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Compare 812 Villas in Castiglioncello del Trinoro with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (48)
"We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful."
The price is AED 559
AED 647 total
includes taxes & fees
3 Feb - 4 Feb
Il Poggio dell'Eremita

Villa with private pool and panoramic view in beautiful Val d'Orcia

10.0 out of 10, Exceptional, (5)
"We had stayed at this property for years before Jennifer purchased it. And do hope to continue. We appreciate the effort and care to details she put into updating it and providing an excellent experience. This property is well located to see numerous villages in the area."
Villa with private pool and panoramic view in beautiful Val d'Orcia

Villa Podere Belvedere

9.8 out of 10, Exceptional, (11)
"Our stay at Villa Podere Belvedere was just wonderful. Our family had the most relaxing time at the Villa, enjoying morning walks in the picturesque country side, lovely lunches by the pool and driving to the many charming Towns in the area all contributed to a wonderful stay. My only negative comment is that it would have been helpful if we had been informed that absolutely no household cleaning products or catering supplies would be provided, we could have brought these items with us. Given...
Villa Podere Belvedere

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!!!

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

10.0 out of 10, Exceptional, (25)
"Xx"
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Villa Casale Silvia Large Private Pool, A/C, WiFi

9.8 out of 10, Exceptional, (18)
"Very nice villa to relax in the countryside. The town of Fabro is only a 15 minute ride to restaurants, train station(free parking) and other shops. We found the villa to be very spacious and relaxing. One item to note, there was seven cats (at the time of our stay) living outside the doors of the property. We were told to feed, some bring some cat food."
Villa Casale Silvia Large Private Pool, A/C, WiFi

Villa Caporlese Large Private Pool, WiFi

9.8 out of 10, Exceptional, (11)
"The place is beautiful, very clean and Stefania was just great. Things that need improvement is the stove, flushing the toilet . The dirt rd is really difficult , you need an SUV to drive to the house! Screens are need it for the windows to stop the bugs and other little creatures to come in. The Kitchen also need more utensils The pool is wonderful and the property is well taking care of! Nice place"
Villa Caporlese Large Private Pool, WiFi

Country House With Private Pool

10.0 out of 10, Exceptional, (3)
"This is a larger authentic Tuscan farmhouse with a lovely lush garden. The house has a rustic feel with lots of the furniture made by the hosts, the pool and garden are beautiful to relax and take in the views. Many of the sights in southern Tuscany and Umbria are close by (by car). The property is clean and the beds and bathrooms are very comfortable. The hosts are very discreet but will make you feel very welcome. Definitely would visit again! "
Country House With Private Pool

Villa Il Melograno - Four Bedroom Villa, Sleeps 8

10.0 out of 10, Exceptional, (8)
Villa Il Melograno - Four Bedroom Villa, Sleeps 8

Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,

9.4 out of 10, Exceptional, (41)
"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,

Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

Villa Il Girasole in Parrano

Villa Il Girasole in Parrano

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

10.0 out of 10, Exceptional, (1)
"The location of this home is perfect. Far enough away for peace and quiet, yet close enough to go to the grocery store and into Montepulciano. Frank and Silva, the owners were a delight. They didn't speak much english, but we laughed every morning with them. Frank makes his own wine from the on property vineyard and Silva makes handbags and jams. Frank wine is as good as any other in Italy. And so much less money!!! Their home and grounds are beautiful. We were three couples and had plenty...
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

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

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

10.0 out of 10, Exceptional, (47)
"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

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

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

10.0 out of 10, Exceptional, (7)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
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 property types in Castiglioncello del Trinoro

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 485
AED 557 total
includes taxes & fees
9 Feb - 10 Feb
Hotel San Gregorio

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen

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"
Casanova - Panoramic Rooms and Suites
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.

Frequently asked questions

How much do villas in Castiglioncello del Trinoro cost?
Rates for villas in Castiglioncello del Trinoro range between AED 559 and AED 559 per night. Whatever your budget, you’ll find something that suits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Castiglioncello del Trinoro?
Choose from 812 villas in Castiglioncello del Trinoro. Whether you’re vacationing with the kids or getting away with your besties, Expedia can help you find the right space for your squad.
Why book your villa in Castiglioncello del Trinoro with Expedia?
Booking a villa in Castiglioncello del Trinoro is as simple as entering your travel dates and picking a place that meets your needs. Seeking something budget friendly or upmarket, or a property that also features a pool and free WiFi? Use Expedia’s search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Castiglioncello del Trinoro?
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