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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Castiglioncello del Trinoro holiday rentals

Panoramic Cottage, 1 Bedroom | Exterior

1. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (65 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is £110
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
Exterior

2. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
8.8 out of 10, Excellent, (8 reviews)
"We arrived quite late, but the staff were friendly, responsive, and very helpful with the self-check-in process. Their support made our arrival easy and stress-free. The room was charming, clean, and well cared for. We also really enjoyed the location and the atmosphere of this little town. Having a café just downstairs for breakfast was a nice bonus. We had a great stay and would be happy to return."
Canada
Ruby
The price is £116
includes taxes & fees
17 Sept - 18 Sept
La Locanda Di Cetona
Bar (on property)

3. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (13 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is £102
includes taxes & fees
17 Sept - 18 Sept
La Piccola Locanda
Classic Apartment, 2 Bedrooms | Terrace/patio

4. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (16 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is £68
includes taxes & fees
4 Oct - 5 Oct
FonteLiving
Property entrance

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 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 £77
includes taxes & fees
4 Oct - 5 Oct
Residenza Fabroni
1 bedroom, iron/ironing board, WiFi

6. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
The price is £78
includes taxes & fees
22 Sept - 23 Sept
Boutique Apartment Natura
Outdoor dining

7. Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi

Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi
Chianciano Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: Todo nos gustó. Las vistas, el departamento impecable,limpio. Tranquilo. El desayuno espectacular. Está alejado de la ciudad como para desconectar y relajarse disfrutando de las vistas y el atardecer. Cons: Nada"
Spain
Anonymous traveller
The price is £212
includes taxes & fees
18 Sept - 19 Sept
Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi
Front of property

8. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is £98
includes taxes & fees
3 Oct - 4 Oct
montorio
Interior

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is £134
includes taxes & fees
8 Oct - 9 Oct
Meublé Il Riccio
Exterior

10. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 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 £135
includes taxes & fees
23 Sept - 24 Sept
Borgo Dolciano
Exterior

11. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 £114
includes taxes & fees
15 Oct - 16 Oct
Bed & Breakfast Vicolo dell'Oste
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

12. 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 £92
includes taxes & fees
15 Oct - 16 Oct
TuscanyLettings Studio&Room
Interior

13. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is £76
includes taxes & fees
20 Sept - 21 Sept
Boutique Apartment Eleganza
Suite Aria | Terrace/patio

14. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is £157
includes taxes & fees
15 Oct - 16 Oct
Delcorto Suites
Food court

15. 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 £171
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
Food and drink

16. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (155 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is £174
includes taxes & fees
17 Sept - 18 Sept
Hotel San Gregorio
Property grounds

17. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is £107
includes taxes & fees
21 Sept - 22 Sept
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Outdoor pool

18. Apartment in old farmhouse with garden and swimming pool

Apartment in old farmhouse with garden and swimming pool
Radicofani
The price is £106
includes taxes & fees
20 Sept - 21 Sept
Apartment in old farmhouse with garden and swimming pool
Exterior

19. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is £99
includes taxes & fees
12 Oct - 13 Oct
Casa Gioia - Casa Olivieri
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

20. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is £85
includes taxes & fees
16 Oct - 17 Oct
PienzaLettings Suites
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

Corte Francigena - Apartments

Corte Francigena - Apartments

10/10 Excellent
"Beautiful views, quiet, peaceful, on-site parking. It was a bit difficult to find but worth the drive."
Dania 2-night trip
Posted 7 hours ago
Corte Francigena - Apartments

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, apart-hotels, 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 favorite 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 depends 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 £77 per night. Entering your travel dates in the search wizard you might find 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?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This holiday home rental outside of Castiglioncello del Trinoro is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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.