Updating...

Enter dates for more accurate prices

Vacation Rentals & Apartments in Siena

Filter

Vacation Rentals & Apartments in Siena

About Siena

4,238 apartments

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$126

1 / 21

Villa Caprera, Siena Farmhouse. Suite Il Tinaio

Siena villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$92

1 / 44

La Senesina , enchanting apartment near Siena

Siena apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$103

1 / 27

Villa with Pool and Jacuzzi private Deal 2018

Siena villa

2 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 44 minutes

Price per night from

$106

1 / 25

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$276

1 / 19

Abbadia di Siena 12

Siena house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$328

1 / 41

IL TOLOMEI central in the middle of main street

Siena apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

Price per night from

$144

1 / 24

Independent villa with private pool in Tuscany - 3 bedrooms

Siena villa

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 53 minutes

Price per night from

$308

1 / 46

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

Price per night from

$171

1 / 38

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, Vol

Responds fast! avg. 1 hour 7 minutes

Price per night from

$106

1 / 30

SIENA ROMANTIC

Siena apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 0 minutes

Price per night from

$105

1 / 27

Responds fast! avg. 1 hour 7 minutes

Price per night from

$114

1 / 21

Vacation Rental at Abbadia di Siena in Tuscany

Siena house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$251

1 / 31

montechiaro Shed

Siena house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$406

1 / 24

Villa Luly

Siena villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$277

1 / 39

Live Siena from the very top

Siena apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$95

1 / 24

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

Siena farmhouse

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

Price per night from

$912

1 / 42

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

Siena villa

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$456

1 / 67

ANGELICA HOUSE

Siena apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 0 minutes

Price per night from

$131

1 / 28

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

Price per night from

$1,824

1 / 21

Siena Romantic Escape

Siena apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$171

1 / 20

Luxurious Vacation Rental at Palazzo Cinotti in Si

Siena apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$399

1 / 20

Villa del Cielo with Caminetto

Siena villa

8 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$220

1 / 42

2 Bedrooms Apartment (Ambrosia)

Siena apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$96

1 / 17

INTERNO 5 - the highest terrace of Siena

Siena apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

Price per night from

$118

1 / 30

Villa la Strega

Siena villa

7 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$489

1 / 30

Casa di Piero

Siena villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$227

1 / 29

THE mEZZANINE

Siena apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 0 minutes

Price per night from

$118

1 / 28

2 Bedrooms Apartments (Camelia)

Siena apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$102

1 / 19

Responds fast! avg. 2 hours 28 minutes

Price per night from

$247

1 / 21

Villa Siena

Siena villa

8 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$222

1 / 28

Residence Fresco - Siena center 2 bedrooms

Siena apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$176

1 / 19

Siena San Fabiano suite in farmhouse

Siena villa

1 bedroom / 1 bathroom / sleeps 4

“Agriturizmo San Fabiano” We recently stayed at San Fabiano for 6 nights. We are a family of 5, with 3 young children. We stayed at the Vino apartment which suited us well. It was very spacious and the kids enjoyed playing soccer in the big garden and

Responds fast! avg. 1 hour 42 minutes

Price per night from

$151

1 / 15

Authentic large 4BR farmhouse with community pool between siena + florence

Siena villa

4 bedrooms / 4 bathrooms / sleeps 14

“Love, Love, Love! Didn't want to leave!” My family and I travel quite frequently. For this trip, I wanted to enjoy my surroundings and family. So, we found this villa. With its spacious rooms, rolling hills and large pool we were in heaven. Also,

Price per night from

$298

1 / 37

2 Bedrooms Apartment (Belladonna)

Siena apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$96

1 / 17

Tuscany Villa near Siena with Private Pool - Villa Del Cielo with Caminetto

Siena house

7 bedrooms / 5 bathrooms / sleeps 14

“Kate's review of Villa Del Cielo with Caminetto” When we arrived at the villa we were absolutely blown away! It far exceeded our hopes of what the experience would be like. We had a wedding ceremony at the villa which couldn't have been more perfect f

Price per night from

$267

1 / 82

Gioconda House Crete Senesi

Siena apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 39 minutes

Price per night from

$41

1 / 26

6 Bedrooms with Ensuite Baths, Pool, Wifi, Great Location

Siena villa

7 bedrooms / 7 bathrooms / sleeps 14

“The villa exceeded our expectations!” It's difficult to believe that a villa will actually be as wonderful as you dream it will be-but this villa was just that. It is very comfortable with plenty of room for 12 adults plus two children, and villa layo

Responds fast! avg. 1 hour 12 minutes

Price per night from

$1,132

1 / 75
Viewing 38 of 4,238

About Siena

×

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.

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more