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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 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
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!
Guest favorite
A spacious living room features a vaulted ceiling with terracotta tiles. Glass doors open to a scenic outdoor area, inviting natural light. Comfortable seating includes a light-colored sofa with decorative pillows and woven chairs, complemented by framed botanical art on the walls.
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars7 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!

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
The image features a sparkling pool in the foreground, bordered by a carefully landscaped garden. A comfortable seating area with lounge chairs is positioned nearby, while a large umbrella provides shade. The stone building in the background is adorned with greenery and showcases a charming terrace.
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
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 stars2 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 charming outdoor area features a circular stone table surrounded by red chairs. Lush greenery and climbing plants adorn the rustic buildings, while a tall gray umbrella provides shade. A well-maintained garden with various plants and flowers adds to the tranquil setting.
Home in Trequanda
4.67 out of 5 average rating, 107 reviews

“Podere Poggiolino” - a little dream in Tuscany.

BastianRating, 5 stars6 months ago
Very nice little house, great kitchen, very nice terrace, very pleasant and accommodating on-site care, fast and uncomplicated communication with the owner, would come back any time!

Private house rentals

Superhost
A spacious farmhouse exterior is surrounded by lush greenery, featuring a blend of trees and ornamental plants. The structure displays a large window and a covered area beside it, providing access to the outdoors in a tranquil setting.
Home in Castiglione della Pescaia
5 out of 5 average rating, 5 reviews

Family House Baldana

RobertaRating, 5 stars8 months ago
It was our first time in Castiglione. Landlord (mother and daughter) very kind, welcoming and very helpful. Wonderful place, away from the chaos of the city but a short distance from the sea, surrounded by nature and peace. Spacious place, with everything you need inside and out with lounge chairs, umbrella, and table. We felt at home. Thanks again for everything. We will definitely be back.
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.
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 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
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 stars2 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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Castel del Piano
  6. House rentals