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Pienza vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Pienza vacation rentals

Stay near Pienza's top sights

Pienza Cathedral3 locals recommend
Corsignano3 locals recommend
Piazza Pio II4 locals recommend
Trattoria La Buca delle Fate8 locals recommend
Sette Di Vino7 locals recommend
Trattoria da Fiorella4 locals recommend

Other great vacation rentals in Pienza

Guest favorite
Villa in Ambra
Chianti Villa in Tuscany near Siena & Arezzo
Feb 9 – 16
$735 per night
4.98 out of 5 average rating, 106 reviews
Guest favorite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
Jan 31 – Feb 7
$103 per night
4.96 out of 5 average rating, 226 reviews
Guest favorite
Apartment in Montepulciano
Stuart Black Tea Amazing View & Super Central
Nov 12 – 19
$130 per night
4.96 out of 5 average rating, 131 reviews
Guest favorite
Apartment in Pienza
“Nel Blu” - Stunning views & Private Concierge
Nov 6 – 13
$176 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Jan 4 – 11
$192 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Cottage in Pienza
Cottage San Lorenzo
May 18 – 25
$327 per night
4.95 out of 5 average rating, 20 reviews
Guest favorite
Condo in Pienza
Mascagni Farmhouse in Val d 'Orcia Pienza
Dec 4 – 11
$184 per night
5.0 out of 5 average rating, 50 reviews
Guest favorite
Villa in Pienza
Amazing view of Val d'Orcia Pienza
Jan 20 – 27
$146 per night
4.91 out of 5 average rating, 74 reviews

Other great vacation rentals in Pienza

Guest favorite
Villa in Monticchiello
The Cardinal's Garden.
Oct 30 – Nov 6
$724 per night
4.95 out of 5 average rating, 42 reviews
Guest favorite
Apartment in San Quirico d'Orcia
Antica Loggia - Apartment with view
Nov 23 – 30
$135 per night
5.0 out of 5 average rating, 41 reviews
Guest favorite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Dec 29 – Jan 5
$720 per night
4.96 out of 5 average rating, 72 reviews
Guest favorite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
Nov 13 – 20
$224 per night
4.98 out of 5 average rating, 93 reviews
Guest favorite
Apartment in Provincia di Siena
Rosemary
Oct 3 – 10
$274 per night
4.9 out of 5 average rating, 77 reviews
Guest favorite
Home in Asciano
Palazzo Monaci - Pool in the crete Senesi
Jan 28 – Feb 4
$165 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Montepulciano
COTTAGE ELENA
Aug 1 – 8
$620 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Pienza
La Casetta di Monticchiello with panoramic views
Aug 27 – Sep 3
$79 per night
4.9 out of 5 average rating, 42 reviews

Quick stats about vacation rentals in Pienza

Total rentals

70 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

2.7K reviews

Nightly prices starting at

$50 before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in bed and breakfast rentals in Pienza?

    Experience the best of Pienza with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there apartment rentals with a dedicated workspace in Pienza?

    Yes! Work meets play with ease at over 10 apartment rentals in Pienza featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly apartment rentals in Pienza?

    Pienza has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Pienza have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Pienza. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Pienza?

    Four-legged friends are welcome in Pienza. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Pienza have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Pienza. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Pienza