Photo by Tim & Nat ✈

Holiday Homes in Montisi

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Holiday Homes in Montisi

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
Borgo Argiano

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (62)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
The price is AU$427
includes taxes & fees
3 Sept - 4 Sept
The House of Alice, charm and relaxation

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (90)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (50)
"Marina was a great host and the property was exactly what we were after!"
Farmhouse in the greenery of the Tuscany countryside with private pool and view

A MAGICAL HOLIDAY IN TUSCANY

9.8 out of 10, Exceptional, (6)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY

The Casetta di Brunello, quiet and breathtaking views

9.6 out of 10, Exceptional, (15)
"Looking for a village away from the tourist crowds, this is it!"
The price is AU$427
includes taxes & fees
2 Sept - 3 Sept
The Casetta di Brunello, quiet and breathtaking views

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

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (33)
"Renting this villa was a relaxing, enjoyable way to experience Siena and the surrounding countryside. Lovely pool and grounds."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

Idyllic guest house in Tuscan country house style with swimming pool

10.0 out of 10, Exceptional, (24)
"Great place to be, lovely dogs"
Idyllic guest house in Tuscan country house style with swimming pool

Historic home in Montalcino

10.0 out of 10, Exceptional, (4)
"Great views, very clean and accommodating hosts. Hosts were quick to answer any questions and help find solutions and suggestions. 10/10. "
Historic home in Montalcino

Relaxing Margherita Home Private Garden, Bucine, Italy

10.0 out of 10, Exceptional, (1)
"Our stay was awesome. Thank you very much.Only complaint: there was no toilet paper when we arrived. Although our host hopped on the problem right away, he brought us 2 rolls. Total. 1 for each bathroom. There were 5 of us and we stayed Mon-Thu. Kind of odd…Other than that, it was great. Would do it again."
Relaxing Margherita Home Private Garden, Bucine, Italy

Podere Belsogno-camera Lavanda

10.0 out of 10, Exceptional, (3)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
The price is AU$253
includes taxes & fees
7 Sept - 8 Sept
Podere Belsogno-camera Lavanda

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House

Charming Tuscan Retreat: Borgo La Fonte

10.0 out of 10, Exceptional, (2)
"Lovely renovation on a very old Tuscan home! Wonderful amenities. Perfect location. Easy drive to Cortona. Hope to return in the future!"
Charming Tuscan Retreat: Borgo La Fonte

Villa with private pool near Castiglion Fiorentino

8.8 out of 10, Excellent, (3)
"We had great stay. Host was excellent."
Villa with private pool near Castiglion Fiorentino

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

9.6 out of 10, Exceptional, (79)
"Fantastic house, great location, clean and tidy. Perfect for families."
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"The location of Il Roseto made for a comfortable stay near all of the important venues and activities in Cortona."
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

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

9.4 out of 10, Exceptional, (15)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.

relaxation between nature and history

8.4 out of 10, Very good, (5)
"We stayed here for 2 weeks with our family and we had an amazing stay. The surroundings where beautiful and from our cottage we had an panoramic view over the pool and the valley behind. The pool has very nice and clean water. Also a big plus is that there is airconditioning in the accomodations. The owners were very nice & friendly and if you had a question they responded very fast. Every morning you had the opportunity to buy fresh vegetables at the reception for a low price, you could also...
relaxation between nature and history
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

Top Montisi Hotel Reviews

Find out more about Montisi

Find out more about Montisi

Montisi Holiday Homes information

Number of reviews
Accommodation
905 Holiday Homes
Lowest Price
AU$253
Highest Price
AU$427

Explore a world of travel with Expedia

Explore a world of travel with Expedia