Casale Olivastra

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Sleeps: 8 Bedrooms: 4 Bathrooms: 4


Pool Ideal for Kids Pets Welcome All Bedrooms En-Suite


Book a 2023 villa holiday by 28th February and receive:

  • A welcome hamper on arrival
  • Up to £100 private chef voucher
  • Trees planted to offset 110% of your villa stay

Ts&Cs apply.

Casale Olivastra is a beautifully restored farmhouse perched on the hillside of an estate within the Val D’Orcia Nature Reserve in southern Tuscany. With mesmerising views of the valley’s sprawling vineyards, nearby hilltop villages and alleyways of cypress trees and olive groves, this house offers the best of rural Tuscan living.  

Stylish yet rustic, Casale Olivastra maintains much of its original character and charm. Wooden beamed ceilings, tiled floors and local materials run throughout the home, including in the large kitchen and in the tastefully decorated living room. Featuring an authentic open fireplace, comfy sofas and armchairs, the living room is the perfect place to snuggle up in the evenings. Each of the four bedrooms enjoys a similarly cosy and traditionally Tuscan feel and all benefit from their own lovely en-suite bathroom. 

French doors lead outside from the kitchen where there is a dining table under a vine-covered pergola, ideal for enjoying al-fresco meals as you soak up the enchanting scenery. Century-old oak and chestnut trees offer some shade from the glorious sunshine while lavender, rosemary and sage fill the air with delicious summer scents. Admire the sensational views across the rolling countryside and hilltop villages as you sit in a deckchair, relax on a sun lounger or strike out in the saltwater pool.

One of the villages that can be seen in the distance is Colle Sant’Angelo. It has a few restaurants, wine bars and shops and can be reached by car in 30 minutes.

The picturesque walled town of Montalcino is also just a 25-minute drive away and is famous for producing Brunello di Montalcino red wine. 

Castiglione D’Orcia is only 20 minutes away in the car and the historic Tentennano fortress here is well worth a visit. The village of Vivo D’Orcia, also 20 minutes away, sits just outside the estate and here you can find a good selection of shops, cafes and a trattoria serving all the best local produce. 

Around an hour’s drive from the house are Montepulciano and Siena. Glorify in the Montepulciano's rare beauty and sample its famous Vino Noble red wine. Spend the day in Siena discovering the must-see sites and then climb the Torre del Mangia to get the most spectacular 360-degree views of the city’s UNESCO World Heritage Site centre.

Oliver Approved

What you should know…

  • The ground-floor bedroom with en-suite bathroom is ideal for those who don’t fancy climbing the stairs
  • Please note that air-conditioning is featured in the bedrooms only
  • Casale Olivastra can be found in a stunning, private setting, reached via a 2.5km unpaved track

Property Features

Private Pool Wi-Fi/Internet Air-Con Hairdryer All Bedrooms En-Suite Ground Floor Bed & Bath Satellite TV Working Fireplace Heating

Villa Interior

Ground Floor
- Open-plan kitchen/dining room with oven, microwave, fridge/freezer, dishwasher, toaster, kettle, blender, Nespresso coffee machine, dining table and chairs and doors leading to the garden
- Living room with sofas, armchairs and TV
- Master bedroom with double bed, en-suite bathroom with a bathtub and hand-held shower head and doors (via three steps) leading to the garden
- Laundry room

First Floor
- Second living area with sofas, armchairs and fireplace
- Bedroom with double bed and en-suite bathroom with a bathtub and hand-held shower head
- 2 x twin bedrooms (can be made into doubles) with en-suite bathrooms with showers

Outside Grounds

- Saltwater swimming pool (4m x 15m, max depth: 1.4m), fenced with internal staircase. Open approximately mid-May – end-September
- Poolside deck with deckchairs and sun-loungers
- Outdoor shower
- Vine covered pergola with al-fresco dining table and chairs
- Second shaded pergola
- Grassy lawns with oak trees, lavender, roses, rosemary and sage
- Parking


- Wi-Fi
- Air-conditioning (in bedrooms only)
- Satellite TV
- Washing machine
- Iron and ironing board
- Hairdryer


About the surrounding area of Casale Olivastra
Rural Location Walking/Hiking Paths Wine Tasting Cycling Horse Riding Stalking/Hunting Outstanding Landscapes Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites
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Casale Olivastra sits 400m above sea level in Val D’Orcia, an area in southern Tuscany with so much outstanding natural beauty that it has been awarded UNESCO World Heritage Site status. Its rolling hillsides, rows of vineyards, medieval castles and hilltop villages are what Tuscany is all about and are said to have inspired many Renaissance painters. 

Now a protected nature reserve, the valley is rich in wildlife and you may be able to spot deer, wild boar and foxes in the vicinity of the house. Going for walks or cycling in the surrounding area will reveal a wealth of different flora and fauna, while the region is also known for its delicious truffles and chestnuts.

