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Villa Simo: exclusive use, private pool, 25 acres in Chianti, close to Siena

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A stone building with a tiled roof, a swimming pool, and a garden with various plants and trees.
Property video
A bedroom with a large bed, wooden headboard, bedside tables with lamps, a mirror, and a window with a view of greenery.
A table set outdoors with a view of a stone building and a grassy landscape.
A cozy living room with a wooden ceiling, a fireplace, a red sofa, and a wooden coffee table.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 102153 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Pievasciata, Tuscany
  • Place, Chianti Sculpture Park
    ‪4 min drive‬
  • Place, La Fornace Art Gallery
    ‪5 min drive‬
  • Place, Castle of Brolio
    ‪27 min drive‬

Room options

About the neighborhood

Castelnuovo Berardenga

Located 1.1 mi (1.8 km) from Chianti Sculpture Park, this villa is within a 15-minute drive of Az. Agr.Losi Querciavalle. The villa includes a private pool, a kitchen, and a fireplace.
View more Villas in Castelnuovo BerardengaOpens in a new window

What's nearby

  • Chianti Sculpture Park - 4 min drive - 1.4 miles
  • La Fornace Art Gallery - 5 min drive - 1.6 miles
  • Meleto Castle - 25 min drive - 16.1 miles
  • Castle of Brolio - 27 min drive - 17.0 miles
  • Piazza del Campo - 33 min drive - 10.0 miles

Getting around

  • Rapolano Terme Station - 34 min drive
  • Florence Airport, Peretola (FLR) - 98 min drive

Restaurants

  • ‪Hotel Executive - ‬19 min drive
  • ‪Agribar - ‬19 min drive
  • ‪Dievole Wine Resort - ‬17 min drive
  • ‪Bar Pasticceria Scacciapensieri - ‬18 min drive
  • ‪Pizzeria Osteria Bella Napoli - ‬11 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Villa Simo: exclusive use, private pool, 25 acres in Chianti, close to Siena

Welcome to Villa Simo!
Our stone farmhouse sits on a hillside in Chianti, just 15 km from the center of Siena. We invite our guests to relax in the garden, take a walk on our 25 acres of private woods, and take in the view of the Chianti hills from the private pool.
Villa Simo sleeps 10 people in 5 comfortable, spacious bedrooms with exposed wooden beam ceilings and terracotta floors. All the 5 bedrooms have AC.

The pool is for your exclusive use.
Villa Simo has 5 bedrooms, 3 bathrooms, 1 living room, 1 dining room and 1 fully equipped kitchen.

You can make your own pizza and use the working wood burning oven next to the barbecue!
Villa Simo is perfect for families and groups of friends who want to spend a relaxing holiday immersed in a tranquil and peaceful environment.
Unlimited internet WiFi available.
The villa is air-conditioned and features a kitchen and 3 bathrooms, and there's space to spread out with 5 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a private pool, a washing machine, and a fireplace.

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Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 2,202 lbs per pet)

Suitability/Accessibility

  • No elevator
  • Smoking not allowed
  • Note from host:

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Cycling nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,153 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and return the keys
Failure to complete these may result in a negative review from the host.

Rules

Refundable security deposit: €400. Gas for heating based on consumption in March, April, and October: €5.60 per m³
Tourist tax: €2 per day for up to 7 days; children under 14 are exempt. The 2026 pool will be open from May 3 to October 17, 2026.
2026 season: Electricity included up to 300 kW; thereafter, €0.50 per kW based on consumption. Final cleanings included.

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (2202 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18
Property Registration Number IT052006C2D8PUWWDW

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts cash.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • Upon check-in, all guests, including children, must be present to show their passport or government-issued photo ID.
  • Due to national regulations, cash transactions can't exceed EUR 5000 at this property. For additional details, contact the property using the contact information on your booking confirmation.
  • There are no elevators.

Property is also known as

Villa 25 Acres Heart Chianti Siena Pievasciata
Villa 25 Acres Heart Chianti Siena
25 Acres Heart Chianti Siena Pievasciata
25 Acres Heart Chianti Siena

Frequently asked questions

What's there to do around this villa?

