Pienza Holiday Houses | Expedia.co.nz

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pienza holiday homes

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

includes taxes & fees

14 Sept - 15 Sept

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

2. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

includes taxes & fees

5 Oct - 6 Oct

A stone building with a tiled roof, surrounded by dry grass and trees, set in a hilly landscape.

3. Zampugna

Trequanda

August

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

4. Agritourism in val d'orcia

montalcino

includes taxes & fees

14 Sept - 15 Sept

A stone building with a sign reading "Borgo di Mezzo".

5. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

includes taxes & fees

2 Oct - 3 Oct

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

6. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Toscana

includes taxes & fees

14 Sept - 15 Sept

A narrow street lined with stone buildings, some with wooden shutters, and potted plants.

7. Oasi del Borgo Montefollonico

Montefollonico

includes taxes & fees

21 Sept - 22 Sept

A pathway leading to a building with stone walls and a tree.

8. A typical Tuscan country house

Montalcino

includes taxes & fees

15 Sept - 16 Sept

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

9. Romantic farm in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

includes taxes & fees

14 Sept - 15 Sept

A stone building with a dirt path leading to it, surrounded by greenery and trees.

10. Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

Torrita di Siena

includes taxes & fees

21 Sept - 22 Sept

An aerial view of a rural property with vineyards, olive groves, and a red-roofed building with a swimming pool.

11. Eagle House

CHIANCIANO

Rob C.

includes taxes & fees

6 Oct - 7 Oct

A terrace with a table set for breakfast, overlooking a mountainous landscape.

12. Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate

includes taxes & fees

6 Oct - 7 Oct

A patio area with a gravel floor, potted plants, and a white umbrella.

13. Charming Siena Countryside Stay

Monterongriffoli

includes taxes & fees

6 Oct - 7 Oct

A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

14. Terme house

Bagni San Filippo

includes taxes & fees

14 Sept - 15 Sept

A neatly made bed with white linens and two pillows, a dark headboard, and two wall-mounted lamps on either side.

15. House Sant Angelo

Acquapendente

includes taxes & fees

14 Sept - 15 Sept

A street with outdoor seating, a building with a shop entrance, and a sign with a prohibition symbol.

16. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Buonconvento

includes taxes & fees

24 Sept - 25 Sept

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

17. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

9 Oct - 10 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Pienza Hotel Reviews

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!"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Truly a stunning boutique hotel that sits in the perfect place within the walled village of Cortana, Really enjoyed my 3 nights here mid trip. The staff have been trained exceptionally well. Zero pretention, impeccable service. The calm ( so quiet), amenities such as the spa and pool area, the breakfast and restaurants, and staff ( mgt, Eleanora, Matteo, Spa leads), attention to details, views from my window, coupled with the energy of the hotel are stand outs. Do treat yourself to a couple massages or treatments. Very fair pricing, and after all the walking and travel, so worth it. I had a massage my first day and my last, that were sandwiched between two other stays in Tuscany, SO glad I did. Tips: Little micro laundry place right at the bottom of the hill that was perfect to do my laundry for my last leg of my vacation. Day trip to Arezzo was so easy and amazing. Attended mass at 6pm on Sunday at a beautiful church above Cortana at the highest elevation. Lovely. They even have a little gift shop in the church. And the first weekend of the month there is a massive antiques fair in the Grand Piazza. 500 vendors. Recommend. There are other stunning boutique hotels within Cortano. Honestly feel this is your best pick. In off seasons this hotel may consider becoming a school of sorts for family businesses in the area, to act as a training academy of sorts for younger generation family members to ensure success."

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!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Find out more about Pienza

Pienza Holiday Homes information

Number of reviews	45
Accommodation	1035 Holiday Homes
Lowest Price	NZ$224
Highest Price	NZ$1,017

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza holiday homes

1. "Il Focolare" Superior Apartment in Monticchiello