Pienza Villas - Villas in Pienza NZ$165

A historic square with a prominent tower and statues.

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Our top choices for Pienza villas

An outdoor dining area with a table set for two, a large umbrella, and a view of a historic building in the background.

1. VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8

Montalcino

includes taxes & fees

15 Nov - 16 Nov

A two-story building with balconies, outdoor seating, and potted plants.

2. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs, a stone building, and a forested hillside.

3. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

includes taxes & fees

22 Nov - 23 Nov

A stone pool with lounge chairs, a pergola, and a rustic building in the background.

4. Wp Relais Villa Vignalunga

CASTIGLIONE D'ORCIA (SI)

Samantha L.

includes taxes & fees

18 Nov - 19 Nov

A swimming pool with a curved edge, surrounded by a paved deck and a wooden fence.

5. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

San Quirico d'Orcia

includes taxes & fees

30 Nov - 1 Dec

An aerial view of a property with a swimming pool, multiple small buildings, and a winding road.

6. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Trequanda

includes taxes & fees

18 Nov - 19 Nov

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

7. Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

21 Nov - 22 Nov

A patio with outdoor furniture, a brick wall, and a view of the sea.

8. Villa Falco-Cignella Resort Apartments in Tuscany

Trequanda

includes taxes & fees

17 Nov - 18 Nov

A tree, a lamp post, and a clear blue pool with a view of distant mountains.

9. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Torrita di Siena

"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."

Nate D.

includes taxes & fees

15 Nov - 16 Nov

A patio with a table and chairs, a large umbrella, and a vase of flowers.

10. Villa Cielo- Cignella Resort Tuscany Accommodation

Trequanda

includes taxes & fees

16 Nov - 17 Nov

A large, red-roofed villa surrounded by lush green fields and rolling hills.

11. '...a delicious farmhouse in the countryside where only the wind blows...'

Campiglia d'Orcia

"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...

Li-Shen L.

includes taxes & fees

17 Nov - 18 Nov

A stone building with a garden pathway leading to it.

12. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Montalcino

includes taxes & fees

15 Nov - 16 Nov

A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

13. Red Heart - Relax with Your Loved Ones in Tuscany

Trequanda

includes taxes & fees

15 Nov - 16 Nov

A building with a red facade, green shutters, and a tiled roof.

14. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Trequanda

includes taxes & fees

15 Nov - 16 Nov

A Mediterranean-style villa with arched windows, a tiled roof, and a well-maintained garden with various shrubs and flowers.

15. Villa Aquila-Cignella Resort Acommodation Tuscany

Trequanda

includes taxes & fees

15 Nov - 16 Nov

A house with a patio area featuring outdoor furniture, a brick wall, and a view of the sea.

16. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Trequanda

includes taxes & fees

15 Nov - 16 Nov

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Trequanda

includes taxes & fees

15 Nov - 16 Nov

A courtyard with a pathway, a small pool, and a variety of trees and shrubs.

18. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Trequanda

includes taxes & fees

22 Nov - 23 Nov

19. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Trequanda

includes taxes & fees

17 Nov - 18 Nov

A hot tub in a grassy area with a row of tall trees in the background.

20. Godiluva, Weinvilla

Toscana

includes taxes & fees

12 Dec - 13 Dec

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Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Absolutely lovely experience all around. The rooms, amenities and staff were all wonderful. On-site dining, food and drinks are over priced IMO. The restaurant does legitimately have good food but over charges for basics. As long as you know that going in you’ll enjoy everything."

L'Orto delle Terme

10/10 Excellent

"This property was more like a small town. There were multiple restaurants. There was a church, a spa,and shops. . It was beautiful with beautiful gardens as well. The dinner and breakfast were amazing. The room was a small apartment, which was very comfortable and spacious. We actually wanted to extend our stay, but unfortunately there was no availability. I would definitely recommend this property to anyone in the Tuscany area."

