The 10 best holiday rentals in Pienza, Italy | Booking.com
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Holiday Rentals in Pienza

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The best holiday rentals in Pienza

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GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA

Pienza

Set just 46 km from Mount Amiata, GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA provides accommodation in Pienza with access to a garden, a bar, as well as a housekeeping service.

L
Linda
From
Sweden
Super friendly and helpful staff, excellent breakfast.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 488 reviews
Price from
US$145.67
1 night, 2 adults
Check availability

Vento d’Orcia

Pienza

Vento d’Orcia, a property with a garden, is located in Pienza, 16 km from Parco dei Mulini, 19 km from Terme di Montepulciano, as well as 29 km from Bagni San Filippo.

I
I_Nora
From
Albania
A fantastic stay. The host, Ana, was remarkably kind and helpful. The breakfast was delectable and made with local, fresh ingredients. We enjoyed the weather and the view while eating breakfast outside. If you're seeking for a site from which to visit towns and villages in the Val D'Orcia, the location was ideal. The accommodation was spacious, clean, and had an amazing view. The restroom was incredibly tidy and equipped with everything you would need.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 290 reviews
Price from
US$179.20
1 night, 2 adults
Check availability

Pienzalettings

Pienza

Offering a terrace and inner courtyard view, Pienzalettings is set in Pienza, 45 km from Mount Amiata and 10 km from Parco dei Mulini.

L
Laura
From
Lithuania
Well renovated and spacious apartment in the old town of Pienza. Wonderful experience staying for one night there. Was everything you need - even complimentary coffee and snacks in the morning.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$119.71
1 night, 2 adults
Check availability

Residenza d'Epoca La Rosa

Pienza

Located 45 km from Mount Amiata, Residenza d'Epoca La Rosa in Pienza provides rooms with air conditioning and free WiFi.

S
Saska
From
North Macedonia
Everything. The location, the host and how helpful he was with directions and everything we needed at any time. Also the flat was very comfortable, and had everything we needed it.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 208 reviews
Price from
US$150.29
1 night, 2 adults
Check availability

PienzaLettings "Casa Olivieri"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Olivieri" features air-conditioned rooms with free WiFi.

N
Nobuyoshi
From
Canada
The location and the comfortable clean rooms.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 141 reviews
Price from
US$126.30
1 night, 2 adults
Check availability

PienzaLettings "Casa Gioia"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Gioia" features rooms with city views and free WiFi.

P
Paul
From
Japan
A delightful and spacious flat in the old part of one of the prettiest towns we know
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 260 reviews
Price from
US$113.12
1 night, 2 adults
Check availability

Agriturismo Il Casalino

Pienza

Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza.

x
xue
From
China
Very recommended hotel. The rooms were spacious, clean and exquisitely decorated. The bath water is warm and the bed is comfortable. It's in a great location, on a hillside just outside the town of Pienza, and the view is beautiful. The hotel is very close to Pienza and several surrounding viewing spots. The landlord was very kind and helped us recommend great places to eat and view Pienza. A place I'd want to live if I came back.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 763 reviews
Price from
US$245.09
1 night, 2 adults
Check availability

Agriturismo Marinello

Pienza

Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds.

N
Noam
From
Israel
unbelievably beautiful place High level of hospitality
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 628 reviews
Price from
US$137.29
1 night, 2 adults
Check availability

Podere Spedalone

Pienza

Offering an outdoor pool, Podere Spedalone provides country-style rooms and a large garden. It is set in the Tuscan countryside, 7 km from Pienza.

Y
Yunsil
From
South Korea
We stayed 2 nights and had 1 dinner here, and now I think we should have stayed more nights here and had dinner for all nights during our stay. All the staff were super kind and professional, the food was really fresh. And it has breathtaking view of Tuscany field where you can enjoy from the front yard. What we agreed unanimously was that among all the dinners we have had during our 3 week vacation from Swotzerland to Italy, dinner here was the best in terms of beautiful sun set over the golden field, lively chattet with other friendly guests, entertaining and soothing music from the speaker, and delicious food made from fresh material. I miss there already.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 882 reviews
Price from
US$229.66
1 night, 2 adults
Check availability

Tenuta Santo Pietro

Pienza

Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away.

C
Colleen
From
New Zealand
Loved the relaxed location. Staff very helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 232 reviews
Price from
US$210.34
1 night, 2 adults
Check availability
All holiday rentals in Pienza

Most booked holiday rentals in Pienza and surroundings in the past month

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Enjoy breakfast in Pienza and nearby

  • Il Giglio B&B

    Pienza
    Breakfast options
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 663 reviews

    B&B Il Giglio's classic Tuscan rooms are set in a Renaissance building in the historic centre of Pienza. They feature terracotta floors, period furniture, and exposed wood-beamed ceilings.

