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Featured Villas in Castiglione d'Orcia

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
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
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
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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
Beautifully restored Tuscan villa, with private pool and breathtaking views
10.0 out of 10, Exceptional, (11)
"We loved our stay at this property. The pictures do not do this property justice - it is even more beautiful in person!! The property is beautiful and the accommodations are amazing. Callie was so responsive in answering all of our questions and it’s clear that she has put a lot of effort into making each guest feel special and welcomed on her property. She arraigned for a private chef to come in and prepare a Thanksgiving dinner for us which was a highlight of our trip. We will definitely go...
Beautifully restored Tuscan villa, with private pool and breathtaking views
PRIVATE LUXURY VILLA WITH SWIMMING POOL AND HEATED JACUZZI
10.0 out of 10, Exceptional, (64)
"We had a tranquil week in the 3 bedroom villa. This VRBO can plan meals, tours and events for you if you choose. Any needs we had were promptly attended to by the staff. Our cooking class fun and the meals that the staff prepared were first class. Chef's kiss! The tours are superb. Highly recommend as an easy and efficient way to see central Italy. Citta della Pieve was a 20 minute walk and has great restaurants, stunning views and interesting history. Thank you for pampering us. This is not...
PRIVATE LUXURY VILLA WITH SWIMMING POOL AND HEATED JACUZZI
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
10.0 out of 10, Exceptional, (21)
"Our stay at the villa was the icing on the cake after a month long vacation in Italy and Mediterranean cruise. Cecilia was a gracious host and we feel we have made a new friend. We enjoyed the Villa package she put together for us consisting of a wine tour, cooking class, breakfasts and chef dinners. We highly recommend you take advantage of this! The setting was spectacular with wonderful views of the vineyards, olive groves and rolling hills of Tuscany. We rented a van for the 6 of us and...
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
9.4 out of 10, Exceptional, (38)
"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,
Villa Piandisette - Four Bedroom Villa, Sleeps 10
10.0 out of 10, Exceptional, (5)
Villa Piandisette - Four Bedroom Villa, Sleeps 10
Magnificent Leopoldian Villa for 10p (+option. 4p) with private pool and garden
10.0 out of 10, Exceptional, (17)
"Villa Gagnoni is a well restored authentic Tuscan farmhouse in a superb, tranquil "away from it all" natural setting. It is an excellent, well located base for exploring central Tuscany with many of the top attractions anywhere from a short drive to an easy day trip away. The nearby village of Lucignano is charming. The quality of the architectural restoration is of a high standard. The furnishings include some impressive antique sideboards and wardrobes and is otherwise comfortably...
Magnificent Leopoldian Villa for 10p (+option. 4p) with private pool and garden
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$530
includes taxes & fees
10 June - 11 June
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
9.8 out of 10, Exceptional, (6)
"Nice house and gardens, some of the rooms are quite small. Had issues with water and heater (the week we were there there were a cold front). Tomasso, the person responsible for the villa, tried to accommodate our needs and was always very responsive. Overall impression was good."
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
8.0 out of 10, Very good, (2)
"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...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Villa "Casa Ora d' Oro" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
10.0 out of 10, Exceptional, (2)
"Great house! Everything you could want.Rocky was great to work with and great helping us get settled! Will absolutely stay there again on our next trip to Italy!"
Villa "Casa Ora d' Oro" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
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, (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
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (84)
"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 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
Holiday Villa "La Pineta di Sinalunga" with Terrace, Balcony & Garden
9.0 out of 10, Wonderful, (2)
"We stayed there to visit wineries in Tuscany."
The price is AU$850
includes taxes & fees
6 June - 7 June
Holiday Villa "La Pineta di Sinalunga" with Terrace, Balcony & Garden
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
9.8 out of 10, Exceptional, (97)
"The villa was beautiful with breathtaking views. Rooms were spacious and the kitchen was was incredible! A bonus was that we could walk into town which we did everyday for cafe or a drink. Restaurants are good! The people of Cetona will be in our memories forever. Valerio was extremely responsive and a wonderful host. He also helped us with a chefs dinner at the villa."
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
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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

Old 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."
Old Tuscan house in the medieval village of Castiglione d'Orcia
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (29)
"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
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (20)
"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
21 June - 22 June
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

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