Find Romantic Hotels in Pienza

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Check availability on Pienza Romantic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Pienza Romantic Hotels

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
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
Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (276)
"Great room and service"
United States
ALFREDO
The price is SAR 427
SAR 487 total
includes taxes & fees
10 Dec - 11 Dec
Relais Villa Grazianella - UNA Esperienze
Jetted tub
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, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is SAR 312
SAR 361 total
includes taxes & fees
10 Dec - 11 Dec
Grand Hotel Impero - Wellness & Exclusive SPA
Exterior
Capanna Suites

Capanna Suites

Montalcino
9.8 out of 10, Exceptional, (130)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Seasonal outdoor pool, pool umbrellas, sun loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort

Montalcino
8.4 out of 10, Very Good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is SAR 168
SAR 202 total
includes taxes & fees
10 Dec - 11 Dec
Cordella in Montalcino Wine Resort
Seasonal outdoor pool, sun loungers
Podere Pietreta

Podere Pietreta

Radicofani
8.8 out of 10, Excellent, (15)
"This is a beautiful property tucked up in the Radicofoni area in Tuscany. The room is lovely. The views of the valley wonderful. Great place to relax. The bed is a bit saggy but I slept well."
United States
Holly
The price is SAR 333
SAR 384 total
includes taxes & fees
5 Dec - 6 Dec
Podere Pietreta
Indoor pool, open 9:00 AM to midnight, sun loungers
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 SAR 2,188
SAR 2,424 total
includes taxes & fees
31 Dec - 1 January 2026
Albergo San Biagio
Family Apartment, Annex Building | Terrace/patio
Agriturismo La Ripolina

Agriturismo La Ripolina

Buonconvento
9.2 out of 10, Wonderful, (10)
"La Ripolina, a family owned agriturismo, was more than we hoped for. Laura and daughters bring such heart and dedication to insuring their guests enjoy their stay. The food, the award winning wine and especially the cooking class has left us with treasured memories."
Canada
Kim
The price is SAR 433
SAR 486 total
includes taxes & fees
5 Dec - 6 Dec
Agriturismo La Ripolina
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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 1 day ago
Abbadia Sicille Relais

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Frequently asked questions

Searching for romantic hotels in Pienza?
Are you and your partner in need of a romantic getaway? 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 by neighborhood or distance to top landmarks, 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, check out these details about year-round temperatures in Pienza: The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What is there to do in Pienza?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Pienza. If you want to spend a day exploring, you might consider a stop at Palazzo Piccolomini, Historic Centre of Pienza, or Pienza Cathedral.