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Dec 21 - Dec 22
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Dec 22 - Dec 23
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Dec 26 - Dec 28
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Our top choices for Monticchiello hotels

Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Interior entrance
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46)
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
Hotel Osteria Dell Orcia
Interior entrance
Hotel Vannucci

Hotel Vannucci

Hotel Vannucci
4.0 star property
Citta della Pieve
9.6 out of 10, Exceptional, (170)
"Great hotel and excellent service. "
Canada
Loredana
The price is ￥32,326
￥36,113 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Vannucci
Food and drink
B&B La Vecchia Tenenza

B&B La Vecchia Tenenza

B&B La Vecchia Tenenza
Citta della Pieve
9.6 out of 10, Exceptional, (28)
"What a lovely spot! Huge nice room with all the comforts of home. Marco was super helpful too. Beautiful property "
United States
CATHY
The price is ￥15,504
￥17,350 total
includes taxes & fees
Jan 21 - Jan 22, 2026
B&B La Vecchia Tenenza
Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is ￥19,312
￥21,982 total
includes taxes & fees
Dec 28 - Dec 29
Terre di GIORGIO - Agriturismo Villa la Palazzetta
Front of property
LOCANDA DELLA PICCA

LOCANDA DELLA PICCA

LOCANDA DELLA PICCA
Citta della Pieve
10.0 out of 10, Exceptional, (12)
"Am amazing view great food and excellent place to stay."
United States
Sergio E
The price is ￥21,437
￥24,135 total
includes taxes & fees
Dec 22 - Dec 23
LOCANDA DELLA PICCA
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥12,314
￥14,099 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Abbadia Sicille Relais
Exterior
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is ￥14,660
￥16,680 total
includes taxes & fees
Dec 22 - Dec 23
Locanda Vesuna
Exterior
Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme
Chianciano Terme
10.0 out of 10, Exceptional, (3)
"La camera è un po' fredda, ma c'è il condizionatore che permette di regolare la temperatura. Il personale è cortese e disponibile. Ottima struttura."
Italy
Francesca
The price is ￥11,008
￥12,478 total
includes taxes & fees
Dec 22 - Dec 23
Palazzo Belvedere Chianciano Terme
Terrace/patio
La Gustea Hotel & Cucina

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina
Property grounds
Agriturismo Podere Casano

Agriturismo Podere Casano

Agriturismo Podere Casano
Radicofani
8.0 out of 10, Very Good, (2)
"Paesaggio stupendo e struttura ben tenuta, consiglio ai proprietari di effettuare il servizio di cena/pranzo/colazione un pò più rivolto alla ristorazione e un pò meno al casalingo, prodotti ottimi ma il servizio da migliorare. "
Italy
omar
Agriturismo Podere Casano
Exterior
Trasimeno

Trasimeno

Trasimeno
3.0 star property
Contrada Fontivegge
8.4 out of 10, Very Good, (49)
"Very nice staff, family running busines. "
United States
NIMROD
The price is ￥13,479
￥15,196 total
includes taxes & fees
Dec 22 - Dec 23
Trasimeno
BBQ/picnic area
Hotel Fabbrini

Hotel Fabbrini

Hotel Fabbrini
3.0 star property
Abbadia San Salvatore
8.6 out of 10, Excellent, (9)
"Struttura curata e pulita. Personale cortese."
Italy
Massimo
The price is ￥14,105
￥15,516 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hotel Fabbrini
Garden
Palazzo Brandano

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (74)
"Excellent breakfast experience with farm fresh food with good service by staff. Spacious parking lot behind the property."
United States
KEVIN
The price is ￥9,418
￥10,914 total
includes taxes & fees
Dec 22 - Dec 23
Palazzo Brandano
View from property
Hotel Aganoor

Hotel Aganoor

Hotel Aganoor
3.0 star property
Contrada Castello
9.2 out of 10, Wonderful, (29)
"We had a wonderful stay. I loved it!"
United States
Alina
The price is ￥17,631
￥19,764 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel Aganoor
Exterior detail
Podere San Giuseppe

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (4)
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
The price is ￥35,969
￥39,862 total
includes taxes & fees
Dec 29 - Dec 30
Podere San Giuseppe
Front of property
Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine
3.0 star property
Contrada Fontivegge
9.2 out of 10, Wonderful, (53)
"Great accommodation & excellent position for walking to old town and restaurants. The lake was a short stroll away. The manager, Stefano, was excellent with helpful ideas for trips in the area. Breakfast with Gluten Free availability was perfect."
United Kingdom
ROBERT
Villaggio Albergo Le Macerine
Exterior
Palazzo Pio III

