
Family-friendly holiday rentals in Montaione
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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 $97 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.

Private Villa with semi-Olympic pool and Tennis
On the ground floor there is a large eat-in kitchen which is very well and functionally equipped with dishwasher, oven, microwave, toaster, kettle, etc. , annexed pantry. The window of the kitchen over the sinks opens into a marvelous Tuscan panorama. Next to the kitchen there is the laundry, with the 2 washing machines and iron equipment. The laundry is shared with the property during your stay. On the other side, still next to the kitchen, there is a dining room with a 10 seats wooden table. Then, there is a large living room with 3 comfortable sofas and there is a sit in fireplace. Due to security reasons the fireplace cannot be used. Totally there are 4 bedrooms: 3 with kings size beds on the first floor and 1 with twin beds on the ground floor. 2 rooms have air conditioning , the remaining 2 have a portable fan. 2 rooms are with en-suite bathrooms with WC, bidet and shower, 1 bathroom with WC, bidet and shower and 1 bathroom with WC. Fresh linen, towels and pool towels are provided weekly. Change of linen and towels for any extra week at € 100. The villa is furnished as a home and the dining and sitting room of the villa are furnished with beautiful antiques and paintings and have old terracotta tiles. So you will not get the feeling of staying in a rented accommodation. Upon prior request we can arrange for 2 extra beds for babies. Outside the villa there is a nice garden with hedges and roses and a beautiful old lime tree under which guests will love to eat their breakfast or dine. In front of the garden there is an ancient and renovated chapel where, once a year, a Mess in memory of the owner's parents is celebrated. Cleaning services are available upon request, also we will bring you the hot dinner (or lunch) when you prefer (even on the day of your arrival) proposing delicious typical Tuscan dishes. Car is needed. We live nearby and are willing to offer you any help you may need. On the top of the nearby hill, 5 minutes walk from the villa, there is the private semi-Olympic pool 25x12.5 m, a pool house with bathroom, changing room, shower, kitchen, dining room, panoramic veranda for relaxing or alfresco dining and a built-in barbecue. Here you can spend most of the time of your vacation as it is a breathless location where you would admire a 360° idyllic typical Tuscan landscape! Just near the private pool, there is a green tennis court for the sole use of guests and a wide lawn where guests can exercise or relax. The pool will be the greatest attraction for all the guests; it will be open June, July, August, September, please ask for May. There is no fence and no surveillance, so children must be supervised at all times as it is up to 4 meter deep in the part of the springboards. In any case guests ' use of the swimming pool is at their own risk. The guests will enjoy their days with long stays at the pool since the pool house provides all comforts of a home. Here you can lean, rest, swim, run, cook, eat, read and appreciate the marvelous surrounding panorama. There are sun loungers, couches, armchairs and tables and a ping pong table. The main attraction of this place is its exclusivity and the possibility to practice sport, i.e. swimming, tennis, ping pong, gym in open lawns or in the large space between the pool and the pool house, soccer. The tennis court can be used anytime. Portable wifi hotspot available at the villa and at the pool and pool house. Notes on prices: Prices for the property (9 sleeps) are meant per day/Euro. They include: villa, private pool and pool house, private tennis, electricity, gas, water, use of the washing machine, firewood, linen, towels, parking Not included: Stay tax € 1.00 per person per day (per max 6 days) for persons over 14 years of age is to be paid directly at arrival. Change of linen and towels for any extra week at € 100, is to be paid directly at arrival. We accept small dogs upon prior agreement and for their stay we ask a contribution of € 10 per day. Check in is from 16.00 to 19.00; late arrivals are possible but we need to be informed in time and they may be charged. Notes: You will be responsible for any damage to the rental property that is caused by you or your party during your stay.
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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.
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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!
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Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
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Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
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Authentic among stones and bricks
Do you dream of spending a night in the middle of the Tuscan hills, in front of the warmth of an authentic wood-burning fireplace? 🔥🪵 This property is the ideal situation for you! You will stay in a serene area, away from the urban chaos, in the center of Tuscany about 1 hour by car from the main cities and the sea: • Florence 60km • Siena 52km • Pisa 65km • Volterra 27km • SanGimignano 18km Important note: underfloor heating is always on from October to April. There is no full kitchen
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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.
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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.
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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.
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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.
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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.
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Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.
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Popular amenities for Montaione family-friendly rentals
Family-friendly home rentals with a hot tub

Farmhouse , pool, 13 px. Lucca 10km
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I Limoni Apartment in Tuscany
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A Big Dream in a Little Tower.
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Nada Home
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La Pieve - the house next to the church
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Il Vichiaccio: Florence Villa with Jacuzzi
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
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La Casetta
Indoor spacesFamilyShared spaces
Family- and pet-friendly home rentals

Private villa/swimming pool in Tuscany
FamilyKitchenTV

Casa Giulia on Via Francigena
FamilyIndoor spacesHeating

Costalmandorlo, a rustic home in the heart of Tuscany
FamilyKitchenCleanliness

Apartment in Tuscan farm house.
KitchenFamilyNearby

Poggio Massiccioli
Indoor spacesFamilySleep quality

Breathtaking views- Rigone in Chianti
Indoor spacesFamilyAir conditioning

Trosce Lost-in-nature villa with breathtaking view
FamilyIndoor spacesBarbecue

Farmhouse in Tuscany - Buon RIposo - Il Girasole
KitchenIndoor spacesAir conditioning
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany
Indoor spacesKitchenBarbecue

FIENILE VILLACOLLE Tuscan hillside
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Countryside Dream farm in Tuscany
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Authentic Farmhouse Apartment
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Tuscany cottage for 4 people with swimming pool
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Casa Camelia - Your authentic Tuscan getaway
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Exclusive Tuscan Villa with private pool
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Villa Strozzi - Vinuta di Collegalli
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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
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