This villa is located in Castelnuovo Berardenga, close to Piazza del Campo, Castle of Brolio, and Meleto Castle. Chianti Sculpture Park is also within a driving distance of 1.1 mi.

Will I be able to park at Villa with private pool on 25 acres in the heart of Chianti, close to Siena?

No, there isn't parking available at the villa.

Is this villa adjacent to a casino?

No, this villa is not connected to a casino.

Will I find an indoor pool at this villa?

No, there is no indoor pool at this villa; however, the accommodation features a private pool.

Is Villa with private pool on 25 acres in the heart of Chianti, close to Siena a good place to stay for couples?

This historic villa offers many amenities for couples, including a private pool and a fireplace in each villa with some featuring a private pool.

Does Villa with private pool on 25 acres in the heart of Chianti, close to Siena have a hot tub?

No, this villa doesn't have a spa tub.

Does this villa include breakfast service?

No, this villa doesn't offer breakfast.

Will this villa allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this villa.

Does Villa with private pool on 25 acres in the heart of Chianti, close to Siena have connecting rooms available?

No, there aren't connecting guestrooms at this villa.

How far is the airport from this villa?

The closest major airport to this villa is Florence Airport, Peretola (FLR), which is about 29.9 mi away.

Can I book a room with a balcony at Villa with private pool on 25 acres in the heart of Chianti, close to Siena?

No, there aren't any villas at Villa with private pool on 25 acres in the heart of Chianti, close to Siena that offer a balcony.

Villa Simo: exclusive use, private pool, 25 acres in Chianti, close to Siena Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 71 out of 81 reviews
Rating 8 - Good. 9 out of 81 reviews
Rating 6 - Okay. 1 out of 81 reviews
Rating 4 - Poor. 0 out of 81 reviews
Rating 2 - Terrible. 0 out of 81 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and surroundings are amazing, we had a wonderful stay and the hosts were great and so easy to communicate with.
Stayed 11 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Explore Chianti / Tuscany

Excellent location to go exploring the Chianti region! Great old villa well away from everything.
Stayed 14 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet home in the Tuscan Hills

Our family of five stayed here for a week. It was a great place to come back to after day trips to Sienna, Florence, Pisa, Volterra, etc. Super quiet and relaxing. It’s a little bit out of the way, but the extra driving was worth it to us.
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location

We loved our stay here. It was a little challenging to find the first time but so nice and quiet. Everything was as just as described. It was a wonderful experience.
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tuscany at his best

The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend.
Stayed 6 nights in Oct 2023
Verified review

10/10 Excellent

Amazing Tuscan farmhouse

We recently stayed here for a week's holiday. We loved the farmhouse. It had everything we needed for our family of 6. Simonetta was very easy to work with. She answered all of our questions quickly and was at the property to greet us and show us the home. She even cooked us an authentic Italian dinner the first night there. The food and hospitality was like we had never experienced!!!! We plan on visiting again!!!!
Stayed 5 nights in Nov 2018
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phantastic location in an outstanding Tuscan landscape

We had an outstanding week in an gorgeous estate in the middle of a splendid Tuscan landscape. The house was very tastefully decorated, the climatization was brand new and perfectly working and really nothing was missing and everything was in the best status possible. The whole organisation from checkin to checkout was seemless, the pool temperature perfect.The whole group loved the house and the enviroment.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Stunning location and great accommodation

The location is faultless and we had fun with many features of the property- the open fire in the living room, the outdoor pizza oven, the olive groves to wander around. It was April so the pool wasn’t quite open but we knew that before booking. Great bedrooms and a fab dining space. We were offered a banquet on the second night (additional cost) and after seeing the menus on offer decided to go with it... it was wonderful- great food and a lovely experience. Overall a great stay- thanks Simonetta
Stayed 6 nights in Apr 2019
Archival

10/10 Excellent

Stunning and remote

This villa is stunning. The view from the pool is breathtaking with Castel Brollio in the distance. It's remoteness is ideal to get away from it all but still only a 20 minute drive from Siena and the Chianti villages. It's very well equipped and spacious. Couldn't fault it in any way. The modern sculpture park in the village is definitely worth a look. We saw deer in the grounds of the villa, fig and olive trees. Absolute paradise
Stayed 7 nights in Aug 2017
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heaven!

