Best Villas in Pienza 2026

A historic square with a prominent tower and statues.

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Our top choices for Pienza villas

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

San Quirico d'Orcia

includes taxes & fees

18 Aug - 19 Aug

2. 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

18 Aug - 19 Aug

3. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

10 Aug - 11 Aug

4. Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C

Sarteano

includes taxes & fees

10 Aug - 11 Aug

5. Villa I Girasoli in Montepulciano with Swimming pool

Montepulciano

"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"

Julie V.

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

Torrita di Siena

includes taxes & fees

7 Sept - 8 Sept

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

Trequanda

includes taxes & fees

16 Aug - 17 Aug

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

Trequanda

includes taxes & fees

23 Aug - 24 Aug

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Top Pienza Hotel Reviews

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent

"Perfect, pristine, could not be any better!"

Find out more about Pienza

Pienza Villas information

Number of reviews	2
Accommodation	1425 Villas
Lowest Price	£71
Highest Price	£5,079

Frequently asked questions

How much do villas in Pienza cost?

Rates for villas in Pienza range between £71 and £5,079 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 1425 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.

Why book your villa in Pienza with Expedia?

With Expedia, it's easy to find your dream villa in Pienza. Holidaying with the kids? Use our helpful filters to search for stays with amenities like WiFi and a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the right stay in tune with your taste and style.

How can I find cheap villas in Pienza?

An excellent way to track down cheap villas in Pienza is with Expedia's user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable rates 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza villas

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

2. 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

3. Artisti del Cavallo Tourism

4. Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C

5. Villa I Girasoli in Montepulciano with Swimming pool

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

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

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

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

10. 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

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

12. 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

13. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

14. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

15. Red Heart - relax with those you love in Tuscany.

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

17. Elegant and spacious ground floor villa of 142 m2 located in a private area of ​​the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok

18. Elegant and spacious two-storey villa of 156 m2 composed of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with priv

19. Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, two double bedrooms with privat

20. Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with pr

Find holiday rentals that suit your style

Top Pienza Hotel Reviews

Mastrojanni Relais - Small Luxury Hotels of the World

Find out more about Pienza

Pienza Villas information

Frequently asked questions

Explore a world of travel with Expedia

17. Elegant and spacious ground floor villa of 142 m2 located in a private area of the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok