Il Castagno Holiday Rentals: Short-Term Accommodations for Rent

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

Villa with large garden in the Chianti hills : This holiday home rental outside of Il Castagno is located in a rural location, and has an outdoor pool, a fireplace 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. You can relax into your holiday with a garden and a selection of books.

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Our top choices for Il Castagno holiday rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Gambassi Terme

Sergio

HK$932 total

includes taxes & fees

1 Nov - 2 Nov

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

2. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

HK$1,129 total

includes taxes & fees

31 Oct - 1 Nov

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. Casa Vacanze Le Case

San Gimignano

Andrew

HK$794 total

includes taxes & fees

2 Nov - 3 Nov

A garden with a stone pathway, wooden benches, and various potted plants.

4. Antico Borgo il Cardino

San Gimignano

Heidi

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

5. Borgo Antico Residence

Certaldo Alto

jane

HK$793 total

includes taxes & fees

4 Nov - 5 Nov

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

6. Palazzo Pacini

Colle di Val d'Elsa

John

HK$1,172 total

includes taxes & fees

2 Nov - 3 Nov

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

A garden with a round table and wicker chairs under a tree.

8. Antica Dimora Leones

Palaia

Thomas

HK$625 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with stone buildings, a grassy area, and a brick wall.

9. Toscana Vacanze

MONTAIONE

HK$2,085 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

10. Villa San Filippo

Barberino Val d'Elsa

Raymond

HK$1,083 total

includes taxes & fees

31 Oct - 1 Nov

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

11. Borgo San Giusto

Empoli

Lucy

HK$785 total

includes taxes & fees

2 Nov - 3 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

San Gimignano City Centre

Angel

HK$998 total

includes taxes & fees

2 Nov - 3 Nov

A view from a window overlooking a rural landscape with fields and a distant mountain range.

13. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

HK$1,216 total

includes taxes & fees

1 Nov - 2 Nov

A table with breakfast items and a view of rolling hills.

14. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

HK$673 total

includes taxes & fees

6 Nov - 7 Nov

A building with a wooden door, windows with shutters, and flower boxes.

15. Donna Nobile

San Gimignano City Centre

Treena

HK$702 total

includes taxes & fees

29 Nov - 30 Nov

A reception desk with the word "SPORTLAND" prominently displayed.

16. Sportland

Colle di Val d'Elsa

Giorgio

HK$432 total

includes taxes & fees

1 Nov - 2 Nov

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

17. AlbergoDiffusoVolterra

Volterra

Mia

HK$1,451 total

includes taxes & fees

6 Nov - 7 Nov

A narrow street with stone buildings, wooden doors, and a brick pathway.

18. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

HK$949 total

includes taxes & fees

3 Nov - 4 Nov

A table with a cheese board, bread, a bottle of wine, and a potted plant.

19. DomuS Miniato

San Miniato

Thomas

HK$951 total

includes taxes & fees

30 Nov - 1 Dec

An arched entrance with a lantern above, flanked by two potted plants.

20. Villa il Fedino

San Casciano in Val di Pesa

Justyna

HK$1,413 total

includes taxes & fees

23 Nov - 24 Nov

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Top Il Castagno Hotel Reviews

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

Find out more about Il Castagno

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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?

Villa with large garden in the Chianti hills: This holiday home rental outside of Il Castagno is located in a rural location, and has an outdoor pool, a fireplace 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. You can relax into your holiday with a garden and a selection of books.

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

Explore the area and family-friendly sights such as Il Fiaschetto, 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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Check prices for these dates

Our top choices for Il Castagno holiday rentals

1. Tenuta Sant'Ilario

2. Tenuta Quadrifoglio

3. Casa Vacanze Le Case

4. Antico Borgo il Cardino

5. Borgo Antico Residence

6. Palazzo Pacini

7. Camping Boschetto Di Piemma

8. Antica Dimora Leones

9. Toscana Vacanze

10. Villa San Filippo

11. Borgo San Giusto

12. Palazzo al Torrione 2

13. B&B Palazzo Tortoli

14. Chianti Village Morrocco

15. Donna Nobile

16. Sportland

17. AlbergoDiffusoVolterra

18. Materia Rooms San Gimignano

19. DomuS Miniato

20. Villa il Fedino

Find holiday rentals that suit your style

Top Il Castagno Hotel Reviews

Castelfalfi

Hotel Borgo di Cortefreda Relais - Place of Charme

Fattoria di Vegi

Hotel Borgo San Luigi

Salvadonica - Borgo del Chianti

Hotel Casolare Le Terre Rosse

Mormoraia

Hotel Da Vinci

Hotel Leon Bianco

Find out more about Il Castagno

Frequently asked questions

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