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Find the right vacation home for you in Pienza

The best vacation homes in Pienza

Check out our selection of great vacation homes in Pienza

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La Torre House, hotel in Pienza

La Torre House is located in San Quirico dʼOrcia, just 25 miles from Mount Amiata and 28 miles from Piazza del Campo.

Everything! Beautiful, clean and well appointed apartment with a terrace view that is like something out of a movie. Nice walk to the walled section of the city. Met some friendly neighbors too.
Scored 9.2
9.2
Rated wonderful
Wonderful
149 reviews
Price from
$99.80
per night
Villa Poliziana San Benedetto, hotel in Pienza

Surrounded by large garden, Villa Poliziana San Benedetto is a self-catering villa 1.9 mi from the center of Montepulciano and a 12-minute drive from Chianciano Terme.

Wonderful home with beautiful grounds and spacious interior for our family of 4! Hosts were lovely and so accommodating. Short drive with our car to the parking lot where we could park and leave the car for a stroll around and have dinner in Montepulciano! Great home base for touring other Tuscan towns!
Scored 9.5
9.5
Rated exceptional
Exceptional
116 reviews
Price from
$332.67
per night
Montorio, hotel in Pienza

Montorio is an old country house in the hills of Montepulciano overlooking the San Biagio Church. It offers rustic apartments, free Wi-Fi, and free private parking.

Bedrooms are air conditioned
Scored 9.3
9.3
Rated wonderful
Wonderful
155 reviews
Price from
$140.83
per night
La Casa nel Borgo, hotel in Pienza

Offering city views, La Casa nel Borgo in Monticchiello features accommodations and a garden. This vacation home offers air-conditioned accommodations with a terrace and free Wifi.

Amazing apartment
Scored 9.3
9.3
Rated wonderful
Wonderful
155 reviews
Price from
$124.20
per night
Borgo Lucignanello Bandini, hotel in Pienza

Featuring a free outdoor pool and garden with BBQ facilities, Borgo Lucignanello Bandini is 3.1 mi from the center of San Giovanni d’Asso.

Everything was high quality and country side style. The kitchen was beautiful.
Scored 9.3
9.3
Rated wonderful
Wonderful
28 reviews
Price from
$412.51
per night
Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking, hotel in Pienza

31 miles from Mount Amiata in Montepulciano, Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking features accommodations with access to a hot tub and open-air bath.

Scored 9.1
9.1
Rated wonderful
Wonderful
30 reviews
Price from
$195.17
per night
Al Piccolo Ulivo, a casa di Mimo&Sè, hotel in Pienza

Al Piccolo Ulivo, a casa di Mimo&Sè offers accommodations in Castiglione dʼOrcia, 20 miles from Mount Amiata and 2.7 miles from Bagno Vignoni.

the property was very nice and the owners went out of their way to make our stay comfortable
Scored 9.1
9.1
Rated wonderful
Wonderful
37 reviews
Price from
$195.96
per night
Casa Aldobrandesca, hotel in Pienza

Casa Aldobrandesca offers accommodations in Castiglione dʼOrcia, 3.2 miles from Bagno Vignoni and 11 miles from Bagni San Filippo. The vacation home is 17 miles from Montepulciano Terme.

Located centrally in a wonderful little village. Within driving distance of major cities and attractions.
Scored 9.2
9.2
Rated wonderful
Wonderful
18 reviews
Price from
$199.60
per night
PULCINELLA appartamento tipico centro storico, hotel in Pienza

PULCINELLA appartamento tipico centro storico offers accommodations in Montepulciano, 18 miles from Bagni San Filippo.

Location great, big apartment, everthing that you need inside, good communication with the owner.
Scored 9.0
9.0
Rated wonderful
Wonderful
82 reviews
Price from
$220.56
per night
Le Maribelle, hotel in Pienza

Le Maribelle offers air-conditioned rooms in Monticchiello. Among the facilities of this property are a restaurant, an ATM, and private check-in and check-out, along with free Wifi.

The property was located in a walled village, in an 11th Century building. Felt very quintessential Toscana, with modern amenities.
Scored 8.4
8.4
Rated very good
Very Good
168 reviews
Price from
$155.69
per night
All vacation homes in Pienza
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Pienza this month

Enjoy breakfast in Pienza!

  • Casa Asilo La Foce, Val d' Orcia, Pienza.
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 14 reviews

    Providing a garden, Casa Asilo La Foce, Val d' Orcia, Pienza. Provides accommodations in Pienza.

    can recommend, all the place is perfect. house is pretty and the garden big enough for 2 kids 🙂

  • Renaissance House
    Breakfast options
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 43 reviews

    Renaissance House is located in Pienza, just 6.3 miles from Bagno Vignoni and 11 miles from Montepulciano Terme. The Bagni San Filippo is within 16 miles of the vacation home.

    Casa grande da perdercisi in una ottima posizione.

  • Il Nido
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 23 reviews

    Offering a garden, Il Nido provides accommodations in Pienza. With garden views, this accommodation features a terrace.

    Posizione unica, una casa bellissima con vista spettacolare.

  • Spagna5
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 73 reviews

    Spagna5 offers accommodations in Pienza, 28 miles from Mount Amiata and 9.3 miles from Bagno Vignoni. This vacation home provides air-conditioned accommodations with a balcony and free Wifi.

    Big apartment with really Nice beds and well equipped.

