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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, 495 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, 461 reviews
    From
    US$218
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 274 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 9.5
    Exceptional - What previous guests thought, 26 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, 466 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

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

Le Maribelle

Monticchiello
Free cancellation options available
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

Agriturismo Riposati

Monticchiello
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 284 reviews

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

From US$138.47 per night

VINO SUITE

San Quirico dʼOrcia
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 39 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$129.24 per night

Il Colombaiolo

Castelmuzio
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 136 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...

From US$82.97 per night

Locanda Il Porcellum

Bagno Vignoni
Free cancellation options available
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

La Chiusa dei Monaci

Castelmuzio
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 120 reviews

La Chiusa dei Monaci, a property with a garden and barbecue facilities, is situated in Castelmuzio, 49 km from Piazza Grande, 21 km from Parco dei Mulini, as well as 23 km from Terme di Montepulciano.

From US$126.93 per night

Enjoy breakfast in Pienza and nearby

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 9.1
Superb - What previous guests thought, 48 reviews

Boasting a garden and views of mountain, B&B Il Glicine is a bed and breakfast set in a historic building in Montefollonico, 15 km from Terme di Montepulciano.

From US$135.01 per night

Il Tosco

Montepulciano
Breakfast options
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 134 reviews

Located in Montepulciano and only 47 km from Mount Amiata, Il Tosco provides accommodation with lake views, free WiFi and free private parking.

From US$318.49 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 215 reviews

Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano.

From US$198.02 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 257 reviews

Offering city views, Palazzo del Mercante is an accommodation situated in Montepulciano, 4.9 km from Terme di Montepulciano and 20 km from Parco dei Mulini.

From US$207.71 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 396 reviews

Palazzo Carletti is in the heart of Montepulciano's historic centre.

From US$253.87 per night

Spagna5

Pienza
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 78 reviews

Located in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini, Spagna5 provides air-conditioned accommodation with a balcony and free WiFi.

Il Giardino Segreto

Pienza
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 302 reviews

Set in Pienza, 46 km from Mount Amiata, Il Giardino Segreto features rooms with garden views and free WiFi.

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

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 8.2
Very good - What previous guests thought, 26 reviews

Featuring air-conditioned accommodation with a terrace, La casetta degli innamorati is located in Torrita di Siena.

From US$115.40 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 52 reviews

Boasting garden views, Villa Poliziana San Benedetto provides accommodation with a garden and a patio, around 45 km from Mount Amiata.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 376 reviews

Offering a garden and city view, Palazzo Tombesi Trecci is set in Montepulciano, 4.7 km from Terme di Montepulciano and 20 km from Parco dei Mulini.

From US$138.47 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 56 reviews

Situated in Montepulciano, 47 km from Mount Amiata and 5 km from Terme di Montepulciano, SUITE - appartamento piazza grande features accommodation with free WiFi in a historic building.

From US$268.87 per night

NONNA MARI

Montepulciano
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 43 reviews

NONNA MARI is set in Montepulciano, 5.2 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo.

From US$789.30 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 50 reviews

Set in Montepulciano, 48 km from Mount Amiata and 5.7 km from Terme di Montepulciano, Stefania Townhouse offers accommodation with free WiFi in a historic building.

From US$114.24 per night

Holiday Rentals with swimming pools in Pienza and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 78 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.

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 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.

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.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 153 reviews

Featuring pool with a view and views of garden, Agriturismo Casalpiano is a farm stay situated in a historic building in Pienza, 44 km from Mount Amiata.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 68 reviews

Boasting a garden, terrace and views of pool, Agriturismo Santa Maria is located in Pienza, 44 km from Mount Amiata.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 33 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.

From US$196.17 per night

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, 274 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