The Best Winery Hotels in Monticchiello from AED 333 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

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

A kitchen with a brick arch, wooden ceiling beams, a dining table, and bar stools.

A kitchen with a brick archway, two bar stools, a countertop, and a hanging light fixture.

A bedroom with a large bed, a wooden ceiling, a mirror, a bicycle, and a chair.

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

AED 413

AED 504 total

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.

A bookshelf filled with books, a wooden box labeled "Poliziano," and a staircase leading to a room.

A kitchen with white cabinets, a tiled backsplash, and a wooden ceiling.

A stone building with a staircase leading to a door, a small balcony, and a street in front.

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

Monticchiello

Melissa B.

AED 409

AED 500 total

includes taxes & fees

1 Nov - 2 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

3. Hotel San Gregorio

Pienza

Nancy

AED 526

AED 604 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A buffet setup with various food items and condiments.

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

4. Relais Cloister Pienza

Pienza

Karen

AED 474

AED 546 total

includes taxes & fees

6 Oct - 7 Oct

A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

A bicycle with potted plants attached to it, parked against a textured wall.

A rustic room with a fireplace, wooden furniture, and a tiled floor.

5. Hotel La Terrazza di Montepulciano

Montepulciano

Phillip

AED 413

AED 471 total

includes taxes & fees

6 Oct - 7 Oct

A room with a large window overlooking a scenic landscape.

A luxurious room with ornate decorations, including a chandelier, red upholstered furniture, and a television.

A luxurious room with a large ornate mirror, a fireplace, and a plush sofa.

A historic building with a prominent tower, arched windows, and a paved street.

6. Palazzo Nobile di San Donato

Montepulciano

John

AED 535

AED 605 total

includes taxes & fees

1 Nov - 2 Nov

A breakfast setup with a variety of food items and a coffee machine.

A clear swimming pool with lounge chairs and a pergola.

A bedroom with a bed, bedside table with a lamp, a chair, and a radiator.

A bar area with a variety of liquor bottles, a chalkboard menu, and hanging light fixtures.

7. AgriHotel Villa Ambra

Montepulciano

Joanne

AED 274

AED 318 total

includes taxes & fees

21 Oct - 22 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

8. Hotel Corsignano

Pienza

shane

AED 531

AED 609 total

includes taxes & fees

4 Nov - 5 Nov

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Top Monticchiello Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

8/10 Good

"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"I highly recommend this place Nice place with high trained staff Very clean rooms"

Hotel San Gregorio

8/10 Good

"All good"

Palazzuolo

10/10 Excellent

"Excellent room, good location, the staff is very gentle, the breakfast is good"

Hotel Villa Ricci

10/10 Excellent

"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Hotel Corsignano

10/10 Excellent

"Everything was perfect the staff the hotel."

Hotel Panoramic Montepulciano

10/10 Excellent

"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"

Room 1

Change your mind

Treat yourself

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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