Il Castagno Holiday Rentals from €76: Search Short-Term Rentals

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

Agriturismo La Ferrozzola : This holiday home rental outside of Il Castagno offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Holiday Rentals in Il 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

15 Oct - 16 Oct

"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...

"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."

Outdoor pool, pool umbrellas, pool loungers

"Front desk was very helpful and very comfortable room. "

"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "

"Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada"

includes taxes & fees

13 Oct - 14 Oct

"Very nice agriturismo. "

"House was so cute, owner was there when we arrived and was very responsive to any questions. Great location to many of the surrounding towns."

"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"

"We had 2 beautiful days here in Chianti. Lovely property with a very good restaurant. Stunning views over the vineyards and Tuscany hills. Close drive to interesting cites. And the wine.... love to come back, and can absolutely recomend a stay here."

includes taxes & fees

12 Oct - 13 Oct

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

"Much nicer stay then the rooms at the Como"

"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. "

"We had great time. The owners are very accommodating "

"Great property - well located for interesting day trips."

Seasonal outdoor pool, pool umbrellas, pool loungers

"Really cool experience to stay at a castle. Perfect destination for celebrations."

Panoramic Apartment, Hill View (4) | Terrace/patio

includes taxes & fees

2 Nov - 3 Nov

"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."

"This is a great property with loveku views and a great welcome. Loved our stay and will be going back."

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Top Il Castagno Hotel Reviews

Salvadonica - Borgo del Chianti

10/10 Excellent

"Stunning property, helpful & friendly staff, delicious breakfast. Wine tasting onsite was fun and informative. Would definitely return to this property. Make sure to book dinners, cooking classes and wine tasting head of time. Must have a car for this area, try GDS they delivered us the car right to the property, great service!!"

Castelfalfi

10/10 Excellent

"Our stay at Castelfalfi was nothing short of extraordinary. From the moment we arrived, the property’s breathtaking beauty was immediately evident. The views of the rolling Tuscan hills from the Olivo Restaurant and the spa pools are absolutely unparalleled – it’s a scene straight out of a dream. I had the privilege of proposing to my girlfriend here, and it was truly magical. The setting was perfect, and the staff made it even more special. Benjamin, in particular, went above and beyond to ensure we felt welcomed and cared for throughout our stay. His hospitality made all the difference. I can’t recommend this place enough. We indulged in a wine tasting, which was an incredible experience. The tour of the facilities was informative, and we even had the opportunity to taste some of their finest wines in their beautiful underground cellar. Every glass was a testament to the quality and care they put into their production. Dinner at the property was equally impressive. The Bistecca alla Fiorentina was cooked to perfection—juicy, tender, and full of flavor. It was a highlight of our trip. During our stay, we also had the chance to explore the charming town nearby, where we enjoyed coffee, gelato, and pizza while soaking in the stunning views. The spa experience was a major highlight. The massage was incredibly relaxing, and the spa’s serene atmosphere was the perfect complement to the natural beauty surrounding us. The pool area was pristine, offering a peaceful oasis to unwind "

Hotel Borgo San Luigi

10/10 Excellent

"Lovely place and very helpful and friendly staff, especially at the bar/lunch area. The check-in process was flawless and very detailed, the grounds are stunning and the rooms are traditional yet it feels modern. Everything was clean and well kept. Opportunity to improve on reception’s English and not profiting from guests on Taxis rip off, if booking from the hotel. "

Villa I Barronci Resort & Spa

10/10 Excellent

"Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, the highlight of my trip!"

Villa Petriolo

10/10 Excellent

""This place serves the best breakfast in all of Italy—truly unforgettable! The pool is spectacular, never crowded (guest-only access), and perfect for a relaxing dip. The gym is a great addition, well-equipped and convenient. The spa is fantastic, though some amenities like the sauna, showers, and relaxation areas aren’t included unless you’re staying in one of the wellness rooms, which is a bit unusual compared to other luxury spas. Still, the overall experience is top-notch, and I’d highly recommend it for a luxurious getaway!""

Find out more about Il Castagno

Everything you need to know about Il 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 Il Castagno holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Il Castagno holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Il Castagno holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Il 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Il 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 Il Castagno holiday rentals we have selected for you start as low as €76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Il Castagno rentals

At Expedia, we put the best Il 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 Il 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 Il 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 Il 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.

Frequently asked questions

Are there holiday rentals in Il Castagno?

Yes, there are holiday rentals close to the most popular sights in Il 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 Il Castagno has to offer?

Agriturismo La Ferrozzola: This holiday home rental outside of Il Castagno offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Il Castagno?

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

What’s a holiday rental in Il Castagno like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Il Castagno. Holiday rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.

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Holiday Rentals in Il Castagno

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Holiday Rentals in Il Castagno

Camping Boschetto Di Piemma

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

Villa with large garden in the Chianti hills

Chianti Village Morrocco

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

La Casa di Ines

Agriturismo La Ferrozzola

Le Macine, a wonderful ancient restored watermill with Pool

Your panoramic house in Tuscany between vineyards and olive groves.

Riserva di Fizzano Residence

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

Castello Del Nero - Podere San Filippo

Castello di Montegufoni

Relais Badia a Passignano

Holiday house with private pool and fenced garden

Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano

Il Castello di San Ruffino

Casa Vacanze Squarcialupi

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

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

Top Il Castagno Hotel Reviews

Salvadonica - Borgo del Chianti

RELAIS SANTA CHIARA - TUSCANY CHARME

Hotel Pescille - Tuscany Charme

Hotel Borgo di Cortefreda Relais

Castelfalfi

Poderi Arcangelo

Hotel Borgo San Luigi

Villa I Barronci Resort & Spa

Villa Petriolo

Find out more about Il Castagno

Frequently asked questions

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