Palazzo Pio III

Palazzo Pio III
Sarteano
10.0 out of 10, Exceptional, (3)
"Great stay at this hotel. Amazing breakfast and very warm welcome. I highly recommend Palazzo Pio III! Everything was perfect!"
Canada
Geneviève
Palazzo Pio III
Living area
Hotel Stellamiata

Hotel Stellamiata

Hotel Stellamiata
Abbadia San Salvatore
8.0 out of 10, Very Good, (1)
"Abbiamo soggiornato in questo hotel in occasione della sagra delle castagne ad Abbadia S. Salvatore. Hotel pulito e dotato dei confort necessari. Colazione sostanziosa, personale gentile."
Italy
Giulia
The price is ￥14,589
￥16,048 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hotel Stellamiata
Exterior
Locanda Poggioleone

Locanda Poggioleone

Locanda Poggioleone
3.0 star property
Castiglione del Lago
9.2 out of 10, Wonderful, (53)
"Not only is the location absolutely gorgeous, I have never in felt more welcome. The staff is phenomenal and reads every wish off your lips, rooms are very spacious, spotless clean and just great. Make sure to try their food. Its incredible. 10/10 recommend and will be back for sure "
United Kingdom
Stefanie
The price is ￥16,685
￥18,649 total
includes taxes & fees
Dec 22 - Dec 23
Locanda Poggioleone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Monticchiello attractions

Art Studio di Adelina Quadri

You can spend an afternoon browsing the exhibits at Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savor the wineries.
See properties

Learn more about Monticchiello

Tiny medieval streets wind through this hilltop village where Teatro Povero performances bring local history to life. Nearby Pienza offers spectacular Val d'Orcia views and shops selling the region's famous pecorino cheese.

See all hotels in Monticchiello
Monticchiello which includes a garden

Top Monticchiello Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 2 weeks ago
Abbadia Sicille Relais

More cheap stays in Monticchiello

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
The price is ￥5,205 per night from Jan 19 to Jan 20
￥5,205
￥6,095 total
Jan 19 - Jan 20, 2026
includes taxes & fees
9.4/10 Exceptional! (30 reviews)

Frequently asked questions

What's the best place for a stay in Monticchiello?
Located 7.1 mi (11.4 km) from the heart of Monticchiello, Relais Villa Grazianella - UNA Esperienze is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Castiglion del Bosco, A Rosewood Hotel and Grand Hotel Admiral Palace. See all available top hotels, or vacation rentals in Monticchiello.
What are some of the best vacation rentals in Monticchiello?
The House of Alice, charm and relaxation: This vacation home rental near Monticchiello is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books. See all vacation rentals in Monticchiello.
If I need to cancel my hotel reservation in Monticchiello, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Monticchiello.
Where can I learn more about changing or cancelling my trip to Monticchiello?
For more information about picking new dates or cancelling your trip to Monticchiello, click here.
What's the best place to stay for families in Monticchiello?
Affitacamere Maria Gabriella is an affittacamere with free parking and free breakfast, and it's a top choice on Expedia for families. In Toscana Affittacamere is another good choice for your stay with the kids. Attractions in the area like RI Crea RE and Pinzi Pinzuti are also fun for kids of all ages. Find more child-friendly accommodations in Monticchiello.
What is the top LGBTQ-friendly accommodation in Monticchiello?
In Toscana Affittacamere is a top LGBTQ-friendly affittacamere that features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Monticchiello.
What's the best pet-friendly hotel in Monticchiello?
In Toscana Affittacamere is a top dog-friendly affittacamere, and offers laundry facilities along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Monticchiello.
What are some accommodations with pools in Monticchiello?
Relais Villa Grazianella - UNA Esperienze: Features a snack bar/deli, an outdoor pool, and free self parking. Castiglion del Bosco, A Rosewood Hotel and Grand Hotel Admiral Palace are two additional hotels that offer an onsite pool. View all hotels with pools in Monticchiello.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
How is it staying in Monticchiello?
Visitors can enjoy all that Monticchiello has to offer including its art. In Monticchiello, there are 33 hotels and other accommodations to choose from. Find out more about Monticchiello.
What should I do while I'm visiting Monticchiello?
A favorite place to visit is Art Studio di Adelina Quadri. You'll also find Pienza Cathedral and Piazza Pio II in the area. Check out what more to see and do in Expedia's Monticchiello guide.
What's the seasonal weather like in Monticchiello?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Monticchiello is 42 inches.

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