Vacation rentals in Pienza, Italy

Carefully selected & verified rentals in Pienza, Italy
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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1-20 out of 25
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Poggiosalto In Toscana Pienza
The largest option:
5 adults
2 bedrooms
4 beds
MapTuscan hills0m
  • Private pool with mountain views
  • Fully equipped kitchen in rooms
  • Outdoor dining and barbecue facilities
  • Outdoor pool
  • Bicycle rental
  • Air conditioning
Resort with private pool in scenic Tuscan hills
FromUS$ 238 /nightSelect
10.0
Perfect
La Corte Antica Pienza
The largest option:
4 adults
2 bedrooms
2 beds
MapNear local shops and restaurants100m
  • Central location in the old town
  • Italian breakfast with fresh pastries
  • Comfortable rooms with modern amenities
  • Private parking
  • Flat-screen TV
  • Walking tours
Hotel offering modern rooms in historic Pienza
FromUS$ 162 /nightSelect
Pienzalettings "Casa Gioia"
The largest option:
4 adults
2 bedrooms
2 beds
MapIn the heart of town0m
  • Family-friendly rooms available
  • In the heart of old town
  • Tennis equipment for guests
  • Air conditioning
  • Private entrance
  • Kitchenette
Charming hotel in the historic center of Pienza
FromUS$ 146 /nightSelect
La Dimora Di Pienza
The largest option:
4 adults
2 bedrooms
2 beds
MapIn the old town300m
  • Soundproof family rooms available
  • Fully equipped kitchen in rooms
  • Garden views from every room
  • Soundproof rooms
  • Private entrance
  • Fully equipped kitchen
Hotel with family-friendly amenities in historic setting
FromUS$ 119 /nightSelect
Appartamenti Il Leone
The largest option:
4 adults
2 bedrooms
2 beds
Map200 yd from City Centre200 yd from Pienza
FromUS$ 104 /nightSelect
Back Home
5 adults
2 bedrooms
3 beds
MapScenic countryside setting16km
  • Spacious rooms with garden views
  • Air conditioning in all rooms
  • Complimentary private parking available
  • Garden
  • Air conditioning
  • Private parking
Hotel featuring garden-view rooms and modern amenities
FromUS$ 222 /nightSelect
Finestra Dell'Angelo
The largest option:
4 adults
1 bedroom
2 beds
MapNearby Terme di Montepulciano17km
  • Quiet street views offered throughout
  • Fully equipped kitchen in each room
  • Cable flat-screen TV available
  • Flat-screen TV
  • City views
  • Minimarket on-site
Hotel offering spacious rooms with kitchen facilities
FromUS$ 131 /nightSelect
Residenza D'Epoca La Rosa
The largest option:
5 adults
2 bedrooms
3 beds
Map400 yd from City Centre200 yd from Pienza
FromUS$ 152 /nightSelect
La Ginestra
The largest option:
4 adults
1 bedroom
2 beds
MapNear the cathedral of Pienza500m
  • Modern apartment with kitchen amenities
  • Scenic balcony with quiet street views
  • Bicycle rental service available
  • Bicycle rental
  • Flat-screen TV
  • Fireplace
Contemporary hotel offering well-equipped living spaces
FromUS$ 104 /nightSelect
Lignanello Country House
Map1.7 mi from City Centre1.5 mi from City Centre
FromUS$ 155 /nightSelect
Pienzalettings
MapCity center proximity200m
  • Rooms with inner courtyard view
  • Family-friendly with cots available
  • Pets allowed on-site
  • Family rooms
  • Private bathroom
  • Minimarket
Hotel offering family rooms in charming Pienza
FromUS$ 140 /nightSelect
Pienzalettings "Casa Olivieri"
The largest option:
4 adults
1 bedroom
2 beds
MapCenter of the old city0m
  • Air-conditioned rooms with city views
  • Convenient private entrance for guests
  • Fully equipped kitchen in select rooms
  • Air conditioning
  • Private entrance
  • Fully equipped kitchen
Hotel offering well-appointed rooms in historical Pienza
FromUS$ 181 /nightSelect
Holiday Home Adelaide
Map400 yd from City Centre200 yd from Pienza
FromUS$ 119 /nightSelect
Casa Beccofino
Map300 yd from City Centre300 yd from Pienza
FromUS$ 145 /nightSelect
Renaissance Apartment
7 adults
4 bedrooms
4 beds
MapNearby Montepulciano thermal baths17km
  • Air-conditioned family rooms offer comfort
  • Balcony with inner courtyard views available
  • Fully equipped kitchen with modern appliances
  • Private entrance
  • Living room
  • Four bedrooms
Apartment-style hotel with premium mountain views and comfort
FromUS$ 272 /nightSelect
Modern Farmhouse In Pienza With Pool
The largest option:
3 adults
1 bedroom
2 beds
MapScenic garden and outdoor pool area200m
  • Outdoor swimming pool available for guests
  • Rooms with fully equipped kitchen amenities
  • Pet-friendly policy for animal lovers
  • Outdoor pool
  • Free parking
  • Pets allowed
Charming hotel featuring scenic views and leisure amenities
FromUS$ 118 /nightSelect
Pienzalettings Studio & Room
Map300 yd from City Centre100 yd from Pienza
FromUS$ 132 /nightSelect
Perfect View To Galdiator Walk
Map100 yd from City Centre200 yd from Pienza
FromUS$ 290 /nightSelect
La Sesta Luna
Map400 yd from City Centre200 yd from Pienza
FromUS$ 226 /nightSelect
Podere Casa Rossa A Pienza
Map700 yd from City Centre600 yd from Pienza
FromUS$ 405 /nightSelect
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Flexible Price Range for Vacation Homes in Pienza

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 405
⬇️ The lowest price
US$ 104
đź’¸ Average price for
Apartments
US$ 172

Top vacation homes in Pienza

Based on guest reviews from the past 12 months

Charming Historic Getaway:
Residenza D'Epoca La Rosa
Scenic Views and Serenity:
Authentic Tuscan Experience:
La Ginestra
Modern Comforts in the Countryside:
Modern Farmhouse In Pienza With Pool
Cozy Family Retreat:
Casa Vacanze Oliviera Pienza
Elegant Stay for Couples:
Pienzalettings
Cultural Charm at its Finest:
La Corte Antica
Private Oasis of Relaxation:
Poggiosalto In Toscana
Stylish Urban Escape:
Holiday Home Adelaide

FAQs about Pienza rentals

Get answers to common questions and plan your adventure smoothly

What are the top-rated vacation rentals in Pienza according to guest reviews?
Top-rated properties include Residenza D'Epoca La Rosa and Casa Beccofino, both known for exceptional service and cleanliness, as well as their convenient locations.
Are there any vacation rentals near popular landmarks in Pienza?
Yes, many vacation rentals are located near landmarks such as Piazza Pio II and the Piccolomini Palace. Casa Vacanze Oliviera Pienza is particularly well-placed for easy access to these sites.
Which vacation rentals in Pienza are suitable for couples?
La Corte Antica and Finestra Dell'Angelo both provide a romantic atmosphere, with cozy accommodations and scenic views, making them ideal for couples seeking a getaway.

Vacation Rentals Guide for Pienza, Italy

This guide evaluates 27 vacation rentals in Pienza, providing essential details on pricing, local fees, attractions, and seasonal trends to help travelers choose their ideal accommodations.

Nightly rates range from $80 to $250.

Peak travel seasons are April to October.

Local tourism tax is approximately €1.50 per person per night.

Most rentals are within 0.5 miles of the historic center.

Book 3-6 months in advance for the best availability.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room