Villas in Pienza

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Compare 1369 Villas in Pienza with updated reviews, rates, and availability.

Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
A heated pool
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (37)
"Three generations of our family spent two weeks at this beautiful villa, and it was a very special vacation. The villa, grounds and pool are maintained in perfect condition - just the right combination of old-world charm with modern conveniences. The kids loved the pool, and the adults very much enjoyed the cocktail hour in the beautiful grounds by the pool at the end of the day. We love to cook, as a family, and found everything we needed to prepare meals in the huge kitchen. We also had...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Pool
Beautiful private villa for 4 guests with pool, A/C, WIFI, TV, terrace and parking
9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Beautiful private villa for 4 guests with pool, A/C, WIFI, TV, terrace and parking
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Outdoor pool
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!
9.8 out of 10, Exceptional, (90)
"We had the most amazing time at Il Poggio! The property is well maintained, Roberta and Marina were incredible, and the location could not be beat. We took day trips (by car) to Siena, Arezzo, Florence, Orvieto, and Montalcino, all of which were easily and quickly accessible. Each of our five guests (two couples, one single!) had their own floor and bathroom. We cooked in the well-stocked kitchen, drank wine while watching the sunrise on the patio, and were transported to the past walking...
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!
Outdoor pool
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
10.0 out of 10, Exceptional, (2)
"The property is extremely well maintained and feels brand new. The location is perfect for exploring wine country and villages! The property manager is extremely responsive and helpful, and went as far as stocking groceries prior to our arrival and preparing dinner for us the first night. We were very happy with our experience."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
Aerial view
Villa Mealli Large Private Pool, WiFi
9.0 out of 10, Wonderful, (10)
"Die Zufahrt zum Haus ist katastrophal. Das Haus war nur teilweise gereinigt. 1 Bett im Obergeschoss war nicht frisch bezogen. Im Obergescgoss gab es keine Töpfe, keine Pfannen, keine Gläser kein Geschirr. In der Küche waren alle Schränke leer. Im Obergeschoss gab es 4 Tage kein heißes Wasser zum duschen. Die Toilettensvhüssel und das Waschbecken wackelten. Im Untergeschoss war die Kaffemascine verschimmelt. Die Couch und der Sessel waren durchgesessen und nicht benutzbar. Die Toilettenschüssel...
Villa Mealli Large Private Pool, WiFi
Exterior
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
9.4 out of 10, Exceptional, (38)
"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
Fridge, microwave, oven, stovetop
Villa D'Epoca Vagnucci - Cortona
10.0 out of 10, Exceptional, (1)
"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...
Villa D'Epoca Vagnucci - Cortona
Outdoor dining
Charming small villa near Cortona,garden,olive grove.A/C.Fiber Wifi -LA COLONICA
10.0 out of 10, Exceptional, (133)
"La Colonica is large and beautifully furnished - we only used one, but there are 2 large double bedrooms with showers. The hosts are very friendly, and David is English, so no communication problems. We were free to roam about the grounds - there is an olive grove attatched. There is an enormous, friendly dog who leaves white hairs all over you! The only drawback is that in the village (very picturesque) there are only 2 places to eat - 1 pizzeria and 1 restaurant. Apart from that the place is...
Charming small villa near Cortona,garden,olive grove.A/C.Fiber Wifi -LA COLONICA
Pool
Villa Este
9.0 out of 10, Wonderful, (2)
Villa Este
Fridge, microwave
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
10.0 out of 10, Exceptional, (1)
"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
Exterior
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
9.8 out of 10, Exceptional, (14)
"This is a stunning property with a stunning view that photos simply cannot do justice to. My only reservation was the very poor directions to find it and some difficulty getting a hot water issue sorted out . The garden is stunningly beautiful and lavender bushes a hive of activity for bees and gorgeous butterflies that did not desturb us in any way even when standing in their midst observing them closely. We took our children and grandchildren and had a great time. The views are to die for the...
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
Outdoor pool
Beautiful intime Villa with private pool 3 Bedrooms Sleep 7
9.8 out of 10, Exceptional, (13)
"Villa Messi is located in a lovely quiet village of Casalini. The property itself is quite large, furnished with nice art and artefacts, giving it an initially opulent feel. Outside, there is an open eating area, complete with inbuilt barbeque, wood-fired pizza oven, hob, sink and even a fridge. We enjoyed using these facilities during our stay, including making and baking our own pizzas from scratch. The bedrooms are all en-suite. Messi and Dante were on hand when required during our stay and...
Beautiful intime Villa with private pool 3 Bedrooms Sleep 7
Exterior
Gorgeous Comfortable House with Garden & Pool - Its all yours.
10.0 out of 10, Exceptional, (15)
"We loved our stay at “Villa Rosa”. The owner was very informative and provided all the detail and recommendations we would ever need. Alex the property manager was there to greet us to show us around and later provided further answers. The Villa is very comfortable with all the amenities you could possibly need. Great Wi-fi too. We enjoyed particularly the pool area which is very private and secluded with great views over the rolling hills. My husband is a keen wildlife enthusiast, so he was...
Gorgeous Comfortable House with Garden & Pool - Its all yours.
Property grounds
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
The price is $282
$347 total
includes taxes & fees
Jun 10 - Jun 11
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Terrace/patio
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
8.0 out of 10, Very Good, (2)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Pool
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
Property grounds
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Don't see what you're looking for?
See all available properties in Pienza
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.

Other property types in Pienza

Seasonal outdoor pool, sun loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (99)
"Very nice staff, great service, super clean. Will stay again."
The price is $211
$234 total
includes taxes & fees
Jun 3 - Jun 4
Hotel San Gregorio
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (19)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is $176
$197 total
includes taxes & fees
May 29 - May 30
Casanova - Panoramic Rooms and Suites
Pool | Outdoor pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
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.

Pienza Villas information

Number of reviews
287
Accommodation
1369 Villas
Lowest Price
$282
Highest Price
$282

Frequently asked questions

How much do villas in Pienza cost?
Villas in Pienza cost between $282 and $282 per night. These getaways provide the privacy to enjoy your own space at a price that’s gentle to your wallet. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pienza?
Reclaim your vacation days and pick from 1369 villas in Pienza. For a family vacation, a couple’s getaway and everything in between, Expedia will help you find the right place in just a click or two.
Why book your villa in Pienza with Expedia?
We think arranging a vacation shouldn’t be hard, so if you’re in search of villas at the right price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a high-end villa to spoil your loved ones. Our search filters make it easy to secure a property in Pienza that suits you best.
How can I find cheap villas in Pienza?
A great way to locate cheap villas in Pienza is with Expedia’s handy filter tool. Fine-tune your search results by star rating, budget and amenities to find unbeatable prices in just a few clicks.
What is there to do near my villa in Pienza?
Pienza has enough experiences and sights to keep you occupied for weeks, starting with Pienza Cathedral. Piscine Termali Theia, Terme di Montepulciano Spa and Tenuta Greppo Franco Biondi Santi are other awesome attractions. If you’re hanging around a while, Palazzo Piccolomini and Consorzio del Vino Nobile di Montepulciano will add the finishing touches to your itinerary.

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