Pienza Vacation Rentals

Compare 13,243 available properties from 55 providers
Pienza
Anytime
2 guests
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Best Vacation Home Deals in Val d'Orcia

-30%
e.g. 3/30 - 4/6
House ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $120 $171
VRBO
5.0
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-19%
e.g. 3/30 - 4/6
House ∙ 9 guests ∙ 5 bedrooms
Pienza, Province of Siena, Italy
from $999 $1,228
VRBO
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-40%
e.g. 3/30 - 4/6
Apartment ∙ 5 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $71 $117
Easy Reserve
5.0
View deal

Compare and find a vacation rental meeting your expectations among the 13,243 fantastic vacation rentals from 55 providers in Pienza. HomeToGo immediately compares all of these rentals to help you save up to 40%!

Recommended Vacation Rentals in Val d'Orcia

Find your perfect vacation rental in Val d'Orcia: from $40 per night

-13%
Apartment ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $64 $73
Posarelli Villas
4.6
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House ∙ 4 guests ∙ 1 bedroom
Pienza, Province of Siena, Italy
from $162
Casamundo
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Pienza, Province of Siena, Italy
from $54
VRBO
5.0
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House ∙ 5 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $200
VRBO
5.0
View deal
Apartment ∙ 3 guests ∙ 1 bedroom
Pienza, Province of Siena, Italy
from $91
VRBO
4.7
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Apartment ∙ 6 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $211
VRBO
5.0
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Apartment ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $83
Novasol
4.5
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Apartment ∙ 5 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $91
VRBO
4.4
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-18%
House ∙ 8 guests ∙ 4 bedrooms
Pienza, Province of Siena, Italy
from $185 $226
Posarelli Villas
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
Farmhouse ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $45
TUIvillas
4.1
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Pet-friendly
House ∙ 8 guests ∙ 3 bedrooms
Pienza, Province of Siena, Italy
from $211
Airbnb
5.0
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Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $199
Booking.com
4.8
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Vacation Houses With Pools

Pool
House ∙ 10 guests ∙ 5 bedrooms
Pienza, Province of Siena, Italy
from $549
VRBO
5.0
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Pool
Farmhouse ∙ 8 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $238
Airbnb
5.0
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Pool
Farmhouse ∙ 8 guests ∙ 4 bedrooms
Pienza, Province of Siena, Italy
from $235
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
Farmhouse ∙ 4 guests ∙ 2 bedrooms
Pienza, Province of Siena, Italy
from $681
Booking.com
4.4
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Fireplace
Farmhouse ∙ 4 guests ∙ 1 bedroom
Pienza, Province of Siena, Italy
from $91
Booking.com
4.7
View deal
Fireplace
Apartment ∙ 4 guests ∙ 1 bedroom
Pienza, Province of Siena, Italy
from $115
Booking.com
4.8
View deal
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Popular Rental Amenities in Val d'Orcia

  • Internet (750)
  • Kitchen (727)
  • TV (659)
  • Washer (484)
  • Pool (480)
  • Yard (439)
  • Pet allowed (435)
  • Parking (393)
  • Grill (365)
  • No smoking (362)
  • Dishwasher (299)
  • AC (295)
Filters are provided so you can personalize your search to find a beautiful rental in Pienza. HomeToGo's data highlights that "TVs" and "internet" turn out to be the most frequently provided features in Pienza. Plan your vacation in advance if you love sweating the stress away in saunas or you plan to go fishing. There are just 10 listed rentals with "saunas" and 17 accommodations including "fishing."

Price and Availability Index in Val d'Orcia

Vacation Rental Price Information in Val d'Orcia

The graph shows the average rental prices for the next twelve months in Val d'Orcia. Pienza is more expensive in August (8/10 - 8/17), where prices are on average $986 a night. On the other hand, in May you will find the cheapest prices (5/25 - 6/1). Prices this week are on average $218 a night.

