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Casale Oliveta,
Tuscany

"A Tuscan farmhouse in the Chianti wine region, surrounded by olive groves, vineyards and woods, perfect to immerse in the region's treasures"

Location

Tuscany

Sleeps

10

Price

from €1,650 per night
Minimum stay applies

Casale Oliveta Overview

A newly renovated organic winery, with infinite woods entwined with olive groves and vineyards, this luxury villa to rent in Tuscany is a charming property where past and present meet, ideal for vacations with friends and family immersed in pristine nature.

Perfectly located in the heart of the Chianti wine region just 30 minutes from Siena and one hour from Florence, this villa is ideal to discover Tuscany. Back at the property, its private green outdoors with a swimming pool, sunbeds and alfresco sitting and dining areas are a paradise of tranquility, ideal to unwind and enjoy long family evenings in complete relax.

This luxury villa rental in Chianti is part of a U-shaped farm building developing around a stone courtyard and it occupies the East wing of the original house. The villa can host up to ten guests in its five double bedrooms with ensuite bathroom. The house has two fully equipped kitchens and two comfortable living rooms and dining rooms. Behind the villa, in the West wing in a private dependence, lives the owner’s family with their sons and two dogs. They run the estate and will be able to assist you when needed.

The Details

Location

Radda in Chianti, Tuscany

Close to Siena, Florence and San Gimignano

Sleeping

5 bedrooms, 5 bathrooms

Sleeps 10

inside

Living room with fireplace

Two fully equipped kitchens

Smart TV in each room

outside

Swimming pool

Al fresco dining areas

Pizza oven and Barbecue

other amenities

Air conditioning throughout

WiFi throughout

Private parking

This is the perfect villa for wine lovers wishing to immerse in Tuscany’s agricultural culture and enjoy a relaxing countryside vacation.

Our service packages and prices

We offer the Essential package as a self-catering option with no travel planning included. Our Classic and Premium packages include travel planning and local support in addition to other upgrade features.


Our prices vary depending on the season, occupancy level and service. Packages are based on stays of 7 nights or more. An Accidental Damage Cover (ADC) mandatory fee of EUR 150 is added to each booking to protect guests in case of accidental damages at the villa, for amounts up to EUR 2,500.

Essential

Pre-inspected properties

Guest welcome & show around on arrival

Daily housekeeping for stays of 7 days or more (excluding Sundays)

Essenza Award Winning Travel App

Booking assistance for transfers and in-villa services

All government & regional taxes excluding local tourist tax

Classic

As Essential plus...

Expert Travel Planner to create bespoke itineraries

One Zoom session with Travel Planner for personalised recommendations and advice

Mid-week linen and towel change

Welcome drinks and snacks

Grocery pre-stocking service (cost of provisions extra)

Local support throughout your stay

Premium

As Classic plus...

On-site local Essenza Host

Two Zoom sessions with Travel Planner

Airport Fast Track on arrival

Daily American Breakfast

Dinner on arrival

6 Bottles of local wine

1-hr Photographic session in villa

  Weekly Price (€) Upgrade to:
Seasonality Date Range Occupancy Essential Classic Premium
Low Season 01 Jan - 31 Mar; 01 Nov - 22 Dec 2025 10 €15,650 €17,450 POA
Mid Season 01 Apr - 31 May; 01 - 31 Oct; 23 Dec - 05 Jan 2026 10 €13,100 €14,850 POA
High Season 01 Jun - 30 Sep 2025 10 €15,650 €17,450 POA

Property availability

Casale Oliveta, Tuscany

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The Location

Located within a working estate in the Chianti region, Casale Oliveta is perfectly positioned to discover wineries and ancient towns in the region such as San Gimignano, Greve in Chianti or Monteriggioni. The village of Castellina in Chianti is conveniently within a 12 minutes' drive away and Radda is 20 minutes away. At the same time, art cities such as Siena and Florence are within a short drive allowing for easy daytrips.

Enjoy dining alfresco surrounded by vineyards
Fly over the region on a hot air balloon
Admire Florence at sunset

Let’s start the adventure...

Enquire now and our team will craft the perfect Italian travel experience for you.