Castiglioncello del Trinoro Vacation Rentals from CA $146: Short-Term Rentals for 2026

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Our top choices for Castiglioncello del Trinoro vacation rentals

1. La Piccola Locanda

Chiusi

Jeffery

CA $191 total

includes taxes & fees

Sep 9 - Sep 10

2. Residenza Fabroni

Montepulciano

Nicholas

CA $146 total

includes taxes & fees

Aug 21 - Aug 22

3. Delcorto Suites

Montepulciano

Melissa Hyun Joo

CA $277 total

includes taxes & fees

Aug 16 - Aug 17

4. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

CA $198 total

includes taxes & fees

Aug 23 - Aug 24

5. Meublé Il Riccio

Montepulciano

Marlenne

CA $243 total

includes taxes & fees

Aug 23 - Aug 24

6. La Locanda di San Francesco

Montepulciano

Isabelle

CA $201 total

includes taxes & fees

Aug 25 - Aug 26

7. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

CA $286 total

includes taxes & fees

Aug 31 - Sep 1

8. Il Tosco

Montepulciano

Margaret

CA $421 total

includes taxes & fees

Aug 23 - Aug 24

9. L'Olmo

Pienza

Jennifer

CA $1,120 total

includes taxes & fees

Aug 17 - Aug 18

Classic Apartment, 2 Bedrooms | Terrace/patio

10. FonteLiving

San Casciano dei Bagni

Dauray

CA $190 total

includes taxes & fees

Sep 1 - Sep 2

11. Hotel San Gregorio

Pienza

Nancy

CA $367 total

includes taxes & fees

Aug 25 - Aug 26

12. Borgo Dolciano

Chiusi

Carla

CA $291 total

includes taxes & fees

Sep 8 - Sep 9

13. Abbadia Sicille Relais

Trequanda

Robert

CA $287 total

includes taxes & fees

Aug 23 - Aug 24

14. montorio

Montepulciano

Federico

CA $184 total

includes taxes & fees

Aug 23 - Aug 24

Couples treatment rooms, sauna, hot tub, steam room, body treatments

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

San Quirico d'Orcia

Elena

CA $200 total

includes taxes & fees

Aug 16 - Aug 17

16. Affittacamere I Canneggiatori

Abbadia San Salvatore

Erika

CA $125 total

includes taxes & fees

Aug 25 - Aug 26

17. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $130 total

includes taxes & fees

Aug 23 - Aug 24

18. Agriturismo San Filippo

Acquapendente

Richard

CA $135 total

includes taxes & fees

Aug 15 - Aug 16

19. La Dimora di Dida

Seggiano

CA $121 total

includes taxes & fees

Sep 11 - Sep 12

Monolocale Exclusive, vista città, secondo piano senza ascensore

20. TuscanyLettings Studio&Room

Pienza

Lucas

CA $168 total

includes taxes & fees

Aug 23 - Aug 24

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Top Castiglioncello del Trinoro Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Magnifique hôtel, service exceptionnel, propreté impeccable et excellente nourriture. Nous y retournerons sans aucun doute."

Precise Tale Poggio Alla Sala

8/10 Good

"Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making it a great choice for families looking for a relaxing stay. Breakfast was included and offered eggs, fresh fruit, a variety of breads, and cold cuts. The selection was good, but it was essentially the same every day with little variation. The breakfast staff were pleasant, although the service could have been more attentive. Unfortunately, the service at the pool and restaurant was the biggest weakness of our stay. There is a walk-up snack and drink bar, but empty glasses and plates were rarely collected. There was no real pool service, and water was not consistently refilled. At the restaurant, tables were often left with empty plates for extended periods, and wait staff rarely checked on guests after the food was served. For a property at this price point, we expected a more attentive level of service. The setting, cleanliness, and family-friendly atmosphere are excellent, but the lack of consistent service at the pool and restaurant took away from what could otherwise be an exceptional experience. Overall, this is a gorgeous and very clean property with friendly people, a peaceful atmosphere, and a great environment for families with children. The location and surroundings"

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Such a beautiful and magnificent place to stay. The pools were stunning, and the room was lovely overall. The hotel staff were friendly and helpful, although responses through WhatsApp could be quite slow. Unfortunately, the AC in my room stopped working in the middle of the night. I called room service, but they were unable to fix the unit or offer any alternative accommodations, so I had to spend the rest of the night sleeping in a very hot room, which was quite uncomfortable. Another concern was that the floors became extremely slippery after showering, which felt unsafe. Overall, it’s a beautiful property with wonderful amenities and kind staff, but I hope the hotel improves its response time and how it handles maintenance issues, especially when they significantly affect a guest’s comfort and safety."

Agriturismo La Sovana

10/10 Excellent

"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."

Hotel Villa Ricci

10/10 Excellent

"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."

Drogheria & Locanda Franci

10/10 Excellent

"Le stationnement manquait d’autonomie et à notre arrivée, il n’y avait personne à la réception de l’hôtel, ça manquait de précision pour faire notre arrivée puisque la réception ne se trouvait pas où elle était mentionnée suite à des rénovations. Mis à part ces détails, l’hôtel était très bien, le personnel était aux petits soins et le site était bucolique. Je recommande sans hésiter et j’y retournerai probablement moi même."

Find out more about Castiglioncello del Trinoro

Everything you need to know about Castiglioncello del Trinoro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglioncello del Trinoro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglioncello del Trinoro vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglioncello del Trinoro vacation rentals we have selected for you start as low as CA $146 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 vacation 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 vacation.

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 vacation rental in Castiglioncello del Trinoro?

Yes, we have vacation rentals near top points of interest in Castiglioncello del Trinoro, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Castiglioncello del Trinoro?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental outside of Castiglioncello del Trinoro is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area.

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

A vacation rental is a private property you can stay in for a few weeks or just a few days in Castiglioncello del Trinoro. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Castiglioncello del Trinoro vacation rentals

1. La Piccola Locanda

2. Residenza Fabroni

3. Delcorto Suites

4. Bed & Breakfast Vicolo dell'Oste

5. Meublé Il Riccio

6. La Locanda di San Francesco

7. Casanova - Panoramic Rooms and Suites

8. Il Tosco

9. L'Olmo

10. FonteLiving

11. Hotel San Gregorio

12. Borgo Dolciano

13. Abbadia Sicille Relais

14. montorio

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

16. Affittacamere I Canneggiatori

17. Artisti del Cavallo Tourism

18. Agriturismo San Filippo

19. La Dimora di Dida

20. TuscanyLettings Studio&Room

Find vacation rentals that suit your style

Top Castiglioncello del Trinoro Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Precise Tale Poggio Alla Sala

Castello di Velona Resort Thermal SPA & Winery

Fonteverde Thermal Spa Resort Tuscany

Agriturismo La Sovana

Nuovo Etruria Resort

Mastrojanni Relais - Small Luxury Hotels of the World

Hotel Villa Ricci

Drogheria & Locanda Franci

Find out more about Castiglioncello del Trinoro

Frequently asked questions

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