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Featured Pienza Hotels with Pools

Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29 Pienza SI
With a stay at Tenuta Santo Pietro in Pienza, you'll be within a 5-minute drive of Val di Chiana and RI Crea RE.
Pool
Breakfast included
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
When you a 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 Piccolomini.
Pool
Breakfast included
Agriturismo Bonello

Agriturismo Bonello

Strada Provinciale 146 Pienza SI
Located in Pienza, Agriturismo Bonello is in a regional park, within a 5-minute drive of Palazzo Chigi and Collegiate Church of San Quirico.
Pool
Spa
Agriturismo Le Macchie

Agriturismo Le Macchie

Via Della Montagna, Val d'Orcia Pienza SI
Located in Pienza, Agriturismo Le Macchie is within a 15-minute drive of Art Studio di Adelina Quadri and La Foce.
Pool
Parking included
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$132 nightly
The price is $153 total per night
$153 total
Jan 4 - Jan 5, 2026
Total with taxes and 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.
Hot Tub
Pet friendly
Iperbole country house, between Pienza and Montepulciano

Iperbole country house, between Pienza and Montepulciano

Monticchiello Toscana
Located in Pienza, this villa is in a rural location, a 4-minute drive from Art Studio di Adelina Quadri and 8 minutes from Val di Chiana.
L'Olmo

L'Olmo

SP 88 Orcia delle Macchie Pienza SI
Located in Pienza, L'Olmo is in a rural location, within a 10-minute drive of Art Studio di Adelina Quadri and Pieve di Corsignano.
Pool
Breakfast included
La Bandita Townhouse

La Bandita Townhouse

111 Corso Rossellino Pienza SI
$418 nightly
The price is $465 total per night
$465 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Bandita Townhouse in Pienza, you'll be just steps from Palazzo Comunale and Museo Diocesano.
Spa
Pet friendly
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$205 nightly
The price is $232 total per night
$232 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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.
Villa Cassia

Villa Cassia

Strada Provinciale Pienza SI
With a stay at this villa in Pienza, you'll be just steps from Artemisia Gallery and Enoteca Di Ghino.
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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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Pienza hotels essential information

Accommodation
6,051 hotels
Lowest Price
$153
Highest Price
$465
Popular hotels
Tenuta Santo Pietro, Hotel Relais II Chiostro di Pienza, Agriturismo Bonello, Agriturismo Le Macchie, Hotel Corsignano, Iperbole country house, between Pienza and Montepulciano , L'Olmo, La Bandita Townhouse, Hotel San Gregorio, Villa Cassia

Most Recent Pienza Hotel Reviews

Hotel Corsignano

Hotel Corsignano

5 out of 5
Posted 8 days ago
CheapTickets Verified Review
"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect"
A verified traveler stayed at Hotel Corsignano
Hotel Corsignano

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