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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Pienza

The House of Alice, charm and relaxation
Interior

The House of Alice, charm and relaxation

9.8 out of 10, Exceptional, (59)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is SAR 769
SAR 983 total
includes taxes & fees
12 Jun - 13 Jun
The House of Alice, charm and relaxation
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (88)
"Loved our 10 days staying here couldn’t fault anything! Amazing location, would love to return."
Villa Le Tortore Tuscany private luxury pool relax
Casa Fontelunga, Tuscan holiday villa with private pool
Outdoor pool

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"
Casa Fontelunga, Tuscan holiday villa with private pool
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (47)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.
Pool

Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.

10.0 out of 10, Exceptional, (4)
"Fantastic, in a wonderful setting with beautiful views. The swimming pool was brilliant, perfect for our family of 5. Excellent service, would use Summer In Italy in the future."
Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.
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, (5)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Pool

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

10.0 out of 10, Exceptional, (21)
"Really enjoyed my time staying at Casa Marta. Such a great location and an unbeatable view. We hope to be back again soon."
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.6 out of 10, Exceptional, (12)
"Everything was amazing! We were a little late and they accommodated us and made everything so easy. Thank you again for the hospitality and professionalism! "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Outdoor pool

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.6 out of 10, Exceptional, (4)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
The Old Fashion House
Smart TV, fireplace

The Old Fashion House

10.0 out of 10, Exceptional, (5)
"This was the perfect spot in Cortona right on the main street. This place met all our expectations and was as advertised."
The Old Fashion House
Ancient Umbrian Farmhouse
Outdoor pool, a heated pool

Ancient Umbrian Farmhouse

10.0 out of 10, Exceptional, (5)
"Amazing property, old farmhouse, nice and cool at night. Pool was a lifesaver during long hot summer days. Good location to day trip to Rome or Florence!"
Ancient Umbrian Farmhouse
Air Conditioned 15th Century House with Pool on Wine Estate
Smart TV, fireplace, DVD player, books

Air Conditioned 15th Century House with Pool on Wine Estate

10.0 out of 10, Exceptional, (65)
"Beautiful peaceful place to stay. Well stocked with everything we needed and comfortable living spaces."
Air Conditioned 15th Century House with Pool on Wine Estate
Exclusive Stone Tower.
Exterior

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
The price is SAR 338
SAR 594 total
includes taxes & fees
7 Jul - 8 Jul
Exclusive Stone Tower.
La Dolce Collina
Aerial view

La Dolce Collina

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

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

10.0 out of 10, Exceptional, (2)
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Charming house in historical Chianti Estate
Terrace/patio

Charming house in historical Chianti Estate

Charming house in historical Chianti Estate
Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
Apartment | Pool | Outdoor pool

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

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

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

9.6 out of 10, Exceptional, (73)
"Great location at the edge of town. Fantastic views of the countryside. Loved it!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
House / Villa - Monte San Savino
Terrace/patio

House / Villa - Monte San Savino

9.6 out of 10, Exceptional, (21)
"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
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Outdoor dining

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"H"
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
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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