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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Monsigliolo apartments

Exterior
Casa Gioia - Casa Olivieri

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is AED 317
AED 366 total
includes taxes & fees
6 Jan - 7 January 2026
Casa Gioia - Casa Olivieri
Exterior
The Rigomagno Hill

Apartment in Rigomagno

The Rigomagno Hill
10.0 out of 10, Exceptional, (1)
"location meravigliosa, personale comprensivo disponibile ed accogliente, consigliato"
Italy
Giulio
The price is AED 387
AED 469 total
includes taxes & fees
9 Jan - 10 January 2026
The Rigomagno Hill
Outdoor dining
Deluxe room Cartazucchero in the heart of Arezzo

Apartment in Arezzo Centro Storico

Deluxe room Cartazucchero in the heart of Arezzo
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is AED 279
AED 307 total
includes taxes & fees
7 Jan - 8 January 2026
Deluxe room Cartazucchero in the heart of Arezzo
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is AED 489
AED 556 total
includes taxes & fees
22 Dec - 23 Dec
Bellarmino Boutique Apartments
TV
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Tuoro sul Trasimeno

Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (1)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveler
The price is AED 456
AED 713 total
includes taxes & fees
22 Dec - 23 Dec
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
TV
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Apartment in Toscana

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
The price is AED 348
AED 443 total
includes taxes & fees
20 Jan - 21 January 2026
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Interior
The window on the tower apartment new castiglion fiorentino

Apartment in Castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is AED 430
AED 602 total
includes taxes & fees
27 Dec - 28 Dec
The window on the tower apartment new castiglion fiorentino
Interior
Boutique Apartment Family

Apartment in Chiusi

Boutique Apartment Family
The price is AED 392
AED 478 total
includes taxes & fees
18 Jan - 19 January 2026
Boutique Apartment Family
Interior
Boutique Apartment Eleganza

Apartment in Chiusi Scalo

Boutique Apartment Eleganza
9.6 out of 10, Exceptional, (5)
"Clean and well furnished with a great terrace. Highly recommend!"
United States
Boyko D.
The price is AED 342
AED 418 total
includes taxes & fees
11 Jan - 12 January 2026
Boutique Apartment Eleganza
Exterior
Casa Sily by Rentbeat

Apartment in Sarteano

Casa Sily by Rentbeat
The price is AED 194
AED 468 total
includes taxes & fees
11 Jan - 12 January 2026
Casa Sily by Rentbeat
Interior
Cortona Shabby Chic House<br>(Independent & balcony)

Apartment in Cortona Old Town

Cortona Shabby Chic House<br>(Independent & balcony)
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AED 406
AED 497 total
includes taxes & fees
23 Dec - 24 Dec
Cortona Shabby Chic House<br>(Independent & balcony)
Outdoor dining
Living suite Verdeconiglio in the heart of Arezzo

Apartment in Arezzo Centro Storico

Living suite Verdeconiglio in the heart of Arezzo
10.0 out of 10, Exceptional, (1)
"It was a beautiful and quiet part of town and was very close to everything. The property manager spoke pretty good English which made everything much easier. It is a beautiful comforting and clean stay in the heart of Arezzo. Thank you. Era una zona bellissima e tranquilla della città, vicinissima a tutto. Il gestore parlava un ottimo inglese, il che ha reso tutto molto più semplice. È stato un soggiorno splendido, confortevole e pulito nel cuore di Arezzo. Grazie."
United States
Andrew T.
The price is AED 348
AED 383 total
includes taxes & fees
7 Jan - 8 January 2026
Living suite Verdeconiglio in the heart of Arezzo
Interior
La casa di Laura

Apartment in Cortona Old Town

La casa di Laura
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is AED 387
AED 748 total
includes taxes & fees
7 Jan - 8 January 2026
La casa di Laura
Property grounds
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

Apartment in Sinalunga

Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi
10.0 out of 10, Exceptional, (2)
"Pros: La casa affaccia su un bel giardino e una meravigliosa vista panoramica sul paese e su tutta la Valdichiana. Si respirano tranquillità e si possono ascoltare cinguettii e suoni della natura. La proprietà possiede tutti i comfort, proprio come a casa. L'ambiente è molto spazioso, pulito e profumato: si può godere di tanta tranquillità e anche della disponibilità e simpatia dell'host, la signora Gabriella e dei suoi gatti Rocco & Rocco."
Italy
Anonymous traveler
The price is AED 472
AED 476 total
includes taxes & fees
22 Dec - 23 Dec
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi
2 bedrooms, iron/ironing board, WiFi, bed sheets
5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax

