
Family-friendly vacation rentals in Siena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Siena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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🤍

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.

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.

Casa Dolce Tuscany ~ Suite & View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A peaceful oasis perfect for those who want to relax and have an authentic experience. Located a few kilometers from Siena and Florence,our accommodation combines rustic charm with all modern comforts. it is in the heart of the historic center of the famous village of Cetona,below the castle ,overlooking the valley and the scent of Tuscany.

[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!

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

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.

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!

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.

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Il Campo and Duomo area house with panoramic terrace
Entire bright and cozy accommodation just 200 meters from Piazza del Campo, 400 meters from the Cathedral, with convenient car parking just 150 meters away. The beauty and quiet of the countryside in the historic center, enjoyable from the terrace. All amenities within walking distance. Only 5 steps to the entrance.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

San Giovanni in Poggio, villa Meriggio 95mq

La Villa farm stay - L'Olivo, Pool & Hot Tub

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

Villa di Geggiano – Guesthouse

Penthouse in Siena near Piazza del Campo and Palio

Fontarcella, H&R- mediterranean home with jacuzzi
Family- and pet-friendly home rentals

Sergio's House

CASA WOW panoramic terrace * . *

Luce in Provenzano

Authentic Tuscan Country House WITH A/C

A BALCONY ON THE PIAZZA OF THE PALIO

Panoramic attic in old town of Siena

Liberty Siena Flat 2

La Dimora del Luca
Family-friendly home rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Infinity pool in Chianti area

Podere La Castellina - No. 1 COTTAGE

Explore nature in the center of Vigneti Chianti

Farmhouse close to Montepulciano

Nada Home

Poggio dell'orso.Traditional Casale. Amazing views

Tuscan countryside, peace and relaxation 10 minutes from Siena
Destinations to explore
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- Family-friendly rentals Tuscany
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- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Stadio Artemio Franchi
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
- Cala Di Forno
- Things to do Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Art and culture Siena
- Sports activities Siena
- Food and drink Siena
- Tours Siena
- Things to do Tuscany
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- Things to do Italy
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