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House vacation rentals in Piancastagnaio

Find and book unique houses on Airbnb

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Popular amenities for Piancastagnaio house rentals

House rentals with a pool

Superhost
Home in San Giovanni d'Asso
4.77 out of 5 average rating, 52 reviews

Tuscan Villa Poggetto Montalcino

SamRating, 5 stars7 months ago
Villa poggetto was a beautiful and quiet retreat. Our family used it as a base for seeing other parts of Tuscany and hired a car so it was perfect. It has basic amenities and the pool is in great condition. Only critique is the doors don’t lock well (not really a concern as the area is quiet) and as it is rural there are animals around such as mice and cute local cats. Gastone was a great host who allowed us to check in at 11pm when we were running late. He is very responsive and kind.
Top guest favorite
Home in Pergaccio
5 out of 5 average rating, 46 reviews

Villa Pergo is an ancient charming country villa

TerriRating, 5 stars6 months ago
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi
Superhost
Home in Città della Pieve
5 out of 5 average rating, 4 reviews

Casa Arcobaleno – Città della Pieve

MarkRating, 5 stars7 months ago
Such a lovely villa. Beautifully arranged with perfect amount of space for our group of 8. The villa has everything you need. The pool was lovely and warm even without being heated. Margherita, the local host, was amazing - so helpful. Would definitely come back.
Superhost
Home in Scansano
4.77 out of 5 average rating, 47 reviews

The Farmhouse in the heart of Maremma

GuusRating, 5 stars8 months ago
Ginevra was very friendly and forthcoming. Communication was smooth and prompt. Nice place, surely recommended!
Superhost
Home in Ville
4.79 out of 5 average rating, 29 reviews

Independent Tuscan Villa Siena with Pool (7+1)

RonRating, 5 stars7 months ago
We stayed for a week and had a wonderful time. The house is well maintained and exactly as per the description provided. Giovanna and her family are highly responsive and responded instantly to any queries we had. We would highly recommend anyone wanting to go to the Toscana to stay at this wonderful house.
Top guest favorite
Home in Serre di Rapolano
4.97 out of 5 average rating, 74 reviews

L'Olivo - detached villa with swimming pool

MartaRating, 5 stars7 months ago
Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.
Top guest favorite
Home in Città della Pieve
4.97 out of 5 average rating, 77 reviews

Casale with pool -Ad Galli Cantum- Vesper

ChrisRating, 5 stars5 months ago
We loved Elena’s place and wish we could have stayed longer to just relax and soak it in. The property is beautiful - the pictures on the listing don’t do it justice. Elena provided a couple of restaurant recommendations that were spot on. We would definitely return!
Top guest favorite
Home in Pereta
5 out of 5 average rating, 52 reviews

Bel Casale with sea view and the mediaeval village

JessicaRating, 5 stars7 months ago
Absolutely stunning setting! The house is very beautiful and the sunset is incredible. It was comfy, clean and we could easily have stayed much longer. The kids loved exploring the yard and wandering around all the beautiful olive trees. Paola was so helpful with local recommendations and always responsive! The house had all the essentials, which was great as there isn’t exactly a supermarket down the road. It was a really special stay. Thank you for having us!

Weekly house rentals

Top guest favorite
Home in Località LeCoste
4.95 out of 5 average rating, 204 reviews

Borgo Petroio

MarkRating, 5 stars6 days ago
Alexandra's place is a great location to relax and enjoy peaceful surroundings. We enjoyed taking country road walks, lake side and hill top towns. All very nearby. Alexandra was very helpful and accommodating.
Superhost
Home in Contignano
4.77 out of 5 average rating, 31 reviews

Noi 2 Vacanze - Dario's House

LaurenceRating, 5 stars7 months ago
The views are beautiful. Peaceful neighborhood. However, the kitchen is missing several items for cooking.
Superhost
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Superhost
Home in Montefollonico
4.89 out of 5 average rating, 18 reviews

[15 min da Montepulciano] Villa Chiara

JoeRating, 5 stars7 months ago
Great location and the 2 full size bathrooms were nice!
Superhost
Home in Lisciano Niccone
4.69 out of 5 average rating, 49 reviews

Casa Trasimonte | country house with private pool

CarinaRating, 5 stars9 months ago
We had an amazing week in Casa Trasimonte, where we enjoyed the house, the pool, the terrace and the view. The house is richly equipped, so we ate a lot at home. We also ate at the local restaurant Lo Scoliotto, where the view and food are good. In Tuoro, we ate with great views of the lake. Largo Trasimeno itself was a bit of a disappointment. Not to look at (really beautiful), but not inviting to bathe. We did great walks in the mountains around the house and met a beautiful animal diversity. All in all, a great recommendation from us.
Top guest favorite
Home in Montepulciano
4.97 out of 5 average rating, 36 reviews

