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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 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Pienza

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

10.0 out of 10, Exceptional, (1)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
The price is NZ$2,050
includes taxes & fees
23 Aug - 24 Aug
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Antico Brunello
Outdoor pool

Antico Brunello

The price is NZ$14,366
includes taxes & fees
30 Aug - 31 Aug
Antico Brunello
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Pool

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is NZ$12,746
includes taxes & fees
18 Aug - 19 Aug
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Outdoor pool, a heated pool

WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

10.0 out of 10, Exceptional, (49)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is NZ$11,824
includes taxes & fees
30 Aug - 31 Aug
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Cignella Villa Rosmarino in Resort with pool
Pool

Cignella Villa Rosmarino in Resort with pool

Cignella Villa Rosmarino in Resort with pool
Cignella Villa Falco in resort with pool
Pool

Cignella Villa Falco in resort with pool

Cignella Villa Falco in resort with pool
Cignella Villa Limone in Resort with pool
Interior

Cignella Villa Limone in Resort with pool

Cignella Villa Limone in Resort with pool
Cignella Villa Aquila in Resort with pool
Pool

Cignella Villa Aquila in Resort with pool

Cignella Villa Aquila in Resort with pool
Cignella Villa Salvia in Resort with pool
Outdoor dining

Cignella Villa Salvia in Resort with pool

Cignella Villa Salvia in Resort with pool
Cignella Villa Cielo in Resort with pool
TV, fireplace, DVD player

Cignella Villa Cielo in Resort with pool

Cignella Villa Cielo in Resort with pool
Red Heart - relax with those you love in Tuscany.
Exterior

Red Heart - relax with those you love in Tuscany.

The price is NZ$1,804
includes taxes & fees
15 Sept - 16 Sept
Red Heart - relax with those you love in Tuscany.
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Property grounds

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends

The price is NZ$951
includes taxes & fees
14 Sept - 15 Sept
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (53)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is NZ$300
includes taxes & fees
13 Sept - 14 Sept
Il Poggio dell'Eremita
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Interior

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Interior

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
The price is NZ$2,649
includes taxes & fees
31 Aug - 1 Sept
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
DEP. FONATNELLA x2+2 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
Pool

DEP. FONATNELLA x2+2 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona

The price is NZ$747
includes taxes & fees
7 Sept - 8 Sept
DEP. FONATNELLA x2+2 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
VILLA SERENA x15 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
Pool

VILLA SERENA x15 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona

VILLA SERENA x15 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
VILLA SERENA x6 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
Pool

VILLA SERENA x6 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona

VILLA SERENA x6 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"10/10, would definitely recommend!"
adele 3-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between NZ$300 and NZ$300 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 1437 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.