Holiday Rentals Castiglioncello del Trinoro from £53: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Castiglioncello del Trinoro holiday rentals

A patio area with outdoor seating, potted plants, and a view of the landscape.

1. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

17 Nov - 18 Nov

A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

2. FonteLiving

San Casciano dei Bagni

Dauray

includes taxes & fees

11 Nov - 12 Nov

A large building with a cafe area, outdoor seating, and a covered patio.

3. La Locanda Di Cetona

Cetona

GianPaolo

includes taxes & fees

1 Dec - 2 Dec

A dining area with a wooden table, chairs, and a potted plant.

4. La Piccola Locanda

Chiusi

autumn

includes taxes & fees

11 Nov - 12 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

5. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

10 Dec - 11 Dec

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

6. TuscanyLettings Studio&Room

Pienza

Lucas

includes taxes & fees

11 Dec - 12 Dec

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

7. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

includes taxes & fees

12 Nov - 13 Nov

A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

8. Boutique Apartment Eleganza

Chiusi Scalo

Ryan W.

includes taxes & fees

12 Nov - 13 Nov

A stone building with a courtyard, outdoor seating, and a warm light setting.

9. Sarna Residence

San Quirico d'Orcia

Bokang

includes taxes & fees

15 Nov - 16 Nov

A rustic brick building with a mural, a clock, and various potted plants.

10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

includes taxes & fees

11 Nov - 12 Nov

A stone building with a tiled roof, surrounded by tall trees and a gravel path.

11. montorio

Montepulciano

Joseph

includes taxes & fees

11 Nov - 12 Nov

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

12. La Locanda di San Francesco

Montepulciano

Colin

includes taxes & fees

26 Nov - 27 Nov

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

13. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

14. Boutique Apartment Natura

Chiusi

Shelley

includes taxes & fees

16 Nov - 17 Nov

An outdoor dining area with a rustic brick oven, a wooden table set with plates, glasses, and a bowl of fruit.

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

Chianciano Terme

Anonymous traveller

additional charges may apply

11 Nov - 12 Nov

A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

16. Casa Gioia - Casa Olivieri

Pienza

Nancy

includes taxes & fees

8 Dec - 9 Dec

An arched doorway leading to a building with a wooden door and a staircase.

17. Residenza Fabroni

Montepulciano

Marc

includes taxes & fees

11 Nov - 12 Nov

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

18. PienzaLettings Suites

Pienza

Pearlyn

includes taxes & fees

10 Dec - 11 Dec

A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

19. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

includes taxes & fees

18 Nov - 19 Nov

A terrace with a table set for breakfast, overlooking a scenic landscape.

20. Delcorto Suites

Montepulciano

Denise

includes taxes & fees

11 Nov - 12 Nov

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Find holiday rentals that suit your style

Top Castiglioncello del Trinoro Hotel Reviews

A terrace with two sun loungers, a metal railing, and a view of a town with buildings and trees.

Santa Caterina Hotel & Bike

Chianciano Terme

10/10 Excellent

Sor Eng

A pool with lounge chairs, surrounded by trees and a hilly landscape.

Hotel Villa il Patriarca

Chiusi

10/10 Excellent

Renato

A garden pathway leading to a building with a yellow facade and arched windows.

Residenza Dei Ricci Relais

Chiusi

10/10 Excellent

Ann Marie

A pool area with lounge chairs and a hot tub.

Albergo Angiolino

Chianciano Terme

10/10 Excellent

Anonymous traveller

A wooden interior with a bench and a window overlooking a garden.

The Monteleone

Monteleone d'Orvieto

10/10 Excellent

Flawless stay, absolutely stunning hotel and grounds, matched by wonderful attention from every member of the team who made our stay completely memorable. Room exceeded our expectations- spacious, cool and very comfortable, beautifully designed with gorgeous bed. We loved the breakfast options- hot and cold choices, including many homemade options which were delicious. The pool was clean and a perfect temperature, surrounded by nature- it was a perfect environment for us to relax and soak up...

Joanna

A terrace with a table and chairs, overlooking a forested landscape and a distant view of a house.

Hotel Panoramic Montepulciano

Montepulciano

10/10 Excellent

What a beautiful setting, slightly out of town so ideal if you have a car. Staff were extremely friendly and helpful. Parking was easy, free and onsite. Room was very comfortable, extra pillows given upon request. Room was clean and bathroom was luxury- powerful and spacious shower. Wifi in the room and a balcony to enjoy outside. Window could be left open slightly for a fresh breeze. No fridge in the room or drinking water but an abundance of towels. Breakfast was included and consisted of...

Kathryn and Seb

Relais Val d'Orcia

Pienza

10/10 Excellent

William

A reception area with a wooden counter, potted plants, and a seating area with a blue sofa.

Hotel Montecarlo

Chianciano Terme

10/10 Excellent

Alexandra

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

Palazzo Brandano

Trequanda

10/10 Excellent

Andrew

An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding greenery.

Borgo Sant'Ambrogio Resort

Trequanda

10/10 Excellent

Elizabeth

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

Sandeep

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 £53 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 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.

Search Holiday Rentals in Castiglioncello del Trinoro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglioncello del Trinoro holiday rentals

1. Affitacamere Maria Gabriella

2. FonteLiving

3. La Locanda Di Cetona

4. La Piccola Locanda

5. Abbadia Sicille Relais

6. TuscanyLettings Studio&Room

7. Bed & Breakfast Vicolo dell'Oste

8. Boutique Apartment Eleganza

9. Sarna Residence

10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

11. montorio

12. La Locanda di San Francesco

13. Hotel San Gregorio

14. Boutique Apartment Natura

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

16. Casa Gioia - Casa Olivieri

17. Residenza Fabroni

18. PienzaLettings Suites

19. Casanova - Panoramic Rooms and Suites

20. Delcorto Suites

Find holiday rentals that suit your style

Top Castiglioncello del Trinoro Hotel Reviews

Santa Caterina Hotel & Bike

10/10 Excellent

Find out more about Castiglioncello del Trinoro

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

How to find incredible deals on Castiglioncello del Trinoro rentals

Frequently Asked Questions

Can I find a holiday rental in Castiglioncello del Trinoro?

What are some of the best holiday rentals that Castiglioncello del Trinoro has to offer?

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

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