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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 1143 Villas in Castiglione d'Orcia with updated reviews, rates, and availability.

Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Outdoor pool, a heated pool

Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

10.0 out of 10, Exceptional, (45)
"What an incredible place! Patrick and his team made our stay a luxurious and memorable experience! The estate, especially the infinity-edge swimming pool are surrounded by stunning views of quintessential Tuscan courtyside, which made for some pretty epic sunsets! We also loved the lake and th golf buggies! The rooms all have private access so you have the privacy of a hotel, but with the common areas and kitchen, which were very well equipped. The daily housekeeping and cleaning of the common...
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Outdoor pool

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.
Winery Villa in the heart of Nobile Vineyards.
Interior

Winery Villa in the heart of Nobile Vineyards.

9.8 out of 10, Exceptional, (10)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.
Wonderful private villa for 4 people with A/C, pool, WIFI, TV, terrace and parking
Pool

Wonderful private villa for 4 people with A/C, pool, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (28)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Wonderful private villa for 4 people with A/C, pool, WIFI, TV, terrace and parking
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (49)
"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 SAR 559
SAR 644 total
includes taxes & fees
27 Apr - 28 Apr
Il Poggio dell'Eremita
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

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!!!
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Exterior

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (196)
"Plenty of bedrooms for our group and the house and property was perfect for the 3 young kids to be outside. The weather was a little cool but sunny. The property team was helpful with organizing wine tastings & olive oil tasting. Pizza and pasta making was right on the premise The day trip to Montepulciano included a lunch, wine tasting and transportation that was all planned for us. The kids got to see Santa in the Christmas Village which was their highlight of the day. I would recommend...
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Exterior

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

Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
A heated pool

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

10.0 out of 10, Exceptional, (48)
"We had a luxurious time with friends and family for my wife's birthday. Local restaurants were great even in winter . Parking in Chiusi can be interesting. A memorable stay for all the right reasons"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
3 bedrooms, iron/ironing board, travel crib, free WiFi

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

8.2 out of 10, Very Good, (21)
"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
I Cipressi, 5 bedrooms with pool near Cortona
Outdoor pool

I Cipressi, 5 bedrooms with pool near Cortona

I Cipressi, 5 bedrooms with pool near Cortona
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Terrace/patio

Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany

9.8 out of 10, Exceptional, (24)
"This property is exactly as we'd imagined it to be! Very charming, great location, beautiful views! Franco and his brother were wonderful. We would definitely stay here again!"
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Casale Le Vigne, 8 pax, private pool
Smart TV, fireplace, books, stereo

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

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 Fornacino" with Pool, Garden & Wi-Fi
Pool

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

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
The price is SAR 2,982
SAR 4,039 total
includes taxes & fees
15 May - 16 May
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino
Pool

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

Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Outdoor pool

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

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

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Pool

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

10.0 out of 10, Exceptional, (2)
"My two friends and I enjoyed our stay at San Bono. The highlight was having the family make and serve us an authentic Tuscan meal! The view is amazing and the location was perfect!"
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Big house
Pool

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
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 Castiglione d'Orcia

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

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

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
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (45)
"Beautiful views and good breakfast "
The price is SAR 693
SAR 780 total
includes taxes & fees
25 May - 26 May
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.