The Best Winery Hotels in Monticchiello from AED 422 in 2026

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Our top choices for Monticchiello hotels with winery

Coffee/tea maker, fridge, microwave, stovetop

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

AED 429

AED 523 total

includes taxes & fees

3 Sep - 4 Sep

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

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

Monticchiello

Melissa B.

AED 424

AED 518 total

includes taxes & fees

20 Sep - 21 Sep

Suite, Hill View | In-room safe, WiFi (free)

3. Relais Cloister Pienza

Pienza

"Il personale che mi ha accolto è stato molto gentile ed ha saputo consigliarmi locali molto belli nelle vicinanze. L’hotel risponde di un buonissimo ristorante, situato in una terrazza panoramica che affaccia su tutta la Val d’Orcia. Dalla mia stanza vedevo la famosissima strada dove è stata girata l’ultima scena del film Il Gladiatore. La colazione era ricca, abbondante e per tutti i giusti! Tutto il personale è stato incredibilmente gentile ed ha reso il soggiorno un ricordo memorabile....

Danny

AED 432

AED 484 total

includes taxes & fees

21 Sep - 22 Sep

Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

Monolocale Exclusive, vista città, secondo piano senza ascensore | Living area

Monolocale Exclusive, vista città, secondo piano senza ascensore | Private kitchen

Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

4. TuscanyLettings Studio&Room

Pienza

Lucas

AED 402

AED 459 total

includes taxes & fees

28 Aug - 29 Aug

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

5. Rossellino

Pienza

gary douglas

AED 400

AED 543 total

includes taxes & fees

30 Aug - 31 Aug

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

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

6. Hotel San Gregorio

Pienza

Nancy

AED 856

AED 967 total

includes taxes & fees

26 Sep - 27 Sep

Double Room, 1 Double Bed | Living room | TV

7. Hotel La Terrazza di Montepulciano

Montepulciano

Kevin

AED 428

AED 488 total

includes taxes & fees

31 Aug - 1 Sep

Superior Double Room | Frette Italian sheets, premium bedding, minibar, in-room safe

8. AgriHotel Villa Ambra

Montepulciano

Lord Daniel

AED 368

AED 422 total

includes taxes & fees

31 Aug - 1 Sep

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Top Monticchiello Hotel Reviews

Hotel Corsignano

10/10 Excellent

"We had an exceptional nice stay. I can highly recommend the Corsignano to anyone. It’s just a couple minutes walking distance from the old town … I will definitely stay here again on my next visit to Pienza"

SI Montalcino Hotel

10/10 Excellent

"Las Muchachas del Fron deck super Amable"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

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."

Hotel Villa Ricci

10/10 Excellent

"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting 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."

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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