Default HTG hotel image

Castiglioncello del Trinoro Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Castiglioncello del Trinoro vacation rentals

Exterior

1. 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
$142 nightly
The price is $156
Sep 5 - Sep 6
Total with taxes and fees
La Locanda Di Cetona
Bar (on property)

2. 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
$119 nightly
The price is $134
Sep 5 - Sep 6
Total with taxes and fees
La Piccola Locanda
Classic Apartment, 2 Bedrooms | Terrace/patio

3. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (15 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
$76 nightly
The price is $86
Oct 5 - Oct 6
Total with taxes and fees
FonteLiving
Property entrance

4. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (107 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
$92 nightly
The price is $105
Sep 15 - Sep 16
Total with taxes and fees
Residenza Fabroni
Front of property

5. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
$117 nightly
The price is $133
Oct 3 - Oct 4
Total with taxes and fees
montorio
Classic Apartment, Vineyard View | Interior

6. Podere Tre Berte - The Sleeping Beauty

Podere Tre Berte - The Sleeping Beauty
Toscana
$82 nightly
The price is $90
Oct 5 - Oct 6
Total with taxes and fees
Podere Tre Berte - The Sleeping Beauty
1 bedroom, iron/ironing board, WiFi

7. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
$86 nightly
The price is $104
Sep 6 - Sep 7
Total with taxes and fees
Boutique Apartment Natura
Exterior

8. 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
$149 nightly
The price is $166
Sep 5 - Sep 6
Total with taxes and fees
Borgo Dolciano
Interior

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
$163 nightly
The price is $184
Sep 15 - Sep 16
Total with taxes and fees
Meublé Il Riccio
Exterior

10. 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
$123 nightly
The price is $140
Sep 6 - Sep 7
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

11. 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
$115 nightly
The price is $131
Sep 14 - Sep 15
Total with taxes and fees
TuscanyLettings Studio&Room
Interior

12. 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.
$87 nightly
The price is $106
Sep 13 - Sep 14
Total with taxes and fees
Boutique Apartment Eleganza
Property grounds

13. The Old Washhouse

The Old Washhouse
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.
$138 nightly
The price is $143
Sep 7 - Sep 8
Total with taxes and fees
The Old Washhouse
Food court

14. 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
$187 nightly
The price is $210
Sep 27 - Sep 28
Total with taxes and fees
La Locanda di San Francesco
Front of property

15. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (4 reviews)
"I wish I knew more about the check in process ahead of time of that they contacted me ok WhatsApp. But it was clean, comfortable, as pictured, great location, and a great stay. "
United States
Nicole
$83 nightly
The price is $96
Sep 27 - Sep 28
Total with taxes and fees
Bellarmino Boutique Apartments
Exterior

16. Double bedroom with private bathroom, private access, garden and swimming pool

Double bedroom with private bathroom, private access, garden and swimming pool
Radicofani
$104 nightly
The price is $109
Sep 7 - Sep 8
Total with taxes and fees
Double bedroom with private bathroom, private access, garden and swimming pool
Exterior

17. 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.
$328 nightly
The price is $328
Sep 6 - Sep 7
Total with taxes and fees
Eagle House
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

18. 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
$110 nightly
The price is $126
Sep 8 - Sep 9
Total with taxes and fees
PienzaLettings Suites
Fridge, oven, dishwasher

19. Renovated flat with panoramic view-Casa Olivazzo

Renovated flat with panoramic view-Casa Olivazzo
Chiusi
$161 nightly
The price is $161
Sep 19 - Sep 20
Total with taxes and fees
Renovated flat with panoramic view-Casa Olivazzo
Interior

20. Boutique Apartment Family

Boutique Apartment Family
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great apartment located right where we needed to be, not far from the train station. The host let us store our bags all day which was a huge help!"
United States
Joseph M.
$90 nightly
The price is $110
Sep 13 - Sep 14
Total with taxes and fees
Boutique Apartment Family
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglioncello del Trinoro Hotel Reviews

Palazzuolo

Palazzuolo

10/10 Excellent
"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."
Dianne 11-night trip
Posted 6 hours ago
Palazzuolo

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Castiglioncello del Trinoro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!: This vacation home rental outside of Castiglioncello del Trinoro is located in a rural location and has an outdoor pool, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

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.