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Featured Villas in Castiglione d'Orcia and around

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

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (53)
"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 €156
includes taxes & fees
12 Sept - 13 Sept
Il Poggio dell'Eremita

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

10.0 out of 10, Exceptional, (52)
"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, (42)
"Guido’s home in Tuscany is great! My family had an awesome time enjoying the pool, the near by wineries and a cooking class at the villa. The house is rustic, charming and in a great location. The beds are a bit old and the showers were a little small but overall the house fit all the needs of my family. The pool was also excellent and the views from the pool area are incredible. Whenever we needed anything it was always answered quickly. Thanks for an awesome stay!"
Villa with private pool, air conditioning near wineries at 3km from village

Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (29)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking

Villa with swimming pool and large garden, nestled in the hills of Maremma

Villa with swimming pool and large garden, nestled in the hills of Maremma

Villa Podere Belvedere

9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere

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

10.0 out of 10, Exceptional, (2)
"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

I Cipressi, 5 bedrooms with pool near Cortona

10.0 out of 10, Exceptional, (2)
"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."
I Cipressi, 5 bedrooms with pool near Cortona

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

Casale Le Vigne, 8 pax, private pool

10.0 out of 10, Exceptional, (9)
"Group of 9 had a fantastic stay. The villa is superbly fitted out with lovely decor and kitchen equipment. The kids loved the pool as did the adults and the evening meal area was superb. Very good communication with the host who gave us some great suggestions. Loved our holiday and the villa was exactly what we needed. Very secluded so loved watching the stars with lots of local wine."
Casale Le Vigne, 8 pax, private pool

17th-century Tuscan villa, few km from Cortona!

17th-century Tuscan villa, few km from Cortona!

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
The price is €1,341
includes taxes & fees
31 Aug - 1 Sept
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

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

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!!

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (61)
"We wanted to enjoy the Tuscany area and this house checked all the boxes for us. The photos can’t actually capture the true beauty of this place. The host, Camilla was so gracious and kind. Comfortable bed, kitchen well stocked with the dishes we needed. Full size refrigerator was nice too! It’s a little bit of a drive to the property but oh so worth it! "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (53)
"The views from this charming villa, the beautifully manicured grounds, the outdoor eating space, made our stay fantastic. The living area and kitchen were comfortable and functional. Bedrooms are not super bright but opening the shutters during the day helps immensely and each room has a great view! Luigi was very friendly and responsive. Would 100% book this place again. "
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

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
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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Top Castiglione d'Orcia Hotel Reviews