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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Castiglioncello del Trinoro holiday rentals

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

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 ₹18,667
₹21,171 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ₹6,536
₹7,508 total
includes taxes & fees
16 Dec - 17 Dec
Abbadia Sicille Relais
Front of property – evening/night
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is ₹9,023
₹10,350 total
includes taxes & fees
11 Jan - 12 Jan 2026
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ₹8,102
₹9,337 total
includes taxes & fees
16 Dec - 17 Dec
Residenza Fabroni
Property entrance
Il Tosco

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is ₹23,732
₹26,530 total
includes taxes & fees
16 Dec - 17 Dec
Il Tosco
Standard Room | Exterior
Osteria del Borgo

Osteria del Borgo

Osteria del Borgo
Montepulciano
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Outdoor pool, pool loungers
Borgo Dolciano

Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ₹11,482
₹12,842 total
includes taxes & fees
16 Dec - 17 Dec
Borgo Dolciano
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ₹23,354
₹26,220 total
includes taxes & fees
18 Dec - 19 Dec
Albergo Diffuso Borgo Santo
Interior
Delcorto Suites

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ₹16,271
₹18,323 total
includes taxes & fees
16 Dec - 17 Dec
Delcorto Suites
Studio Suite, Courtyard View | Living area | Flat-screen TV
montorio

montorio

montorio
Montepulciano
10.0 out of 10, Exceptional, (2)
"Very nice property , like you’re at your own home "
United States
Stefan
montorio
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is ₹7,547
₹8,515 total
includes taxes & fees
19 Dec - 20 Dec
Artisti del Cavallo Tourism
Front of property – evening/night
Sarna Residence

Sarna Residence

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 ₹9,457
₹11,677 total
includes taxes & fees
21 Dec - 22 Dec
Sarna Residence
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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 8 days ago
Abbadia Sicille Relais

Find out more about Castiglioncello del Trinoro

Holiday Rentals in Castiglioncello del Trinoro

Search for holiday rentals in Castiglioncello del Trinoro on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Castiglioncello del Trinoro 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 Castiglioncello del Trinoro!

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

While exploring the area, visit family-friendly sights like Centro Servizi Turistici Citta della Pieve, 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.