Pienza Vacation Rentals

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Vacation Rentals 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 ￥28,079
per night
May 28 - May 29
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
9.4 out of 10, Exceptional, (18)
"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 ￥27,611
per night
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
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Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is ￥16,488
per night
Jun 4 - Jun 5
Bosco della Spina
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"This is a wonderful property in a quiet area, but only a short walk to the piazza and restaurants. The only improvement I would recommend is the shower caddy; all of my travel sized items kept falling out of it."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
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
Exterior
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Exterior
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
Outdoor dining
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Executive Suite, Hot Tub, Garden View | Terrace/patio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (142)
"Great experience "
The price is ￥22,600
per night
May 30 - May 31
Abbadia Sicille Relais
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
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
Exterior
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, (43)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
TV
Casa Campau by Interhome
9.0 out of 10, Wonderful, (2)
Casa Campau by Interhome
Outdoor pool
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (83)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Exterior
House in Val d'Orcia excellent families ISTAT code Tuscany region: 052024LTN0004
9.6 out of 10, Exceptional, (36)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families ISTAT code Tuscany region: 052024LTN0004
Pool | Outdoor pool
Country farm
Country farm
Interior
Delcorto Suites
10.0 out of 10, Exceptional, (12)
"This was a beautiful property well maintained and perfectly located in a historic building. The breakfast was delicious, Ricardo the host was wonderful and our room was space and comfortable! The only comment was without A/C the windows needed to stay open and the street was loud."
The price is ￥26,913
per night
Jun 6 - Jun 7
Delcorto Suites
Lobby
Residenza Fabroni
9.0 out of 10, Wonderful, (63)
"The room has excellent views in a space that oozes character. The shared spaces and rooftop terrace were a very cool added bonus. We stayed in the blue suite and found it spacious and comfortable. The only slight issue was a faint odor coming from the second bedroom. We didn’t use that room and closing the door solved the problem for the rest of the suite, but it is worth noting. I know some people will complain that it is on the third floor and there is no lift, but frankly if this is an issue...
The price is ￥17,277
per night
May 27 - May 28
Residenza Fabroni
2 bedrooms, WiFi, bed sheets
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (6)
"This apartment is in a charming medieval village just outside Montalcino that brings you back in time. The views are phenomenal. The apartment is very comfortable and with all the amenities! The host Francesco is amazing and helped us with planning some outings while in town. Highly recommend!"
The price is ￥16,978
per night
May 27 - May 28
The Gelda house, relax with a view
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 types of properties in Pienza you may be interested in

Seasonal outdoor pool, sun loungers
Hotel Relais II Chiostro di Pienza
4.0 star property
8.8 out of 10, Excellent, (512)
"Excellent location"
The price is ￥13,737
per night
Jun 3 - Jun 4
Hotel Relais II Chiostro di Pienza
Land view from property
Hotel Corsignano
4.0 star property
9.2 out of 10, Wonderful, (239)
"Considering that the hotel is in a small town in Tuscany, it provides all modern amenities. It is in the center of the village close to dining, shopping, and amazing views."
The price is ￥27,889
per night
Jun 4 - Jun 5
Hotel Corsignano
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 ￥28,079
per night
May 28 - May 29
Hotel San Gregorio
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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Frequently asked questions

Can I find a vacation rental in Pienza?

Yes, we give you a choice of vacation rentals in Pienza close to RI Crea RE, or you can go with a secluded option if you want a relaxing stay. Pienza is known for its churches and wineries. Make sure you have time to check out the temples while you're in the area.

What are some of the best vacation home rentals in Pienza?

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista: This vacation home rental near Pienza is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Pienza?

Expedia has 27 vacation rentals for your stay in Pienza.

What’s there to see and do in Pienza?

Cultural attractions include Palazzo Borgia and Artemisia Gallery, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Palazzo Piccolomini and Pienza Cathedral.

What’s a vacation rental in Pienza like?

Vacation rentals are private properties you can book for a long or short time in Pienza. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Pienza properties
Expedia verified reviews

Tenuta Santo Pietro

Tenuta Santo Pietro

5/5 Excellent
"Perfect place ! "
A verified traveler from Miami stayed at Tenuta Santo Pietro
Posted 1 day ago
Tenuta Santo Pietro