    From US$138.73 per night

  • ROSSELLINO®

    Pienza
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 349 reviews

    Housed in a historic building, the recently renovated ROSSELLINO® provides accommodation with a terrace and free WiFi.

    From US$156.07 per night

  • L'apparita Camere

    Pienza
    Breakfast options
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 235 reviews

    Situated within 46 km of Mount Amiata and 10 km of Parco dei Mulini in Pienza, L'apparita Camere features accommodation with seating area.

    From US$97.11 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 589 reviews

    Situated 46 km from Mount Amiata, 15 km from Parco dei Mulini and 17 km from Terme di Montepulciano, Affittacamere Dal Falco features accommodation located in Pienza.

    From US$107.52 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 518 reviews

    Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.

    From US$200.70 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 27 reviews

    Featuring pool with a view and views of pool, Agriturismo La Fonte is a farm stay situated in a historic building in Pienza, 47 km from Mount Amiata.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 185 reviews

    Located within 44 km of Mount Amiata and 11 km of Terme di Montepulciano in Monticchiello, La Casa Di Adelina Monticchiello offers accommodation with seating area.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 657 reviews

    Antica Sosta is situated in San Quirico dʼOrcia, 44 km from Piazza del Campo, 5.4 km from Parco dei Mulini, and 22 km from Bagni San Filippo.

These holiday rentals in Pienza and nearby have options with free cancellation

  • Oliviera Camere

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 106 reviews

    Set in Pienza, 46 km from Mount Amiata, Oliviera Camere offers air-conditioned rooms with free WiFi and a tour desk.

    From US$137.29 per night

  • Affittacamere del Corso

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 361 reviews

    Located in Pienza, 45 km from Mount Amiata, Affittacamere del Corso provides accommodation with a terrace, free WiFi, a shared kitchen, and luggage storage space.

    From US$92.49 per night

  • Perfect view to Galdiator walk

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 25 reviews

    Set in Pienza and only 45 km from Mount Amiata, Perfect view to Galdiator walk offers accommodation with mountain views, free WiFi and free private parking.

    From US$285.96 per night

  • Le Maribelle

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 115 reviews

    Set within 44 km of Mount Amiata and 11 km of Terme di Montepulciano, Le Maribelle offers rooms with air conditioning and a private bathroom in Monticchiello.

    From US$221.97 per night

  • La Casa nel Borgo

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 137 reviews

    Set 44 km from Mount Amiata, La Casa nel Borgo in Monticchiello offers rooms with air conditioning and free WiFi. There is a private entrance at the holiday home for the convenience of those who stay.

    From US$121.39 per night

  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 288 reviews

    Agriturismo Riposati features garden views, free WiFi and free private parking, located in Monticchiello, 45 km from Mount Amiata.

    From US$138.73 per night

  • LA TULIPA

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 10 reviews

    Set in San Quirico dʼOrcia, 40 km from Mount Amiata and 45 km from Piazza del Campo, LA TULIPA offers air-conditioned accommodation with a balcony and free WiFi.

    From US$258.97 per night

  • VINO SUITE

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 41 reviews

    Set in San Quirico dʼOrcia, 41 km from Mount Amiata and 44 km from Piazza del Campo, VINO SUITE offers accommodation with free WiFi in a historic building.

    From US$180.35 per night

Highly rated holiday rentals in Pienza and nearby

  • La Dimora Di Pienza

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 140 reviews

    Situated in Pienza and within 46 km of Mount Amiata, La Dimora Di Pienza has a garden, soundproof rooms, and free WiFi.

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 510 reviews

    Offering city views, Beccofino is an accommodation located in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini.

    From US$156.07 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 90 reviews

    Situated 45 km from Mount Amiata, 10 km from Parco dei Mulini and 17 km from Terme di Montepulciano, Finestra Dell'Angelo features accommodation located in Pienza.

    From US$124.86 per night

  • Casa Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 183 reviews

    Set in Pienza, within 26 km of Bagni San Filippo, Casa Beccofino is an accommodation offering garden views.

    From US$138.73 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 400 reviews

    Located in San Quirico dʼOrcia, 40 km from Mount Amiata, DIMORA DEL POGGIO - Charming Historic Centre - San Quirico d'Orcia features rooms with city views and free WiFi.

    From US$165.97 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 793 reviews

    Located within 41 km of Mount Amiata and 47 km of Piazza del Campo, b&b BORGO CAPITANO COLLECTION Albergo diffuso - Centro Storico features rooms with air conditioning and a private bathroom in San...

    From US$152.61 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 75 reviews

    Situated within 41 km of Mount Amiata and 45 km of Piazza del Campo in San Quirico dʼOrcia, Locanda del sorriso b&b features accommodation with seating area.