Follow the unpaved track leading to and from the house and there are a couple of restaurants and a supermarket within a 15-minute drive. The typical Tuscan towns of Colle Sant’Angelo and Montalcino can both be reached by car in 30 minutes. Boasting an imposing watchtower, Colle Sant’Angelo is a medieval hamlet with a few good shops and restaurants. 

Montalcino is a walled town well-known for its mighty 14th century fortress, ancient architecture and Brunello di Montalcino red wine, which can be sampled in one of the town’s wine bars. To learn more about the celebrated wine, head to the Brunello Museum or visit the Santi or Altesino vineyards.

Other charming villages nearby include Castiglione D’Orcia, which is only a 20-minute drive away and features the impressive Tentennano fortress. Vivo D’Orcia is also worth a visit, as is the tiny village of Pienza. Known as the ‘Ideal City’, Pienza was transformed from a humble settlement into the image of the Renaissance. Cattedrale dell’Assunta and Piccolomini Palace are just some of the beautiful buildings within this historic village, which can be reached in 40 minutes. 

The hot springs at Bagno Vignoni are also not to be missed. This Roman village’s main square is submerged in thermal water, which is said to be healing and restorative, while there are also smaller pools away from the centre. 

Montepulciano is only an hour away and is one of the prettiest places to visit in Tuscany. Oozing character and atmosphere, the hilltop town should be at the top of a wine lover's bucket list as it is famous for producing Vino Noble red wine.

Just over an hour’s drive from the house is the fascinating city of Siena. It’s a great place to wander around, with many attractions including the Palazzo Pubblico and the Duomo di Siena. For the best views of the city, climb the many stairs to the top of the Torre del Mangia before heading back down to sip on a well-deserved aperitivo in the Piazza de Campo. It’s rich cultural and artistic heritage as well as its beauty have earned this wonderful city UNESCO World Heritage Site status

Local Amenities
Nearest Airport San Francesco d'Assisi airport


Nearest Airport 2 Pisa


Nearest Airport 3 Florence Airport


Nearest Restaurant Castelnuovo Dell’Abate


Nearest Restaurant


Nearest Bar/Pub Seggiano


Nearest Supermarket Seggiano


Nearest Town Montalcino


Nearest City Siena


Nearest Golf Royal Golf Bagnaia


Nearest Tennis Castiglione D'Orcia



With its rolling fields, historical heritage and a cuisine that’s a delight for all the senses, it’s no wonder Tuscany is one of the most popular regions in Italy for holidaymakers. Yet even with its popularity, you can still kick back in one of our luxury villas in Tuscany and feel peace, tranquillity and the joy of seclusion. 

This is one destination that really does have a little bit of everything for everyone, whether you’re travelling with family, friends or are just looking for a romantic getaway with that special someone.

Download Our Tuscany Travel Guide >>


Best Suited For: All Ages
Ideal for Kids Ideal for Teens

Val D’Orcia is a fantastic area to explore and going for walks and bike rides is an ideal way to discover the valley’s fortified towns, ancient castles and sprawling vineyards. You may even spot some of the wildlife living here including foxes, deer and wild boar.

Some of Tuscany’s prettiest medieval towns are within easy reach and are sure to capture the imagination of the entire family. Visit nearby Montalcino to marvel at the town walls and impressive 14th century fortress or head to the village of Castiglione D’Orcia to see the ancient Tentennano fortress and learn about its colourful history.

The Roman village of Bagno Vignoni is a must-visit for its hot springs. The main square is completely submerged in water while there are several thermal pools on the outskirts of the village for swimming in. 

There are also outdoor pools, including one especially for smaller children, at Acquacalda just outside Siena. A more refreshing temperature than the hot springs, it’s a great place to entertain young kids and keep them cool! 

Siena is full of historical sites and fascinating museums and its lively central piazza and family-friendly restaurants make it a wonderful place to visit. Escape the crowds at the city’s Orti Dei Tolomei Park which offers a children's playground and picnic benches.

Baby and Toddler Equipment

  • Baby bath
  • Changing mat
  • Cot(s)
  • High Chair(s)

Kids Activities Close-by

  • Cycling
  • Horse Riding
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Services Available

  • Maid Service Available


Oliver's Extras

  • Pre-Stocked Fridge Available
  • Maid Service Available
  • Firewood
  • Baby kit
  • Porter service

At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:

- Maid service/extra cleaning 
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport pick-up/drop-off
- Babysitting / childcare services
- Bike hire 

Extra services included at this property:

- 4 bottles of local wine
- 2 bottles of water
- Fresh fruit, salt pepper vinegar
- A selection of cleaning products

Extra services available at this property (payable locally):

- Firewood
- Baby kit (highchair, cot with linen, changing mat, potty, bath, dinner set)
- Fridge stocking
- Extra cleaning
- Porter service

Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!

Oliver's Travels Chef Service: A Gourmet Dining Experience
Make hosting a memorable dinner party at your villa an absolute breeze with our superb Chef Service. Our chefs will take care of everything for you from start to finish so you can just sit back and enjoy the gastronomic experience. They will bring all the necessary ingredients, cook and serve the food and even clean up afterwards. To find out more visit

Terms & Conditions

These terms and conditions may be amended from time to time.