Rental Availability Information in Val d'Orcia

This graph shows the vacation rental availability rate for the next twelve months. It is harder to find an accommodation during a week of July (7/27 - 8/3), as 57% of the rentals are booked. It will be easy to find a rental that suits you in a week of October (10/26 - 11/2), as 85% of the rentals are still available.

The Weather in Val d'Orcia

55°
37°
55°
39°
63°
43°
68°
46°
73°
52°
84°
61°
90°
66°
90°
66°
82°
63°
73°
55°
63°
48°
57°
39°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Pienza climate diagram. In the next 6 months, July will have higher average temperatures. On the contrary, the coolest month is January. The rainiest month is February while the driest month is August.

Accommodations in Val d'Orcia

In Pienza, house rentals are the most typical vacation accommodation type. In addition, they have an average size of 4,160 ft² and cost, on average, $728 per night. Moreover, most house rentals in Pienza can host 9 guests, which makes it an ideal vacation spot for large groups. You can also search and compare other property types in Pienza. Apartment rentals are, for example, another common type of accommodation in this destination, with 249 properties to compare. Apartment rentals in Pienza are 820 ft² on average, with average prices of $170 a night.

Discover Tuscany's secret springs with a Val d'Orcia vacation home

Opting for a villa in the UNESCO-protected Val d'Orcia situates you among the rolling hills of the Tuscan countryside and the sublime scenes that inspired masterpieces of the Sienna school. The area's unique ecosystem and rich cultural history are yours to discover.

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Food & Drinks

Tuscany's top ingredients

The sweeping Tuscan hills are fecund with luscious grapes and flowing with famous wines. Try celebrated vintages Brunello and Val d'Orcia DOC on a wine tour.

Try the delicious Cacio Pecorino cheese, produced in Pienza using sheep's milk. Drizzle fruity olive oil on salads and fresh pasta, and dine on the region's specialties, including mushrooms, truffles, and chestnuts. On a sweet note, Val d'Orcia honey is a celebrated regional export not to be missed.

Art & Culture

Ancient abbeys and Renaissance castles

Time seems to stand still in the pastoral town of Pienza, which is home to the majestic Palazzo Piccolomini and the fortress at Castiglion d'Orcia. The impressive hilltop town of Radicofani comes complete with a castle.

Visit the fortified hilltop city of Montalcino for its Abbey of Sant'Antimo. Among ancient olive trees and farmhouses, a winding road leads up to the 12th-century edifice. According to local legend, the abbey was founded by Charlemagne in 781.

Local Attractions

Hot springs and history

When you stay at a Val d’Orcia vacation rental, you’ll be between the ancient Roman Via Cassia and the Franconian Trail, which has been followed by pilgrims for hundreds of years. Siena is considered one of the finest medieval cities in Italy. Its central piazza hosts a bi-annual horse race, while the city's Peace Palace houses masterpieces of medieval and Renaissance art.

After exploring the region's abbeys and castles, why not relax at a traditional thermal bath? Bagno Vignoni is especially luxurious, and the incredible beauty of the relatively unknown Bagni di San Filippo hot springs is not to be missed.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Val d'Orcia VRBO Vacation Rentals in Val d'Orcia HomeAway Vacation Rentals in Val d'Orcia Airbnb Vacation Rentals in Val d'Orcia TripAdvisor Vacation Rentals in Val d'Orcia VacationRentals.com Vacation Rentals in Val d'Orcia HouseTrip Vacation Rentals in Val d'Orcia FlipKey Vacation Rentals in Val d'Orcia 9flats.com Vacation Rentals in Val d'Orcia VaycayHero Vacation Rentals in Val d'Orcia PerfectPlaces.com Vacation Rentals in Val d'Orcia Homestay.com Vacation Rentals in Val d'Orcia Only-apartments Vacation Rentals in Val d'Orcia Interhome Vacation Rentals in Val d'Orcia Bedycasa Vacation Rentals in Val d'Orcia Novasol Vacation Rentals in Val d'Orcia HomeEscape Vacation Rentals in Val d'Orcia