Search Vacation Homes in Monticiano

    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
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 830 Vacation Homes in Monticiano with updated reviews, rates, and availability.

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (65)
"Very comfortable stay. "
Borgo Argiano
The House of Alice, charm and relaxation
Interior

The House of Alice, charm and relaxation

9.8 out of 10, Exceptional, (59)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is AED 753
AED 963 total
includes taxes & fees
11 Jun - 12 Jun
The House of Alice, charm and relaxation
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Outdoor dining

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

9.2 out of 10, Wonderful, (31)
"Wonderful location. Interesting villa. Beautiful views. Generous owner/manager."
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Detached villa with panoramic garden
Outdoor pool

Detached villa with panoramic garden

9.8 out of 10, Exceptional, (53)
"We had a great stay at the house of Marisa and Paolo. Both were very welcoming, and we spent a perfect week in Chiusdino. The house provided everything we needed for our family of four. From the garden we had a beautiful view towards the hills. And the swimming pool was great to cool down and escape from the summer heat. Chiusdino provides a couple of good restaurants which are all in walking distance. We usually had our morning coffee in the bellavista bar, which rightfully has this name. For...
Detached villa with panoramic garden
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (88)
"Loved our 10 days staying here couldn’t fault anything! Amazing location, would love to return."
Villa Le Tortore Tuscany private luxury pool relax
Charming apartment in the Historic Center of Siena
TV, books

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"Excellent!"
Charming apartment in the Historic Center of Siena
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Outdoor dining

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

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

9.6 out of 10, Exceptional, (47)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Private House with Exclusive Swimming Pool Heated and Amazing View
Beach

Private House with Exclusive Swimming Pool Heated and Amazing View

9.6 out of 10, Exceptional, (51)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
Private House with Exclusive Swimming Pool Heated and Amazing View
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Pool

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

10.0 out of 10, Exceptional, (21)
"Really enjoyed my time staying at Casa Marta. Such a great location and an unbeatable view. We hope to be back again soon."
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Casa Del Grifone, vacation home in Tuscany.
Outdoor dining

Casa Del Grifone, vacation home in Tuscany.

9.6 out of 10, Exceptional, (4)
"Good communication with the owner. Everything inside the house is very new and beautiful. Wlan perfect. Complete interior. Perfect to stay with 11 people."
Casa Del Grifone, vacation home in Tuscany.
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Outdoor dining

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (11)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (70)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
Interior

Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

10.0 out of 10, Exceptional, (17)
"The apartment is very large, beautifully decorated, and is in a fantastic location in Siena. Couldn't be better..... Gianluca was the perfect host. We were very happy!!! Will rent again for sure!!!"
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
5 bedrooms, desk, iron/ironing board, travel crib

Stone farmhouse near Massa Marittima, with incredible view until the Elba island

9.8 out of 10, Exceptional, (39)
"Good location to be"
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
Stone farmhouse with pool and park a few minutes from the sea
Exterior

Stone farmhouse with pool and park a few minutes from the sea

10.0 out of 10, Exceptional, (2)
"Thank you very much! We had beautiful days in your wonderful house in Tuscany. Very nice house, huge garden and very nice pool. We would love to come back!"
Stone farmhouse with pool and park a few minutes from the sea
Air Conditioned 15th Century House with Pool on Wine Estate
Smart TV, fireplace, DVD player, books

Air Conditioned 15th Century House with Pool on Wine Estate

10.0 out of 10, Exceptional, (65)
"Beautiful peaceful place to stay. Well stocked with everything we needed and comfortable living spaces."
Air Conditioned 15th Century House with Pool on Wine Estate
Exclusive Stone Tower.
Exterior

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
The price is AED 331
AED 582 total
includes taxes & fees
8 Jun - 9 Jun
Exclusive Stone Tower.
Farmhouse in old mill nestled in the beautiful Chianti hills
Outdoor pool

Farmhouse in old mill nestled in the beautiful Chianti hills

8.8 out of 10, Excellent, (16)
"A beautiful place to stay and very friendly hosts; Roberto and Rafaella will do anything to make your stay unforgettable. The house has everything you need and the pool is nice and beautiful. Lots of nice places to visit in the neighbourhood. I can surely recommend this Farmhouse!!!!"
Farmhouse in old mill nestled in the beautiful Chianti hills
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Smart TV, books

Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

10.0 out of 10, Exceptional, (21)
"Location, apartment, host all top notch! Will stay again next time we are in Siena! Everything you need and in a fantastic central location."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
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