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Compare 856 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

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!!!

Villa with private pool, air conditioning 20km from Trasimeno lake and Perugia

10.0 out of 10, Exceptional, (3)
"Abbiamo soggiornato in questa villa in 16 persone (quattro famiglie ) e si è rivelata comodissima sia per le camere che per i quattro bagni a disposizione che hanno consentito un'ottima divisione degli spazi. Bellissimo il contorno con calcio balilla, tavolo da ping pong, campetto di calcetto e la piscina, oltre agli ampi spazi comuni interni. Una parola a parte per i proprietari Dalia e Giuliano che sono stati accoglienti, disponibili e mai invadenti e che approfitto per salutare e ringraziare...
Villa with private pool, air conditioning 20km from Trasimeno lake and Perugia

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

10.0 out of 10, Exceptional, (1)
"Beautiful villa in fantastic location . Easy to get to many places and attractions. Well equipped and very comfy beds. Lovely helpful owner. Would love to return."
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

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

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

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,

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."
The price is AED 1,722
AED 2,043 total
includes taxes & fees
1 Dec - 2 Dec
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

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

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

Villa Il Girasole in Parrano

Villa Il Girasole in Parrano

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

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

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

10.0 out of 10, Exceptional, (45)
"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

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 562
AED 647 total
includes taxes & fees
26 Nov - 27 Nov
Il Poggio dell'Eremita

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (195)
"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

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

9.4 out of 10, Exceptional, (40)
"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

Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

10.0 out of 10, Exceptional, (9)
"This is a beautifully furnished and restored house. The quality of the furnishings and kitchens and bath are excellent. The pool is beautiful and we loved the covered loggia area so you could lounge poolside but still have cover from the sun. Easy to get to several interesting towns including Montalcino, Pienza, Montepulciano. The house manager was very helpful and pre-shopped for groceries and is available to line up lots of activities. Definitely recommend a stay with family or friends."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

Panoramic villa

Panoramic villa

"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden

9.8 out of 10, Exceptional, (26)
"Like many of the others who have stayed here and reviewed... the place is a magical and peaceful house 'in the middle of nowhere'. I'd like to be completely honest so I will break down a few topics to give some clarity of my review. Communication / Check-In: Leading up to and then during our stay, communication with the host / property manager was quite easy the entire time on the VRBO app and then mostly through WhatsApp while we were there (If you are travelling from North America.. get...
"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden

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
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, (104)
"Very nice staff, great service, super clean. Will stay again."
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 AED 619
AED 689 total
includes taxes & fees
28 Nov - 29 Nov
Casanova - Panoramic Rooms and Suites

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is AED 202
AED 233 total
includes taxes & fees
2 Dec - 3 Dec
Abbadia Sicille Relais
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 562 and AED 1,722 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 856 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?
With Expedia’s helpful filter tool, scoring cheap villas in Castiglioncello del Trinoro couldn’t be simpler. To find options that are easy on your bank balance, narrow your search results by budget, amenities and star rating.