Castiglioncello del Trinoro Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Castiglioncello del Trinoro vacation rentals

Pillowtop beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

Townhouse in Cetona

La Locanda Di Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Exterior
Agriturismo San Filippo

Vacation Home in Acquapendente

Agriturismo San Filippo
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
The price is ₩154,625
₩170,088 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Agriturismo San Filippo
Exterior
Meublé Il Riccio

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Exterior
Le Roghete

Vacation Home in Acquapendente

Le Roghete
9.4 out of 10, Exceptional, (3)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
Le Roghete
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Property entrance
Il Tosco

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is ₩384,085
₩429,297 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Il Tosco
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

Townhouse in Pienza

TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is ₩137,494
₩158,047 total
includes taxes & fees
Jan 9 - Jan 10, 2026
TuscanyLettings Studio&Room
Bar (on property)
La Piccola Locanda

Townhouse in Chiusi

La Piccola Locanda
8.8 out of 10, Excellent, (8)
"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
La Piccola Locanda
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ₩262,868
₩295,958 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Locanda di San Francesco
Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers
FonteLiving

Townhouse in San Casciano dei Bagni

FonteLiving
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is ₩109,938
₩124,334 total
includes taxes & fees
Dec 26 - Dec 27
FonteLiving
Interior
Delcorto Suites

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ₩289,664
₩325,433 total
includes taxes & fees
Dec 29 - Dec 30
Delcorto Suites
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is ₩123,748
₩142,926 total
includes taxes & fees
Jan 6 - Jan 7, 2026
PienzaLettings Suites
Massages
Chalet Il Cristallo

Townhouse in Castel del Piano

Chalet Il Cristallo
6.8 out of 10, (3)
"Puzza di chiuso e muffa in camera, muffa sul muro, letto con trapunta, lenzuolo e coprimaterasso con n macchia di non so cosa, per aprire lucernario del bagno ho dovuto togliere ragnatele con insetti incorporati. Molle del letto che si sentivano nella schiena e per finire nido sul davanzale che impediva la chiusura degli antoni, non avrei mai fatto togliere il nido amo gli animali, ma le tende interne oltre che sporche non si potevano tirare per impedire un po' alla luce di entrare, alle ore 5...
Italy
Giordano
The price is ₩97,413
₩112,257 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Chalet Il Cristallo
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ₩318,277
₩360,310 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hotel San Gregorio
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
The price is ₩218,407
₩247,049 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Bed & Breakfast Vicolo dell'Oste
Front of property
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House
Outdoor pool, sun loungers
Borgo Dolciano

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25)
"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 ₩244,943
₩272,839 total
includes taxes & fees
Dec 27 - Dec 28
Borgo Dolciano
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

Albergo Diffuso Borgo Santo
The price is ₩374,189
₩420,112 total
includes taxes & fees
Dec 27 - Dec 28
Albergo Diffuso Borgo Santo
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ₩123,390
₩139,131 total
includes taxes & fees
Dec 29 - Dec 30
Artisti del Cavallo Tourism
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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 3 weeks ago
Abbadia Sicille Relais

Find out more about Castiglioncello del Trinoro

Search for Vacation rentals in Castiglioncello del Trinoro on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Castiglioncello del Trinoro using one of the methods below:

  • View our selection of featured Vacation rentals in Castiglioncello del Trinoro
  • Use the map to find apartments and other Vacation homes in the Castiglioncello del Trinoro neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Castiglioncello del Trinoro while they last

Look no further and take a look at our great range of rental properties in Castiglioncello del Trinoro!

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’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.