Castiglioncello del Trinoro Holiday Rentals

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Holiday Rentals in Castiglioncello del Trinoro

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (164)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is AU$136
includes taxes & fees
8 Dec - 9 Dec
Abbadia Sicille Relais

FonteLiving

San Casciano dei Bagni
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is AU$151
includes taxes & fees
9 Dec - 10 Dec
FonteLiving

La Piccola Locanda

Chiusi
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda

La Locanda Di Cetona

Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona

Agriturismo San Filippo

Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo

Meublé Il Riccio

Montepulciano
9.8 out of 10, Exceptional, (86)
"Beautiful hotel."
United States
Helen
Meublé Il Riccio

TuscanyLettings Studio&Room

Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is AU$158
includes taxes & fees
15 Dec - 16 Dec
TuscanyLettings Studio&Room

Eva's house awaits you!

Monterubiaglio
10.0 out of 10, Exceptional, (2)
"L'appartement est très grand (rez-de-chaussée d'une maison) et aménagé avec bcp de goût. Tout etait fournis à l'arrivée : linges de lit, serviettes de toilette, liquide vaisselle, éponge et torchons. L'accueil des propriétaires etaient chaleureux et leurs conseils bienvenus. Chien, chat, tortues nous ont réservés un acceuil amical. Le jardin est très grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures très élevées. Les villages villes...
France
Stéphanie D.
The price is AU$255
includes taxes & fees
8 Dec - 9 Dec
Eva's house awaits you!

Le Roghete

Acquapendente
9.4 out of 10, Exceptional, (3)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
Le Roghete

La Dimora di Dida

Seggiano
The price is AU$130
includes taxes & fees
15 Dec - 16 Dec
La Dimora di Dida

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Montalcino
The price is AU$11,367
includes taxes & fees
7 Dec - 8 Dec
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (130)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
United States
Alizeh
The price is AU$297
includes taxes & fees
9 Dec - 10 Dec
La Locanda di San Francesco

PienzaLettings Suites

Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is AU$142
includes taxes & fees
6 Jan - 7 Jan 2026
PienzaLettings Suites

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is AU$147
includes taxes & fees
9 Dec - 10 Dec
Residenza Fabroni

Casa Gioia - Casa Olivieri

Pienza
The price is AU$161
includes taxes & fees
8 Dec - 9 Dec
Casa Gioia - Casa Olivieri

Idolina Guest House

Montalcino
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House

Sarna Residence

San Quirico d'Orcia
9.6 out of 10, Exceptional, (38)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is AU$193
includes taxes & fees
21 Dec - 22 Dec
Sarna Residence

Apartment 'Appartamento Casa Rita' with Balcony and Wi-Fi

San Giovanni delle Contee
The price is AU$158
includes taxes & fees
7 Dec - 8 Dec
Apartment 'Appartamento Casa Rita' with Balcony and Wi-Fi

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AU$356
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
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 Castiglioncello del Trinoro Hotel Reviews

Find out more about Castiglioncello del Trinoro

Everything you need to know about Castiglioncello del Trinoro 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 Castiglioncello del Trinoro 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 Castiglioncello del Trinoro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Castiglioncello del Trinoro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglioncello del Trinoro. 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 Castiglioncello del Trinoro 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 Castiglioncello del Trinoro holiday rentals we have selected for you start as low as AU$136 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Castiglioncello del Trinoro rentals

At Expedia, we put the best Castiglioncello del Trinoro 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 Castiglioncello del Trinoro 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 Castiglioncello del Trinoro 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 Castiglioncello del Trinoro. 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

Can I find a holiday rental in Castiglioncello del Trinoro?

Yes, there are holiday rentals close to the most popular sights in Castiglioncello del Trinoro, 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 Castiglioncello del Trinoro has to offer?

La Dolce Collina: This holiday home rental outside Castiglioncello del Trinoro is located in a rural location, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware.

What’s there to see and do in Castiglioncello del Trinoro?

While exploring the area, visit family-friendly sights like Pasticceria Il Campanile, or get outside and enjoy nature at La Foce. Terme di Chianciano and Piscine Termali Theia are a couple of places you'll find in the wider area.

What’s a holiday rental in Castiglioncello del Trinoro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglioncello del Trinoro. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.