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Compare 1155 Apartments in Monsigliolo with updated reviews, rates, and availability.

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Interior
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (110)
"Wonderful location in Arezzo. The home itself is Amazing, Beautiful, Historic yet with Modern conveniences. Stefano, your host is so accommodating, incredibly helpful and is sure to make your stay perfect. If we could give it more ⭐️ stars we would!!"
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Terrace/patio
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
Dining
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
10.0 out of 10, Exceptional, (70)
"Perfect location, excellent communication, beautiful apartment, and unbelievable view over the valley. Thank you!"
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous
Exterior
La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous
9.8 out of 10, Exceptional, (57)
"What a lovely find. Great location, very clean and well presented. We were treated to fruit and goodies in the fridge on arrival and lovely home cooking. Loredana is so lovely and made us feel very welcome."
La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous
Tuscan Villa with Panoramic Views in Montalcino
Ampella La Torre - 3 bed/2 full bath portion of this Villa
Tuscan Villa with Panoramic Views in Montalcino
9.8 out of 10, Exceptional, (40)
"Lovely property quiet and spacious. Well appointed and handy to all little villages. Very helpful caretaker who helped us with a few problems we had with our car rental after we blew a tyre. We found out there were no local taxi services and Jo suggested places we could try. "
Tuscan Villa with Panoramic Views in Montalcino
The house in the village - Angelica apartment - Vald'Orcia
Room
The house in the village - Angelica apartment - Vald'Orcia
9.6 out of 10, Exceptional, (5)
"A truely peacful getaway. Home was very nice and clean. Town is charming and quiet. Very relaxing."
The price is AED 369
AED 446 total
includes taxes & fees
15 Nov - 16 Nov
The house in the village - Angelica apartment - Vald'Orcia
Ciliano 16
Private kitchen
Ciliano 16
10.0 out of 10, Exceptional, (2)
"Large apt., great location, clean"
Ciliano 16
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Room
La Torretta - downtown Cortona, on the second floor of a noble palazzo
10.0 out of 10, Exceptional, (4)
"Very roomy, well equipped, and a really good location. Would stay again!"
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
Terrace
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
10.0 out of 10, Exceptional, (13)
"Our stay at Casamaggiore was perfect. The property was traditionally and simply styled, well supplied and met all our needs. The facilities were as advertised and we delighted in using the pool and tennis courts. The property is perfectly situated for day trips to explore the region. The balcony was our favourite spot for a glass of wine at the end of a busy day. Our stay was an absolute highlight in our exploration of Italy. Thankyou Gisella for your kind hosting."
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
Apartment with Garden
Exterior
Apartment with Garden
Apartment with Garden
Il Podere di Casa Rossa Pienza
Outdoor dining
Il Podere di Casa Rossa Pienza
The price is AED 776
AED 1,094 total
includes taxes & fees
17 Nov - 18 Nov
Il Podere di Casa Rossa Pienza
Look forward to a break in this pleasant vacation apartment with communal pool and other amenities.
pool
Look forward to a break in this pleasant vacation apartment with communal pool and other amenities.
10.0 out of 10, Exceptional, (1)
Look forward to a break in this pleasant vacation apartment with communal pool and other amenities.
Charming House in the heart of Montepulciano
City Hall Castle
Charming House in the heart of Montepulciano
10.0 out of 10, Exceptional, (57)
"We really enjoyed our stay in this home. It was conveniently located for parking and taking your luggage. The owners were very responsive to any questions we had. It was very clean and was a great weekend. Our stay was short but we enjoyed it very much. Would recommend staying here."
Charming House in the heart of Montepulciano
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
The coloured kitchen
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
9.8 out of 10, Exceptional, (28)
"We rented this apartment for 9 nights, with a goal of getting some idea of what it would be like to live in an ancient Italian hilltop villiage. It didn't disappoint. The apartment is simple, but spacious. There's an absolutely gorgeous view out the kitchen window, and it's located in the heart of Montepulciano. After walking up two flights of stairs, you find a spacious apartment with elevated ceilings. The kitchen is well-appointed and the master bedroom is nice. The air conditioning was...
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
Exterior
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
9.4 out of 10, Exceptional, (36)
"Centrally located, car required."
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Exterior
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
9.8 out of 10, Exceptional, (36)
"I stayed here for almost seven weeks in September/October 2024 while I attended classes at Il Sasso Italian language school. It was a fantastic stay in every way. The apartment is clean, well-equipped, and exactly as advertised. The property manager responds immediately to every question or concern. The location is ideal and offers a panoramic view of the amazing Tuscan countryside. The apartment is small but the high beamed ceilings give it a spacious feel. I was very happy to have chosen this...
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
A typical brick farmhouse located in the heart of Valdichiana, not far from Pozzo della Chiana, insi
A typical brick farmhouse located in the heart of Valdichiana, not far from Pozzo della Chiana, insi
10.0 out of 10, Exceptional, (2)
"Nous etions huit et avons passe une semaine dans l'ancien moulin de Santa Vittoria. Une belle batisse, perdue au milieu des vignes, offrant des couchers de soleil sublimes, a mi chemin entre Sienne et Arezzo. Tout etait vraiment parfait, mais il.faut absolument.changer de literie. Tous les lits ou matelas sont.justr horribles, inconfortables, déformés. Fautes quelque-chose s'il.vous plait"
A typical brick farmhouse located in the heart of Valdichiana, not far from Pozzo della Chiana, insi
3 bedroom accommodation in Monticchiello
outside
3 bedroom accommodation in Monticchiello
10.0 out of 10, Exceptional, (1)
"Love this place. Very clean and charming!!!"
3 bedroom accommodation in Monticchiello
Belvedere - Country House Rental in Valdichiana, Tuscany
Scenic View
Belvedere - Country House Rental in Valdichiana, Tuscany
9.6 out of 10, Exceptional, (22)
"We are totally satisfied from our vacation"
Belvedere - Country House Rental in Valdichiana, Tuscany
Elegante Villa sul Lago Trasimeno - Gelsomino
Pool
Elegante Villa sul Lago Trasimeno - Gelsomino
9.6 out of 10, Exceptional, (45)
"Tolle Lage für entspannte Stunden zu zweit oder mit der Familie ! Perfekter Ausgangspunkt auch für Perugia, Siena, Cortona etc. ! Haben uns sehr wohl gefühlt ..alles Da was man braucht ! Kommen gerne wieder"
Elegante Villa sul Lago Trasimeno - Gelsomino
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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Other property types in Monsigliolo

Hotel San Gregorio
Outdoor pool
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
Hotel San Gregorio
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Interior
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (110)
"Wonderful location in Arezzo. The home itself is Amazing, Beautiful, Historic yet with Modern conveniences. Stefano, your host is so accommodating, incredibly helpful and is sure to make your stay perfect. If we could give it more ⭐️ stars we would!!"
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Abbadia Sicille Relais
Property entrance
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is AED 209
AED 241 total
includes taxes & fees
25 Nov - 26 Nov
Abbadia Sicille Relais
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.

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 1341 accommodation choices including 364 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?
Here are some of the favorite apartments in the area: Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany): Situated in Arezzo, 15.7 mi/25.3 km from the heart of Monsigliolo. Includes free WiFi, private patios, and fireplaces. Sun-Soaked Private View Terrace in the Historical Centre of Cortona.: Located in Cortona, 2.9 mi/4.6 km away. Includes private balconies. Access to a terrace is available on site.
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 Arezzo Equestrian Centre, 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.