Monticchiello

Travel Guide

Monticchiello featuring a small town or village and heritage architecture as well as an individual femail
Monticchiello which includes signage
Monticchiello showing flowers and heritage architecture
Monticchiello which includes a small town or village as well as a small group of people
Monticchiello featuring heritage architecture and flowers
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
The price is AED 4,625 per night from Jan 3 to Jan 4
AED 4,625
AED 5,131 total
3 Jan - 4 January 2026
includes taxes & fees
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (69 reviews)
Wonderful stay

Reviewed on 25 November 2025

Rosewood Castiglion del Bosco
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1 San Casciano dei Bagni SI
The price is AED 1,221 per night from Dec 14 to Dec 15
AED 1,221
AED 1,360 total
14 Dec - 15 Dec
includes taxes & fees
Book a stay at this luxury hotel in San Casciano dei Bagni. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fonteverde Terme and Pasticceria ...
9.2/10 Wonderful! (179 reviews)
Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year.

Reviewed on 25 October 2025

Fonteverde Lifestyle & Thermal Retreat
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
The price is AED 417 per night from Dec 9 to Dec 10
AED 417
AED 475 total
9 Dec - 10 Dec
includes taxes & fees
Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff ...
9.6/10 Exceptional! (275 reviews)
Great room and service

Reviewed on 11 November 2025

Relais Villa Grazianella - UNA Esperienze
See all 4,106 properties in Monticchiello
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.
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on 25 October 2025

Hotel San Gregorio
Abbadia Sicille Relais

Abbadia Sicille Relais

4 out of 5
SP 14 Loc. Abbadia Sicille Trequanda SI
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna ...
8.8/10 Excellent! (160 reviews)
In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant ...

Reviewed on 3 December 2025

Abbadia Sicille Relais
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany
Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...
9.4/10 Exceptional! (48 reviews)
Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on 22 October 2025

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
See all properties in Monticchiello
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.

Popular places to visit

Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements

Pienza Cathedral

5/5(131 reviews)

You can learn about the history of Pienza with a trip to Pienza Cathedral. While you're here, you can savor the wineries.

Pienza Cathedral

Historic Centre of Pienza

Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.

Historic Centre of Pienza

Palazzo Piccolomini

5/5(80 reviews)

You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your trip to Pienza. While you're here, you can savor the wineries.

Palazzo Piccolomini

Piazza Pio II

After visiting Piazza Pio II, make a plan to see the other sights and activities in Pienza. While you're here, you can savor the wineries.

Piazza Pio II

Monastery of Sant'Anna in Camprena

You can find out about the history of Pienza with a visit to Monastery of Sant'Anna in Camprena. Discover the countryside and churches in this quaint area.

Monastery of Sant'Anna in Camprena

Enoteca Di Ghino

You can enjoy a tasting or tour at Enoteca Di Ghino during your travels to Pienza. While you're here, you can savor the wineries.

Enoteca Di Ghino