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Siena Rentals

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Siena Rentals

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392 apartments

Monterzi 4

Siena villa

2 bedrooms / 1 bathroom / Sleeps 4

$149

1 / 40

2 Bedrooms Apartment (Ambrosia)

Siena apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 17

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

1 bedroom / 1 bathroom / Sleeps 2

$129

1 / 21

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

Siena villa

2 bedrooms / 3 bathrooms / Sleeps 5

“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, Vol

Responds fast! avg. 1 hour 23 minutes

$110

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Vacation Rental at Abbadia di Siena in Tuscany

Siena house

3 bedrooms / 3 bathrooms / Sleeps 7

$257

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Sferracavalli 4

Siena villa

2 bedrooms / 2 bathrooms / Sleeps 4

$201

1 / 32

La Senesina , enchanting apartment near Siena

Siena apartment

2 bedrooms / 1 bathroom / Sleeps 6

$82

1 / 27

Abbadia di Siena 12

Siena house

5 bedrooms / 4 bathrooms / Sleeps 12

$335

1 / 41

TOLOMEI LUXURY

Siena apartment

1 bedroom / 2 bathrooms / Sleeps 4

$163

1 / 24

Podere Madonna di Mezzo 6

Siena villa

3 bedrooms / 3 bathrooms / Sleeps 6

$262

1 / 24

$413

1 / 26

ANGELICA HOUSE

Siena apartment

2 bedrooms / 1 bathroom / Sleeps 5

$136

1 / 28

Alborata 6

Siena villa

3 bedrooms / 3 bathrooms / Sleeps 6

$296

1 / 47

Independent villa with private pool in Tuscany - 3 bedrooms

Siena villa

3 bedrooms / 3 bathrooms / Sleeps 7

Responds fast! avg. 2 hours 14 minutes

$316

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Luxurious Vacation Rental at Palazzo Cinotti in Si

Siena apartment

3 bedrooms / 2 bathrooms / Sleeps 5

$409

1 / 20

Monticchia 10

Siena villa

5 bedrooms / 4 bathrooms / Sleeps 10

$425

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Santo Stefano 6

Siena villa

3 bedrooms / 4 bathrooms / Sleeps 6

$492

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1000 year old Villa in a Nature Reserve

Siena villa

8 bedrooms / 8 bathrooms / Sleeps 18

“The Four Seasons of Tuscan Villa Properties!” I vacationed at Villa Montecastello with 10 close friends in May and was impressed by how well appointed this property is. It's immaculately clean, roomy yet cozy and comfortable beyond what it needed to

$1,868

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SIENA ROMANTIC

Siena apartment

1 bedroom / 1 bathroom / Sleeps 4

$109

1 / 27

MODERN SAN FRANCESCO

Siena apartment

2 bedrooms / 3 bathrooms / Sleeps 8

$163

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Santo Stefano 10

Siena villa

5 bedrooms / 6 bathrooms / Sleeps 10

“Nice for our family group of 10” We rented Villa Santo Stefano from Emma Villas for a week in July (2013). It was as advertised, which was wonderful. The structure is well restored, and the grounds well cared for. The family acting as the local manage

$550

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Chianti Vineyards, Four-Bedroom Home for up to nine guests. Views to Siena!

Siena house

4 bedrooms / 3 bathrooms / Sleeps 9

Responds fast! avg. 2 hours 52 minutes

$257

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Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views

Siena farmhouse

4 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 52 minutes

$934

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Live Siena from the very top

Siena apartment

2 bedrooms / 1 bathroom / Sleeps 4

$97

1 / 24

Villa Caprera, Siena Farmhouse. Suite Il Tinaio

Siena villa

1 bedroom / 1 bathroom / Sleeps 4

$94

1 / 44

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

3 bedrooms / 2 bathrooms / Sleeps 6

$283

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Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena

Siena villa

5 bedrooms / 6 bathrooms / Sleeps 12

$467

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Family-Friendly Farmhouse Close to Siena - Terra di Siena 10