Security deposit €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection.
Arrival time 4.00 p.m. - 7.00 p.m.
Departure time 10.00 a.m.
Energy costs included? Yes.
Heating costs included? Extra cost, payable locally.
End of stay cleaning included? Yes. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit.
Linen & towels included? Yes.
Pool towels included? Yes.
Pool opening dates? The pool is open approximately mid-May to September. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming.
Changeover day Saturday in low and high season. Flexible during all other periods.
Minimum stay 7 nights in low and high season. 5 nights during all other periods.
Pets welcome? On request only and with prior agreement with the owner. If accepted, a pet supplement of €50 per pet per stay will apply (payable locally).
Smoking Allowed? Outside only.
Internet access? Wi-Fi internet access included.
Tax Italian Visitors Tax payable locally in cash (typically costs €1-€3 per adult per night- please enquire if exact amount is required).
Other Ts and Cs Weddings, stag/hen parties and any special events are not allowed.
Other Ts and Cs Highchair and cot are available on request for an additional cost, payable locally.
Other Ts and Cs Please note that air-conditioning is featured in the bedrooms only.

Rental Rates

Prices based on an occupancy of 8 people:

Rental period 5 Nights Weekly
Feb 4th 2023 - Apr 8th 2023 - £2,947
Apr 8th 2023 - May 20th 2023 £2,568 £3,594
May 20th 2023 - Jun 24th 2023 £3,082 £4,313
Jun 24th 2023 - Aug 26th 2023 - £4,960
Aug 26th 2023 - Oct 28th 2023 £3,082 £4,313
Oct 28th 2023 - Dec 31st 2023 - £2,947
Dec 31st 2023 - Apr 6th 2024 - £2,947
Apr 6th 2024 - May 18th 2024 £2,568 £3,594
May 18th 2024 - Jun 22nd 2024 £3,082 £4,313
Jun 22nd 2024 - Aug 7th 2024 - £4,960

Prices based on an occupancy of 8 people:

Rental period 5 Nights Weekly
Feb 4th 2023 - Apr 8th 2023 - €3,086
Apr 8th 2023 - May 20th 2023 €2,689 €3,763
May 20th 2023 - Jun 24th 2023 €3,226 €4,515
Jun 24th 2023 - Aug 26th 2023 - €5,193
Aug 26th 2023 - Oct 28th 2023 €3,226 €4,515
Oct 28th 2023 - Dec 31st 2023 - €3,086
Dec 31st 2023 - Apr 6th 2024 - €3,086
Apr 6th 2024 - May 18th 2024 €2,689 €3,763
May 18th 2024 - Jun 22nd 2024 €3,226 €4,515
Jun 22nd 2024 - Aug 7th 2024 - €5,193

Prices based on an occupancy of 8 people:

Rental period 5 Nights Weekly
Feb 4th 2023 - Apr 8th 2023 - $3,334
Apr 8th 2023 - May 20th 2023 $2,905 $4,066
May 20th 2023 - Jun 24th 2023 $3,486 $4,879
Jun 24th 2023 - Aug 26th 2023 - $5,611
Aug 26th 2023 - Oct 28th 2023 $3,486 $4,879
Oct 28th 2023 - Dec 31st 2023 - $3,334
Dec 31st 2023 - Apr 6th 2024 - $3,334
Apr 6th 2024 - May 18th 2024 $2,905 $4,066
May 18th 2024 - Jun 22nd 2024 $3,486 $4,879
Jun 22nd 2024 - Aug 7th 2024 - $5,611

Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.


  • A magical stay

    Posted by Kate & Tom on 01/12/2020

    We had been meaning to write to say that we thought that the house was fabulous and that owner was a kind and helpful host. Everything worked very well - the pool was beautiful and the setting was magical. Many thanks to you - and to him - for arranging such a perfect stay.

  • Spectacular views

    Posted by Louis on 12/08/2017

    We were welcomed by some lovely wine produced from the vines around the house itself, what a start! The owner was so helpful with everything from restaurant reservations to helping me plot out which vineyards to visit and in precisely which order. Overall this was a five star stay, around the house we saw porcupines and wild boar and deer and all sorts of other treats, such is the isolation and natural beauty of the place. I'd love to add photographs to this review - spectacular views, no exaggeration.

  • Wonderful

    Posted by A.V. on 08/07/2017

    This is the second time we have stayed here, and it has been wonderful again. In a very short time I manage to find peace here. The owner and his family are wonderful people.

  • Fantastic place

    Posted by Sophie on 07/02/2009

    Thank you very much for your hospitality! We all loved our time at Casale Olivastra, the villa is amazing and we would all love to return one day. Six of us will return to Melbourne and two go back to London... It was a fantastic place for a group of friends to be reunited for a week.

  • Marvellous

    Posted by Baptiste on 10/01/2009

    Thanks a lot for your advice and help on this holiday, our stay at Casale Olivastra was marvellous. The house fully met our expectations as well as the service provided on site.

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