Inspirato.comFor BusinessFor Good
  • Pool
  • Media Room
  • Living Room
  • Kitchen
  • Kitchen
  • Dining Area
  • Dining Room
  • Sitting Area
  • Hallway
  • Second Kitchen
  • Hallway Bathroom
  • Primary Bedroom
  • Primary Bathroom
  • Bedroom 2
  • Bathroom 2
  • Bedroom 3
  • Bathroom 3
  • Bedroom 4
  • Bathroom 4
  • Bedroom 5
  • Bathroom 5
  • Rear Exterior
  • Pool
  • Side Yard
  • Gym and Sauna
  • Gym and Sauna
4.7 · 6 reviews
Inspirato Residence

La Pesa di Sopra

Tuscany, Italy
11
6
6.5
7,750 sqft

Surrounded by vineyards and olive groves, this 15th-century, six-bedroom estate captures the character of the Tuscan countryside. A private pool frames panoramic views, while two kitchens, expansive dining spaces, a sauna, and a fitness room offer ample space to gather and unwind.

Book with confidence

Just three miles from Radda in Chianti, the villa is well positioned for exploring the region’s renowned towns and wineries. An underground wine cellar, traditional pizza oven, and six en suite bedrooms add to the appeal for groups.

  • Countryside views
  • Private pool
  • Vineyards nearby
  • Wine cellar

  • Full-service stay — on-site concierge & housekeeping

  • Pre-trip planning — custom itinerary built before you go

  • Ready on arrival — groceries stocked before you land

Features & Amenities

  • 15th-century villa surrounded by olive groves and vineyards
  • Three miles from Radda in Chianti
  • Private swimming pool with panoramic countryside views
  • Spacious outdoor entertaining area
  • Expansive formal dining room
  • Traditional Tuscan kitchen with adjacent dining area
  • Secondary kitchen
  • Pizza oven
  • Lounge and living spaces with Smart TV and operational fireplace
  • Six bedrooms with en suite bathrooms
  • Independently controlled air conditioning in all bedrooms
  • Fitness center equipped with two exercise bikes, treadmill, and elliptical machine
  • Sauna
  • Underground wine cellar with selection of fine Italian wines
  • Sonos sound system

Amenities

  • Air Conditioning
  • Fitness Center
  • Pets Allowed
  • Pool

Bedding

  • Primary Bedroom

    • One King Bed

  • Bedroom 2

    • One King Bed

  • Bedroom 3

    • One Full Bed

  • Bedroom 4

    • One King Bed

  • Bedroom 5

    • One King Bed

  • Bedroom 6

    • One King Bed

Know before you go

  • This home is exclusively staffed, managed, and maintained by Inspirato.
  • This villa has multiple levels and may not be suited for those with mobility challenges.
  • Guests will have access to the wine located in the wine cellar, and consumption will incur additional charges.

Additional Information:

  • Cancellation policy: The Standard Inspirato Cancellation Policy applies for this property. Please note the Peak Reservation policy applies for Christmas and New Year’s weeks and certain other travel dates.
  • Maximum occupancy: Stated occupancy cannot be exceeded.
  • Pet policy: No pets allowed.

Members-Only Benefits:

  • Eliminate the hassle of procuring travel documents for this trip and trust the passport and travel visa experts at Swift Passport Services to expedite your documents.
Have questions?
We're here to help
(888) 625-7525

Location

The most convenient airport is Florence Airport, Peretola (FLR), though you may also fly into Leonardo da Vinci-Fiumicino Airport (FCO) in Rome. From Florence, the drive is about 40 miles to reach this residence. From Rome, it’s about 190 miles and a three-hour drive. You'll likely want to rent a car in order to explore the beautiful towns in this vast countryside, like Siena. We recommend renting a car through Club partner Avis. 

Need help booking flights? Our expert Air Desk Specialists can book your preferred seats and flight times at the best available price.

Reviews

1 - 5 of 6 reviews

Anonymous

Tuscany Perfection

We had a great experience from all the great planning with Nadia who was the best planner to Simone who let us at the house and took care of us all week. The house is as described with lots of rooms and space with steps and elevations changes. The wine room is great space. All of the bedrooms we used were great and AC was being pushed to limits with some of recent heat they were experiencing. The pools space is very relaxing. We had two masseuses come in one day to give us all massages and they were great. Definitely bring in Nando for some chef experiences. Highly recommend pizza night your first night. The pasta making class and dinner was fantastic with Nando’s team. Do yourself a favor and do the wine tour at Colle Bereto as it was special place with the nicest staff. So many great experiences to share so just get with Nadia and you can’t go wrong.
photo that accompanies review number 0photo that accompanies review number 1photo that accompanies review number 2photo that accompanies review number 3

Craig M

A Perfect Week in Chianti

We had an amazing time staying in an Inspirato house near Radda in Chianti with another family. The setting was incredible—rolling vineyards, quiet hills, and that classic Tuscan charm.

With three kids between us, the days were a great mix of exploring nearby villages and relaxing at the house while the kids played and swam. The best part was the easy rhythm we fell into—good food, great wine, and long evenings together.

It was one of those trips that just worked perfectly—fun for the kids and genuinely relaxing for the adults.

photo that accompanies review number 0photo that accompanies review number 1

Kenneth S

Large home in great area for wine tasting

Large home good for groups or extended family located in rural area and a good home base for wine tasting trips or just a destination in and of itself if you are looking for some quiet relaxation. Chef Nando is a must for a Pizza Party or a cooking lesson for your group.

Anonymous

Postcard perfection

The villa is spectacular. It is both ancient and (stones and beams) and modern (contemporary conveniences.). It is just outside of Radda-in-Chianti, a pleasant town, and near to many sites worth visiting. The only reason we might not go back is that we might want to try one of the other Inspirato Villas in Tuscany! Members should know, though, that the villa has many levels with uneven floors and irregular stairs. If you have mobility issues, you may want a more modern place. If you are tall, you have to watch your head on some of the doorways. If none of this puts you off, you can have a living in a postcard experience. The tour, cooking class, and wine tasting at Colle Bereto was a highlight, but none of the vineyards disappointed us. The pizza party option upon arrival was a great way to start things off.

Jill F

Relaxing stay!

After we got used to La Pesa di Sopra we enjoyed it very much. Because the initial structure has been added onto several times over the centuries, there are many steps in the abode and some very low door openings. Everything is stone, so you have to be very careful to not fall if you happen to miss a step. I wouldn't recommend this home for someone who can't do steps. The kitchen was lovely and modern. Most showers were great . . . a couple were very small. I think everyone in our group enjoyed their stay.