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131 villas

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Exclusive luxury villa in the Tuscan countryside. 14 rooms, pool, A/C and Wi-Fi!

Monticiano villa

14 bedrooms
14 bathrooms

sleeps 28

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Price per night from

$3,635

Great rentals within 20 miles that match your search

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

2 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$125

home among the olive trees

Massa Marittima villa

4 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$320

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$162

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$175

Villa Guarda Mare - Spectacular Pool with Sea View

Roccatederighi villa

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$506

Casa Borgianni. Villa Caprera, Siena Farmhouse.

Siena villa

3 bedrooms
2 bathrooms

sleeps 6

“heavenly” A beautifully appointed home, with mercifully two batherooms, tastefully decorated with all that you need. The kitchen is a dream - everything you need. Lovely crockery, not bottom-of-the-range, and the bed linen also of excellent quality. Easy access to Siena, on the bus-route - useful to go into Siena by bus, because parking can be a nightmare in Siena itself. Lovely view of Siena, from the top floor. So all in all, this is a hard place to beat, if you want a few days, or longer, just to chill-out and relax and you would be forgiven for thinking Maggie Smith is going to come walking up the drive-way...

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Price per night from

$299

Beatifull villa with private pool

Monteriggioni villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$200

Time in Tuscany - The Villas at Podernuovo

Castel Del Piano villa

2 bedrooms
2 bathrooms

sleeps 4

“Podernuovo offers a unique opportunity to see the real Italy in” Service: Alvina and Umberto are the perfect hosts, friendly and helpful, well-informed as to what to do and what to see. The accommodation: The villas are superbly appointed with every modern appliance, yet from the exterior they retain their rustic charm. All the windows overlook the vineyard and olive groves and the spacious terraces are the perfect spot to enjoy a glass of Umberto's wine after a day of exploring. Location: Podernuovo is well situated to visit the many medieval villages Tuscany is known for. We have had 10 stays at Podernuovo and have enjoyed wonderful day trips to Collodi, the town of Pinocchio Pistoia, Sant'Antimo abbey, to listen to the monks Gregorian chant and Saturnina to luxuriate in the thermal baths. Alvina and Umberto's local knowledge also extends to the most novel and interesting restaurants in the region. The village of Castel del Piano is a 10 minute stroll up the hill and boasts excellent supermarkets, cafes and bars. What did we like best? My husband and I love everything about staying at Podernuovo as witnessed by 10 stays there! Perhaps however, the fact that it is truly unique Italian experience, 'off the beaten track' in a sense and in a place where tourists do not abound (and where villagers are friendly and welcoming), sets it apart from other villas we have stayed in. I simply can find nothing about Podernuovo that doesnt delight both of us. In fact, we are already planning our next visit for 2013.

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Price per night from

$361

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

9 bedrooms
6 bathrooms

sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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Price per night from

$1,245

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

3 bedrooms
3 bathrooms

sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$116

Cozy Collection of Villas in Tuscany

Montalcino villa

14 bedrooms
14 bathrooms

sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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Price per night from

$1,719

Deal 2023 Private Tuscany villa with pool and jacuzzi near Siena for holiday

Montecastelli Pisano villa

2 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$142

Villa Limonaia

Siena villa

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$303

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

5 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$449

Villa La Strega

Siena villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$711

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

12 bedrooms
14 bathrooms

sleeps 36

“A beautiful place to spend great moments with friends and family” We have been three families, a couple and some friends arriving on their own. It was one of the most relaxing, funny and wonderful holiday we have ever spent. The kids loved their time at the pool, the garden, with dart, billiard, ping-pong and table soccer and of course with the cat "Luigi". We adults had lots of time for chatting, laughing, joint cooking and eating, relaxing and some sports. The professional and big kitchen is a real asset. Albeit the nearby very fine and cosy restaurants, we usually preferred staying among us in the villa. Both, in sun shine and rain, the villa offers all you need for a great time in the big group (a big salon with open fire, several living and dining rooms indoor, the big and well-kept garden, main terrace, barbeque and pool outdoors). There are however also enough spaces to retire to, such as a hammock below a beautiful old oak, hidden benches in the garden, comfortable sofas here and there, and of course the spacious sleeping rooms, each with individual features and great views over the Tuscan landscape. We definitely can recommend this place!

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Price per night from

$1,992