Castiglioncello del Trinoro Holiday Rentals

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Holiday Rentals in Castiglioncello del Trinoro

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
The price is AU$236
includes taxes & fees
9 Dec - 10 Dec
Hotel San Gregorio

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is AU$278
includes taxes & fees
13 Dec - 14 Dec
Casanova - Panoramic Rooms and Suites

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (153)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is AU$94
includes taxes & fees
3 Dec - 4 Dec
Abbadia Sicille Relais

Big house

7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is AU$158
includes taxes & fees
3 Dec - 4 Dec
Residenza Fabroni

wrapped in the scent of Mediterranean flowers and herbs

10.0 out of 10, Exceptional, (45)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
Casa Campau by Interhome

Tuscan stone villa with private pool surrounded by greenery

10.0 out of 10, Exceptional, (89)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

Farmhouse in the Countryside

6.0 out of 10, (1)
"Das Haus ist sehr schön gelegen, Raumaufteilung okay, die Familuie des Vermieters ist super nett und hilfsbereit. Ich muss kritisieren, dass die Kommunikation mit FEWO sehr schlecht war. Wir kamen nach 12-stündiger Fahrt beim Objekt an, niemand war da. Beim Wohnsitz des Vermieters angekommen, wussten diese nichts von der Buchung. Das Haus ist eine Baustelle, da die Vermieter renovieren wollten. Sie gaben glaubwürdig an, von FEWO keine Benachrichtigung erhalten zu haben. Sie hätten die Buchung...
Farmhouse in the Countryside

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (12)
"This is a beautiful apartment on the edge of a small town called Castelnuovo dell’Abate. It's not in Montalcino, but a short drive to it. We stayed here because we were visiting a few wineries close by. When staying in a small Tuscan town, it's best to look for a place like this that's right on the edge. You don't want to (and sometimes can't!) drive into the old part of the towns. We were able to park along the street about 100 yards away. The walk was steeply uphill, but not long at all. The...
The price is AU$234
includes taxes & fees
3 Dec - 4 Dec
The Gelda house, relax with a view

Il Tosco

10.0 out of 10, Exceptional, (99)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is AU$429
includes taxes & fees
4 Dec - 5 Dec
Il Tosco

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AU$296
includes taxes & fees
3 Dec - 4 Dec
The House of Alice, charm and relaxation

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (33)
"Authentic farmbouse with stunning Tuscany views. Peaceful beautiful region of Tuscany. Montefollonico had a decent small friendly grocery store and pharmacy is a short drive away. There are lots of towels and blankets. It was cold upon arrival and took a while to warm up the house as the heat was off likely for a few days at least. There is a charge for heat and hydro and the caretaker actually comes back out to read the meters and inspect the house. This was a bit of surprise and had never...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Cottage " I due Pini"

10.0 out of 10, Exceptional, (36)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (46)
"Our group of 15 thoroughly enjoyed our stay. The communication prior to and during the visit was excellent. The villa is stunning and HUGE and the grounds are magnificent. One day of our trip was spent just relaxing on the property and it was precious time well spent. "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Old Tuscan house in the medieval village of Castiglione d'Orcia

9.6 out of 10, Exceptional, (15)
"Lovely spot to be in the middle of this lovely village."
Old Tuscan house in the medieval village of Castiglione d'Orcia

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!
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.
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Other types of properties in Castiglioncello del Trinoro you may be interested in

Monteverdi Tuscany

9.4 out of 10, Exceptional, (6)
"Amazing and beautiful experience! Service couldn’t be beat! "
The price is AU$1,260
includes taxes & fees
3 Dec - 4 Dec
Monteverdi Tuscany

Hotel Relais II Chiostro di Pienza

4.0 star property
8.8 out of 10, Excellent, (558)
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good. "
Hotel Relais II Chiostro di Pienza

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
9.0 out of 10, Wonderful, (306)
"Exceeded expectations. Extraordinary resort. "
The price is AU$1,137
includes taxes & fees
7 Dec - 8 Dec
Castello di Velona Resort Thermal SPA & Winery
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

The House of Alice, charm and relaxation: This holiday home rental outside of Castiglioncello del Trinoro is located in a rural location, and has a fireplace, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker.

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

While exploring the area, visit family-friendly sights like Centro Servizi Turistici Citta della Pieve, 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.