Agriturismo Poggio Tobruk

10/10 Excellent

"Did you ever want to say that you stayed in one of the Pope's guest houses? The Agriturismo Poggio Tobruk may be a place for you, and that is only a starter. The Poggio is a working farm (wheat, clover, olives) and it is managed by Marco, a Sardinaian, and his brother. Marco works the villa as well as running the farm with his brother. One of our group worked a wheat farm in Colorado, so a lot of time was spent looking at equipment and discussing crops. We picniked in the olive grove and basked on the lawn, both with marvelous views of the countryside and Pienza on its own hill just a few kilometers away. We bought products from the farm, and of course the friendly Marco gave us more products to take along. Poggio Tobruk is a great place to visit, and not just because the Pope once hosted guests there!"

Podere Spedalone

8/10 Good

"The shower drain was not adequate and bath room as well as into bedroom pooled with water. Had to use shower with very low flow. No coffee machine in the room, one machine in breakfast room which staff only operated starting at 8;00am. Definitely a minus as wanted coffee earlier, and like to still be in pajamas in room. Pillows were flat and not supportive of neck or head. One mile of very bumpy road leading to property. Lots of flies around due to chickens and sheep on property. Room would be quite warm in summer"

Agriturismo Il Macchione

8/10 Good

"We stayed at the olive Farmhouse across the street from the main property. Rooms were cozy and clean with some interesting toiletries to use (made from olive oil). The property also has a range of activities (extra) to choose from. Just a note that eventhough the farmhouse is close to the main property, you have to walk uphill to get to the property for breakfast or the pool. Also it is close to Pienza but on the north side (personally I think the south side is more picturesque). But overall, a good stay and property! Staff was very professional, friendly and always courteous"

Find out more about Pienza

Pienza Villas information

Number of reviews	179
Accommodation	1211 Villas
Lowest Price	NZ$165
Highest Price	NZ$12,755

Frequently asked questions

How much do villas in Pienza cost?

Rates for villas in Pienza range between NZ$165 and NZ$12,755 per night. Whatever your budget, you're sure to find a place that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Pienza?

Pack your suitcase and pick from 1211 villas in Pienza. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a click or two.

What is there to do near my villa in Pienza?

Whatever you're interested in, Pienza has plenty to keep you going. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on many visitors' sightseeing itineraries. Don't forget about Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II either. With Expedia's hotel deals in Pienza, you can discover more neat attractions like these with the money you save.

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Activities in Montepulciano

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Room 1

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Be picky

Check prices for these dates

Our top choices for Pienza villas

1. VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8

2. Artisti del Cavallo Tourism

3. WPRELAIS BORGO VIGNALUNGA

4. Wp Relais Villa Vignalunga

5. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

6. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

7. Il Poggio dell'Eremita

8. Villa Falco-Cignella Resort Apartments in Tuscany

9. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

10. Villa Cielo- Cignella Resort Tuscany Accommodation

11. '...a delicious farmhouse in the countryside where only the wind blows...'

12. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

13. Red Heart - Relax with Your Loved Ones in Tuscany

14. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

15. Villa Aquila-Cignella Resort Acommodation Tuscany

16. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

18. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

19. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

20. Godiluva, Weinvilla

Find holiday rentals that suit your style

Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

L'Orto delle Terme

Castiglion del Bosco, A Rosewood Hotel

Agriturismo Poggio Tobruk

Hotel Villa Ricci

Podere Spedalone

Agriturismo Il Macchione

Find out more about Pienza

Pienza Villas information

Frequently asked questions

Explore a world of travel with Expedia

Search Villas in Pienza

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza villas

1. VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8

2. Artisti del Cavallo Tourism

3. WPRELAIS BORGO VIGNALUNGA

4. Wp Relais Villa Vignalunga

5. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

6. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

7. Il Poggio dell'Eremita

8. Villa Falco-Cignella Resort Apartments in Tuscany

9. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

10. Villa Cielo- Cignella Resort Tuscany Accommodation

11. '...a delicious farmhouse in the countryside where only the wind blows...'

12. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

13. Red Heart - Relax with Your Loved Ones in Tuscany

14. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

15. Villa Aquila-Cignella Resort Acommodation Tuscany

16. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

18. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

19. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

20. Godiluva, Weinvilla

Find holiday rentals that suit your style

Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Pienza Villas information

Frequently asked questions

Explore a world of travel with Expedia