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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Monastero Sant'Anna in Camprena

Pienza

Monastero Sant'Anna in Camprena, a property with a garden, is situated in Pienza, 19 km from Parco dei Mulini, 22 km from Terme di Montepulciano, as well as 32 km from Bagni San Filippo.

A
Ana Hertha
From
Ireland
The monastery is beautiful, there is something magical there, which cannot be explained in words. One night was so little to stay there. Also Valeria was really nice with us.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 189 reviews
Price from
US$282.19
1 night, 2 adults
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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.

A
Alexander
From
Germany
Very nice (!!) owners, they welcomed us with open arms and were super kind (they even asked what kind of pillow we preferred 🤩). The room was beautiful, very well equipped and decorated, more than enough for a short or a long stay, super clean…amazing breakfast, a lot of variation from salty to sweet options (the owners were actually asking about dietary restrictions beforehand). You have a private parking spot (safe and super practical because parking in Pienza can be a challenge) and you’re in the centre in less than 5 minutes by foot. But most of all, the owners were so nice, super responsive and even prepared a little doggybag for our long trip home. So we would 10000% recommend this place without any restrictions!!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 484 reviews
Price from
US$148.15
1 night, 2 adults
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Vento d’Orcia

Pienza

Situated in Pienza, in a historic building, 50 km from Mount Amiata, Vento d’Orcia is a farm stay with a garden and terrace.

Y
Yuanzhe
From
United Kingdom
nice room and landscape outside, very clean bathroom and bed
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 298 reviews
Price from
US$182.25
1 night, 2 adults
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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.

V
Viktoria
From
Czech Republic
it is very lovely cute apartment in old building in the city center! there is so picturesque kitchen with big table and full equipment. I like bed linen with flowers 😍
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews
Price from
US$121.75
1 night, 2 adults
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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.

M
Markus
From
Switzerland
Andrea was very welcoming, the attention to detail in the apartment was very evident, and the entire place spotless. The air conditioning worked well and we were so grateful for it! Fresh delivery of brioche in the morning, and top up of water bottles in the fridge. After we’d left Pienza, we realised our son had lost a toy. Andrea was kind enough to check at a cafe we thought we might have left it at.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 206 reviews
Price from
US$152.85
1 night, 2 adults
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Incanto b&b

Pienza

Boasting a seasonal outdoor swimming pool and views of inner courtyard, Incanto b&b is a bed and breakfast set in a historic building in Pienza, 46 km from Mount Amiata.

S
Sana
From
Romania
Clean apartment, quiet area. Beautiful views. Very communicative and helpful owner.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 374 reviews
Price from
US$152.85
1 night, 2 adults
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Poggio ai Gelsi

Pienza

47 km from Mount Amiata, Poggio ai Gelsi is a recently renovated property located in Pienza and provides air-conditioned rooms with free WiFi and private parking.

M
Matteo
From
Austria
The location, views and property are exceptional.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 382 reviews
Price from
US$169.32
1 night, 2 adults
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PienzaLettings "Casa Olivieri"

Pienza

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

A
Anca
From
United States
Excellent apartment, with a balcony overlooking the historic center. Perfect location and an easy walk from the parking lot. Thank you for a lovely stay!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 139 reviews
Price from
US$128.46
1 night, 2 adults
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PienzaLettings "Casa Gioia"

Pienza

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

R
Riccardo
From
Switzerland
Amazing property in the middle of pienza. The apartment had everything you need, was very clean and the bed was so comfortable.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 263 reviews
Price from
US$115.05
1 night, 2 adults
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Back Home

Pienza

Offering a garden and inner courtyard view, Back Home is located in Pienza, 16 km from Terme di Montepulciano and 26 km from Bagni San Filippo.

S
Santonik
From
Greece
The house is perfect. Great decoration, functional, clean, in a very good location near the center. Private parking...Perfect for family of four and more... We loved it. If we ever come back we will stay in the same place. I recommend it!!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 105 reviews
Price from
US$149.91
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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Highly rated holiday rentals in Pienza and nearby

  • Oliviera Camere

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 101 reviews

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

    From US$139.63 per night

  • Il Giglio B&B

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 669 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$141.10 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 357 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$88.18 per night

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 519 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$158.73 per night

  • ROSSELLINO®

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 333 reviews

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

    From US$158.73 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 88 reviews

    Finestra Dell'Angelo is an accommodation located in Pienza, 17 km from Terme di Montepulciano and 26 km from Bagni San Filippo.

    From US$127.57 per night

  • Casa Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 179 reviews

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

    From US$141.10 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 586 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.

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

  • Appartamenti Il Leone

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 180 reviews

    Offering city views, Appartamenti Il Leone is an accommodation set in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini.

    From US$99.94 per night

  • L'apparita Camere

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 236 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$98.77 per night

  • Agriturismo La Collina

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 539 reviews

    This Agriturismo with spring-water swimming pool is located on a hill just outside Pienza. All rooms and the restaurant offer a panoramic view of the Tuscan countryside. Parking is free.

    From US$176.37 per night

  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 299 reviews

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

    From US$141.10 per night

  • Agriturismo Zampugna

    Montefollonico
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 130 reviews

    Agriturismo Zampugna is set in Montefollonico and features a pool with a view and pool views. There is a private entrance at the farm stay for the convenience of those who stay.

    From US$475.96 per night

  • Agriturismo Santa Maria

    Torrita di Siena
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 233 reviews

    Located in Torrita di Siena and only 14 km from Terme di Montepulciano, Agriturismo Santa Maria provides accommodation with garden views, free WiFi and free private parking.

  • 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.

  • VINO SUITE

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 42 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.

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 517 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.

  • L'Olmo

    Monticchiello
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 170 reviews

    Offering a heated outdoor pool, L'Olmo is located in Pienza, in the heart of Val d 'Orcia. Free WiFi access is available. The suites here offer air conditioning and parquet floors.

    From US$692.55 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 767 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$225.75 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 85 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.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 402 reviews

    La Casa di Enrico, a property with a terrace, is located in San Quirico dʼOrcia, 40 km from Mount Amiata, 45 km from Piazza del Campo, as well as 5.7 km from Parco dei Mulini.

    From US$111.70 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 280 reviews

    B&B Il Girasole - Rooms & House in country - air conditioned - 1500 meters from historic center, a property with a garden, barbecue facilities and a shared lounge, is set in Montepulciano, 47 km from...

    From US$129.34 per night

  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 118 reviews

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

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 587 reviews

    Featuring a garden and views of pool, Locanda Il Porcellum is a guest house situated in a historic building in Bagno Vignoni, 36 km from Mount Amiata.

    From US$146.97 per night

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, 266 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, 255 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
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 517 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, 382 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
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 851 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, 214 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, 57 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