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

Total vacation rentals
Explore 20 vacation rentals in Montaione

Nightly prices starting at
Montaione vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Montaione vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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 Toscana
Immersa nella natura dove è possibile rilassarsi alla vista di un magnifico panorama. Gambassi Terme è situato al centro della Toscana a pochi km dalle principali città d'arte (Firenze, Siena, Pisa). Il centro storico è raggiungibile anche a piedi e nei periodi estivi vengono organizzate varie feste paesane e spettacoli vari. L'appartamento è composto da cucina, soggiorno, divano, camino, bagno, una camera matrimoniale e una camerina con due letti singoli. Sul retro c'è un loggiato con vista mozzafiato e la piscina con lettini e ombrelloni. La presenza dell'ampio giardino e la vicinanza all'orto di famiglia munito di animali domestici (galline, piccioni e papere) ne fanno un luogo ideale anche per una famiglia con bambini. Immerso nella campagna dove è possibile rilassarsi in pace e tranquillita' alla vista di un magnifico scorcio ,ma facilmente raggiungibile anche a piedi il centro dove ci sono supermarket,bar. ecc
FamilyKitchenPool

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!
FamilyIndoor spacesParks

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.
Indoor spacesKitchenHospitality

Cosy Tuscan Home near Florence & San Gimignano
A COZY NEST where tradition and modern comfort meet. 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 the day in harmony with the local tranquility and rhythms. The apartment, completely renovated and tastefully furnished, is located in the historic center of Gambassi Terme, a strategic location for exploring the wonders of Tuscany.
KitchenIndoor spacesSleep quality

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
KitchenFamilyOutdoor spaces

Torre dei Belforti
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.
KitchenFamilyBreakfast

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.
Indoor spacesFamilyBathroom

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 spacesValue

Tenuta Collerucci | Casa Poeta
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.
KitchenFamilyGetting around

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.
KitchenIndoor spacesHospitality

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.
KitchenIndoor spacesValue

Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse, recently renovated in the Tuscan tradition and divided into three comfortable apartments.
FamilyKitchenNearby
Popular amenities for Montaione family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.
FamilyIndoor spacesBathroom

I Limoni Apartment in Tuscany
Indoor spacesKitchenBackyard

Green Dome @ The Land Before Time Retreats
Indoor spacesFamilyAir conditioning

Farmhouse in Chianti with Swimming Pool
Indoor spacesKitchenOutdoor spaces

Farmhouse , pool, 13 px. Lucca 10km
Indoor spacesFamilyAmenities

Nada Home
KitchenFamilyAir conditioning

SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyIndoor spacesGetting around

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
KitchenFamilyNearby
Family- and pet-friendly home rentals

Authentic among stones and bricks
FamilyIndoor spacesCondition

Borgo Ripostena – n. 9 Frantoio
FamilyKitchenOutdoor spaces

Casa Giulia on Via Francigena
KitchenFamilyPets

Countryside Cottage With View - Le Papere apt
KitchenFamilyValue

Florence Sunset Hills • Giogoli
KitchenFamilyLocation

Farmhouse in Chianti
Indoor spacesKitchenCheckout

Private Villa with semi-Olympic pool and Tennis
FamilyIndoor spacesWalkability

Trosce Lost-in-nature villa with breathtaking view
Indoor spacesKitchenBreakfast
Family-friendly home rentals with a pool

Infinity pool in Chianti 1
KitchenIndoor spacesQuiet

Countryside Dream farm in Tuscany
KitchenIndoor spacesAccuracy

Il Castello di Ferrano - Castle in Tuscany
FamilyIndoor spacesAccess

Tuscany cottage for 4 people with swimming pool
KitchenFamilyLong stay

Villa Strozzi -Tenuta di Collegalli
KitchenFamilyView

Casa Camelia - Your authentic Tuscan getaway
Indoor spacesFamilySleep quality

Tuscan Villa with Pool & Jacuzzi, San Gimignano
KitchenFamilyHeating

Agriturismo Poggio Leone - Ulivo Apartment
FamilyIndoor spacesCleanliness
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)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





