
Family-friendly holiday rentals in Siena
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Siena

Total holiday rentals
Explore 570 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 29,640 verified reviews to help you choose

Pet-friendly accommodation
Find 200 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
550 of Siena holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Siena
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

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.

Podere Piazza house with panoramic view
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

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.

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Amazing Tuscany Villa, FREE parking

Torretta Apartment

"Sunflower" apartment with view of Siena

Nada Home

Villa'Colombaiolo di Marciano', 28

La Pieve - the house next to the church

La Casetta
Family- and pet-friendly home rentals

CASA WOW panoramic terrace * . *

Celeste – The color of the summer sky in Tuscany

The Door Next Door 2.0

A BALCONY ON THE PIAZZA OF THE PALIO

Elegant fine home 400 m away from Piazza del Campo

Panoramic attic in old town of Siena

•Il Chiostro• A gem in the heart of Siena
La Piazzetta - Cozy open space in the historic center of Montepulciano
Family-friendly home rentals with a pool

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Siena - apartment in the countryside near Siena

Stone House with Exclusive Pool Codilungo in Chianti

Podere La Castellina - No. 1 COTTAGE

Borgo Ripostena – No. 5 Garage

Elegant farmhouse Siena

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

la Balza
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $187 AUD | $227 AUD | $229 AUD | $234 AUD | $256 AUD | $247 AUD | $249 AUD | $249 AUD | $242 AUD | $209 AUD | $229 AUD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Rentals with a fire pit Siena
- Cottage rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Holiday home rentals Siena
- Serviced apartment rentals Siena
- Boutique hotels Siena
- Pet-friendly rentals Siena
- Bed and breakfasts Siena
- Rentals with pools Siena
- Smoking-friendly rentals Siena
- Rentals with a patio Siena
- Rentals with a fireplace Siena
- House rentals Siena
- Villa rentals Siena
- Rentals with a washing machine and dryer Siena
- Condo rentals Siena
- Rentals with outdoor seating Siena
- Apartment rentals Siena
- Rentals with a hot tub Siena
- Fitness-friendly rentals Siena
- Hotel rooms Siena
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Things to do Siena
- Art and culture Siena
- Nature and outdoors Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Entertainment Siena
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







