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Check availability on Pienza Hotels with Free Parking

Our top choices for Pienza hotels with parking

Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is ￥46,741
￥52,866 total
includes taxes & fees
Dec 21 - Dec 22
Monastero di Cortona Hotel & Spa
Land view from property
Hotel Corsignano

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is ￥20,007
￥23,095 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Corsignano
Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (278)
"Great room and service"
United States
ALFREDO
The price is ￥22,793
￥25,797 total
includes taxes & fees
Dec 11 - Dec 12
Relais Villa Grazianella - UNA Esperienze
Garden views, open daily
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia
9.4 out of 10, Exceptional, (154)
"Nice informal environment, good staff, great ubication "
United States
norma
The price is ￥15,432
￥17,704 total
includes taxes & fees
Dec 14 - Dec 15
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ￥31,689
￥35,945 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel San Gregorio
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Relais Val d'Orcia

Relais Val d'Orcia

Pienza
10.0 out of 10, Exceptional, (53)
"Fantastic stay "
United States
Brittanie
Relais Val d'Orcia
Breakfast, lunch, dinner served; Italian cuisine, garden views
Podere Spedalone

Podere Spedalone

1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Exterior
Vento Dorcia

Vento Dorcia

Pienza
10.0 out of 10, Exceptional, (23)
"amazing place and people!"
United States
jorge
The price is ￥25,556
￥28,837 total
includes taxes & fees
Dec 11 - Dec 12
Vento Dorcia
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 4 days ago
Relais Villa Grazianella - UNA Esperienze

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