A moment of relaxation

RiccardoRating, 5 stars3 days ago
As soon as we entered, the feeling was that of being at home. Spacious, clean and equipped with everything you need. In addition, Francesca was very nice to leave us a fantastic and abundant breakfast. Also recommended for the location.
Guest favorite
Home in Castiglione del Lago
5 out of 5 average rating, 25 reviews

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool

ChristopherRating, 5 stars6 months ago
We had a fantastic stay with a group of four adults and five kids. Accommodations were immaculate, private chefs were decadent and delicious, and fantastic wine. The grounds were just lovely as well and we enjoyed having a fire in the fire place every evening. That you for a lovely stay!
Superhost
Home in Campagnatico
4.95 out of 5 average rating, 19 reviews

Charming Two Bedroom House

FatosRating, 5 stars8 months ago
We were very happy with the place. A very nice apartment furnished with style. Great quiet environment with great helpful people.

Private house rentals

Guest favorite
Home in Grosseto
4.82 out of 5 average rating, 71 reviews

Casa Allegra

KatiaRating, 5 stars6 months ago
We had a very good time at Casa Allegra, the apartment is very nice and spacious, maybe even better than it appears in the photos. It is on the ground floor and is also convenient for taking advantage of the outdoor space. Convenient parking on the property. Renata and her family were very friendly and hospitable hosts, also giving us useful tips on the surroundings.
Superhost
Home in Foiano della Chiana
4.87 out of 5 average rating, 31 reviews

Casa Walter Valdichiana

OrrRating, 5 stars2 weeks ago
We had a wonderful stay at Julia's villa in Tuscany! The home was beautiful, spotless, and perfectly hosted — Julia made us feel truly welcome. The surroundings were stunning and peaceful, the perfect Tuscan experience. Highly recommend!
Home in Cortona
4.87 out of 5 average rating, 15 reviews

Lucia by Interhome

ChristophRating, 5 stars7 months ago
The terrace was great, and the entire place had a quiet and peaceful feeling.
Top guest favorite
Home in Montecchio
4.91 out of 5 average rating, 32 reviews

Private Tuscan country home with view near Cortona

RhodRating, 5 stars6 months ago
Suitable for those wanting a peaceful getaway in Tuscany which is close to Cortona and Castiglion Fiorentina. Great views over the valley to enjoy with public transport [ trains and buses] not far away to take you further afield. You do your own transport to get there as up a hill, which whilst walkable, but not with luggage. Modern kitchen, comfortable beds, good internet and a Smart TV ensure you don't miss your home comforts. But oh so peaceful!
Top guest favorite
Home in Semproniano
5 out of 5 average rating, 11 reviews

La Capanna Holiday Home

IlariaRating, 5 stars3 months ago
We spent New Year's Eve at this wonderful house, in the middle of a garden, with all the necessary comforts. Fabrizio and Saverio are two wonderful and kind hosts as well as very attentive to the needs of the customer. the spa a few kilometers away and the cleanliness of the perfect house are also elements not to be underestimated! We will be back and highly recommend this place!
Home in Roccastrada
4.92 out of 5 average rating, 13 reviews

Casa la Selvolina, by Interhome

IrisRating, 5 stars7 months ago
La Selvolina is a great place to unwind and enjoy the surroundings, but also the lovely pool. The house is nice, the kitchen very complete. Everything is available for a wonderful stay. If you have any questions, there was always a quick and very friendly response, which we experienced as very pleasant and welcome. La Selvolina is a wonderfully quiet place, about a 30 minute walk (up the mountain) or 5 minutes by car to Roccastrada. If you're lucky, you could see deer in the garden and hear the owls at night. It is advisable to have an SUV because the road is not paved.
Home in Castel del Piano
4.79 out of 5 average rating, 52 reviews

La Casa di Miria

KevinRating, 5 stars2 days ago
Absolutely stunning home. I have nothing negative to say. The host was amazing, she was super nice, responsive and kind. 100% Reccomend to everybody.
Guest favorite
Home in Seggiano
4.94 out of 5 average rating, 122 reviews

The Wellness Suite by Interhome

LucaRating, 5 stars2 weeks ago
Wonderful experience and wonderful accommodation, we will be back soon

Destinations to explore

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