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

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
FamilyIndoor spacesCondition
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
FamilyKitchenQuiet
4.93 out of 5 average rating, 293 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 and vineyards with incomparable sunsets.
FamilyKitchenCondition
5.0 out of 5 average rating, 352 reviews
Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area
KitchenIndoor spacesAir conditioning
5.0 out of 5 average rating, 123 reviews
Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.
Indoor spacesFamilyLaundry
4.98 out of 5 average rating, 218 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.
FamilyKitchenWalkability
4.98 out of 5 average rating, 244 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
FamilyIndoor spacesWifi
4.98 out of 5 average rating, 107 reviews
Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
KitchenFamilyParking
4.96 out of 5 average rating, 139 reviews
Apartment in Chianti at Mulino dell'Argenna
The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.
KitchenIndoor spacesLocation
4.99 out of 5 average rating, 154 reviews
Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
FamilyIndoor spacesPets
4.96 out of 5 average rating, 331 reviews
Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
Indoor spacesKitchenCondition
4.96 out of 5 average rating, 209 reviews
Chianti, Country house with pool
Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .
Indoor spacesKitchenWalkability
4.92 out of 5 average rating, 141 reviewsPopular amenities for San Donato family-friendly rentals
Family-friendly home rentals with a hot tub

Nada Home
Indoor spacesFamilyQuiet
4.87 out of 5 average rating, 217 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyIndoor spacesWifi
4.91 out of 5 average rating, 128 reviews
Farmhouse in Chianti with Swimming Pool
KitchenIndoor spacesValue
4.99 out of 5 average rating, 516 reviews
CasaDiManuela:TotallyPrivateChiantiVilla withTub
Indoor spacesKitchenWalkability
4.97 out of 5 average rating, 106 reviews
A Big Dream in a Little Tower.
FamilyKitchenCheckout
4.95 out of 5 average rating, 221 reviews
Villa di Geggiano - Guesthouse
KitchenFamilyTV
4.99 out of 5 average rating, 155 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
Indoor spacesKitchenAir conditioning
4.95 out of 5 average rating, 202 reviews
Il Fienile, Cottage in the country with Jacuzzi
KitchenIndoor spacesAmenities
4.96 out of 5 average rating, 198 reviewsFamily- and pet-friendly home rentals

Poggio Massiccioli
FamilyKitchenPets
4.92 out of 5 average rating, 389 reviews
Beautiful Chianti
FamilyKitchenBreakfast
4.82 out of 5 average rating, 335 reviews
Florence Sunset Hills • Giogoli
Indoor spacesFamilyAccuracy
4.88 out of 5 average rating, 342 reviews
Casa Giulia di Sopra Farmhouse
KitchenFamilySleep quality
4.95 out of 5 average rating, 106 reviews
Luxury Villa in the very heart of Chianti
KitchenFamilyWifi
4.98 out of 5 average rating, 120 reviews
Vittoria Chianti Vacations 🍇🍷
KitchenFamilyTV
4.94 out of 5 average rating, 205 reviews
Agriturismo and Organic Farm Testalepre - Cicala
KitchenIndoor spacesSleep quality
4.94 out of 5 average rating, 104 reviews
Borgo Ripostena – n. 9 Frantoio
Indoor spacesFamilyBiking
4.94 out of 5 average rating, 118 reviewsFamily-friendly home rentals with a pool

Comfort Apartment in the Chianti Vineyards
KitchenIndoor spacesLaundry
4.93 out of 5 average rating, 455 reviews
Ancient Barn in Chianti with Pool
KitchenFamilyAccess
4.89 out of 5 average rating, 125 reviews
Relaxation and charm in the Chianti hills
Indoor spacesFamilyValue
4.99 out of 5 average rating, 115 reviews
Il Castello di Ferrano - Castle in Tuscany
Indoor spacesKitchenWifi
4.99 out of 5 average rating, 227 reviews
Visit Chianti, Siena, Florence, San Gimignano
KitchenIndoor spacesLocation
4.92 out of 5 average rating, 102 reviews
Cercis - La Palmierina
KitchenFamilyAccuracy
4.96 out of 5 average rating, 147 reviews
Apt. Panzanello-Panzano in Chianti
KitchenFamilyPool
4.96 out of 5 average rating, 282 reviews
Manor House - IlVillinoFarmhouse
KitchenFamilyWifi
4.93 out of 5 average rating, 256 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Porta Elisa





