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Holidaymakers searching for holiday rentals in Pienza also enquired about apartments in Montepulciano, villas in Cortona and apartments in Lucca

Make a holiday rental home or villa in Pienza, Italy your home away from home

Pienza is a town located in the heart of Tuscany, Italy. It is known as the “Touchstone of Renaissance Urbanism” and has been a UNESCO-declared World Heritage Site since 1996.

Due to its location deep in the heart of the Val d’Orcia, the surrounding landscape is untouched, and houses some of the region’s most beautiful landscape. Pienza is slightly off the usual tourist route, so allows visitors to get off the beaten track and experience a model of real Tuscan life.

Popular accommodations include renovated farm houses and other rental accommodations. Why not enjoy a holiday rental in Pienza, Tuscany for your next vacation?

Things to do in Pienza, Italy

The town’s central piazza is defined by four buildings. One the west side is the Palazzo Piccolomini, known for its beautiful gardens, which offer spectacular views of the surrounding Val d’Orcia countryside. The piazza is dominated by the Duomo, one of the first cathedrals to be designed during the Renaissance. The Piccolomini and Borgia Palaces and also are a testimony to architect Bernardo Rosselino. His extraordinary vision has made the town’s historic centre one of the finest in the world. Many other 14th and 15th Century buildings are dotted around the town, making it an enjoyable sightseeing opportunity.

A popular method of enjoying the surrounding countryside is to hire a bike, allowing you to cover more distance than on foot (though trekking in the hills is also popular). By hiring a bike you will be able to visit several of the regions farms and wineries for tasting sessions, though don’t overdo it if you have to cycle back! Some of these also offer food, making a winery tour a day-long excursion. What could be better than soaking up the Tuscan sun with a glass of locally-made wine?

Places to visit on holiday in Pienza, Italy

Whilst holidaying in Pienza you may wish to get out of the countryside and into the bigger cities. Indeed, as you will likely be flying into either Rome or Pisa, you are presented with a great opportunity to explore one of these historic cities and world-famous monuments.

If you hired a car to get to Pienza, you could also use this to see more of the Val d’Orcia region, which extends from the hills south of Siena to Monte Amiata. Recommended destinations include Radicofani and Montalcino

Weather in Pienza, Italy

The climate of Tuscany has different characteristics depending on the area, and Pienza is no different. The summer months reach an average of 28C, making it more bearable than some other Tuscan regions. Autumn and Spring are also pleasant times to visit, and the winters are mild, so in short, any time of year is great for a holiday rental in Pienza.

Flights to Pienza, Italy

There are two choices of Airport in order to reach Pienza, - Rome (FCO) and Pisa (PSA). Several UK airlines run regular flights to these destinations. You can then take public transport from there to Pienza, though car hire is a lot easier as buses do not run that frequently.

