
Family-friendly holiday 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.

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.
KitchenFamilyCheck-in

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
Indoor spacesKitchenRiver

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
FamilyKitchenBack garden

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.
KitchenIndoor spacesGrill

Villa di Geggiano – Guesthouse
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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
Indoor spacesKitchenPool

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
Indoor spacesKitchenAir conditioning

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
FamilyKitchenNearby

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.
KitchenFamilyOutdoor spaces

Claudia's House in Piazza del Campo
"The terrace overlooking Piazza del Campo" An elegant period residence, in a 13th-century building, directly overlooking Piazza del Campo, where you will be welcomed by 3 bedrooms with 5 beds, a bathroom with shower, a large living room, a kitchen and a very large living room with fully frescoed ceilings. Our guests will be welcomed in a wonderful and quiet apartment where they can enjoy the beautiful view directly on Piazza del Campo
FamilyIndoor spacesDecor

Terrace on the walls of Siena - Casa Laura
Elegant apartment in the center of Siena with a large terrace, 600 m from the stadium and 1 km from Piazza del Campo. Located on the 4th floor (elevator up to the 3rd), it offers 2 double bedrooms, 2 bathrooms, an equipped kitchen, air conditioning in every room and a beautiful panoramic terrace above the historic walls. In the limited traffic zone. Perfect for experiencing Siena in comfort!
KitchenIndoor spacesLaundry

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.
KitchenFamilyQuiet

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
KitchenIndoor spacesValue
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

Wp Relais Borgo Vignalunga
FamilyKitchenOutdoor spaces

Amazing Tuscany Villa, FREE parking
KitchenFamilyDecor

White lily with a view of Siena
Indoor spacesFamilyLaundry

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
FamilyIndoor spacesPool

Le Rondini - where it all began
Indoor spacesFamilyHeating

EcoLodge – modern design in a peaceful panoramic location
Indoor spacesKitchenBathroom

La Casetta
KitchenFamilyTV

Palazzo del Taja - in the center with whirlpool
KitchenIndoor spacesWalkability
Family- and pet-friendly home rentals

CASA WOW panoramic terrace * . *
FamilyKitchenAmenities

Beautiful medieval village!!!
Indoor spacesFamilyCheckout

The Door Next Door 2.0
FamilyIndoor spacesAir conditioning

Vintage apartment 400m Piazza del Campo Siena
Indoor spacesKitchenAmenities

Podere Piazza house with panoramic view
FamilyKitchenBathroom

•Il Chiostro• A gem in the heart of Siena
KitchenIndoor spacesSleep quality

Monteriggioni Castello, holiday house in Tuscany
Indoor spacesFamilyAccuracy

Villa Bonelli - La Magnolia Apartment
FamilyIndoor spacesHeating
Family-friendly home rentals with a pool

Farmhouse apartment with pool
FamilyKitchenDecor

Private Chianti Cottage, Garden & Vineyard Views
FamilyIndoor spacesGetting around

Siena - apartment in the countryside near Siena
FamilyIndoor spacesPool

Podere La Castellina - No. 1 COTTAGE
Indoor spacesFamilyHospitality

House Rigomagno Siena
Indoor spacesKitchenHeating

TUSCANY farm house SWIMMING POOL
KitchenFamilyBreakfast

Rural Tuscany | Family farmstay with restaurant
KitchenIndoor spacesNearby

la Balza
KitchenIndoor spacesAmenities
Destinations to explore
- Tiny house rentals Siena
- Castle rentals Siena
- Apartment rentals Siena
- Flat rentals Siena
- Townhouse rentals Siena
- Barn rentals Siena
- Rentals with pools Siena
- Rentals with a hot tub Siena
- Hotel rooms Siena
- Villa rentals Siena
- Loft rentals Siena
- Rentals with breakfast Siena
- Bed and breakfasts Siena
- Guest house rentals Siena
- Serviced apartment rentals Siena
- Private suite rentals Siena
- Rentals with lake access Siena
- Cottage rentals Siena
- Rentals with a sauna Siena
- Holiday home rentals Siena
- Farm stay rentals Siena
- Pet-friendly rentals Siena
- Waterfront rentals Siena
- Rentals with an accessible-height bed Siena
- Rentals with beach access Siena
- Luxury rentals Siena
- Nature eco lodge rentals Siena
- House rentals Siena
- Tent rentals Siena
- Boutique hotels 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
- Cala Violina
- Parco Regionale Della Maremma
- Stazione Santa Maria Novella
- Mugello Circuit
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Mount Amiata
- Medici Chapel
- Stadio Artemio Franchi
- 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
- Art and culture Tuscany
- Sports activities 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





