
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.
FamilyIndoor spacesNearby

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!
FamilyIndoor spacesWalkability

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.
KitchenIndoor spacesView

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 spacesFamilyComfort

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.
Indoor spacesKitchenAccess

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.
FamilyKitchenCondition

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!
KitchenIndoor spacesParking

Villa Bonelli - La Magnolia Apartment
News of Villa Bonelli are already present in the Leopoldian Catasto of 1825: a noble palace of three floors, which overlook a beautiful garden. Passing along the street you can see the secular magnolia protruding beyond the walls: from this garden Alessandro Manzoni admired the Tuscan countryside during his visits to his daughter Vittoria, married in Siena and residing in Villa Bonelli. The La Magnolia apartment is suitable for up to four people.
Indoor spacesKitchenAccess

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.
FamilyIndoor spacesCheckout

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!
KitchenFamilyAccuracy

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.
FamilyKitchenCheckout

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Indoor spacesFamilyValue
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.
FamilyKitchenPets

Amazing Tuscany Villa, FREE parking
FamilyIndoor spacesView

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
Indoor spacesFamilyHiking

Villa di Geggiano – Guesthouse
FamilyIndoor spacesTV
Wp Relais Villa Vignalunga
Indoor spacesFamilyHeating

Green Dome @ The Land Before Time Retreats
Indoor spacesFamilyHeating

EcoLodge – modern design in a peaceful panoramic location
FamilyIndoor spacesCondition

La Casetta
KitchenIndoor spacesCleanliness
Family- and pet-friendly home rentals

Enchanting Rose Garden Pool Villa
FamilyIndoor spacesSleep quality

Luce in Provenzano
FamilyKitchenAccess

Beautiful medieval village!!!
FamilyIndoor spacesBiking

The Door Next Door 2.0
KitchenIndoor spacesValue

Vintage apartment 400m from PalioPiazza del Campo Siena
KitchenIndoor spacesSolo travel

•Il Chiostro• A gem in the heart of Siena
KitchenIndoor spacesHeating

Suite in Castello di Valle
FamilyIndoor spacesLong stay
La Piazzetta - Cozy open space in the historic center of Montepulciano
Indoor spacesKitchenValue
Family-friendly home rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
FamilyKitchenTV

Siena - apartment in the countryside near Siena
FamilyKitchenCheck-in

Stone House with Exclusive Pool Codilungo in Chianti
FamilyKitchenLaundry

Borgo Ripostena – No. 5 Garage
KitchenIndoor spacesQuiet

Villa Tonacato - Charming Villa with private pool
FamilyKitchenSleep quality

House Rigomagno Siena
KitchenFamilyLayout

Elegant farmhouse Siena
FamilyIndoor spacesWalkability

TUSCANY farm house SWIMMING POOL
FamilyKitchenAir conditioning
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
- Loft rentals Siena
- Rentals with breakfast Siena
- Bed and breakfasts Siena
- Guest house rentals Siena
- Villa rentals Siena
- Serviced apartment rentals Siena
- Private suite rentals Siena
- Rentals with lake access Siena
- Rentals with a sauna Siena
- Cottage rentals Siena
- Holiday home rentals Siena
- Farm stay rentals Siena
- Pet-friendly rentals Siena
- Waterfront rentals Siena
- Rentals with beach access Siena
- Rentals with an accessible-height bed Siena
- Luxury rentals Siena
- House rentals Siena
- Tent rentals Siena
- Nature eco lodge rentals Siena
- Boutique hotels Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Cascate del Mulino
- Mount Amiata
- 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