  • Showing 1-50 of 300+
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Exceptional! 5/5
(16 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #486189vb
16
Viewed 8 times in the last 48 hours
Excellent! 4.4/5
(16 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Apartment #167744vb
16
Viewed 5 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
House #2486857
1
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Apartment #6710973
1
Viewed 10 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #6816248
Viewed 10 times in the last 48 hours
avg/night
  • 8 BR
  • 8 BA
  • Sleeps 12
Villa #6556491
Viewed 17 times in the last 48 hours
  • 4 BR
  • 4 BA
  • Separate Toilets
  • Sleeps 10
Villa #4315688
Viewed 5 times in the last 48 hours
avg/night
  • 4 BR
  • 5 BA
  • Sleeps 9
House #6667331
Viewed 22 times in the last 48 hours
  • 8 BR
  • 8 BA
  • Separate Toilet
  • Sleeps 19
Villa #6548383
  • 5 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 10
House #3498243
  • 1 BR
  • 1 BA
  • Sleeps 2
House #2486856
  • 1 BR
  • 2 BA
  • Sleeps 4
House #2486839
  • 3 BR
  • 4 BA
  • Sleeps 8
House #2488973
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #8182696
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #8182699
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #8182697
  • 2 BR
  • Separate Toilet
  • Sleeps 2
Apartment #8182701
Exceptional! 5/5
(26 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
Villa #6415307
26
Viewed 73 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Chateau / Country House #6115214
9
Viewed 60 times in the last 48 hours
Wonderful! 4.9/5
(75 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Chateau / Country House #436049vb
75
Viewed 22 times in the last 48 hours
Wonderful! 4.9/5
(36 reviews)
avg/night
  • 2 BR
  • 3 BA
  • Sleeps 5
Villa #62257
36
Viewed 28 times in the last 48 hours
Exceptional! 5/5
(11 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #757059vb
11
Exceptional! 5/5
(9 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Sleeps 12
Villa #1812215
9
Viewed 20 times in the last 48 hours
  • 6 BR
  • 3 BA
  • Sleeps 12
Villa #1893413
3
Viewed 23 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 9
Villa #3718707
15
Viewed 19 times in the last 48 hours
avg/night
  • 2 BR
  • 3 BA
  • Sleeps 8
Villa #1760588
1
Viewed 7 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Cottage #1760582
13
Viewed 65 times in the last 48 hours
Wonderful! 4.9/5
(21 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
House #376809vb
21
Viewed 62 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 10
Farmhouse #3749715
14
Viewed 24 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 7 BR
  • 5 BA
  • Sleeps 14
Villa #6804820
5
Viewed 22 times in the last 48 hours
Wonderful! 4.9/5
(42 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #50681
42
Viewed 16 times in the last 48 hours
Wonderful! 4.9/5
(31 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #6432643
31
Viewed 14 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 9
Chateau / Country House #2544354
1
Viewed 22 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #479613vb
6
Viewed 32 times in the last 48 hours
Wonderful! 4.8/5
(14 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #676796vb
14
Viewed 36 times in the last 48 hours
Exceptional! 5/5
(4 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 8
Villa #8123818
4
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
Farmhouse #8151802
13
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Apartment #1017638
14
Viewed 13 times in the last 48 hours
Exceptional! 5/5
(25 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #3877682
25
Viewed 13 times in the last 48 hours
Wonderful! 4.8/5
(4 reviews)
avg/night
  • 2 BR
  • 3 BA
  • Sleeps 6
Chateau / Country House #1649482
4
Viewed 23 times in the last 48 hours
Wonderful! 4.8/5
(8 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 7
Multiple rentals Chateau / Country House #1105349
8
Viewed 9 times in the last 48 hours
Exceptional! 5/5
(19 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #615969vb
19
Viewed 7 times in the last 48 hours
Wonderful! 4.8/5
(6 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #6689051
6
Viewed 5 times in the last 48 hours
  • 6 BR
  • 4 BA
  • Sleeps 12
Villa #6790455
Viewed 37 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Apartment #6517956
3
Viewed 9 times in the last 48 hours
Wonderful! 4.9/5
(50 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #6176004
50
Viewed 13 times in the last 48 hours
Exceptional! 5/5
(4 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #8153083
4
Viewed 5 times in the last 48 hours
Wonderful! 4.9/5
(47 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 7
Apartment #6066867
47
Viewed 15 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Chateau / Country House #1730070
7
Viewed 16 times in the last 48 hours
  • 1 - 50 of 300+

Pienza Holiday Apartments & Villas (300+)

 

Recent Reviews

Perfect Tuscan setting.

5 of 5
Central Italy never fails to impress me. From Marche through Umbria and into Tuscany Just driving through the countryside pleases me no end. Olives and grapes everywhere, quality produce. Regional specialities seem to be round every corner. This house offers the perfect spot for day trippers. The pizza oven was a bonus for me as I love cooking. I am looking forward to returning already.
  • Review Submitted: 06-Oct-2016
  • Date of Stay: Sep 2016

Beautiful, spacious, air conditioned Tuscan villa

5 of 5
The property was as beautiful as the pictures and even more spacious inside -- the main house is very large and the other two cottages are very nice as well (one more kid oriented, the other more luxurious and great for a couple) the bedrooms and bathrooms are all very beautifully finished with a luxurious feel and lots of storage space and other extras. The kitchen and common areas have everything you would want in a holiday home, the pool was warm and sunny with a great view and a great size for either swimming laps or kids playing. The grounds were big enough for the kids (aged 6-8) to run around and play. Service was great as was the night with the chef. The air conditioning worked well and a great benefit. We had only 2 families (could easily fit more) but chose to pay the supplement for one extra bed as we wanted the 3 kids all together in one room /cottage and that was the only way to get that arrangement. The perfect place for a holiday/vacation in Italy.
  • Review Submitted: 11-Sep-2016
  • Date of Stay: Aug 2016

Perfect rural retreat in a quiet part of Umbria

5 of 5
I was slightly sceptical when I read the previous reviews about this place. However we were pleasantly relieved that our expectations about Il Granaio were exceeded and my only hesitation about writing a 5 star review is that it will become too popular! The first thing to say is that the photos on the website do not do the place justice. Having stayed in many villas around Europe, the accommodation gardens and particularly the swimming pool were without doubt the best we have stayed in. The design of the Granary Barn has clearly been thought through with even the air-conditioning units, which can often be noisy, being located some distance away. The kitchen is well stocked with a very welcome starter pack including Olive oil and wine from the estate. A real bonus was walking up the drive to pick tomatoes and lettuce from the garden to make delicious bruschetta. Within a 20 minute drive are the stunning towns of Montepulciano and Cortona. We were amazed how quiet the local area was in August, there was no problem in getting a table at the local restaurants. Perfect destination if you want to get away from it all, if you want a bit of night life this area may be a little quiet for you. We would have liked to see a guest book with recommendations from other guests of places to see and eat. We had a very friendly fox appear at the door one night - the following morning our flip flops and swimming goggles had gone AWOL - found later hidden half eaten in the garden - suggest bring everything in at night!
  • Review Submitted: 06-Sep-2016
  • Date of Stay: Aug 2016