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Featured Villas in Pienza

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Cortona Tuscany
With a stay at this villa in Cortona, you'll be within a 15-minute drive of Lake Trasimeno and Santa Maria delle Grazie.
Opens in a new windowCasa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Villa with private pool, air conditioning near wineries at 3km from village

Villa with private pool, air conditioning near wineries at 3km from village

CHIANCIANO terme Tuscany
Located in Chianciano Terme, this villa is in a rural location, a 1-minute drive from Val di Chiana and 8 minutes from Archaeological Civic Museum.
Opens in a new windowVilla with private pool, air conditioning near wineries at 3km from village
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga Tuscany
The price is AU$266 per night from 14 Apr to 15 Apr
AU$266
14 Apr - 15 Apr
includes taxes & fees
Located in Sinalunga, this villa is in the mountains, within a 10-minute drive of Torre Il Cassero and Collegiate Church of Lucignano.
Opens in a new windowIl Poggio dell'Eremita
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Charming Tuscany Villa with magical Garden, shared pool,  Chianti Area

Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

Castelnuovo Berardenga Siena
Located in Castelnuovo Berardenga, this villa is in a rural location, within a 15-minute drive of Vittorio Alfieri Theater and Felsina.
Opens in a new windowCharming Tuscany Villa with magical Garden, shared pool, Chianti Area
Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montisi Tuscany
Located in Montalcino, this villa is in a rural location, within a 10-minute drive of Museo del Tartufo and San Giovanni d'Asso Station.
Opens in a new windowMontalcino: Private villa in the heart of Tuscany, private pool, A/C
Relax in a private Tuscan Villa with pool and open hill views

Relax in a private Tuscan Villa with pool and open hill views

Montefollonico Torrita di Siena SI Tuscany
Located in Torrita di Siena, this villa is in a rural location, within a 15-minute drive of Triacca Winery and RI Crea RE.
Opens in a new windowRelax in a private Tuscan Villa with pool and open hill views
Private Pool Villa near Cortona. Secluded, Perfect for Families.

Private Pool Villa near Cortona. Secluded, Perfect for Families.

Toscana Provincia di Arezzo
Located in Castiglion Fiorentino, this villa is in a rural location, within a 15-minute drive of Chiesa-Museo della Fraternità di Santa Maria and Tennis Club ...
Opens in a new windowPrivate Pool Villa near Cortona. Secluded, Perfect for Families.
Stunning private villa for 4 guests with A/C, pool, WIFI, TV and terrace

Stunning private villa for 4 guests with A/C, pool, WIFI, TV and terrace

Asciano Tuscany
Located in Asciano, this villa is within a 5-minute drive of Crete Senesi and Museo Cassioli.
Opens in a new windowStunning private villa for 4 guests with A/C, pool, WIFI, TV and terrace
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany
With a stay at this villa in Montalcino, you'll be 4.5 mi (7.3 km) from Castello Banfi and 7.8 mi (12.6 km) from Corte Pavone Winery.
Opens in a new windowPrivate and cozy retreat in Montalcino with private pool surrounded by vineyards
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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.

Pienza Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Pienza villa accommodation from lastminute.com.au.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Pienza has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Pienza villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.com.au on your side.

Pienza Villas essential information

Accommodation
1549 Villas
Lowest Price
AU$159
Highest Price
AU$283
Popular accommodation
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany, Villa with private pool, air conditioning near wineries at 3km from village, Il Poggio dell'Eremita, Charming Tuscany Villa with magical Garden, shared pool, Chianti Area , Montalcino: Private villa in the heart of Tuscany, private pool, A/C, Relax in a private Tuscan Villa with pool and open hill views, Private Pool Villa near Cortona. Secluded, Perfect for Families., Stunning private villa for 4 guests with A/C, pool, WIFI, TV and terrace, Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Top trending hotels in Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 8 Apr to 9 Apr
AU$159
8 Apr - 9 Apr
includes taxes & fees
When you stay at Hotel Relais II Chiostro di Pienza in Pienza, you'll be in the historical district, just steps from Chiesa di San Francesco and Palazzo ...
Opens in a new windowHotel Relais II Chiostro di Pienza
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Fully refundableReserve now, pay when you stay
The price is AU$283 per night from 9 Apr to 10 Apr
AU$283
9 Apr - 10 Apr
includes taxes & fees
When you stay at Hotel San Gregorio in Pienza, you'll be in the historical district and 16.4 mi (26.5 km) from Monte Oliveto Maggiore Abbey.
Opens in a new windowHotel San Gregorio
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 3 Apr to 4 Apr
AU$263
3 Apr - 4 Apr
includes taxes & fees
Located in Pienza, Hotel Corsignano is in a regional park, a 4-minute walk from Pienza Cathedral and 6 minutes by foot from Piazza Pio II.
Opens in a new windowHotel Corsignano
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Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
The price is AU$267 per night from 15 Apr to 16 Apr
AU$267
15 Apr - 16 Apr
includes taxes & fees
Located in Pienza, Agriturismo Il Macchione is in a rural location, within a 5-minute drive of Palazzo Piccolomini and Pienza Cathedral.
Opens in a new windowAgriturismo Il Macchione
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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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^Subject to availability and chosen travel dates.