The best hide away. Total sanctuary from today’s world. Our adult family had a wonderful week staying at the house, enjoying the space and peace. It’s hidden away down a very bumpy lane. I suggest no low cars if you are lucky enough to visit. An excellent base from which to explore Tuscany. The property is beautifully restored and very well maintained. It is surrounded by olive and fig trees with its own herd of deer who normally appear late at night to chomp on the grass. If you love being embraced by nature this is the place for you. Thank you to the wonderful (& extremely helpful) owners for sharing.
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Rustic Villa in Tuscany

The property was even better than advertised. Location was 20 minutes outside of Siena but in a beautiful rural setting. Home was immaculate and very well appointed for our stay. We had 8 people and we had plenty of room to relax and spread out. Outdoor area was beautiful, pool area was very inviting and a great option when we wanted a day to relax. Scenery was amazing and every room had beautiful view of the Tuscan hills and the beautiful property. We would highly recommend this as a place to stay in Tuscany as it was 45-1 hour away from all the great places to visit in Tuscany: Florence, Siena, San Gimignano, Moltipuciano, and Cortona. Hosts were very welcoming and responsive to questions and communication. We would love to go back now!
Stayed 5 nights in Sep 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Deciding to spend our summer holiday under the Tuscan sun at Villasimo was the gift that kept on giving. The pictures for this posting on VRBO, while beautiful, do not do this place justice. We have stayed at other homes in the area before, but this one had the perfect mix.Situated between old live trees and Chianti vineyards, with a pool sitting out on a perch overlooking a valley and hills with villages, ancient castles, vineyards - along with absolute peace and exclusivity - this place was amazing. The view from the pool was like being in a live-painting - the clouds even had personality. We enjoyed evenings watching the dusk settle over the valley from the outdoor patio. Balanced with being secluded, the villa is also near towns, a 5-star hotel with a michelin star restaurant next door, and vineyards for winetasting. The road which we jogged could see views of Siena over the vineyards right from the other side of their hill. Last, but certainly not least, the hosts Cristiano and Simonetta were fantastic. The house was in great condition, had everything we needed, a thorough walk through, welcome treats, and were very attentive. They made sure we had privacy and were able to enjoy our weeks in their family home. Would love to stay here again and recommend it.
Stayed 15 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, memorable Tuscan vacation!

Our family of 6 (4 adults and 2 kids) had an incredible time at this property. Clean, spacious well-appointed home with the most stunning panoramic views over the Tuscan hills, and lovely pool area. The hosts warmly welcomed us at check in and had even left us a homemade chocolate cake which was incredible. The home was very clean, each bedroom was very spacious and equipped with AC, and it is very isolated so we appreciated the tranquility and privacy. A car would be a must to stay at this property in our opinion, given the remoteness. Siena was an easy ~20 minute drive and grocery stores/pizzerias/etc are about 15 mins by car. We have to give a special thank you to the host, Cristiano. One person in our group fell quite ill during our week there and not speaking the language, we reached out to Cristiano and he was such an incredible help, I don’t know what we would’ve done without him. He went above and beyond helping us see a doctor and we are so thankful! We had such a fantastic time and would return again in a heartbeat. Thank you Simonetta and Cristiano.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Tuscan house

