600s farmhouse, once a post-station, is now a family-run boutique hotel with beautiful rustic suites, homegrown produce, a picturesque and flowery courtyard, and a lounging area with views to nothing but the rolling hills of Val d'Orcia and the silhouette of the iconic town of Pienza in the distance. All in all, L'Olmo captures Tuscany’s true spirit.

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White and wooden outdoor seating, facing the hills of Tuscany and a picturesque village in the back.
A warm toned hotel bedroom, with wooden beams, white and dark green bedding.
A dark green dish, where a hand is cutting a cheese next to red tomatoes.
3:

Castelfalfi

A hilltop retreat, fusing comfort with countryside and sea views.

Young lady with a white dress, overlooking the green Tuscan hills.

Located in a medieval village of its own, full of character, charming corners, and even its own castle, Castelfalfi is a complete retreat where you can enjoy full days of relaxation or filled with the most immersive activities, from learning about the art of Falconry to diving into the wine-making at the estate, or dining at one of its many restaurants with views to lose sight. All with the gentle embrace of the rhythms of Tuscan living.

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A young lady in an infinity pool, facing the green hills of Tuscany.
Balcony with outdoor contemporary light furniture, facing the green hills of Tuscany.
A beekeeper with a full stack of bees.
4:

borgo pignano

A hilltop retreat where rich history meets understated comfort.

Lady in a white dress next to a pool, overlooking the Tuscan hills.

This 1,000-year-old estate, with interiors beautifully adorned with local art and with a quintessentially Tuscan decoration, offers both private villas with their own private pools as well as elegant suites. Outside, you have sweeping views of the landscape around, all the way to Volterra and San Gimignano, making it a perfect paradise to unwind and explore central Tuscany at a gentle pace.

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Picturesque balcony with iron outdoor chairs and a table, facing the green Tuscan hills.
Hotel room with a white linen bed and curtains, red pillows, a warm toned living room with a piano, blue armchairs and white wooden beams on the ceiling.
Young lady with a dark green dress, sitting on a window balcony, facing the green Tuscan hills.
Tuscany Stay:

Stays in this Story

  • Borgo Santo Pietro

    A light stone bath next to a corner sage green window, facing a pool.
    Discover

  • L'Olmo

    A warm toned hotel bedroom, with wooden beams, white and dark green bedding.
    Explore

  • Castelfalfi

    A young lady in an infinity pool, facing the green hills of Tuscany.
    See More

  • Borgo Pignano

    Picturesque balcony with iron outdoor chairs and a table, facing the green Tuscan hills.
    Discover

Discover the Guide

A Guide to Tuscany - the cover page, by Simply Slow Traveler

Tuscany is a treasure trove of scenic beauty and picturesque experiences, and it deserves to be explored in the most complete way.

To discover all my 20+ accommodations recommendations, from small boutique hotels and charming B&Bs to the most wonderful luxury retreats, explore my guide to 7 Days in Tuscany.

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