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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 987 Vacation Homes in Pienza with updated reviews, rates, and availability.

Beautiful home in Sarteano with WiFi
pool

Beautiful home in Sarteano with WiFi

10.0 out of 10, Exceptional, (1)
"So schön, dass wir nächstes Jahr wiederkommen. Haben direkt wieder gebucht. Tolle herzliche Gastgeber und eine wunderschöne Umgeht"
Beautiful home in Sarteano with WiFi
House / Villa - Monte San Savino
Property grounds

House / Villa - Monte San Savino

9.8 out of 10, Exceptional, (16)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Pool

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.8 out of 10, Exceptional, (8)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
House / Villa - Cetona
Pool

House / Villa - Cetona

9.6 out of 10, Exceptional, (39)
"This is our second stay at the house and our third visit to Pallazone. We love the area which is very peaceful and beautiful. Serenella, who looks after the hoyse, is wonderful."
House / Villa - Cetona
Podere Casorbica with free parking, large garden, swimming pool.
Pool

Podere Casorbica with free parking, large garden, swimming pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, swimming pool.
The House of Alice, charm and relaxation
Living area

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is SAR 510
SAR 702 total
includes taxes & fees
24 Feb - 25 Feb
The House of Alice, charm and relaxation
Villa in Siena with 4 bedrooms sleeps 8
Property

Villa in Siena with 4 bedrooms sleeps 8

10.0 out of 10, Exceptional, (42)
"We spent an unforgettable week. Beautiful nature, wonderful Siena, Florence, San Gimignano, villa Capannna di Elfo. Exceptional hosts Angelica and Claudio!"
Villa in Siena with 4 bedrooms sleeps 8
Private Home & Private Pool FREE Welcome Pasta Dinner/
Your home in Umbria

Private Home & Private Pool FREE Welcome Pasta Dinner/

9.8 out of 10, Exceptional, (29)
"Nestled in the heart of Umbria, this villa embodies the idyllic charm John Denver evoked in “Country Roads, Take Me Home.” As you drive through the winding roads, surrounded by lush vineyards and rolling hills, the villa emerges like a serene haven, almost heaven itself. The air is filled with the gentle hum of cicadas, adding a natural symphony to the tranquility that envelops you. The property is meticulously equipped, ensuring every comfort is at your fingertips, from modern amenities to...
Private Home & Private Pool FREE Welcome Pasta Dinner/
A MAGICAL HOLIDAY IN TUSCANY
Living area

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
Belvilla by OYO Rapiti da Valentino
Dining

Belvilla by OYO Rapiti da Valentino

Belvilla by OYO Rapiti da Valentino
La Dolce Collina
Outdoor pool

La Dolce Collina

La Dolce Collina
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Interior

"Il gelsomino del Perugino" home with garden, a stone's throw from the center.

10.0 out of 10, Exceptional, (2)
"Wir (3 Erwachsene) haben 2 sehr angenehme Wochen in Stefanias Haus verbracht. Liebevoll eingerichtet und sauber gehalten fühlten wir uns sehr wohl dort. Stefania ist eine sehr herzliche Gastgeberin, die uns mit allem, was ein italienisches Frühstück erfordert ausgestattet und uns zum Abschied sogar noch mit ein leckeren Kuchen verwöhnt hat. Bei Problemen war sie in kürzester Zeit für uns da. Wir können diese Unterkunft für einen Aufenthalt in dem wunderschönen Ort Città della Pieve im herrlichen...
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Charming house in historical Chianti Estate
The Farmhouse

Charming house in historical Chianti Estate

Charming house in historical Chianti Estate
Ancient farm la Martinella Depandance apartment
Room

Ancient farm la Martinella Depandance apartment

10.0 out of 10, Exceptional, (3)
"Piacevolissima; posto magnifico,ottima accoglienza...l'unico neo i letti non proprio comodi"
Ancient farm la Martinella Depandance apartment
Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
View from property

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
Gorgeous home in Montalcino with kitchen
pool

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen
A cozy nest for a pair
Exterior

A cozy nest for a pair

8.8 out of 10, Excellent, (3)
"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...
A cozy nest for a pair
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Exterior

Villa Banditello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (23)
"This property and our stay was outstanding. Everything was exactly as we hoped. We had an absolutely wonderful stay. The villa is away from the city, but the town is easily accessible. You do need a car. The view from the property is like in a dream and we sat for many hours in the mornings and evenings taking it in. The home is spotless with everything we could possibly need. The owner is extremely helpful and assisted us with dinner reservations and our many questions. We even had wood...
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (4)
"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Exterior

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

10.0 out of 10, Exceptional, (13)
"We were a group of 10 that stayed here for 4 days. We ranged in age from 19 to 72. We had a wonderful time and enjoyed the views, the quiet, the pool and the ability to spread out and not feel cramped. The Villa is about 15 minutes from the train station, so a day trip to Florence was no problem. Some of the more adventurous even took the train to Cinque a Terra. We also used the pool and appreciated the reserved seating area with the large umbrella. The communication and directions to the store...
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
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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Other property types in Pienza

Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is SAR 465
SAR 535 total
includes taxes & fees
6 Mar - 7 Mar
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Aerial view

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is SAR 649
SAR 734 total
includes taxes & fees
13 Mar - 14 Mar
Casanova - Panoramic Rooms and Suites
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Breakfast, lunch and dinner with lake, vineyard and olive groves in front of you

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (66)
"The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
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.