We were 3 adults, and we spent 5 lovely days at the Villa. We loved the house and the surroundings very much!We couldn't stop admiring the view from every window and from the yard. The serenity in the mornings was so calming.The house has a good atmosphere, and we liked the design. The kitchen is well equipped.There is a washing machine which we didn't use (no dryer).There is a lovely swimming pool, but we didn't use it either.There are few steps between each 2 rooms in the house, so we wouldn't recommend it for very young kids or elderly people.2 important things to know:- The road from the main road to the house was in VERY poor condition. This could be very challenging for a 'regular'/low rented car. Luckly, we rented a Jeep.We understood this is not the usual condition of the road but one needs to take it into consideration.- Please note there is an additional fee per electricity and gas consumption. This was not a surprise. But take into account this can sum up to a considerable amount. For us, not spending the daytime there (just nights) it was around 250 Euro for 5 nights. The area is also lovely and there is also much you can do without driving too far:Visiting Siena, Wine tasting in one of the many wineries in the area, Visiting 'Parco sculture di Chianti' which we strongly recommend – it's an open park with sculptures integrated in the natural environment.To summarize: The Villa was a great place to spend our Tuscany vacation and we LOVED it!
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Die Unterkunft ist der Hammer. Perfekte Balance zwischen Ruhe und nicht zu abgelegen. Die Ausstattung war super für 10 Leute!Unfassbar schöne Aussicht und Charme.Wir kommen super gerne wieder!
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, quiet and serene . The dinner the host prepared for us when we arrived was excellent .
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This villa is deep in the Chianti valley with rustic charm and tranquility. We had difficulty finding the place as we did not follow the instructions provided by the host but it was clear after a quick phone call. We were created with a generous authentic Tuscan meal and wines which were very welcome after a long trip. The place is cozy, antique for sure has all the amenities for a comfortable stay. It is designed to keep the indoors cool it hot summer days so it was a bit chilly during our.visit.late April early may. We used the outdoor cooking area with some degree of success... It would be helping to have a supplier of ready made wood for the fireplace or pizza oven. The farm roads were fantastic to Run or bike and the Vallepicciola vineyards was fantastique! I would return in a heart beat!
Stayed 6 nights in Apr 2026
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location
Einrichtung etc alles für bis 10 Personen ausgerichtet, ausreichend und stilvoll.Im Haus aufgrund der kühlen Witterung kalt.(ohne Heizung). Pool deswegen auch nicht benutzt.Anfahrt wie beschrieben „dirty road“, dafür Lage mit Blick auf Castello Brolio . OSO- Lage.250 Endreinigung hohe Stromkosten(auch Poolumwälzung!) Barzahlung, sehr üppig!Staunässe in den Grünanlagen ansonsten waren wir sehr zufrieden auch mit Kommunikation!
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super Lage, sehr ruhig und sauber. Aber mit SUV sonst wird es spannend um zum Haus gelangen. Pool gros und sauber, alles vorhanden.
Stayed 11 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magnifique ! Accueil formidable

Un lieu merveilleux au milieu d'une Toscane extraordinaire ! La maison est particulièrement confortable. La wifi un peu faible mais ce n'est pas grave.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

In één woord Geweldig

Met gezin van 8 volwassenen een week verbleven in deze geweldige villa. Mooie kamers, een geweldige tuin met heerlijk zwembad! Het ligt wat afgelegen en een half uurtje rijden voor de supermarkt, maar voor ons gezin was dat geen probleem. Pizza’s gebakken in de pizza oven, de keuken was ook ruim voorzien van spullen. Siena is een half uurtje rijden. Aantal wijnhuizen in de buurt bezocht. En ook een aantal keren heerlijk gegeten bij geweldige restaurants in de buurt of iets verder weg. Wij raden deze locatie zeker aan!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Traumhafter Urlaub in einer wunderbaren Landschaft

Wir waren 5 Personen und hatten einen wundervollen Urlaub in dem abseits gelegenen und sehr gut ausgestatteten Ferienhaus inmitten eines sehr gepflegten Grundstücks. Die Kommunikation mit Simonetta war ausgesprochen freundlich und zuvorkommend. Sie war jederzeit zu erreichen und hat aufgetretene Probleme rasch gelöst. Die Zufahrt zum Haus war zunächst etwas schwierig zu finden und ist für tiefer gelegte Fahrzeuge nicht zu empfehlen. Insgesamt haben wir den Urlaub in diesem Haus sehr genossen und können es guten Gewissens empfehlen.
Stayed 10 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ferme rénovée avec goût avec vue panoramique sur les collines du Chianti

Séjour très agréable ,chambres confortables et spacieuses , accueil chaleureux des propriétaires, panorama exceptionnel sur les collines du Chianti Nous y retournerons avec plaisir
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ottima Struttura

Posto meraviglioso, ottima accoglienza e assistenza. Consigliatissimo
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Under the Tuscan Sun

We loved this 100 year old farm house surrounded by olive trees and wineries. Beautiful views and it was wonderful starting a fire in the huge fireplace. We loved it.
Stayed 6 nights in Nov 2022

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