Villas Montecastelli Pisano

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231 villas

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

$140

Great rentals within 20 miles that match your search

Villa Ferretta

Ponteginori villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$684

casa con piscina

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$147

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,221

Bargagli Penthouse

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$2,164

Giunia

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

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Price per night from

$2,735

The Doves (6 + 2). Farmhouse Fattoria La Prugnola

Montescudaio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$136

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$122

home among the olive trees

Massa Marittima villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$314

Luxury Villa, spacious and comfortable, with

Montaione villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$488

Villa Limonaia

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$297

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$628

Nice house near San Gimignano,swimming pool,Aircon,large garden with view,Wi-Fi

Gambassi Terme villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$158

Country Relais & Spa Le Capanne

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

Responds fast! avg. 51 minutes

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Price per night from

$1,831

Tuscany cook from fields to the table

Certaldo villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 15

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Price per night from

$2,319

Restored stone built villa near San Gimignano

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$142

Villa Fonterossa

Orciatico villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$284

Podere Torre Vedi

San Gimignano villa

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$549

Villa San Gimignano 6 to 8 people

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$514

Villa Mocarello between Siena and Florence

Poggibonsi villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$86

Villa in Montaione ID 3114

Montaione villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$375

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

$1,953

casa con piscina panoramica

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$147

B & B in an old villa on the Tuscan coast

Bibbona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$147

VILLA POZZOLO Exclusive All-inclusive Charming family parties lovely weddings

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

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Price per night from

$3,661

VILLA STOMENNANO

Monteriggioni villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 6

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Authentic Itallian Villa

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$139

Tuscan Villa Nr. San Gimignano large private gardens and private pool

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$436

Siena country house, private pool.

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$697

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$159

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

$171

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

$293

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$585

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$196

Country House Nazzano in Chianti area near S.Gimignano (from 4 to 10 people)

Gambassi Terme villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location” We spent a wonderful week in this property which was located centrally in the Tuscany Region. Two families were easily accommodated and we were able to link the connecting rooms as if we were in one large family home. Miriam and her husband were helpful, kind and gracious hosts and nothing was ever too much trouble. All the comforts of home and the peace and quiet of an idyllic getaway. We will return to the incredible property...if our friends and family don't beat us to it!

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Price per night from

$366

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

$114

Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

Volterra villa

  • 5 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful!” My family and I just returned from a very relaxing week at La fonte and would definitely go back again. My parents, my husband, and my two boys stayed in the Spiga apartment. The weather was perfect, and we spent most of our days playing in the pool and taking bike rides from the house. We were greeted with some fresh eggs, pasta, fresh tomato sauce, and some of the best olive oil I have ever tasted (or smelled!). Katia and her family were all very nice and helpful. We went to Volterra and San Gimignano a few times and had gelato just about every night :) The boys were so happy at the house that we didn't travel more than that. We also lucked out and had the entire place to ourselves for the week we were there. We would highly recommend this place!

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Price per night from

$86

Bright, spacious apartment in Villa with pool near Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$348

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