A historic square with a prominent tower and statues.

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Check availability on Pienza Romantic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pienza romantic hotels

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

1. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AED 410
AED 501 total
includes taxes & fees
2 Nov - 3 Nov
"Il Focolare" Superior Apartment in Monticchiello
A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.

2. The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (14 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is AED 366
AED 456 total
includes taxes & fees
1 Nov - 2 Nov
The house in the village - Angelica apartment - Vald'Orcia
A two-story building with a stone facade, a wooden door, and shutters on the windows. There are potted plants in front of the entrance.

3. SUITE WINE - Relax & Design in the Heart of the Valdorcia

SUITE WINE - Relax & Design in the Heart of the Valdorcia
San Quirico d'Orcia
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful, clean, comfortable apartment in a great location."
United Kingdom
priscilla e.
The price is AED 332
AED 525 total
includes taxes & fees
1 Nov - 2 Nov
SUITE WINE - Relax & Design in the Heart of the Valdorcia
A bedroom with a four-poster bed, a bench, a chandelier, and a window with curtains.

4. Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
10.0 out of 10, Exceptional, (4 reviews)
"The stay at the Dragoncello Suite was a great experience. Francesca is great with communication and made the stay easy, from check in to check out. The location in Montepulciano is fantastic - I found it to be fairly central to everything we did."
United States
Cari R.
The price is AED 613
AED 613 total
includes taxes & fees
28 Nov - 29 Nov
Dragoncello Suite with four-poster bed
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

5. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (58 reviews)
"If you are using google maps it is a bit hard to find the property... get directions from you phone. You will also want to have a vehicle with high clearance because you will need to go up and down dirt roads. This being said the Villa is amazing! The grounds is beautifully maintained and the layout is amazing. I highly recommend getting a meal prepared by Valentina (in-villa chef). The only thing that left us unhappy was that the dryer was down and we had to go to a laundrymat nearby. Not a...
United States
Betty
The price is AED 2,303
AED 2,647 total
includes taxes & fees
2 Nov - 3 Nov
Wp Relais Villa Vignalunga
A stone building with a sign reading "Borgo di Mezzo".

6. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The Gelda house, relax with a view
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

7. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is AED 490
AED 895 total
includes taxes & fees
28 Nov - 29 Nov
Romantic farm in the Sienese hills
A narrow stone alley with potted plants and benches.

8. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (78 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is AED 616
AED 837 total
includes taxes & fees
1 Nov - 2 Nov
The House of Alice, charm and relaxation
A stone building with multiple rooms, surrounded by lush greenery and trees.

9. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AED 3,017
AED 4,396 total
includes taxes & fees
22 Nov - 23 Nov
WPRELAIS BORGO VIGNALUNGA
A stone building with a wooden door and two windows with shutters.

10. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is AED 616
AED 837 total
includes taxes & fees
3 Nov - 4 Nov
The Casetta di Brunello, quiet and breathtaking views
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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Great location, a few minutes walk from the city center. Staff were extremely helpful and professional. Room was large and comfortable, great water pressure in the shower. Very tasty and plentiful European breakfast."
William 4-night trip
Posted 1 day ago
Hotel Corsignano

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.
What's the best accommodation for a romantic getaway to Pienza?
House with private pool with beautiful view Val d 'Orcia is a favorite country house for couples, and features private pools and free WiFi.
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.