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Holiday Rentals in Pienza

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The best holiday rentals in Pienza

Check out our pick of great holiday rentals in Pienza

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 493 reviews
    From
    US$145
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 281 reviews
    From
    US$179
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 167 reviews
    From
    US$119
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 460 reviews
    From
    US$218
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 275 reviews
    From
    US$145
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 211 reviews
    From
    US$150
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 145 reviews
    From
    US$111
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 266 reviews
    From
    US$119
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 762 reviews
    From
    US$245
    1 night, 2 adults
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 629 reviews
    From
    US$138
    1 night, 2 adults
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 874 reviews
    From
    US$229
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 232 reviews
    From
    US$210
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 508 reviews
    From
    US$194
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 66 reviews
    From
    US$162
    1 night, 2 adults
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 25 reviews
    From
    US$285
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 38 reviews
    From
    US$228
    1 night, 2 adults
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 513 reviews
    From
    US$156
    1 night, 2 adults
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 109 reviews
    From
    US$115
    1 night, 2 adults
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 587 reviews
    From
    US$107
    1 night, 2 adults
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 368 reviews
    From
    US$83
    1 night, 2 adults

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

See all

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 545 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 368 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 658 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 587 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 489 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 874 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 629 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 762 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 464 reviews

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, 109 reviews

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

From US$134.15 per night

Il Giglio B&B

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 658 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$138.47 per night

Affittacamere del Corso

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 368 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$83.08 per night

Finestra Dell'Angelo

Pienza
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 89 reviews

Finestra Dell'Angelo is situated in Pienza, 45 km from Mount Amiata, 10 km from Parco dei Mulini, and 17 km from Terme di Montepulciano.

From US$113.09 per night

OgniVolta

Pienza
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 66 reviews

Located in Pienza, 45 km from Mount Amiata and 16 km from Parco dei Mulini, OgniVolta provides accommodation with free WiFi in a historic building.

From US$156.94 per night

L'apparita Camere

Pienza
Free cancellation options available
Scored out of 10, guest rating 7.6
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$96.93 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$333 per night

Agriturismo La Collina

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 545 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.

Highly rated holiday rentals in Pienza and nearby

Beccofino

Pienza
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 513 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$155.78 per night

ROSSELLINO®

Pienza
8.0+ review score
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 356 reviews

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

From US$155.78 per night

Casa Beccofino

Pienza
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 185 reviews

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

From US$138.47 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 629 reviews

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

From US$150.01 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 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$214.63 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 464 reviews

Set in Pienza, 50 km from Mount Amiata, Palazzo Massaini - La Pieve offers accommodation with an infinity pool, free private parking, a garden and a terrace.

From US$227.33 per night

Le Maribelle

Monticchiello
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 116 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$221.56 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 188 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.

From US$138.47 per night

Holiday Rentals with swimming pools in Pienza and nearby

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 874 reviews

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.

From US$213.42 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 799 reviews

La Pievina is a family-run farmhouse with swimming pool in the Tuscan countryside, 3 km outside Montepulciano.

From US$131.55 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 261 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$197.33 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 652 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$126.93 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 227 reviews

Set within 41 km of Mount Amiata and 5.8 km of Parco dei Mulini, Poggio Al Vento provides rooms with air conditioning and a private bathroom in Castiglione dʼOrcia.

From US$150.01 per night

Incanto b&b

Pienza
Swimming pool
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 390 reviews

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.

From US$126.93 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Villa I Cipressini piscina riscaldata spa Toscana is located in Pienza.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 51 reviews

Villa Fonte all'Oppio con area piscina recintata has mountain views, free WiFi and free private parking, set in Pienza, 46 km from Mount Amiata.

Enjoy breakfast in Pienza and nearby

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 814 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$110.78 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 71 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$150.01 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 290 reviews

Situated within 40 km of Mount Amiata and 44 km of Piazza del Campo, Palazzetto del Pittore in San Quirico d'Orcia features rooms with air conditioning and a private bathroom in San Quirico dʼOrcia.

From US$106.16 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 440 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$103.86 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 579 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$115.40 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 771 reviews

Located in the medieval town of Bagno Vignoni, renowned for its thermal waters, the family-run B&B L’orto Delle Terme features free Wi-Fi throughout and free parking.

From US$161.55 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 722 reviews

La Locanda del Loggiato is housed in a charming and 14th-century building. It is set in the tiny village of Bagno Vignoni in the heart of Tuscany.

From US$135.01 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 451 reviews

Boasting a garden and views of garden, Agriturismo Cognanello is a farm stay set in a historic building in Montepulciano, 46 km from Mount Amiata.

FAQ about holiday rentals in Pienza

Holiday rentals that guests love in Pienza

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Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 267 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 275 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
Avg. price/night: US$214.63
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 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
Avg. price/night: US$184.63
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 408 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
Avg. price/night: US$213.42
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 874 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
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 212 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
Avg. price/night: US$156.94
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 66 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