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Villas Poggibonsi

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423 villas

Villa Belvedere

Poggibonsi villa

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$1,504

Villa Staggia

Poggibonsi villa

7 bedrooms / 6 bathrooms / sleeps 14

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Price per night from

$614

Villa Vianci

Staggia villa

6 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$737

villa between Florence-Siena

Poggibonsi villa

7 bedrooms / 4 bathrooms / sleeps 18

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$777

Villa Mocarello between Siena and Florence

Poggibonsi villa

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$82

Villa in the Chianti region, Staggia Senese village. Private pool, A/C & Wi-Fi!

Staggia Senese villa

6 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$552

Villa Agresto

Poggibonsi villa

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$412

Great rentals within 20 miles that match your search

Private Tuscan Villa

Radicondoli villa

12 bedrooms / 13 bathrooms / sleeps 24

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Villa holiday rentals 1 doublbed 2 people

Montespertoli villa

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$199

Villa rentals apartments 4 bed

Montespertoli villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$171

Private secluded retreat in the Chianti hills between Siena and Florence

Gaiole in Chianti villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$610

Villa Patrignone 7 bedroom Tuscany villa with pool

Castellina In Chianti villa

7 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$534

Oleandro

Impruneta villa

7 bedrooms / 6 bathrooms / sleeps 14

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Price per night from

$468

A terrace on siena

Sovicille villa

5 bedrooms / 5 bathrooms / sleeps 14

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Podere La Casina

Radicondoli villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$211

romantic stylish villa with private pool and stunning view santaluciainchianti

Panzano in Chianti villa

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$527

“Perfect in every way!!!” What can I say….???We have already decided to book this Villa for next year…..one week is not enough, we will be back Villa "Le Caggia" was the setting for a fabulous vacation with our family. The location was perfect as we could take a number of day trips to explore Tuscany, from Florence(one hour driving) to Siena(20 minutes) and many other lovely towns in the Chianti or in the Orcia valley Waking up in the morning to see the fields spread below us was absolutely incredible, the Villa is spacious, very clean and decorated with care in every detail. A huge garden with a beautiful swimmingpool where you can relax while sipping a good Chianti wine, always cherished by the magical breeze(it is a Le Caggia trademark that you can only find here) ever-present and pleasant. Last but not least, Fabio e Jacopo were terrific hosts, always helping us, have made our stay more enjoyable and memorable…. Absolutely do not miss their welcome dinner and their cooking class….I already used their recipes to prepare a dinner and I have delighted all my friends, friends that will be with us for the second time at Le Caggia Absolutely the perfect place for those who want to enjoy Tuscany.

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Price per night from

$1,462

Villa Castellare de Sernigi stunning sunsets

Tavarnelle Val di Pesa villa

6 bedrooms / 8 bathrooms / sleeps 14

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Price per night from

$1,888

Independent Villa (8 people) with private garden and shared swimming pool

San Gimignano villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$340

Podere il Pino 10 - Villetta with large private garden and shared swimming pool

San Gimignano villa

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$182

Villa Il Santo

Barberino Val d'Elsa villa

8 bedrooms / 10 bathrooms / sleeps 16

“Perfect and Beautiful Experience” Our stay at the villa was such a wonderful experience. The view was breathtaking -- the villa beautiful, luxurious, comfortable, and clean We loved every minute of it. The owners annagloria and her husband, Enzo, were very helpful and gracious. The experience was truly beautiful -- it definitely exceeded our expectations. The location was ideal and allowed us to travel to many towns in beautiful Tuscany. Try the wines from the owners vineyard -- delicious. A cook hired by the Corti's prepared several excellent meals. A truly awesome experience. Everyone in our family loved our stay at this special villa.

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Price per night from

$2,406

Beautiful tuscan Villa not far from Siena 14+2pax

Siena villa

7 bedrooms / 7 bathrooms / sleeps 16

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$718

Villa Gaiole, Borgo di Gaiole

Gaiole in Chianti villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$191

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

$218

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$635

La Tuia Vacanze Country house close to the Chianti

Montevarchi villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$141

Tuscan Sun Villa

Piazzale Michelangelo villa

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$193

Villa Antica Sosta

Castelfiorentino villa

5 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$468

Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena

Costalpino villa

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$292

Villa Bobolino Holiday Home

Montelupo Fiorentino villa

8 bedrooms / 8 bathrooms / sleeps 17

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Price per night from

$293

PODERE LE RONDINI Villa with AIR-CONDITIONING, WIFI, CATERING; SWIM-POOL!

Polvereto villa

9 bedrooms / 10 bathrooms / sleeps 22

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Price per night from

$1,870

Casa delle Rose

Mercatale di Val di Pesa villa

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$1,672

Villa Del Cielo

Siena villa

7 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$715

Casa Farsetti Historical private Chapel!!

Castelfiorentino villa

4 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$233

PRIVATE PANORAMIC Villa gello

Castelfiorentino villa

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$165

Villa Corti is a private house with pool, hot tub, A/C, WI-FI, near Florence!

San Casciano in Val di Pesa villa

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$219

Villa in the town of Iano, 4 bedrooms with 4 bathrooms, A/C, Wi-Fi, private pool

Montaione villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$218

Villa La Veduta

Certaldo villa

9 bedrooms / 10 bathrooms / sleeps 18

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Price per night from

$736

Viewing 38 of 423
villas in Poggibonsi

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