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Casale il Gualdo In Radda in Chianti, Tuscany

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Pool
A stone building with a covered outdoor dining area, including a table and chairs, and a view of the countryside.
A stone building with a wooden fence, a gravel path, and a view of the countryside.
A cozy living room with a wooden ceiling, a fireplace, and a view of the garden.
A rustic kitchen with a wooden table, chairs, a stove, and a hanging pot rack.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Your own private chef
    One of the few properties offering private chef services.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.

Popular amenities

  • Massages in spa
  • Private pool
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Internet

Explore the area

View map
Radda in Chianti, SI

Rooms & beds

8 bedrooms (sleeps 16)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed

Bedroom 6

1 Double Bed

Bedroom 7

1 Double Bed

Bedroom 8

1 Double Bed

6 bathrooms

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Bidet · Toilet · Shower only

Bathroom 3

Bidet · Toilet · Shower only

Bathroom 4

Bidet · Toilet · Shower only

Bathroom 5

Bidet · Toilet · Shower only

Bathroom 6

Bidet · Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Separate dining area
Dining area

Add dates for prices

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About the area

Radda in Chianti

Located in Radda in Chianti, this villa is in a rural area. Chianti Sculpture Park and Museo del Cristallo di Colle di Val d'Elsa are cultural highlights, and some of the area's attractions include Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi. Looking to enjoy an event or a game while in town? See what's happening at Palasport Mens Sana or Stadio Artemio Franchi. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with ecotours and horse riding nearby.
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Map
Radda in Chianti, SI

Getting around

  • Monteriggioni Badesse Station - 19 min drive
  • Peretola Airport (FLR) - 74 min drive

Restaurants

  • ‪Bar Brancaia - ‬13 min drive
  • ‪Chianti Bar - ‬14 min drive
  • ‪Dievole Wine Resort - ‬26 min drive
  • ‪La Perla Del Palazzo Ristorante - ‬25 min drive
  • ‪Fondaccio - ‬14 min drive

Frequently asked questions

Does Casale il Gualdo In Radda in Chianti, Tuscany have a pool?

Yes, this property has a pool.

How much does it cost to stay at Casale il Gualdo In Radda in Chianti, Tuscany?

As of 11 November 2026, prices found for a 1-night stay for 2 adults at Casale il Gualdo In Radda in Chianti, Tuscany on 7 January 2027 start from NZ$6,792, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Casale il Gualdo In Radda in Chianti, Tuscany pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Casale il Gualdo In Radda in Chianti, Tuscany?

Check-in begins at 5:00 PM.

What time is check-out at Casale il Gualdo In Radda in Chianti, Tuscany?

Checkout is at 10:00 AM.

Where is Casale il Gualdo In Radda in Chianti, Tuscany located?

Situated in a rural location, this villa is within 3 miles (5 km) of Castellina Fortress, Archaeological Museum of Chianti and City Hall Castellina In Chianti. Walls of Monteriggioni and Mazzei Winery are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 17 out of 21 reviews
Rating 8 - Good. 4 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.4/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an amazing property in a truly unforgettable location. It’s just a short distance from the charming town of Castellina in Chianti and perfectly situated near all the major cities of Tuscany, as well as some of the region’s most incredible wineries.The property itself was absolutely dreamy. The rustic house was full of character, and the air conditioning in the bedrooms was a wonderful bonus. The pool was perfect, and the mountain views were breathtaking. Check-in was easy and seamless, and every aspect of our stay was relaxing and special.We’re so grateful to have found this beautiful place for our party of 16 and would absolutely love to return!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

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

Familia in Tuscany 🇮🇹

We had a wonderful stay here
Stayed 7 nights in Jun 2024
From a partner site

10/10 Excellent

This was our 2nd time staying at this Villa

This was our 2nd time staying at this Villa. We love it. It has plenty of space for everyone. The outdoor space is perfect. We loved the pool. It has all of the amenities that would be needed and more. The owners and the Villa manager were wonderful. Very accommodating and was always there if we needed anything We would highly recommend this place.
From a partner site

8/10 Good

Everything was great!

