Default HTG hotel image

Castiglioncello del Trinoro Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Castiglioncello del Trinoro vacation rentals

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is CA $238
CA $268 total
includes taxes & fees
Jul 12 - Jul 13
Casanova - Panoramic Rooms and Suites

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (177 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is CA $203
CA $229 total
includes taxes & fees
Jun 30 - Jul 1
Abbadia Sicille Relais

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 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 CA $172
CA $192 total
includes taxes & fees
Jun 30 - Jul 1
La Piccola Locanda

Residenza d'epoca Ca' de Principi

Residenza d'epoca Ca' de Principi
Piegaro
9.8 out of 10, Exceptional, (13 reviews)
"The hotel was charming, and the staff really nice. Breakfast had lots of options. The room was large and beautiful view of the hills. The bed was comfortable."
United States
Robyn
The price is CA $191
CA $210 total
includes taxes & fees
Jun 30 - Jul 1
Residenza d'epoca Ca' de Principi

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 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 CA $107
CA $124 total
includes taxes & fees
Jun 30 - Jul 1
Residenza Fabroni

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $202
CA $229 total
includes taxes & fees
Jun 30 - Jul 1
B&B Le Scalette di Piazza

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (111 reviews)
"It was very well located ."
Canada
Marlenne
The price is CA $230
CA $260 total
includes taxes & fees
Jun 30 - Jul 1
Meublé Il Riccio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is CA $306
CA $346 total
includes taxes & fees
Jul 22 - Jul 23
Hotel San Gregorio

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 CA $160
CA $182 total
includes taxes & fees
Jun 30 - Jul 1
Bed & Breakfast Vicolo dell'Oste

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is CA $246
CA $277 total
includes taxes & fees
Jun 30 - Jul 1
Delcorto Suites

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (11 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is CA $167
CA $187 total
includes taxes & fees
Jul 5 - Jul 6
FonteLiving

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is CA $91
CA $101 total
includes taxes & fees
Jun 30 - Jul 1
La Dimora di Dida

Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is CA $154
CA $175 total
includes taxes & fees
Jun 30 - Jul 1
Casale dell'Assiolo

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
Borgo Lucignanello Bandini

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (145 reviews)
"Great location."
United States
James
The price is CA $190
CA $215 total
includes taxes & fees
Jul 19 - Jul 20
La Locanda di San Francesco

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is CA $116
CA $127 total
includes taxes & fees
Jul 4 - Jul 5
Agriturismo San Filippo

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $201
CA $237 total
includes taxes & fees
Jul 10 - Jul 11
Corte Francigena - Apartments

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is CA $479
CA $540 total
includes taxes & fees
Jun 30 - Jul 1
Palazzo Saloni

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is CA $646
CA $718 total
includes taxes & fees
Jul 27 - Jul 28
L'Olmo

Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests

Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
Castiglione d'Orcia
The price is CA $190
CA $216 total
includes taxes & fees
Jul 2 - Jul 3
Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castiglioncello del Trinoro Hotel Reviews

Find out more about Castiglioncello del Trinoro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

The House of Alice, charm and relaxation: This vacation home rental outside of Castiglioncello del Trinoro is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 Piscine Termali Theia. Terme di Chianciano and Terme di Montepulciano Spa 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.