Book the Best HISTORIC Hotels in Crete Senesi in 2026

Rolling green hills, a winding path, and a row of tall cypress trees.

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Our top choices for Crete Senesi historic hotels

A stone building with a large arched doorway, a small balcony, and a garden with potted plants and a chair.

A rustic stone building with a staircase leading to a door, surrounded by potted plants and a gravel path.

A garden with potted plants, a stone wall, and a gravel path.

A spacious living area with a sofa set, a dining table, and a staircase leading to an upper floor.

1. Country House in the heart of Tuscany, near Terme, free Wifi

Armaiolo

"Abbiamo passato 3 gg veramente perfetti in questo appartamento davvero molto carino e spazioso in cui non mancava nulla,con una camera decisamente spaziosa e un soggiorno con cucina altrettanto grandi e in perfetto stile rustico rimesso a nuovo. E poi che dire dello spazio esterno e soprattutto della gentilezza e cortesia del proprietario Alessio,che ha fatto di tutto x farci stare al meglio,con un ottimo barbecue compreso!Ci torneremo di sicuro,posto assolutamente consigliato!!! Manuel e Paola."

Manuel D.

CA $142

CA $171 total

includes taxes & fees

Oct 12 - Oct 13

A pool area with lounge chairs and a view of the mountains.

A living room with a sofa, a dining area with a table and chairs, a large mirror, and a painting on the wall.

A dining area with a table and chairs, a kitchen with a refrigerator, and a living area with a sofa and armchairs.

A stone building with a tiled roof, a grassy yard with a tree, and a playground with a slide.

2. B&B San Paterno Classic Retro Room: Double or Twin

Armaiolo

Lori K.

CA $72

CA $130 total

includes taxes & fees

Oct 13 - Oct 14

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

3. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Mohammed

CA $2,613

CA $2,890 total

includes taxes & fees

Oct 30 - Oct 31

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

A banquet hall with round tables set for a formal event, featuring a stone fireplace and large windows.

A historic stone building with a tower, surrounded by a well-maintained garden with flowering plants.

An outdoor seating area with white chairs and tables, surrounded by potted plants and a stone building with a tower.

4. Castello di Gargonza

Monte San Savino

Iain

CA $345

CA $386 total

includes taxes & fees

Oct 12 - Oct 13

A two-story building with a stone facade, a wooden door, and shutters on the windows. There are potted plants in front of the entrance.

A stone bench with snow on it, overlooking a snow-covered landscape with buildings and trees.

A wooden dining table set with plates, glasses, and a bottle of wine, with a window and wooden wall in the background.

A rustic room with a wooden barrel table, a lamp, a book, and a bed in the background.

5. SUITE WINE - Relax & Design in the Heart of the Valdorcia

San Quirico d'Orcia

priscilla e.

CA $144

CA $219 total

includes taxes & fees

Nov 1 - Nov 2

An arched doorway leading to a building with a wooden door and a staircase.

A balcony with a view of a town, including a church tower and distant mountains.

A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.

A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

6. Residenza Fabroni

Montepulciano

Nicholas

CA $109

CA $126 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with a balcony, surrounded by lush greenery and flowering plants.

A cozy room with a wooden bench, a colorful rug, and a view of greenery through an arched window.

An outdoor seating area with two wooden chairs and a potted plant with red flowers.

A table set for dining with a view through an arched window, a wine bottle, and a vase with flowers.

7. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $215

CA $249 total

includes taxes & fees

Oct 12 - Oct 13

A stone building with a staircase leading to a wooden door, outdoor seating, and potted plants.

A bedroom with a bed, a nightstand, a lamp, and a wall-mounted light fixture.

A compact kitchen with wooden cabinets, a dining table with chairs, and a tiled floor.

A wooden staircase, a floral sofa, a wooden dining table with a television, and a vase with flowers.

8. 2 rooms apartment for 4 people in the countryside close to Siena

SIENA

CA $200

CA $200 total

includes taxes & fees

Oct 12 - Oct 13

View all properties

Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

8/10 Good

"Clean"

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent

"What a beautiful home! We absolutely loved our stay and had such a wonderful experience. The house was beautiful, a perfect place to enjoy our vacation. Luigi was an amazing host—always available and quick to respond whenever we had a question or concern, which we really appreciated.We truly enjoyed our time here and would definitely stay again. We’re already looking forward to coming back on our next trip. Highly recommend!"

Borgo Lucignanello Bandini

10/10 Excellent

"We loved our stay, hope to be back, and would recommend to anyone visiting Tuscany! The view from almost anywhere on the property is absolutely stunning and we felt immediately relaxed after a week of Italian city life- the location feels remote but is close to many attractions, little medieval towns, and amazing wineries. We witnessed the most beautiful sunsets and sunrises up on the hill by the pool. The borgo itself is idyllic, rustic, and charming with lots of character. The pool is wonderful (although a bit chilly in mid Sept :) ) with lots of seating and again a beautiful view. The kitchen was well stocked and all of the extras (like coffee, water, juice, bread, jams, teas, sugar, olive oil, vinegars, salt, pepper, and wine) were so helpful and appreciated, limiting what we needed to buy at the local Coop. Multiple rooms had fresh flowers (such a lovely touch), there was lots of clothing storage, and nice bath towels. We saw a few red foxes, a large bunny, countless birds (heard 15 different species according to my Merlin app), and many of the property cats who hung out with us while we enjoyed our wine in the multiple communal seating areas. We are so happy we selected this property after looking at so many others in the area - it was a wonderful, relaxing stay!"

Agriturismo San Giorgio

10/10 Excellent

"Vraiment excellent, beau site, propre et tout etait parfait !"

Fattoria Pieve a Salti

10/10 Excellent

"Most beautiful and relaxing place on the planet😁"

Precise House Montaperti Siena

8/10 Good

"Superb breakfast, staff excellent, facilities great."

Hotel Borgo Antico

10/10 Excellent

"Staffs/ receptionist are all great. They speak English w/c is rare in this part of town. They are very helpful especially Antonetta & Miguellena. Buffet breakfast, they have laundry area, bar and restaurant. Rooms are decent and clean. There is an old church at the back, but it was closed when we went there. "

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Check availability on Crete Senesi Historic Hotels

Our top choices for Crete Senesi historic hotels

1. Country House in the heart of Tuscany, near Terme, free Wifi

2. B&B San Paterno Classic Retro Room: Double or Twin