
Contignano ski-in/ski-out rentals
We found 0 ski-in/ski-out rentals — enter your dates for availability
Find the best place to stay - Contignano
Val D'Orcia Window. Panoramic balcony. Pool.
Sleeps 2 · 1 bedroom · 1 bathroom
6.06.0 out of 10
1 review(1 review)
Exclusive use farmhouse with private pool.
Sleeps 21 · 10 bedrooms · 8 bathrooms
Villetta Pia cottage in the vicinty of Bagni San Filippo
Sleeps 3 · 2 bedrooms · 1 bathroom
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Sleeps 15 · 6 bedrooms · 6 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Top rated rentals - Contignano
Excellent
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Very helpful host and beautiful apartment.
Lani W.
Stayed Apr 2025
Monticchiello
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
A wonderful quiet apartment with everything you need . Comfortable bed, good a/c, good shower, well equipped kitchen, lovely host. All uphill from the car park but that’s what you expect in a hilltop village. Excellent restaurants in the village. Not far from Pienza . And a washing machine and dryer!
Linda M.
Stayed Apr 2025
Magical Montepulciano
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
This spacious, spotless apartment had absolutely everything we wanted. Elias was the perfect host, quickly responding to questions and providing excellent local advice. We highly recommend and would love to return one day!
Hilary M.
Stayed Aug 2024
Amazing - will visit again
1010 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Elias was lovely and helpful. He showed me around the property and explained everything perfectly. The apartment was cosy and so nice for four people. We also had a great view when it snowed.
Location was great. Even though it was just outside the walls of the city, it was perfect for us.
Would stay again and I can’t wait to come back when it’s warmer
jess r.
Stayed Jan 2023
Fabulous in every way
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Just divine location, magnificent view...friendly hosts and lovely Tuscan house. We loved our stay with our 8 month old baby!
Stephanie B.
Stayed May 2019
Absolutely stunning! Highly recommend!
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
My family and I stayed here in late September and had a fabulous time. The house has everything you need including a bbq (we are Australians so this is essential on a holiday), pool and an AMAZING view. The house is close enough to Sarteano to feel part of the village but far away enough to be very quiet and secluded! It provided a great base to explore the beautiful hill towns in this part of Italy!!
Lauren B.
Stayed Sept 2018
Beautiful apartment in Monticchiello!
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
I stayed at Villa PoliFlora with 3 friends for a week and we had the most wonderful stay! I couldn't say a single negative thing - leading up to our stay communication with their daughter Futura was great, the apartment was beautiful and just like the photos, and the location is fantastic. Flora had even baked a cake for our arrival which was so sweet of her. Although Poli and Flora don't speak much/if any English it wasn't a problem at all, their hospitality was exceptional.
There is plenty of space to park a car if you're driving around Tuscany and there are many other towns close by for easy day trips. Monticchiello is such a sweet town, I would definitely recommend staying here!
Everything about our stay was fantastic - Futura went above and beyond to help my friend who left some of her belongings behind and sent them back to Ireland for her.
I couldn't recommend staying at Villa PoliFlora more!
Claire M.
Stayed July 2018
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value












