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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

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 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 stars6 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!
Guest favorite
The villa is set within a spacious green garden, surrounded by lush trees and rolling hills. Stone architecture is complemented by climbing plants, while terracotta roofs add warmth. The inviting outdoor space features well-maintained grass, creating a tranquil environment perfect for relaxation.
Home in Ficulle
4.96 out of 5 average rating, 23 reviews

Big Breathtaking PoolVilla bw Rm/Fl

PatrickRating, 5 stars8 months ago
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.
Guest favorite
A private pool area is framed by lush greenery and blooming flowers. Two lounge chairs and a small table are arranged on a stone patio under a large umbrella. The bright yellow house is partially visible, showcasing an upper balcony.
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars4 months ago
I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.

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!
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 17 reviews

The Montebenichi Dovecote

StephenRating, 5 stars4 days ago
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again
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.
Superhost
A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.
Home in Rietine
4.85 out of 5 average rating, 206 reviews

Gaiole in Chianti Poggio Casabianca

MonicaRating, 5 stars5 months ago
What a great getaway!! We hope to make it back soon!
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 stars1 day 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.
Top guest favorite
The exterior of the two-story stone villa is framed by olive trees and garden flowers. Balconies with flower boxes adorn the upper level, while wooden shutters provide a rustic charm. Lush green space surrounds the property, enhancing its natural setting.
Home in Monte del Lago
4.97 out of 5 average rating, 30 reviews

Villa Profumo di Salvia. Lakefront

AndrewRating, 5 stars6 months ago
We had a wonderful stay. Silvia was very responsive, and she even brought us pizza upon our late arrival! The grounds are gorgeous and the views were incredible. The villa itself was spacious, clean, and exactly as described in the listing. Highly recommended.

Private house rentals

Superhost
A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.
Home in Monte San Savino
4.83 out of 5 average rating, 200 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 starstoday
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
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 living and dining area is characterized by rustic wooden beams and terracotta flooring. A wooden dining table is set for meals, while a comfortable seating arrangement faces a fireplace. Natural light enters through a large arched window, complemented by a television in the corner.
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars8 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
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.
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.
Superhost
A welcoming entrance is framed by neatly arranged landscaping featuring olive trees and stone pathways. An outdoor seating area includes a small table and chairs, set against a backdrop of red, gravel ground and greenery. The stone facade of the building complements the rustic charm.
Home in Poggio Murella
4.78 out of 5 average rating, 79 reviews

Saturnia House Il Girasole-A2

MaurizioRating, 5 stars5 days ago
Everything is fine.

Destinations to explore

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