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Check availability on Pienza Romantic Hotels

Our top choices for Pienza romantic hotels

Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is 16.794.314 ₫
18.597.409 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio
Reception
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is 3.885.275 ₫
4.397.465 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Relais Villa Grazianella - UNA Esperienze
Exterior
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
4.0 star property
Chianciano Terme
8.2 out of 10, Very good, (307)
"The staff was very helpful and nice. Safe neighborhood and quiet."
United States
Anteneh
The price is 2.184.813 ₫
2.526.957 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Grand Hotel Admiral Palace
Food and drink
Hotel San Gregorio

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 5.323.757 ₫
6.041.431 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
Terrace/patio
Podere Spedalone

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
Property entrance
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 2.302.872 ₫
2.656.631 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza Fabroni
Private spa tub
Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is 2.189.401 ₫
2.532.004 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Grand Hotel Impero - Wellness & Exclusive SPA
Garden
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

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 2.728.211 ₫
3.124.695 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Outdoor banquet area
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (69)
"The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. "
United States
Jennifer
The price is 7.375.952 ₫
8.237.210 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Palazzo Nobile di San Donato
Outdoor pool, a rooftop pool, pool loungers
Castello di Leonina Relais

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (120)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
The price is 4.257.642 ₫
4.868.612 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Castello di Leonina Relais
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

Frequently asked questions

Searching for romantic hotels in Pienza?
Are you looking for a romantic holiday? If you want to explore the area, you might head to Palazzo Piccolomini, Historic Centre of Pienza or Pienza Cathedral. If you're interested in staying close to a certain attraction, you can sort properties by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Pienza?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Pienza: The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.
What is there to do in Pienza?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Pienza. If you want to spend a day exploring, you might consider stopping at Palazzo Piccolomini, Historic Centre of Pienza or Pienza Cathedral.