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House vacation rentals in Castel del Piano

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Popular amenities for Castel del Piano house rentals

House rentals with a pool

Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Superhost
A rustic villa is surrounded by greenery, featuring a clear swimming pool bordered by lounge chairs. Stone walls and arched windows create a charming exterior. A well-maintained garden enhances the tranquil setting, while the sky reveals scattered clouds and sunlight.
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
The exterior of Villa Pergo is revealed, showcasing a historic stone facade under a clear blue sky. A spacious gravel area is visible, surrounded by lush trees and potted plants, providing ample parking and outdoor space.
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
The exterior of the property showcases a charming casale with rustic stone walls and large windows. A swimming pool is positioned in front, surrounded by a well-maintained lawn. A gazebo offers shaded seating, and sun loungers invite relaxation under the sunny sky.
Home in Città della Pieve
5 out of 5 average rating, 4 reviews

Casa Arcobaleno – Città della Pieve

MarkRating, 5 stars8 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
The rustic stone farmhouse is set against a vibrant sky, surrounded by lush greenery and offering an inviting entrance. The property features a well-maintained garden that enhances the tranquil nature of the location.
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!
Top guest favorite
A tranquil swimming pool is surrounded by stone decking, complemented by sun loungers in a serene garden setting. Olive trees provide a natural backdrop, while a rustic building and landscaped areas are visible nearby.
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

Superhost
The exterior of a charming residence is visible, featuring a winding pathway leading to a quaint patio area. A small table and chairs are set for outdoor relaxation, surrounded by lush greenery and colorful flowers. The building's façade is complemented by rustic shutters.
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
A spacious dining area is illuminated by natural light filtering through open doors. A large wooden table is surrounded by several chairs, and a matching sideboard displays glassware. Soft curtains frame the doorways, enhancing the charming countryside feel.
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
A stone villa is framed by lush greenery, showcasing a welcoming entrance with an ornate gate. Large windows with green shutters invite natural light into the home. A small balcony is visible on the upper level, adding to the charm of the exterior.
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 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
A spacious living area features a combination of light-colored furniture and decorative elements. Natural light enters through multiple windows adorned with sheer curtains. A cozy seating arrangement includes comfortable chairs and a sofa, with a decorative table in the center.
Home in Montepulciano
4.97 out of 5 average rating, 36 reviews

A moment of relaxation

RiccardoRating, 5 stars4 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
A panoramic view of the surrounding countryside is presented, showcasing rolling hills adorned with olive trees and distant mountains. Terracotta rooftops of nearby houses are visible in the foreground, under a clear sky that gradually transitions to a soft horizon.
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.
Superhost
A well-groomed lawn stretches out under a clear sky, framed by an archway. Four light chairs and a small round table are positioned on the grass, offering a serene spot to enjoy the expansive views of the surrounding countryside.
Home in Campiglia D'orcia
4.83 out of 5 average rating, 18 reviews

Casa Claudia between Terme, Val d'Orcia and Monte Amiata

MarkoRating, 5 stars11 months ago
Definitely a wonderful place to relax. The sunset in the evening is mind-blowing and Letizia is a very welcoming host. The apartment has everything you need but be aware that it can be pretty, pretty cold at night (we were there in May) and if you want to heat the place you’ll need to remember that gas is extra. Other than that it’s a place to fall in love with and also great if you bring your dog. We were sorry to leave and can absolutely imagine to be back to explore more of the Valley D’Orcia or simply to relax and enjoy the sun and nature.

Private house rentals

Superhost
The exterior of the brick house features a rustic wooden door framed by an arched entryway. A bench with cushions is positioned nearby, complementing the green lawn and trees in the background. Soft lighting accents the entrance, creating a welcoming atmosphere.
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!
A spacious villa is surrounded by lush greenery, featuring a saltwater pool in the foreground. Panoramic views of the landscape and blue sky are captured, showcasing trees and well-maintained gardens that enhance the tranquil atmosphere.
Home in San Lorenzo Nuovo
5 out of 5 average rating, 3 reviews

Nicoletta by Interhome

MikaelaRating, 5 stars34 months ago
Amazing vill in a lovely Town!
The exterior of the rustic stone house features a spacious terrace with tiled flooring and a wooden pergola. Lush greenery surrounds the area, and vibrant flowers add color to the landscape. The entrance is framed by opened double doors, inviting guests to explore.
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
A modern kitchen features a central island with an induction cooktop and seating for several guests. Gray cabinetry complements stainless steel appliances, including an oven and refrigerator. Natural light fills the space, highlighting the open-concept layout that connects to the living area.
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars5 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.
The outdoor area features a private swimming pool surrounded by a landscaped lawn, with several sun loungers positioned for relaxation. The pool is framed by natural stone, and lush greenery provides a serene backdrop under a partly cloudy sky.
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.
An inviting outdoor area is adorned with vibrant flower pots in various colors, arranged along a stone path. Wooden shelves display additional potted plants, while a playful decorative figure adds a touch of whimsy to the garden's welcoming ambiance.
Home in Castel del Piano
4.79 out of 5 average rating, 52 reviews

La Casa di Miria

KevinRating, 5 stars4 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
A spacious hydro massage bath is situated in a natural stone vaulted area, complemented by a wooden floor. A door leads to an outdoor terrace area with lounge chairs, while a drink holder and ice bucket are positioned beside the bath.
Home in Seggiano
4.94 out of 5 average rating, 122 reviews

The Wellness Suite by Interhome

LucaRating, 5 stars3 weeks ago
Wonderful experience and wonderful accommodation, we will be back soon
The image captures a rustic landscape of a stone-built house nestled among greenery. A mix of trees and shrubs is visible, with a backdrop of rolling hills and a cloudy sky. The natural setting provides a sense of tranquility and seclusion.
Home in Cortona
5 out of 5 average rating, 4 reviews

Il Feudo by Interhome

GillRating, 5 stars8 months ago
A fabulous place to relax surrounded by beautiful scenery.

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Castel del Piano
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