Il Castagno Holiday Rentals

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Our top choices for Il Castagno holiday rentals

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
The price is AU$165
includes taxes & fees
18 Jan - 19 Jan 2026
Borgo San Giusto

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is AU$193
includes taxes & fees
19 Jan - 20 Jan 2026
Antica Pieve B&B

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is AU$132
includes taxes & fees
6 Jan - 7 Jan 2026
La Casa di Ines

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is AU$223
includes taxes & fees
19 Jan - 20 Jan 2026
Villa il Fedino

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

La Casina between sea and culture: relaxation and history.

La Casina between sea and culture: relaxation and history.
Montecatini Val di Cecina
10.0 out of 10, Exceptional, (1)
"Wij hebben genoten van ons onderkomen. Attente host die na onze vraag welk koffiezetapparaat er aanwezig was (klein Italiaans app) een bonen koffiemachine neergezet, super lief. We hadden alleen een kleine badkamer, maar dat was minder erg. Verder toplocatie. Het enige wat ze misschien uit hun advertentie kunnen halen is -dicht bij zee-. TIP….. Maak leuke foto’s van jullie mooie kleine dorpje."
Netherlands
Jolanda B.
The price is AU$196
includes taxes & fees
11 Jan - 12 Jan 2026
La Casina between sea and culture: relaxation and history.

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona

B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very good, (8)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is AU$159
includes taxes & fees
25 Dec - 26 Dec
B&B Il Moscondoro

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AU$209
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveller
The price is AU$216
includes taxes & fees
19 Jan - 20 Jan 2026
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Il Frutteto

Il Frutteto
Casciana Terme Lari
8.6 out of 10, Excellent, (9)
"-"
Germany
Dr. Björn
The price is AU$246
includes taxes & fees
27 Dec - 28 Dec
Il Frutteto

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is AU$197
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo Antico Residence

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1)
"Tout était impeccable. "
France
Stéphane S.
The price is AU$226
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Cattleya

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.0 out of 10, Very good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AU$209
includes taxes & fees
8 Jan - 9 Jan 2026
Casa Vacanze Squarcialupi

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AU$192
includes taxes & fees
16 Jan - 17 Jan 2026
Casa Vacanze Le Case

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is AU$243
includes taxes & fees
6 Jan - 7 Jan 2026
Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is AU$254
includes taxes & fees
6 Jan - 7 Jan 2026
Colle di Val d'Elsa - Siena - Apt Blue - C
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

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, 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 favourite 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 depend 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 AU$132 per night. Entering your travel dates in the search wizard might find you 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 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 Peccioli Prehistoric Park, 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.