The Best Winery Hotels in Monticchiello from AED 261 in 2026

A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

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Our top choices for Monticchiello hotels with winery

Coffee/tea maker, fridge, microwave, stovetop

1 bedroom, iron/ironing board, travel crib, WiFi (free)

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

AED 427

AED 521 total

includes taxes & fees

14 Sep - 15 Sep

2 bedrooms, desk, iron/ironing board, travel crib

2. The house in the village - Angelica apartment - Vald'Orcia

Monticchiello

Melissa B.

AED 449

AED 543 total

includes taxes & fees

5 Oct - 6 Oct

Classic Double Room | In-room safe, WiFi (free)

3. Relais Cloister Pienza

Pienza

Camilla

AED 489

AED 564 total

includes taxes & fees

4 Oct - 5 Oct

4. Hotel Corsignano

Pienza

shane

AED 665

AED 758 total

includes taxes & fees

13 Sep - 14 Sep

Superior Double or Twin Room, 1 Bedroom | Premium bedding, minibar, in-room safe, desk

5. Hotel San Gregorio

Pienza

Nancy

AED 725

AED 823 total

includes taxes & fees

10 Oct - 11 Oct

Triple Suite 2 Floor | 1 bedroom, Frette Italian sheets, premium bedding, desk

6. Rossellino

Pienza

Mandeep

AED 390

AED 532 total

includes taxes & fees

30 Sep - 1 Oct

7. AgriHotel Villa Ambra

Montepulciano

Mahnaz

AED 325

AED 375 total

includes taxes & fees

5 Oct - 6 Oct

Economy Double Room | Minibar, in-room safe, desk, WiFi (free)

8. Albergo Duomo

Montepulciano

Monte C

AED 222

AED 261 total

includes taxes & fees

1 Oct - 2 Oct

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Top Monticchiello Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Palazzuolo

10/10 Excellent

"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."

Hotel Corsignano

10/10 Excellent

"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

10/10 Excellent

"Beautiful and sparkling clean property. Excellent location in walking distance from lovely shops and restaurants. Wonderful staff and the best breakfast of all the properties we have visited!"

SI Montalcino Hotel

10/10 Excellent

"Las Muchachas del Fron deck super Amable"

Agriturismo La Sovana

10/10 Excellent

"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Best hotel ever."

Hotel San Gregorio

10/10 Excellent

"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."

Room 1

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Check availability on Monticchiello Winery Hotels

Our top choices for Monticchiello hotels with winery

1. "Il Focolare" Superior Apartment in Monticchiello