Everything was great!
Verified review

10/10 Excellent

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

Lovely Trip with Family and Friends

Perfect accommodation for large groups, you have everything you’ll need! Spent the weekend there for the Chianti Ultra Trail. Perfect location.
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

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

Paradise in toscany

Amazing villa and very quiet neighborhood.
Stayed 10 nights in Jun 2024
Verified review

10/10 Excellent

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

Husbands 50th Birthday

We had a wonderful trip. The villa was fabulous. We had 10 guests meet at the villa from different areas and stayed for 5 nights. Everything was wonderful. Chef Virna and hubby were amazing!
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

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

A Dream Come True

Perfection in every way except the showers. A real dream come true for all!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Family Holiday

We enjoyed our stay in this home that provided 8 bedrooms and 5 bathrooms. Unfortunately the weather was uncooperative and we could not use the beautiful pool. The 2.9 mile dirt road to the home was intimidating but the directions provided were spot on. I Ana was very helpful and accommodating. Chef Virna prepared us a wonderful meal.
Stayed 6 nights in May 2023
From a partner site

10/10 Excellent

Absolutely stunning property in a tranquil area of Tuscany

Absolutely stunning property in a tranquil area of Tuscany. The house is beautiful and the outside space has incredible views. It's very serene and peaceful. The owners are lovely and very happily helped us arrange a taxi into town for dinner one evening. My only suggestion would be to book taxi's well in advance as they are difficult to get from the villa. I can also highly recommend the vendors who were recommended to me by Vacavilla. Daniele organised a beautiful day of winetasting around Tuscany and Virna is the private chef who prepared the most gorgeous and delicious dinner in the villa on our last night. I hope to return someday!
From a partner site

8/10 Good

Traumhafte Panoramalage, stylisches Wohnhaus, schöner Pool, lediglich mit der Reinigung des Außenb

Traumhafte Panoramalage, stylisches Wohnhaus, schöner Pool, lediglich mit der Reinigung des Außenbereichs waren wir nicht zufrieden. Ansonsten würden wir das Haus weiterempfehlen oder wieder buchen!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
La maison est située au bout d’un chemin vraiment très très caillouteux et très difficile pour les pneus (12 mn pour faire 3,5 km).La maison est conforme au descriptif même si les salles de bain sdb sont un peu old avec certaines douches très petites mais l’ensemble est propre.La salle à manger est vraiment une pièce conviviale mais n’espérez pas faire de grande cuisine car celle ci est équipée au minimum (pas de mixer par exemple, peu de couvert et machine à café filtre un peu petite pour 12…) mais c’est ok pour faire une dînette simple.Nous avons eu qqs soucis avec une machine à laver pour laquelle une solution rapide même si pas très pratique a été proposée et avec une douche dont le problème structurel (problème de pente) n’a pu être résolu.En revanche une mention plus plus pour l’environnement
Stayed 7 nights in Sep 2025
From a partner site

10/10 Excellent

Ci siamo trovati molto bene e la signora Ivana ci ha trattato molto bene sempre disponibile in caso

Ci siamo trovati molto bene e la signora Ivana ci ha trattato molto bene sempre disponibile in caso di necessitĂ . Consiglio vivamente !!:)
Verified review

10/10 Excellent

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

A lovely week in Tuscany!

We stayed here with a group of friends to celebrate two birthdays. The check-in process was easy and the host very friendly and helpful. The house is a couple kilometers down a gravel road, so it feels peaceful without feeling remote. We had an amazing week, sitting by the pool, cooking and eating at the lovely outdoor dining area, and exploring the nearby area. We only wish we could have stayed longer!
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

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

Semesterparadis för stor familj

Väldigt trevlig med egna badrum i anslutning till rummen och trevliga almänna utrymmen.
Stayed 7 nights in Jul 2019
Verified review

8/10 Good

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

Lovely villa in the Tuscan countryside

Lovely old villa. Lots of room for the 15 of us. Could use a larger oven. Owner should provide extra garbage bags as we had to purchase more once we had used the two provided. Enjoys our meals outside on the terrace. Beautiful views from the villa. Need a vehicle as it’s not in walking distance of town.
Stayed 5 nights in Sep 2019
From a partner site

10/10 Excellent

We visited Tuscany with the whole family (8 adults and 2 kids)

We visited Tuscany with the whole family (8 adults and 2 kids). The villa was great! each couple had his own bedroom and bathroom, the dining room is perfect for big family dinners and the surrounding views (vineyard, lake and the mountains) are breathtaking. Needless to say that the location was superb. On top of that- Andrea, our host, was very helpful and bery kind. Overall- a very good experience.
From a partner site

10/10 Excellent

A truly beautiful house in an absolutely stunning location

A truly beautiful house in an absolutely stunning location. We very much enjoyed the stay. However note it is in a very isolated location so make sure you have clear directions for getting there. If you are planning on cooking in the house, note that no supplies like washing up liquid, olive oil or salt and pepper were provided by the host.
From a partner site

10/10 Excellent

We spent four wonderful days at this place -- we wish it could have been longer

We spent four wonderful days at this place -- we wish it could have been longer. Amazing house in quiet beautiful surroundings, with a friendly and easy going host.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jun 2025
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