Apartment in Montepulciano

5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax
10.0 out of 10, Exceptional, (1)
"Everything & more than we expected. The view from the bedroom veranda was superb!"
United States
Joe T.
The price is AED 559
AED 662 total
includes taxes & fees
8 Jan - 9 January 2026
5 minutes from the historic center in Montepulciano accommodation for couples/families 4 pax
2 bedrooms, desk, iron/ironing board, travel crib
The house in the village - Angelica apartment - Vald'Orcia

Apartment in Monticchiello

The house in the village - Angelica apartment - Vald'Orcia
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is AED 406
AED 492 total
includes taxes & fees
24 Dec - 25 Dec
The house in the village - Angelica apartment - Vald'Orcia
Dining
L'OLIVO Tourist Apartment CIN IT051021C2MW8M4HLF

Apartment in Lucignano

L'OLIVO Tourist Apartment CIN IT051021C2MW8M4HLF
10.0 out of 10, Exceptional, (1)
"Auch wenn der Vermieter nicht wirklich englisch spricht, war der check-in völlig problemlos, Kontakt ständig möglich, wertvolle Tipps zur Umgebung erhältlich. Ein herzensguter Vermieter, der uns sogar das Geld zurück gab für den einen Tag der früheren Abreise, die private Gründe hatte. Kleiner Mangel : im 2. Schlafraum kein Insektenschutz und Autobahn ist bei ungüstigem Wind zu hören. Aber das ist Jammer auf hohem Niveau. Wir hatten einen sehr schönen Urlaub und haben uns ins Städtchen verliebt!...
Germany
Ilka R.
The price is AED 688
AED 774 total
includes taxes & fees
22 Dec - 23 Dec
L'OLIVO Tourist Apartment CIN IT051021C2MW8M4HLF
Property grounds
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia

Apartment in Sarteano

Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
The price is AED 340
AED 516 total
includes taxes & fees
28 Dec - 29 Dec
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
Property grounds
Villa Poggio Fagianino

Apartment in Sant'albino

Villa Poggio Fagianino
10.0 out of 10, Exceptional, (2)
"Wonderful stay in Tuscany, would highly recommend this property"
United States
jack R.
The price is AED 1,123
AED 1,286 total
includes taxes & fees
2 Jan - 3 January 2026
Villa Poggio Fagianino
Outdoor dining
Il Podere di Casa Rossa Pienza

Apartment in Pienza

Il Podere di Casa Rossa Pienza
10.0 out of 10, Exceptional, (3)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is AED 774
AED 1,140 total
includes taxes & fees
28 Dec - 29 Dec
Il Podere di Casa Rossa Pienza
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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Top Monsigliolo Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Monsigliolo?
You'll find plenty of places to stay with in Cortona, with 1217 accommodation choices including 175 apartments.
Are you thinking about apartments over traditional hotel rooms?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment for my stay in Monsigliolo?
Below are some of the favorite apartments in the area: Bellarmino Boutique Apartments: Located 13.5 mi/21.7 km away in Montepulciano. Amenities include free WiFi. Montalcino Villa - Breathtaking Views of the Val d'Orcia: Located in Montalcino, 18 mi/29 km away. Includes free WiFi, private patios, and separate dining areas. Onsite laundry facilities and an outdoor pool are on site. Il nido dell'Upupa: Located 13.4 mi/21.5 km away in Montepulciano. Laundry facilities and free WiFi are included. Access to free parking is available on site. Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany): It's located in Arezzo, 15.7 mi/25.3 km from Monsigliolo. Includes free WiFi, private patios, and fireplaces.
What can I expect from the weather when I travel to Monsigliolo?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Monsigliolo. The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Monsigliolo is 36 inches.
What should I see and do in Monsigliolo?
While exploring the area, visit family-friendly sights like Naturalistic Oasis La Valle, or get outside and enjoy nature at Isola Maggiore. Piazza della Repubblica and Cortona Cathedral are a couple of places you'll find in the larger area.
What's the best way to get to and around Monsigliolo?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Sant Egidio Airport (PEG), which is located 30 mi (48.3 km) away from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.