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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Castiglioncello del Trinoro holiday rentals

Bar (on property)

1. La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"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
The price is ฿4,054
฿4,535 total
includes taxes & fees
14 Aug - 15 Aug
La Piccola Locanda
Property entrance

2. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ฿2,855
฿3,293 total
includes taxes & fees
20 Aug - 21 Aug
Residenza Fabroni
Suite Aria | Terrace/patio

3. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (40 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is ฿6,463
฿7,262 total
includes taxes & fees
18 Aug - 19 Aug
Delcorto Suites
Exterior

4. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ฿4,309
฿4,892 total
includes taxes & fees
14 Aug - 15 Aug
Bed & Breakfast Vicolo dell'Oste
Interior

5. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is ฿5,438
฿6,134 total
includes taxes & fees
14 Aug - 15 Aug
Meublé Il Riccio
Food court

6. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ฿4,510
฿5,114 total
includes taxes & fees
25 Aug - 26 Aug
La Locanda di San Francesco
1 treatment room, massages

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ฿6,106
฿6,869 total
includes taxes & fees
30 Aug - 31 Aug
Casanova - Panoramic Rooms and Suites
Property entrance

8. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (130 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is ฿9,442
฿10,539 total
includes taxes & fees
14 Aug - 15 Aug
Il Tosco
Suite, 2 Bedrooms | Courtyard view

9. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ฿24,042
฿26,598 total
includes taxes & fees
16 Aug - 17 Aug
L'Olmo
Classic Apartment, 2 Bedrooms | Terrace/patio

10. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is ฿4,028
฿4,506 total
includes taxes & fees
1 Sept - 2 Sept
FonteLiving
Food and drink

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (153 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿7,790
฿8,797 total
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio
Exterior

12. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 reviews)
"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 ฿6,463
฿7,186 total
includes taxes & fees
1 Sept - 2 Sept
Borgo Dolciano
Terrace/patio

13. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿6,291
฿7,035 total
includes taxes & fees
23 Aug - 24 Aug
Abbadia Sicille Relais
Front of property

14. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ฿3,841
฿4,377 total
includes taxes & fees
19 Aug - 20 Aug
montorio
Couples treatment room(s), sauna, hot tub, steam room, body treatments

15. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is ฿3,886
฿4,427 total
includes taxes & fees
14 Aug - 15 Aug
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Fridge, microwave

16. Affittacamere I Canneggiatori

Affittacamere I Canneggiatori
Abbadia San Salvatore
8.6 out of 10, Excellent, (9 reviews)
"Very stylish, modern, well equipped apartment. Close to everything. Bed is okay, had a relaxing sleep. Good size bathroom with toilet. Staff who came to clean daily was very helpful, supportive, kind. Parking on the street in from of the building. "
United Kingdom
Erika
The price is ฿2,873
฿3,160 total
includes taxes & fees
16 Aug - 17 Aug
Affittacamere I Canneggiatori
Exterior

17. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,768
฿3,198 total
includes taxes & fees
14 Aug - 15 Aug
Artisti del Cavallo Tourism
Property grounds

18. Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is ฿2,966
฿3,263 total
includes taxes & fees
15 Aug - 16 Aug
Agriturismo San Filippo
Studio | Terrace/patio

19. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is ฿2,810
฿3,091 total
includes taxes & fees
23 Aug - 24 Aug
La Dimora di Dida
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

20. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ฿3,597
฿4,109 total
includes taxes & fees
18 Aug - 19 Aug
TuscanyLettings Studio&Room
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Magnifique hôtel, service exceptionnel, propreté impeccable et excellente nourriture. Nous y retournerons sans aucun doute."
Isabelle 3-night trip
Posted 14 hours ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Castiglioncello del Trinoro

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

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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 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.