Siena house

2 bedrooms / 2 bathrooms / Sleeps 4

“Miles's review of Terra di Siena 10” Enough space for the 4 of us. Clean. Beautiful views. Glad to have the pool close but far enough away for privacy. Very private location. Good directions to the house. Someone was there to greet us and they spoke E

$177

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Siena San Fabiano climatized villa with pool

Siena villa

6 bedrooms / 6 bathrooms / Sleeps 20

“The Best Place to Celebrate your Birthday with Friends” Coming back to "San Fabiano" is like coming back to friends. If you wish to forget all your day-by-day problems, come to stay at this place. Located in the middle of the farm fields. Sit under t

Responds fast! avg. 1 hour 53 minutes

$1,121

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Villa Caprera, Siena Farmhouse. Casa Borgianni.

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. E

$175

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Family-Friendly Apartment Close to Siena - Sienna 3

Siena apartment

2 bedrooms / 1 bathroom / Sleeps 4

$141

1 / 22

Podere Bellaria 10

Siena villa

5 bedrooms / 7 bathrooms / Sleeps 10

$471

1 / 53

Apartment Rental in the Center of Siena - Contrada

Siena apartment

/ 2 bathrooms / Sleeps 5

$334

1 / 13

Palazzeto

Siena villa

7 bedrooms / 5 bathrooms / Sleeps 14

$1,037

1 / 11

2 Bedrooms Apartment (Belladonna)

Siena apartment

2 bedrooms / 2 bathrooms / Sleeps 8

$98

1 / 17

Historical Residence Villa di Corsano

Siena villa

5 bedrooms / 4 bathrooms / Sleeps 11

$401

1 / 14

Piandisette 8

Siena villa

4 bedrooms / 4 bathrooms / Sleeps 8

$229

1 / 45

Siena Romantic Escape

Siena apartment

2 bedrooms / 1 bathroom / Sleeps 3

$175

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Viewing 38 of 392

About Siena

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Siena is a classic 13th century Italian village in the hills of the Tuscan countryside. Its wealthy golden era took place between 1200 and 1300 AD and much of its art and architecture still bears the signature of this medieval period. For centuries, travelers have been coming to Siena for its beauty and history, its unusual piazza, its religious pilgrimage sites, and its famous summer horse races that take place in the market square. Visitors also come here to experience the romance of Tuscany. While you're here, wander the curious side streets, rest your feet beside ornate fountains, and stroll the galleries of Siena's fascinating art museums. Don't miss the gothic town hall building, and make sure you also find time to explore the hills and vineyards beyond the village center.

Here are some suggested things to do and see on your visit to Siena:

  • Take a culinary and winery tour: There are several tours available in Siena that can take visitors from one Tuscan vineyard to another and offer culinary sampling from some of Siena's world-class restaurants. This is a wonderful opportunity to take in the legendary countryside and experience the delicious traditions of this region.
  • Take a Tuscan cooking class: Immerse yourself in Tuscany's culinary traditions by taking a cooking class. Many available courses are taught by accomplished Italian chefs.
  • Visit the Siena Cathedral: Many visitors consider this the most beautiful religious site in Italy. Observe the classic Gothic architecture and intricate carvings of the exterior.
  • See the Piazza del Campo: As the heart of Siena, this is an excellent starting point for a walking tour of the city. If you visit during July and August, the square will be alive with noise and excitement surrounding the Palio horse races that take place here.
  • Visit the Torre del Mangia: For breathtaking views of the city and surrounding landscape, climb the Tower of Mangia. Constructed in 1325, the tower rises up about 290 feet.
  • Explore the National Archeological Museum of Siena: This building itself is a destination. Originally constructed as a pilgrim's hostel, it has been a hospital since the 10th century.

No matter what time of year you plan to arrive here, you'll have no trouble finding a vacation rental that meets your needs. In the heart of the village, within reach of the town square, you can book a condo or apartment in what may be a 13th century structure. You can also easily rent a beautiful Tuscan villa with views of the city or the rolling inland hills.

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