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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Browse Select Pienza Villas

Villa Il Girasole in Parrano
Villa | 7 bedrooms

Villa Il Girasole in Parrano

Villa Il Girasole in Parrano
Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Exterior

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Belvilla by OYO Villa Gioiella
Villa | Balcony

Belvilla by OYO Villa Gioiella

Belvilla by OYO Villa Gioiella
Semidetached Villa Shared Pool
Exterior

Semidetached Villa Shared Pool

Semidetached Villa Shared Pool
Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281
Villa | WiFi

Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281

Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281
Villa Primula
Garden

Villa Primula

10.0 out of 10, Exceptional, (1)
"Beautiful villa"
Villa Primula
Villa Margherita
Outdoor dining

Villa Margherita

Villa Margherita
Casa Santa Maria Nuova
Exterior

Casa Santa Maria Nuova

Casa Santa Maria Nuova
Casale Le Vigne in Santa Fiora
Villa

Casale Le Vigne in Santa Fiora

Casale Le Vigne in Santa Fiora
Villa in Cortona With Pool
Villa | Outdoor dining

Villa in Cortona With Pool

Villa in Cortona With Pool
Belvilla by OYO Villa Acqua
Villa | Dining

Belvilla by OYO Villa Acqua

Belvilla by OYO Villa Acqua
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Exterior

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

8.8 out of 10, Excellent, (3)
"Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano."
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Casa dell'Ambasciatore
Front of property

Casa dell'Ambasciatore

Casa dell'Ambasciatore
La Casetta nel Bosco
Aerial view

La Casetta nel Bosco

La Casetta nel Bosco
Villa Lauretana
Front of property

Villa Lauretana

6.0 out of 10, (1)
"We have to dump all our garbage, we have to pay extra electricity."
Villa Lauretana
Villa Bramasole Large Private Pool Wifi - 2863
Villa | WiFi

Villa Bramasole Large Private Pool Wifi - 2863

Villa Bramasole Large Private Pool Wifi - 2863
Villa Febea - Casa Febea-casa Febea
Villa

Villa Febea - Casa Febea-casa Febea

Villa Febea - Casa Febea-casa Febea
Podere Stabbione Countryhouse
Exterior

Podere Stabbione Countryhouse

Podere Stabbione Countryhouse
Verdidea - Aia Vecchia
Villa, Multiple Bedrooms, Non Smoking | Terrace/patio

Verdidea - Aia Vecchia

Verdidea - Aia Vecchia
Villa Magnolia
Front of property

Villa Magnolia

10.0 out of 10, Exceptional, (1)
"Very nice Villa with a big pool and a jacuzzi. Road to the Villa is a twisty mountainroad. It takes about 20 minutes to Cortona. I can recommend this if you are prepared to drive a bit to any village. Big pool is nice for children and over all the Villa is well equipped. "
Villa Magnolia
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.
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Top Pienza Hotel Reviews

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

10/10 Excellent
"Just need better parking "
Maricela 1-night trip
Posted 5 days ago
Hotel Relais II Chiostro di Pienza

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between and 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 423 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.