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Browse Select Pienza Holiday Homes

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto

Your dream home! In harmony with nature! Priv. Pool - fantastic views!

10.0 out of 10, Exceptional, (15)
"Tolles Haus, wahnsinnig schöner Ausblick, super Urlaub"
Your dream home! In harmony with nature! Priv. Pool - fantastic views!

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (90)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (14)
"Looking for a village away from the tourist crowds, this is it!"
The price is £214
includes taxes & fees
6 Aug - 7 Aug
The Casetta di Brunello, quiet and breathtaking views

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

10.0 out of 10, Exceptional, (8)
"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

old barn on Via Francigena

9.8 out of 10, Exceptional, (12)
" Very nice place and Sara just awesome"
old barn on Via Francigena

Air Conditioned 15th Century House with Pool on Wine Estate

10.0 out of 10, Exceptional, (66)
"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

La Dolce Collina

La Dolce Collina

Historic home in Montalcino

10.0 out of 10, Exceptional, (3)
"Excellent host, clean home, beautifully appointed, and located in the heart of Montalcino. Walkable to grocery store and many restaurants."
Historic home in Montalcino

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House

Borgo Buio Town House, house in the historic center

10.0 out of 10, Exceptional, (17)
"The hosts were very helpful and friendly and made our stay easy! The town of Montepulciano is very special and we would gladly stay again!"
Borgo Buio Town House, house in the historic center

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 £146
includes taxes & fees
26 Aug - 27 Aug
Exclusive Stone Tower.

Buganza House - 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!"
Buganza House - Ancient Umbrian Farmhouse

Borgo Santa Lucia, Casa Legnaia

Borgo Santa Lucia, Casa Legnaia

"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.

Apartment in Tuoro Near Lake Trasimeno

Apartment in Tuoro Near Lake Trasimeno

Charming house in historical Chianti Estate

Charming house in historical Chianti Estate

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

9.6 out of 10, Exceptional, (48)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view

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

9.8 out of 10, Exceptional, (55)
"The location of Il Roseto made for a comfortable stay near all of the important venues and activities in Cortona."
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY
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