Monticchiello Holidays from £431

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Your Monticchiello Holiday

Simplify your travel planning by booking a Monticchiello holiday package. One of the best neighbourhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate holiday to Monticchiello today.

Top Monticchiello Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £716, price is now £431 per person
£431
per person
2 Jun - 5 Jun
found 19 hours ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (47 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on 12 Jun 2025

Hotel Palazzo Ognissanti

Hotel Palazzo Ognissanti

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,278, price is now £731 per person
£731
per person
20 Jun - 27 Jun
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.8/10 Good! (490 reviews)
Very clean room. Helpful staff

Reviewed on 24 Jan 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,257, price is now £743 per person
£743
per person
4 Jun - 9 Jun
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (26 reviews)
The hotel is in a perfect location- walking distance to everything. Lots of restaurants and shopping nearby. The hotel is charming, spotless and offers a lovely buffet breakfast. Highly recommend. We will definitely stay here again.

Reviewed on 31 Jan 2026

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,160, price is now £725 per person
£725
per person
4 Jun - 9 Jun
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (128 reviews)
The room was stunning, it was large, the bed was comfy and the design was unique. Staff were very friendly and helpful.

Reviewed on 26 Feb 2026

Villa Pitiana

Villa Pitiana

4 out of 5
Save 100% on your flight
Price was £895, price is now £586 per person
£586
per person
20 Jun - 27 Jun
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (148 reviews)
Great for staty with family and kids Great breakfast You need to drive allot if you want to visit Firenze Excellent fiendly staff

Reviewed on 22 Jun 2024

Monticchiello Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
200
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Pienza Cathedral, Palazzo Piccolomini and Enoteca Di Ghino

Top hotels in Monticchiello

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Via Marino Cappelli, 6 Pienza SI
The price is £111 per night from 6 Apr to 7 Apr
£111
6 Apr - 7 Apr
includes taxes & fees
9.8/10 Exceptional! (51 reviews)
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.

Reviewed on 8 Nov 2025

Affitacamere Maria Gabriella
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
The price is £280 per night from 1 Apr to 2 Apr
£280
1 Apr - 2 Apr
includes taxes & fees
9.4/10 Exceptional! (191 reviews)
Great place! Excellent service by everyone we encountered.

Reviewed on 13 Feb 2026

Fonteverde Lifestyle & Thermal Retreat
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Fully refundableReserve now, pay when you stay
The price is £83 per night from 8 Apr to 9 Apr
£83
8 Apr - 9 Apr
includes taxes & fees
8.8/10 Excellent! (635 reviews)
A little tired, extremely clean, with an amazing staff

Reviewed on 1 Jan 2026

Hotel Relais II Chiostro di Pienza
See all 4,089 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.
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Popular places to visit

Pienza Cathedral

Pienza Cathedral

5/5(20 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Palazzo Piccolomini

5/5(9 reviews)

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

Palazzo Piccolomini

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 savour the wineries.

Enoteca Di Ghino

What to do in Monticchiello

Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

£22
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

£39
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Gran Tour

Montepulciano Gran Tour

£13
per adult
Montepulciano Gran Tour
See all activities in Monticchiello

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.