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Featured Villas in Castiglione d'Orcia

A heated pool
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (37)
"Three generations of our family spent two weeks at this beautiful villa, and it was a very special vacation. The villa, grounds and pool are maintained in perfect condition - just the right combination of old-world charm with modern conveniences. The kids loved the pool, and the adults very much enjoyed the cocktail hour in the beautiful grounds by the pool at the end of the day. We love to cook, as a family, and found everything we needed to prepare meals in the huge kitchen. We also had...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Outdoor pool
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
10.0 out of 10, Exceptional, (2)
"The property is extremely well maintained and feels brand new. The location is perfect for exploring wine country and villages! The property manager is extremely responsive and helpful, and went as far as stocking groceries prior to our arrival and preparing dinner for us the first night. We were very happy with our experience."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
Property grounds
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 AU$527
includes taxes & fees
5 June - 6 June
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
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Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Outdoor pool
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (83)
"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
Interior
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (37)
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
Exterior
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
10.0 out of 10, Exceptional, (189)
"Some may call it extravagant to rent an 8 bedroom house for two people, but I call it brilliant. This place is wonderful for the obvious reasons: the view, the pool, the jacuzzi, the copious space, the charming home. But, the secret and most clutch amenity is named Alice. She has exquisite taste and knows everyone and everything surrounding the property. She helped us get to the best butcher, and arrange the tours that truly made our trip magical. Gotta della Pieve is tiny and charming and...
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!
10.0 out of 10, Exceptional, (68)
"Luigi was an amazing host. He met us at the villa and showed us everything we needed to know. The Villa is gorgeous and in the perfect location for rest and relaxation. We will definitely be back"
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool
Villa Dipendenza, Historic Holding with wonderful swimming pool
10.0 out of 10, Exceptional, (33)
"Our host, Eloise, was incredibly gracious and welcoming! We highly recommend the homemade dinner and wine that she served us one evening. A beautiful property! We would love to come back some day."
Villa Dipendenza, Historic Holding with wonderful swimming pool
Fridge, microwave, oven, stovetop
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
10.0 out of 10, Exceptional, (33)
"Ville Nobile was absolutely fantastic! I highly recommend booking this villa for your Tuscan vacation. We found it to be everything and more than we could've asked for and the views were absolutely stunning. The villa was equiped with everything we needed and there was plenty of space both inside and out. The location worked very well for taking several daytrips to surrounding towns. Sherry was amazing with communication from the start. Check in was efficient and Eileen showed us everything. She...
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
Outdoor pool
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
10.0 out of 10, Exceptional, (36)
"The property was as beautiful as the pics shown on VBRO. Location was perfect to move about and explore Tuscany. Views from this property are stunning with the nightly sunsets producing a beautiful show. The nearby town on Montisi is charming. We plan to come back and stay again."
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Outdoor pool
Villa with private pool and panoramic view in beautiful Val d'Orcia
10.0 out of 10, Exceptional, (3)
"Enjoyed 10 relaxing days at Villa Montisi, a very clean and comfortable property with a lovely pool and garden. Also an excellent base to explore the local towns and stunning scenery (with Pienza, Montalcino, Montepulciano and Siena all within easy reach) and to enjoy the wonderful food and wine the region has to offer. Thoroughly recommend."
Villa with private pool and panoramic view in beautiful Val d'Orcia
Outdoor pool
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
10.0 out of 10, Exceptional, (20)
"Our stay at this house surpassed all our expectations. Everything was very clean and well stocked with many little amenities and personal touches. The grounds have the most amazing views, especially in springtime. Mrs Rossella was a most gracious host. She was attentive to any of our needs. We had a wonderful experience with a chef as well. The hosts recommended her, and our dinner was unique and delicious! We will definitely come back to this house and would recommend it to anyone."
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
Outdoor pool
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
10.0 out of 10, Exceptional, (12)
"I cannot say enough about this wonderful property! Fabiola and Raffaele treated us so well, like family! Fabiola recommended two fabulous wine tastings and booked them for us. And the pastry fairy left packages! Delicious! The house is perfect, so quiet and beautiful. It was an amazing stay. We’ll book it again when we come back to Tuscany. Thank you again Fabiola and Raffaele for all you did for us!"
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
Outdoor pool
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
9.8 out of 10, Exceptional, (96)
"Stayed at this home for 4 nights and wish we stayed longer. Perfect Tuscan home and great hosts. Just do it!"
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
TV, fireplace, DVD player, books
"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden
9.8 out of 10, Exceptional, (23)
"Everything was absolutely perfect. We arrived very late at night, the manager let us in and didn’t give us an overview of anything because of the time. It would have been nice if he did do that the following day, it didn’t happen during our stay so we needed to figure things out for ourselves. It would have been nicer for us & easier if he did take the time to do so during our stay. He was however very quick to help whenever I contacted him for assistance."
"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden
Bathtub, hair dryer, towels
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
Pool
Villa Lauretana - Vacation Rental in Torrita di Siena, Tuscany
9.8 out of 10, Exceptional, (31)
"Only four of us for 8 days. The villa holds 12. We used one floor only, just made coffee every morning and then left for day trips. No cooking etc. kept temperature low, only used lights in a few rooms in the evening. When we checked out the surcharge for gas and electricity was €920! This was very disappointing."
Villa Lauretana - Vacation Rental in Torrita di Siena, Tuscany
Exterior
exclusive, luxurious Farmhouse, between Rome and Florence, garden, heated pool
9.6 out of 10, Exceptional, (4)
"Villa Cerqualto was incredible. From driving up the scenic roads with immaculate views, to lounging by the refreshing pool, to watching the sunset with a glass of local wine, everything about our trip was idyllic. The villa itself is an authentic restoration that feels both historic and comfortable, designed and crafted with care in each and every room and in the beautiful surrounding gardens. The host, Stephanie, made all the difference in our trip — she was accommodating, welcoming,...
exclusive, luxurious Farmhouse, between Rome and Florence, garden, heated pool
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Don't see what you're looking for?
See all available properties in Castiglione d'Orcia
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.

Other property types in Castiglione d'Orcia

Pool
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (28)
"Avons passé une semaine de reve. Jolie maison agréable et pratique, nous étions 8 PERSONNES, chacun à pu avoir son intimité. Avons apprécié la magnifique vue sur le sud Toscane, le calme,..... Envie d'y retourner."
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
Property grounds
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
9.6 out of 10, Exceptional, (14)
"Lovely spot to be in the middle of this lovely village."
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.4 out of 10, Exceptional, (18)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is AU$296
includes taxes & fees
30 May - 31 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.

Castiglione d'Orcia Villas information

Number of reviews
485
Accommodation
954 Villas
Lowest Price
AU$527
Highest Price
AU$527

Recent Reviews in Castiglione d'Orcia
Expedia verified reviews

Hotel della Fortezza

Hotel della Fortezza

5/5 Excellent
Do not miss this!
"Can't recommend a stay here more highly! The hotel, in a fortress, is utterly amazing. Staff goes above and beyond and breakfast was wonderful. Definitely do the Etruscan hollow caves night excursion. Our guide was Erica and she was excellent. "
A verified traveller stayed at Hotel della Fortezza
Posted 18 hours ago
Hotel della Fortezza