Castiglioncello del Trinoro Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Castiglioncello del Trinoro

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (60)
"Excellent views and the property was overall lovely. The nearby town San Quirico d'Orcia also had a good selection of restaurants and was a nice place to stroll in the evening."
Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (116)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
Hotel San Gregorio

Il Tosco

10.0 out of 10, Exceptional, (111)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is ¥42,696
¥47,647 total
includes taxes & fees
Jul 9 - Jul 10
Il Tosco

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is ¥19,639
¥22,113 total
includes taxes & fees
Jul 7 - Jul 8
Abbadia Sicille Relais

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (50)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is ¥28,789
¥33,710 total
includes taxes & fees
Jul 8 - Jul 9
Corte Francigena

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is ¥21,611
¥25,014 total
includes taxes & fees
Jul 9 - Jul 10
Il Poggio dell'Eremita

Residenza Fabroni

8.8 out of 10, Excellent, (85)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is ¥13,894
¥15,964 total
includes taxes & fees
Jul 10 - Jul 11
Residenza Fabroni

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (87)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
The price is ¥18,200
¥20,360 total
includes taxes & fees
Jul 7 - Jul 8
Borgo Dolciano

PRIVATE TUSCAN VILLA - 3 HEATED SWIMMING POOL - WEDDINGS, EVENTS, JACUZZI, SAUNA

9.4 out of 10, Exceptional, (3)
"It was only for a week but living there was a pleasure. Nearby towns had lots of interesting places to visit and good restaurants. The house itself was well fitted especially the kitchen which suited self catering groups as there are no restaurants within walking distance for those who like to drink with their evening meal. We all enjoyed our stay."
PRIVATE TUSCAN VILLA - 3 HEATED SWIMMING POOL - WEDDINGS, EVENTS, JACUZZI, SAUNA

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

10.0 out of 10, Exceptional, (51)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (41)
"Great time with friends! Can't beat the location and the hosts were amazing and responsive."
Villa with private pool, air conditioning near wineries at 3km from village

Montalcino Villa - Breathtaking Views of the Val d'Orcia

9.8 out of 10, Exceptional, (41)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Montalcino Villa - Breathtaking Views of the Val d'Orcia

Osteria del Borgo

9.2 out of 10, Wonderful, (145)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo

Historic Villa Ferrano has modern amenities, ideal for medium-sized events.

10.0 out of 10, Exceptional, (1)
"Amazing property. Very well run"
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.

Villa Mealli Large Private Pool, WiFi

9.2 out of 10, Wonderful, (12)
"A wonderful experience from start to finish!"
Villa Mealli Large Private Pool, WiFi

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (197)
"In summary, a brilliant villa, perfect for our large group of families (4 couples with multiple kids). Citta della Pieve is a lovely town and there are loads of places to.visit nearby. We had a great time abd the hosts were very helpful. Would highly recommend."
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is ¥30,630
¥40,160 total
includes taxes & fees
Jul 7 - Jul 8
The House of Alice, charm and relaxation
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

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 a coffee maker. 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 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.