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Castiglioncello del Trinoro Holiday Rentals

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Our top choices for Castiglioncello del Trinoro holiday rentals

1. 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 NZ$168
includes taxes & fees
30 Aug - 31 Aug
Residenza Fabroni

2. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (12 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 NZ$227
includes taxes & fees
10 Sept - 11 Sept
La Piccola Locanda

3. 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 NZ$245
includes taxes & fees
22 Aug - 23 Aug
Bed & Breakfast Vicolo dell'Oste

4. 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 NZ$316
includes taxes & fees
31 Aug - 1 Sept
Meublé Il Riccio

5. 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 NZ$273
includes taxes & fees
27 Aug - 28 Aug
La Locanda di San Francesco

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

La Loggia Apartment with Mountain View, Shared Pool, and Wi-Fi
Chianciano Terme
The price is NZ$470
includes taxes & fees
22 Aug - 23 Aug
La Loggia Apartment with Mountain View, Shared Pool, and Wi-Fi

7. 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 NZ$202
includes taxes & fees
27 Aug - 28 Aug
Boutique Apartment Natura

8. 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 NZ$232
includes taxes & fees
1 Sept - 2 Sept
FonteLiving

9. 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 NZ$348
includes taxes & fees
12 Sept - 13 Sept
Borgo Dolciano

10. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is NZ$225
includes taxes & fees
27 Aug - 28 Aug
montorio

11. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (41 reviews)
"A beautiful historic property in the centre of Montepulciano. Very spacious room looking out on the Main Street. Wonderful gourmet breakfast provided each morning! I will recommend this property!"
Canada
James
The price is NZ$338
includes taxes & fees
23 Aug - 24 Aug
Delcorto Suites

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 NZ$219
includes taxes & fees
31 Aug - 1 Sept
TuscanyLettings Studio&Room

13. 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 NZ$238
includes taxes & fees
2 Sept - 3 Sept
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

14. Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is NZ$169
includes taxes & fees
31 Aug - 1 Sept
Federico's Cantuccio, cozy apartment in the heart of Radicofani

15. Loft with flowered courtyard in Val d'Orcia Radicofani

Loft with flowered courtyard in Val d'Orcia Radicofani
Radicofani
10.0 out of 10, Exceptional, (1 review)
"Posto delizioso, curatissimo, ben arredato e ben pulito.Ringraziamo Barbara per la calorosa accoglienza."
Italy
Alessia R.
The price is NZ$259
includes taxes & fees
1 Sept - 2 Sept
Loft with flowered courtyard in Val d'Orcia Radicofani

16. 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 NZ$218
includes taxes & fees
26 Aug - 27 Aug
Boutique Apartment Eleganza

17. Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
8.0 out of 10, Very good, (1 review)
The price is NZ$374
includes taxes & fees
22 Aug - 23 Aug
Holiday Home 'Colline' with Balcony and Wi-Fi

18. Terme house

Terme house
Bagni San Filippo
The price is NZ$277
includes taxes & fees
22 Aug - 23 Aug
Terme house

19. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is NZ$540
includes taxes & fees
26 Aug - 27 Aug
Eagle House

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 NZ$213
includes taxes & fees
25 Aug - 26 Aug
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

Find out more about Castiglioncello del Trinoro

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castiglioncello del Trinoro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castiglioncello del Trinoro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castiglioncello del Trinoro. Seeing all the best attractions is bound to make you fall in love with Castiglioncello del Trinoro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castiglioncello del Trinoro short-term rentals, that won’t be hard to do.

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.