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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Il Castagno holiday rentals

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

1. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is ฿4,356
฿4,906 total
includes taxes & fees
19 Oct - 20 Oct
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

2. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ฿4,270
฿4,887 total
includes taxes & fees
4 Oct - 5 Oct
Casa Vacanze Le Case
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

3. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ฿3,744
฿4,233 total
includes taxes & fees
21 Oct - 22 Oct
Tenuta Sant'Ilario
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

4. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ฿2,166
฿3,447 total
includes taxes & fees
11 Oct - 12 Oct
Borgo Antico Residence
An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ฿3,570
฿5,068 total
includes taxes & fees
29 Sept - 30 Sept
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

6. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ฿4,631
฿5,284 total
includes taxes & fees
18 Oct - 19 Oct
B&B Palazzo Tortoli
A garden with a stone pathway, wooden benches, and various potted plants.

7. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ฿5,134
฿5,838 total
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
A narrow street with stone buildings, a tower, and an archway.

8. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is ฿4,138
฿4,742 total
includes taxes & fees
5 Oct - 6 Oct
Materia Rooms San Gimignano
A table with breakfast items and a view of rolling hills.

9. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is ฿2,439
฿2,758 total
includes taxes & fees
12 Oct - 13 Oct
Chianti Village Morrocco
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

10. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿4,507
฿5,034 total
includes taxes & fees
28 Oct - 29 Oct
Palazzo Pacini
A pool with a view of rolling hills and a distant tower.

11. Villa Tosca

Villa Tosca
Peccioli
The price is ฿37,675
฿41,442 total
includes taxes & fees
29 Sept - 30 Sept
Villa Tosca
A reception desk with the word "SPORTLAND" prominently displayed.

12. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,512
฿1,740 total
includes taxes & fees
4 Oct - 5 Oct
Sportland
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

13. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is ฿1,805
฿2,099 total
includes taxes & fees
29 Sept - 30 Sept
Camping Boschetto Di Piemma
A building with a wooden door, windows with shutters, and flower boxes.

14. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ฿2,869
฿3,347 total
includes taxes & fees
4 Oct - 5 Oct
Donna Nobile
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

15. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ฿3,734
฿4,221 total
includes taxes & fees
4 Oct - 5 Oct
Borgo San Giusto
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

16. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ฿6,371
฿7,084 total
includes taxes & fees
29 Sept - 30 Sept
Riserva di Fizzano Residence
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

17. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is ฿4,054
฿5,752 total
includes taxes & fees
29 Sept - 30 Sept
AlbergoDiffusoVolterra
An arched entrance with a lantern above, flanked by two potted plants.

18. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is ฿8,313
฿9,297 total
includes taxes & fees
17 Oct - 18 Oct
Villa il Fedino
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

19. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is ฿1,994
฿2,307 total
includes taxes & fees
30 Sept - 1 Oct
Affittacamere a 20 minuti da Firenze
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

20. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ฿3,170
฿3,715 total
includes taxes & fees
25 Oct - 26 Oct
Villa San Filippo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Il Castagno Hotel Reviews

Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"without a doubt, this one of the nicest places that my wife and i have stayed, a hidden gem in the beautiful hills of Tuscany! the location is spotless and offers several pools and quiet areas to relax. the staff was amazing, Laura and Michael tended to everything making the stay remarkable. we had to catch a super early flight and Laura worked tirelessly to find us a private taxi to get to the airport by 5:00 am. the food was beyond explanation; best spaghetti that we have ever had, breakfast was a spread of the best meats and cheeses, etc. and home reminders including eggs and bread items. highly recommend this wonderful location if you are traveling to Tuscany, we will be returning in the future."
Gregory 2-night trip
Posted less than an hour ago
Hotel Sovestro

Find out more about Il Castagno

Search for holiday rentals in Il Castagno on Expedia! You can easily find your home rentals, villas, holiday apartments in Il Castagno using one of the methods below:

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Look no further and take a look at our great range of rental properties in Il Castagno!

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’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.