    From US$150.29 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 127 reviews

    Offering garden views, Dimora delle Mura is an accommodation situated in San Quirico dʼOrcia, 46 km from Piazza del Campo and 5.1 km from Parco dei Mulini.

    From US$136.45 per night

Holiday Rentals with swimming pools in Pienza and nearby

  • Lupaia

    Montepulciano
    Swimming pool
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 116 reviews

    On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome.

    From US$953.78 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 134 reviews

    Set in Castelmuzio and only 20 km from Parco dei Mulini, Il Colombaiolo offers accommodation with pool views, free WiFi and free private parking. 23 km from Terme di Montepulciano and 34 km from Bagni...

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 253 reviews

    Agriturismo Belagaggio is located in Montefollonico and features a pool with a view and garden views. A hot tub and a bicycle rental service are available for guests.

    From US$222.09 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 79 reviews

    Situated in Castiglione dʼOrcia, 34 km from Mount Amiata, Podere le Mulina features accommodation with pool with a view, free private parking, a garden and barbecue facilities.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 655 reviews

    Situated only 1 km from Montepulciano, Podere Fontecastello offers self catering accommodation, a garden and a swimming pool. Free WiFi and a TV are available.

    From US$132.95 per night

  • Situated in Trequanda and only 48 km from Piazza Grande, Luxury Apartment in Siena Resort features accommodation with mountain views, free WiFi and free private parking.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 363 reviews

    Located within 46 km of Mount Amiata and 2.5 km of Terme di Montepulciano, The Grapevine by MANVI provides rooms with air conditioning and a private bathroom in Montepulciano.

    From US$156.07 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Featuring lake views, Luxury Resort with swimming pool in the Tuscan countryside, Villas on the ground floor with private outdoor area with panoramic view provides accommodation with a seasonal...

FAQ about holiday rentals in Pienza

Holiday rentals that guests love in Pienza

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  • Agriturismo Poggio Tobruk

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 265 reviews
    Beautiful location in Val d'orcia. Good place to visit the gorgeous villages and cities close by. The staff was very friendly and helpful.
    Guest review by
    Bjorn
    Family with young children

  • Poggiosalto in Toscana

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 265 reviews
    Idyllic setting in rural Val D'Orcia with picture postcard views, generous hosts and close to loads of scenic spots and historic villages and towns.
    Guest review by
    Rudi
    Family with young children

  • Agriturismo Il Macchione

    Holiday Rental in Pienza
    Avg. price/night: US$200.70
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 518 reviews
    Perfect way to enjoy the Val d’Orcia: a whole gorgeous view for ourselves, especially at sunset and sunrise. The setting is perfect, the house as well as pool and grounds just beautiful and perfectly maintained. Well located to access all the small villages. Pool was cold but great on a hot day, and it’s close to Pienza so easy to go fsck and forth for shopping etc. Staff was very friendly, especially the guy serving breakfast and the lady welcoming us.
    Guest review by
    Cecile
    Family with young children

  • Poggio ai Gelsi

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 401 reviews
    Surrounded by vineyards, wheat fields, and ancient villages like Pienza and Montalcino, it offers a serene escape amidst rolling hills and stunning views of Val'd Orcia.
    Guest review by
    Thilini
    Young couple

  • Podere Spedalone

    Holiday Rental in Pienza
    Avg. price/night: US$269.26
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 882 reviews
    Property was charming, very beautiful, well maintained. Villa was quiet and clean, very spacious. Hosts were available and helpful. Appertivo was a unique and tasty experience and is highly recommended. Short drive to Pienza, easy half day trip to Sienna.
    Guest review by
    Zachary
    Family with young children

  • Agriturismo Castello di Spedaletto

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 211 reviews
    LOVED IT!!! What an amazing place! So beautiful!!! Very clean,comfortable bed, excellent breakfast. It is located just in the middle between Montalcino and Montelpuciano, which is very convenient for visiting all the beautiful villages in the area. Do not miss the tour they offer in their mill and pasta factory with a lunch with pasta, bread, and cakes made from their own flours. Highly recommended!Thank you, Laura, for your hospitality.
    Guest review by
    Gali
    Young couple

  • OgniVolta

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 63 reviews
    Everything. OgniVolta is a beautifully apartment - made even more so by the care and consideration of Sandra, the host/owner. The location is in the village, but still very accessible by car, with a large paid municipal parking lot close by. The apartment is clean, spacious and modern with all the facilities for a long stay - full kitchen, starter fruits, pastries and juices. Pienza (and Orvieto) were highlights of our 3 weeks in Slovenia and Tuscany. Cannot recommend more highly.
    Guest review by
    Grant
    Young couple

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