Fattoria del Castagno Holiday Rentals from AU$137: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Fattoria del Castagno has to offer?

Holiday house with private pool and fenced garden : This holiday home rental outside of Fattoria del Castagno is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Holiday Rentals in Fattoria del Castagno

"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."

includes taxes & fees

13 Sept - 14 Sept

Seasonal outdoor pool, pool umbrellas, pool loungers

"Amazing stuff above and beyond… Perfect relaxing location we will be back for sure Thanks for everyone work there…"

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

includes taxes & fees

24 Aug - 25 Aug

Outdoor pool, pool umbrellas, pool loungers

"Staff is lovely and very helpful. "

"A return trip to this cottage which we first visited for just a few days sometime around 2012.The cottage is just as beautiful as it was then. It has been well maintained and the views remain heavenly!Castellina too has aged well. more restaurants, shopping, art and vineyards. A huge shoutout to Podere La Piaggia for a beautiful and memorable private tasting and lunch!"

"Wonderful hosts, perfect location, comfortable and beautiful villa with lovely heated swimming pool and all amenities for all ages."

"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."

includes taxes & fees

26 Aug - 27 Aug

"We came for the second time to Villanovia and again enjoyed a fabulous week in a unique surrounding. Special thanks to our host Marco!"

"Beautiful location!"

"Beautiful property and surrounds. Room was exactly as described, highly recommended "

"-"

includes taxes & fees

30 Aug - 31 Aug

"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"

"The Toscana village is great - so relaxing. The long stay owners are very friendly and helpful, as are the staff. The onsite bar/restaurant is good, as is the pool. There is a local town in easy walking distance with many old buildings, nice bars, and places to eat. On Saturdays there is a food market, so you can stock up on salads, fruits, vegetables, meats, and cheeses, etc. We can't wait to go back."

"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "

"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."

"Heerlijke 2 weken gehad, prima basic appartement waar je vriendelijk onthaalt word door Roberto. Jammer dat de bedden niet zo goed zijn en dat er geen tuintje is. Wij hebben dus gezellig op de stoep gezeten, waar iedere avond de mensen uit het dorp samen komen om te kaarten. Aan de achterkant van het huis is het zwembad, mooi en met fijne ligstoelen. Het kleine dorpje ligt echt centraal en samen met het dorpscafeetje en winkeltje een superplek! Wij hebben het met onze 2 kinderen heel fijn...

"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."

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Top Fattoria del Castagno Hotel Reviews

Boccioleto Resort&Spa

10/10 Excellent

"This hotel was a charming little place in Tuscany. We had a 2 bedroom apartment. The kitchen was fully equipped. Rooms were big with comfortable beds and modern. In Tuscany, mosquitoes are a thing but our apartment had mosquitoes plugs in each room. There was a shared laundry we could use. The outdoor pool was great with a lovely view, parking was free, reception staff were nice and buffet breakfast was delicious every morning. An amazing place to stay!"

Borgo Pignano Tuscany

10/10 Excellent

"Staying at Borgo Pignano was not just a vacation—it was a return to a slower, more meaningful way of living. Nestled high in the rolling Tuscan hills, this estate feels like a place out of time, where elegance, history, and nature blend seamlessly. From the moment we arrived, we were captivated by the sweeping views—olive groves, vineyards, and cypress trees stretching as far as the eye could see. The main villa, with its frescoed walls and centuries-old charm, set the tone for a stay that was both luxurious and deeply soulful. Every detail is thoughtful, from the refined, rustic design of the rooms to the organic bath products made right on the estate. We especially loved the infinity pool carved into the limestone—it offers one of the most stunning views in all of Tuscany. The food was exceptional—fresh, seasonal, and sourced from the property’s own biodynamic farm. Whether enjoying a multi-course meal at Villa Pignano or a wood-fired pizza under the stars at Al Fresco, every bite told a story of the land. But what truly made our stay unforgettable was the sense of peace and authenticity. The staff were gracious, warm, and quietly attentive—always there when you needed them, but never intrusive. Whether you’re exploring nearby hill towns, enjoying a wine tasting, or simply reading under the shade of an ancient oak, Borgo Pignano offers something rare: a space to reconnect—with nature, with beauty, and with yourself. If you’re dreaming of Tuscany, dream no further. "

Poderi Arcangelo

10/10 Excellent

"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic local flavours that made each meal a highlight. The staff were warm, welcoming and always tried their best to help, adding to the charm of the place. The location is perfect for exploring nearby treasures such as San Gimignano itself, Certaldo, and Volterra. One thing to note – a hire car is essential. Public transport is virtually non-existent here; we couldn’t get a bus at all and taxis, while available, were scarce and very expensive – we spent €400 on just three journeys. This isn’t the hotel’s fault, though it would have been helpful to know in advance. Also, while the property is beautiful, there’s no real indoor bar area for relaxing before or after dinner. There is an outdoor bar, but it only opens on weekends and closes at 18:00, so an early evening drink isn’t always possible. Despite this, we had seven days of bliss and would return in a heartbeat – next time with a hire car, ready to explore every corner of this stunning part of Tuscany. "

RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it was hard to use it without banging your elbows. The room did include a nice outdoor balcony which made up for the super small room. The hotel was an easy walk into the old city."

Find out more about Fattoria del Castagno

Everything you need to know about Fattoria del Castagno holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fattoria del Castagno holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fattoria del Castagno holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Fattoria del Castagno holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fattoria del Castagno. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fattoria del Castagno holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fattoria del Castagno holiday rentals we have selected for you start as low as AU$137 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Fattoria del Castagno rentals

At Expedia, we put the best Fattoria del Castagno holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Fattoria del Castagno rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fattoria del Castagno holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fattoria del Castagno. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there holiday rentals in Fattoria del Castagno?

Yes, there are holiday rentals close to the most popular sights in Fattoria del Castagno, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Fattoria del Castagno has to offer?

Holiday house with private pool and fenced garden: This holiday home rental outside of Fattoria del Castagno is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Fattoria del Castagno?

Explore the area and family-friendly sights such as Ra-Ma snc, or get out into nature at a spot like Sentierelsa Trail. Monastery of San Vivaldo and Castelfalfi Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Fattoria del Castagno?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fattoria del Castagno. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.

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Fattoria del Castagno Holiday Rentals

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Holiday Rentals in Fattoria del Castagno

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

Il Castello di San Ruffino

Il Castello di San Ruffino

Villa San Filippo

Villa San Filippo

La Casa di Ines

La Casa di Ines

Chianti Village Morrocco

Chianti Village Morrocco

Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

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Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

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Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

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Castello Del Nero - Podere San Filippo

Il Frutteto

Il Frutteto

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

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Toscana Holiday Village

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Castello di Montegufoni

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Villa Costa, Stunning Villa in the heart of Tuscany.

Apartment in Ancient Borgo Le Querce

Apartment in Ancient Borgo Le Querce

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Apartment in Palazzo- Residence Giuly Rosselmini -Pool

Resort with pool in Riparbella

Resort with pool in Riparbella

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Top Fattoria del Castagno Hotel Reviews

Boccioleto Resort&Spa

Find out more about Fattoria del Castagno

Find out more about Fattoria del Castagno

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Explore a world of travel with Expedia

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