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Vacation rentals in Piancastagnaio

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Piancastagnaio

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Nov 4 – 11

€ 626 per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 326 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Feb 22 – Mar 1

€ 151 per night
Guest favorite

Cottage in Castell'azzara

4.98 out of 5 average rating, 110 reviews

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Oct 19 – 26

€ 178 per night

Popular amenities for Piancastagnaio vacation rentals

Other great vacation rentals in Piancastagnaio

Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 216 reviews

Typical Tuscan Country House WITH A/C

Feb 1 – 8

€ 123 per night
Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 351 reviews

Old farmhouse near Panzano Castle Abbacìo

Jan 29 – Feb 5

€ 109 per night
Guest favorite

Home in Orvieto

5.0 out of 5 average rating, 175 reviews

Vineyards Paradise

Mar 16 – 23

€ 335 per night
Guest favorite

Home in Manciano

4.95 out of 5 average rating, 214 reviews

Duckly, '600 dwelling in the heart of the Maremma

Sep 29 – Oct 6

€ 93 per night
Guest favorite

Earthen home in Pitigliano

4.87 out of 5 average rating, 796 reviews

La grotta

Feb 20 – 27

€ 64 per night
Guest favorite

Apartment in Piancastagnaio

4.98 out of 5 average rating, 52 reviews

Apartment on the edge of the woods

Sep 7 – 14

€ 69 per night
Guest favorite

Villa in Piancastagnaio

4.89 out of 5 average rating, 38 reviews

Podere Il Castellaccio on Mount Amiata

Jan 29 – Feb 5

€ 172 per night
Guest favorite

Home in Castell'azzara

5.0 out of 5 average rating, 49 reviews

La Bandita dei Bovi

Oct 4 – 11

€ 124 per night
Guest favorite

Apartment in Abbadia San Salvatore

5.0 out of 5 average rating, 10 reviews

The Horse in Dondolo

Mar 10 – 17

€ 82 per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Aug 23 – 30

€ 651 per night
Guest favorite

Cottage in Radicofani

4.89 out of 5 average rating, 46 reviews

Cozy cottage La Bita in Tuscany

Oct 19 – 26

€ 107 per night
Guest favorite

Apartment in Abbadia San Salvatore

4.94 out of 5 average rating, 63 reviews

In the heart of the Abbadia S.Salvatore historical center

Aug 24 – 31

€ 82 per night

Quick stats about vacation rentals in Piancastagnaio

Total rentals

10 properties

Local attractions

Fortress, Anna, and Enoteca Saxa Cuntaria

Popular amenities

Kitchen, Wifi, and Pool

Pet-friendly rentals

10 properties allow pets

Total number of reviews

180 reviews

Nightly prices starting at

€ 37 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Piancastagnaio