  • Il Torrino - Deb'S Monticchiello
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 32 reviews

    Il Torrino - Deb'S Monticchiello offers accommodations in Pienza, 27 miles from Mount Amiata and 6.5 miles from Montepulciano Terme.

    Lovely unit in a small tower, great breakfast, helpful host

  • Holiday Home Arpicella
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 5 reviews

    Overlooking the surrounding Tuscan countryside, Holiday Home Arpicella is just 1.2 mi from the center of Pienza.

    Non vediamo l’ora di tornare! Posizione perfetta, posto magico, casa super accogliente e arredata con tanto gusto, carinissimi proprietari.

  • Podere la Miniere casa vancanze
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 78 reviews

    Offering a garden, Podere la Miniere casa vancanze offers accommodations in Pienza. The vacation home, set in a building dating from 1920, features free Wifi and free private parking.

    La tranquillità e la sig.ra Silvana, gentile e discreta.

  • Villa Fonte all'Oppio con area piscina recintata
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 46 reviews

    Set in the Tuscan countryside, Villa Fonte all'Oppio con area piscina recintata is 1.6 mi from the center of Pienza, a UNESCO World Heritage Site.

    Schoon, service, lokatie, mooi , echt alles perfect!

Save money on vacation homes in Pienza – budget options available!

  • Suite Gioconda a Pienza
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Providing a garden, Suite Gioconda a Pienza provides accommodations in Pienza. This property offers access to a patio, free private parking, and free Wifi.

  • Podere FonteBernardi casa con vista su Pienza
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Providing a garden, Podere FonteBernardi casa con vista su Pienza offers accommodations in Pienza. This property offers access to a patio, free private parking, and free Wifi.

  • Villa I Cipressini piscina riscaldata spa Toscana
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Featuring a garden, Villa I Cipressini piscina riscaldata spa Toscana features accommodations in Pienza. Both free Wifi and parking on-site are available at the villa free of charge.

  • Podere Osteria With Pool Close to Pienza - Happy Rentals

    Podere Osteria With Pool Close to Pienza - Happy Rentals is located in Pienza, just 25 miles from Mount Amiata and 3.1 miles from Bagno Vignoni.

  • Podere Osteria
    Budget options available

    Podere Osteria offers accommodations in Pienza, 25 miles from Mount Amiata and 3 miles from Bagno Vignoni. This property offers access to a balcony, free private parking, and free Wifi.

  • PODERE BAGNOLO 8, Emma Villas
    Budget options available

    30 miles from Mount Amiata in Pienza, PODERE BAGNOLO 8, Emma Villas features accommodations with access to a hot tub, solarium, and open-air bath.

  • Well-equipped Holiday Home in Ospedaletto Italy with Private Pool
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Well-equipped Holiday Home in Ospedaletto Italy with Private Pool offers accommodations in Pienza, 12 miles from Montepulciano Terme and 13 miles from Bagni San Filippo. 24 miles from Mount Amiata and...

FAQ about vacation homes in Pienza

Vacation Homes That Guests Love in Pienza

  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 234 reviews
    Very clean accommodation, equipped with air conditioning, in the middle of the old town, close to everything. Wonderful!
    László
    Family with young children
  • Avg. price/night: $155.25
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 502 reviews
    Perfect location, walkable to Pienza and very peaceful. Room was a good size, very clean and bed and sofa comfortable. Very good air conditioning. Clean linen provided. Natural swimming pool, nice for a quick dip after a hot day walking but didn't like spending too much time in it. Ample sunbeds and clean and in good condition. Fresh bottled water provided every day. Useful working fridge.
    Angelique
    Family with young children
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 276 reviews
    everything very clean and made with love. you can see that the owner likes doing his job air conditioning works well, breakfast is for an italian hotel outstanding
    Sandro
    Young couple
  • Avg. price/night: $268.35
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 1,417 reviews
    We stayed one night at the hotel and everything was very good. Very clean, staff very friendly and we had an amazing room with a view over the Val d’Orcia. We had dinner at the terrace as well and the food was very good with an amazing sunset. Breakfast very good as well. We recommend it.
    Mihaela
    Young couple
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 471 reviews
    Wonderful property, amazing sunsets , very clean and the breakfast are very good. You feel like home. We definitely recommend it.
    Mihaela
    Young couple
  • Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 59 reviews
    Francesca from the reception was so kind and helpful, explained everything about the property. Rooms were new and very clean, properly designed for such a property. It was short but everything great.👍
    Nada
    Young couple
  • Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 8 reviews
    Great hosts that made it very smooth and easy to check in and out. The apartment is cozy, okay standards, felt very clean, fresh and safe. The view from the garden is just stunning, such a nice place to wake up in, to grab the morning coffee on the terrace and spend the evening with nothing but the beautiful val d'Orcia in front of your eyes.
    Efraim
    Family with young children
  • Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 360 reviews
    The interior of the apartment was very clean and modern, kitchen was well-equipped with lots of kitchenware, and the baby bed provided was really great. There are many windows to view the scenery and has dark curtains to block out light when we want it. The surrounding scenery is breathtaking ans the host is very friendly.
    Yoonsoo
    Family with young children
  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 872 reviews
    We loved our room which was very spacious and well appointed . The added bonus of a separate sitting room was a lovely surprise. It was very clean and very comfortable. The staff were really helpful and friendly. The swimming pool was an added bonus. The location was excellent.
    Julie
    Young couple
  • Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 1,182 reviews
    It is very clean and the rooms are comfortable. The staff are helpful. We enjoyed the breakfast very much.
    Denise
    Young couple