Family Hotels & Resorts in Pienza from AU$206
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25 Sept - 27 SeptOur top choices for Pienza family-friendly hotels
1. Hotel San Gregorio
Hotel San GregorioPienza
- Tuscan residence welcomes families with outdoor pool, spa pools, and optional babysitting services just steps from Palazzo Piccolomini.
AU$345
includes taxes & fees
16 Oct - 17 Oct
2. Hotel Corsignano
Hotel CorsignanoPienza
- Families find paradise with babysitting services, bicycle rentals, and two spa pools just steps from Pienza's historic treasures.
AU$322
includes taxes & fees
16 Oct - 17 Oct
AU$206
includes taxes & fees
14 Oct - 15 Oct
4. Agriturismo Il Macchione
Agriturismo Il MacchionePienza
- Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
AU$354
includes taxes & fees
15 Oct - 16 Oct
5. Podere Spedalone
Podere SpedalonePienza
- This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
AU$269
includes taxes & fees
9 Oct - 10 Oct
AU$388
includes taxes & fees
21 Sept - 22 Sept
AU$523
includes taxes & fees
5 Oct - 6 Oct
View all properties
Family-friendly hotels with free breakfast in Pienza
AU$206
includes taxes & fees
14 Oct - 15 Oct
AU$345
includes taxes & fees
16 Oct - 17 Oct
AU$354
includes taxes & fees
15 Oct - 16 Oct
Family-friendly hotels with pools in Pienza
AU$345
includes taxes & fees
16 Oct - 17 Oct
AU$354
includes taxes & fees
15 Oct - 16 Oct
Podere Manafiore - historical villa with swimming pool
Podere Manafiore - historical villa with swimming poolMonticchiello
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.
View all propertiesTop Pienza Hotel Reviews
Tenuta Santo Pietro
10/10 Excellent
"Beautiful place to stay halfway between Pienza and Montepulciano. The food was some of the best we had during our entire time in Italy and we loved spending our afternoon by the pool with a drink."
Castiglion del Bosco, A Rosewood Hotel
10/10 Excellent
"Very warm and friendly service."
Hotel Corsignano
10/10 Excellent
"My husband and I had an absolutely wonderful experience at Hotel Corsignano. From beginning to end, the staff went above and beyond to make us feel welcome and cared for. When we arrived a little later than expected, they were genuinely concerned about us and even made sure to save a parking spot for us. That level of thoughtfulness and hospitality really stood out. The hotel was exceptionally clean and in a fantastic location, just a few steps from the historic center of Pienza. And the breakfast was wonderful, with plenty of delicious options to choose from. We truly felt welcomed and well taken care of throughout our stay. We would happily stay here again and highly recommend Hotel Corsignano!"
Castello di Velona Resort Thermal SPA & Winery
8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Fonteverde Thermal Spa Resort Tuscany
10/10 Excellent
"Nice clean stay. Staff excellent"
Palazzuolo
10/10 Excellent
"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."
Hotel San Gregorio
10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
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