Holiday Rentals in Monsigliolo

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Monsigliolo

Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
The price is €148
includes taxes & fees
24 Nov - 25 Nov
Hotel San Gregorio
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 €62
includes taxes & fees
27 Nov - 28 Nov
Abbadia Sicille Relais
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno
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.
Residenza Fabroni
8.8 out of 10, Excellent, (79)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is €96
includes taxes & fees
18 Nov - 19 Nov
Residenza Fabroni
Traditional stone cottage in rural, tranquil and quiet location built in 1799
9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Il Tosco
10.0 out of 10, Exceptional, (99)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is €255
includes taxes & fees
22 Nov - 23 Nov
Il Tosco
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
8.2 out of 10, Very good, (42)
"We had a great stay at Massimo place. The grounds and pool were great! The views were to die for, and we had a different sun set every night! Thanks for the great stay Massimo! Will definitely back if in the area."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Casa Campau by Interhome
8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
Casa Campau by Interhome
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (66)
"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...
Farmhouse in the hills with panoramic view and swimming pool
Osteria del Borgo
9.2 out of 10, Wonderful, (142)
"I have never seen a hotel or bed and breakfast staff as hospitable and kind as the staff at Osteria del Borgo. I would return in a heartbeat. The B&B itself was wonderful, but the staff made the experience unforgettable."
Osteria del Borgo
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Mansion - Arezzo
9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo
Cottage " I due Pini"
10.0 out of 10, Exceptional, (36)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (45)
"It's hard to imagine what could have been better. The villa is stunning. On a hilltop will amazing views. Well appointed and with 12 rooms, all with ensuites. A large kitchen and dining space and loads more outside space than the pictures really show. Morning coffee on the lower sun terrace, the afternoon spent by the pool, the evening in the jacuzzi, and then wine (SO MUCH WINE) from the provided supplies to talk as the night grew around us. Not to mention the small gym, or table...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Delcorto Suites
10.0 out of 10, Exceptional, (18)
"All good."
The price is €191
includes taxes & fees
17 Nov - 18 Nov
Delcorto Suites
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.
Don't see what you're looking for?
See all available properties in Monsigliolo
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Monsigliolo you may be interested in

Hotel Minerva
4.0 star property
8.8 out of 10, Excellent, (505)
"Staff was very helpful and courteous. Bar and restaurant were excellent! "
The price is €90
includes taxes & fees
15 Dec - 16 Dec
Hotel Minerva
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (200)
"It’s a gem"
Monastero di Cortona Hotel & Spa
Hotel Continentale
4.0 star property
8.6 out of 10, Excellent, (435)
"Great place"
The price is €134
includes taxes & fees
24 Nov - 25 Nov
Hotel Continentale
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

Can I find a holiday rental in Monsigliolo?

Yes, there are holiday rentals close to the most popular sights in Monsigliolo, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Monsigliolo?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Monsigliolo stay.

What’s there to see and do in Monsigliolo?

Explore the area and family-friendly sights such as Arezzo Equestrian Centre, or get out into nature at a spot like Isola Maggiore. Piazza della Repubblica and Cortona Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Monsigliolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monsigliolo. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.