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

Total holiday rentals
Explore 20 holiday rentals in Montaione

Nightly prices starting at
Montaione holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Montaione holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montaione rentals

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

Villa Il Vecchio Pozzo in Tuscany
Immersed in nature where you can relax at the sight of a magnificent panorama. Gambassi Terme is located in the center of Tuscany a few kilometers from the main cities of art (Florence, Siena, Pisa). The historic center can also be reached on foot and in summer various village festivals and various shows are organized. The apartment consists of kitchen, living room, sofa, fireplace, bathroom, a double bedroom and a dressing room with two single beds. On the back there is a loggia with breathtaking views and the pool with sun loungers and umbrellas. The presence of the large garden and the proximity to the family garden equipped with pets (chickens, pigeons and ducks) make it an ideal place even for a family with children. Immersed in the countryside where you can relax in peace and quiet at the view of a magnificent view ,but also easily reachable on foot the center where there are supermarkets, bars, bars, etc.

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!

Cosy Tuscan Home near Florence & San Gimignano
A WELCOMING NEST where tradition and modern comfort come together. Perfect for those who want to slow down, relax and experience the most authentic Tuscany, away from the hustle and bustle. Imagine waking up in the heart of a Tuscan village, looking out over the square and starting your day in the peace and quiet of the local way of life. The apartment, which has been fully renovated and tastefully furnished, is located in the historic centre of Gambassi Terme, an ideal base for exploring the wonders of Tuscany.

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. 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 and vineyards with unique sunsets.

Tenuta Collerucci | Poet's House
Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.

Lovely house in a scenic and paiceful location
This beautiful house is nestled in a quiet and panoramic location, making it the perfect spot to get away from it all. With three bedrooms, three bathrooms, and room for up to six guests, this is the perfect place for a group of friends or a large family to call home while exploring Tuscany. Spend your days hiking the picturesque landscape, wandering through charming villages, or simply relaxing in the lovely gardens of the house.

Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Farmhouse in Tuscany hills
Tenuta Barosi, Duccio Home - Experience the charm of Tenuta Barosi, a newly renovated farmhouse in 2024. Perched on a hilltop amidst olive groves, this serene retreat in Malmantile, a medieval village near Florence, offers stunning views and modern comforts.
Popular amenities for Montaione family-friendly rentals
Family-friendly home rentals with a hot tub

Nada Home

I Limoni Apartment in Tuscany

Typical Tuscan country house

A Big Dream in a Little Tower.

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Green Dome @ The Land Before Time Retreats

La Cipressina Relax in Tuscany

Il Vichiaccio: Florence Villa with Jacuzzi
Family- and pet-friendly home rentals

Authentic among stones and bricks

Florence Sunset Hills • Giogoli

Countryside Cottage With View - Le Papere apt

Casa Giulia on Via Francigena

Poggio Massiccioli

Borgo Ripostena – No. 9 Oil Mill

Farmhouse in Chianti

Exclusive villa Lionella with private pool
Family-friendly home rentals with a pool

Relaxation and charm in the Chianti hills

Countryside Dream farm in Tuscany

Tuscany cottage for 4 people with swimming pool

Villa Via Francigena

Villa Strozzi - Vinuta di Collegalli

Casa Camelia - Your authentic Tuscan getaway

Farmhouse in Tuscany - Buon RIposo - Il Girasole

Il Castro Luxury San Gimignano. Michelangelo Suite
Destinations 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)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Val di Luce





