Family-friendly vacation rentals in Siena

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

5 out of 5 average rating, 283 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest favorite

An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.

4.96 out of 5 average rating, 177 reviews

Elegant vintage decorated home in the old Siena

Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

A handwritten note expressing gratitude is placed on a white surface, accompanied by a set of keys with a heart-shaped keychain. A ceramic vase is partially visible in the background, contributing to a serene and welcoming scene.

4.95 out of 5 average rating, 357 reviews

Siena historic center, "I Pellegrini"

A small and cute niche inside an imposing and beautiful historic building near Piazza del Campo. Overlooking you can see the sunset on the great Church of San Domenico. The strengths are the location, the brightness and the silence despite being in the historic center, the attention to functionality and cleanliness. Many stairs, but low, wide and beautiful, in fact, are protected as a monument. For those who want to immerse themselves in the magical atmosphere of the medieval historic center🤍

4.96 out of 5 average rating, 259 reviews

An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.

Cottage

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.

4.94 out of 5 average rating, 191 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.

An open living area is shown with a dining table surrounded by black and white chairs. The ceiling displays decorative beams, and light enters through a window, illuminating the space. A fireplace is positioned against one wall, with artwork adorning the surrounding walls.

4.95 out of 5 average rating, 281 reviews

Renovated flat 50 meters from Piazza del Campo

Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

The modern living area features a sleek gray sofa, positioned beneath large windows that allow ample natural light. Local artwork adorns the walls, and a stylish wooden rack is present for hanging clothes. A minimalist lamp contributes to the clean aesthetic.

4.91 out of 5 average rating, 127 reviews

[NEW] Modern Central Studio with parking space

Welcome to my new modern studio located a few steps from the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Sienese wonders on foot and in a few minutes. Super comfortable and ideal for living and visiting the pulsating heart of the city of Siena and its surroundings, being also a few km from the highway. Looking forward to hosting you!

A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.

4.97 out of 5 average rating, 189 reviews

The Door Next Door 2.0

Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.

A bright living area features a modern white sectional sofa and a white entertainment unit with a flat-screen TV. Stylish decor includes a potted plant and black accents against light walls and exposed wooden beams, creating a spacious and uncluttered environment.

4.96 out of 5 average rating, 107 reviews

Olympia's House

A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

4.91 out of 5 average rating, 231 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay

Casa al Gianni - Capanna

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

A panoramic view showcases the charming rooftops of the city, with terracotta tiles and historic buildings. The Torre del Mangia stands prominently in the background, alongside lush greenery and the distant valley. The cloudy sky adds depth to this serene urban landscape.

4.95 out of 5 average rating, 377 reviews

The rooftop terrace

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

A well-lit living area features wooden furniture, including a dining table with chairs and a comfortable sofa. Natural light streams through the windows, illuminating the hardwood floor. A small television is positioned on a side unit, and greenery is visible outside the window, enhancing the ambiance.