A historic square with a prominent tower and statues.

Pienza Hotel Guide - Romantic Hotels in Pienza, Tuscany

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Check availability on Pienza Romantic Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Pienza romantic hotels

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

1. Hotel San Gregorio

Hotel San Gregorio
Pienza
United States
Julia
€132
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
Two people sitting at a round table outdoors with a scenic view of mountains in the background.
A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.
A patio area with wicker furniture, a glass table, and a pool in the background.
A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

2. Hotel Corsignano

Hotel Corsignano
Pienza
United States
shane
€120
includes taxes & fees
11 Nov - 12 Nov
Hotel Corsignano
An outdoor dining area with wooden tables and benches, stone walls, and greenery.
A courtyard with a stone building, arched openings, and a covered seating area.
A modern living room with a white sofa, a coffee table, and a bookshelf.
A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

3. La Bandita Townhouse

La Bandita Townhouse
Pienza
United States
Kristian
€454
includes taxes & fees
3 Nov - 4 Nov
La Bandita Townhouse
A narrow alleyway with stone walls and a brick floor, leading to a building with windows and balconies.
A reception desk with a 'RECEPTION' sign, a computer monitor, a plant, and a cash register.
A couple on a balcony overlooking a historic town with terracotta roofs and a prominent clock tower.
An aerial view of a historic building with a central tower, symmetrical roof design, and a decorative courtyard.

4. Rossellino

Rossellino
Pienza
United States
Darrell
€117
includes taxes & fees
1 Nov - 2 Nov
Rossellino
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.
A room with a view of a historic town, featuring stone buildings and a clear sky.
A cozy dining area with a table, chairs, a flower centerpiece, and a window with curtains.
A wooden door with a sign, a staircase with blue steps, and a metal handrail.

5. PienzaLettings Suites

PienzaLettings Suites
Pienza
United States
Pearlyn
€83
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
A cozy room with a fireplace, two armchairs, and a table.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

6. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
United States
Robert
€256
includes taxes & fees
13 Oct - 14 Oct
Tenuta Santo Pietro
A stone building with a wooden door, a staircase, and a small window with a metal grill.
A bedroom with a large bed, two bedside tables, a wooden wardrobe, and two wall-mounted lights.
A narrow street with buildings on either side, featuring balconies and potted plants.
A staircase with a handrail leading to a door with a blue handle.

7. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
United States
Nancy
€100
includes taxes & fees
5 Nov - 6 Nov
Casa Gioia - Casa Olivieri
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

8. L'Olmo

L'Olmo
Pienza
United States
Michelle
€444
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

9. Podere Spedalone

Podere Spedalone
Pienza
United States
Ardeshir
€155
includes taxes & fees
30 Oct - 31 Oct
Podere Spedalone
A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.
A two-story building with a flat roof and a small balcony on the second floor.
A building with a window, a gravel path, and a flower bed with red and pink flowers.
A bedroom with a four-poster bed, a wooden cabinet, and a window with lace curtains.

10. Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk
Pienza
United States
Jennifer
€168
includes taxes & fees
18 Oct - 19 Oct
Agriturismo Poggio Tobruk
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Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 7 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 2 weeks ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery

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.
What's the best hotel for a couple visiting Pienza?
House with private pool with beautiful view Val d 'Orcia is a favourite 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, 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.