Search Vacation Homes in Monsigliolo

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

Compare 1073 Vacation Homes in Monsigliolo with updated reviews, rates, and availability.

Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (69)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool
Villa with Pool, Spa, and Relaxation: A Paradise between Umbria and Tuscany
Outdoor pool

Villa with Pool, Spa, and Relaxation: A Paradise between Umbria and Tuscany

10.0 out of 10, Exceptional, (16)
"Wonderful pool, beautiful location"
Villa with Pool, Spa, and Relaxation: A Paradise between Umbria and Tuscany
Stone house - charming country villa in Tuscany
Terrace/patio

Stone house - charming country villa in Tuscany

Stone house - charming country villa in Tuscany
Casa Fontelunga, Tuscan holiday villa with private pool
Outdoor pool

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"
Casa Fontelunga, Tuscan holiday villa with private pool
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (5)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Podere Casorbica with free parking, large garden, private pool.
Exterior

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Pool

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (25)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Agriturismo Borgo Spagnoli
Romantic Suite, 1 Queen Bed, Kitchen, Courtyard View (Torchio) | Private kitchen | Fridge, oven, stovetop, coffee/tea maker

Agriturismo Borgo Spagnoli

8.6 out of 10, Excellent, (10)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.6 out of 10, Exceptional, (12)
"Everything was amazing! We were a little late and they accommodated us and made everything so easy. Thank you again for the hospitality and professionalism! "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Farmhouse with Pool in a Village in Umbria Perfect for Groups and Families

Farmhouse with Pool in a Village in Umbria Perfect for Groups and Families

10.0 out of 10, Exceptional, (31)
"Excellent equiped countryhouse in a wonderfull landscape. Very friendly and helpfull owner. Absolutly tastefull interior and a lot of space for at least 12 people. We will come back for sure! Thanks a lot! Christian "
Farmhouse with Pool in a Village in Umbria Perfect for Groups and Families
The Old Fashion House
Smart TV, fireplace

The Old Fashion House

10.0 out of 10, Exceptional, (5)
"This was the perfect spot in Cortona right on the main street. This place met all our expectations and was as advertised."
The Old Fashion House
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Outdoor pool

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.6 out of 10, Exceptional, (4)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
houses / villas - 6 rooms - 7/11 persons
Pool

houses / villas - 6 rooms - 7/11 persons

9.8 out of 10, Exceptional, (44)
"A lovely property, with lots of charm. We had a great stay and the hosts were very helpful. "
houses / villas - 6 rooms - 7/11 persons
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
Apartment | Pool | Outdoor pool

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
Belvilla by OYO Fienile
Pool

Belvilla by OYO Fienile

Belvilla by OYO Fienile
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Pool

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.2 out of 10, Very Good, (42)
"Gemäß der Anzeige und den schönen Fotos im Netz hatten wir einen super Plan – „unser Ferienhaus“ in Umbrien - eine Woche Umbrien erkunden, eine Woche am Pool genießen und eine Woche arbeiten…tja, dieser Plan ist eklatant gescheitert. Es wird kein Ferienhaus vermietet sondern ein Apartment im Erdgeschoss in einem bewohnten Haus mit einer älteren Frau, die nur italienisch spricht samt Hund und mind. vier Katzen sowie ständigen Besuchern; wir waren nie alleine und es war ständig laut. Das...
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.6 out of 10, Exceptional, (73)
"Great location at the edge of town. Fantastic views of the countryside. Loved it!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
House / Villa - Monte San Savino
Terrace/patio

House / Villa - Monte San Savino

9.6 out of 10, Exceptional, (20)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free