Holiday houses in Province of Siena

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Top-rated holiday rentals in Province of Siena

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Guest favourite

Rental unit in Siena

4.99 out of 5 average rating, 150 reviews

Villa di Geggiano - Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Guest favourite

Villa in Siena

4.98 out of 5 average rating, 172 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Guest favourite

Rental unit in Siena

4.94 out of 5 average rating, 161 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Guest favourite

Condo in Siena

4.98 out of 5 average rating, 190 reviews

Full downtown Taja-in Palace with Jacuzzi

Brand new apartment just renovated, located within the historic Palazzo del Taja in the heart of the historic center of Siena, a few meters from Piazza del Campo and the city's main attractions. Subject to a thoughtful renovation, the apartment is elegant, bright, cozy and quiet. Complete with every comfort, including a beautiful bathroom with a jetted tub, to offer an unforgettable stay to our customers.

Guest favourite

Farm stay in Simignano

4.88 out of 5 average rating, 162 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Guest favourite

Rental unit in Siena

4.96 out of 5 average rating, 321 reviews

The rooftop terrace

Bright and cozy 95 sqm apartment located on the 4th floor without an elevator of a building notified in the heart of the city a few steps from Piazza del Campo , the Duomo and the city's major attractions. A beautiful view overlooking the rooftops will frame your apartment from which you can see the Tower of Eater, the Basilica of the Servi and the wonderful Val d 'Orcia.

Guest favourite

Rental unit in Monteroni d'Arbia

4.95 out of 5 average rating, 232 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and a private garden, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Guest favourite

Farm stay in Campiglia D'orcia

4.93 out of 5 average rating, 342 reviews

Poggio Bicchieri Farm - Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in the silence, near Pienza, Montalcino, Bagno Vignoni and the natural spas of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Guest favourite

Home in Siena

4.95 out of 5 average rating, 661 reviews

Green Oasis in Old Town

In the heart of the historic center but at the same time in the tranquility of nature. Just a 2-minute walk from PIAZZA DEL CAMPO, the tourist heart of the city, but in a private location, quiet and with a private garden. There are 2 electric gates to access it, so maximum safety. Regional Code 052032LTN0236

Guest favourite

Condo in Siena

4.88 out of 5 average rating, 122 reviews

The jewel in the heart of Siena

Wonderful apartment in the heart of Siena surrounded by the breathtaking view of the Sienese valleys. The apartment is surrounded by tranquility despite being located in one of the most lively and characteristic streets of the center of Siena. You will find all the comforts you need for an unforgettable stay.

Guest favourite

Rental unit in Siena

4.89 out of 5 average rating, 431 reviews

Apartment Piazza del Campo-balcone delle aquile

Cozy apartment with terrace with unparalleled view of the Mangia Tower and Piazza del Campo. The apartment is equipped with three comfortable rooms, a living room, a living room, a large bathroom and a fully equipped kitchen. Perfect terrace to see the Palio, as indicated in the reviews.

Guest favourite

Rental unit in Siena

4.98 out of 5 average rating, 322 reviews

In Siena, between roofs and sky.

In the center of Siena's history, between roofs and sky, you will be accommodated in a cozy and spacious apartment that you can share with your family and with your friends. Located in the heart of the city, it's just a few steps from the Cathedral and the marvelous Piazza del Campo.