Family-friendly vacation rentals in Province of Siena

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Top-rated family-friendly rentals in Province of Siena

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Guest favorite

Rental unit in Siena

4.95 out of 5 average rating, 309 reviews

Siena Old Town, "I Pellegrini"

For those who want to immerse themselves in the magical and medieval atmosphere of the historical center of Siena. In a beautiful historic palace between Piazza del Campo and the Duomo overlooking the roofs of Siena and sunset over the Church of San Domenico. Being on the top floor is bright and quiet. Simple, but welcoming and equipped. The highlights are the location, the beauty of the building and the particular attention to cleanliness and hygiene. Many stairs, but comfortable and beautiful, in fact they are registered as a monument

Guest favorite

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 favorite

Rental unit in Montepulciano

4.97 out of 5 average rating, 364 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest favorite

Rental unit in Siena

4.95 out of 5 average rating, 417 reviews

CasaZappa - In the center on foot, private parking

Apartment at the gates of the historic city 800 meters from Piazza del Campo, with private fenced garden, private parking, air conditioning, wifi. Composed of 1 double bedroom, a bedroom with two single beds, bathroom with shower, living room with sofa bed and equipped kitchenette. The private garden available to guests is furnished with a gazebo (in spring and summer), table and chairs plus two deckchairs .

Guest favorite

Rental unit in Carpineto

4.95 out of 5 average rating, 155 reviews

Tuscany Countryside, Peace & Relax 10 min from Siena

Our accommodation is close to Siena, so to the nightlife, the city center but also to the small airport of Ampugnano, the parks, and public transport. You'll love our place because of the light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our place is good for couples, sole adventurers, business travelers, families (with kids), and furry friends (pets).

Guest favorite

Farm stay in Simignano

4.88 out of 5 average rating, 156 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 favorite

Farm stay in Campiglia D'orcia

4.93 out of 5 average rating, 336 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 silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Guest favorite

Home in Siena

4.95 out of 5 average rating, 660 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 favorite

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.

Superhost

Rental unit in Siena

4.86 out of 5 average rating, 222 reviews

A BALCONY ON THE PIAZZA OF THE PALIO

Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people