
Family-friendly holiday rentals in Monticiano
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Top-rated family-friendly rentals in Monticiano
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Casa Marino
Our cozy home is located closed to Siena, the Val d'Arbia and the Val d'Orcia, Unesco World Heritage site; you can easily reach the most beautiful town around Siena and Florence, like San Gimignano, Volterra, Montalcino. Rooms are wide and comfortable. The apartament is bright and you can enjoy a nice view on the Tuscan countryside from its windows. It is located in the old hamlet of Casciano. Suitable for couples and families with kids. Parking area about 50 metres from the apartment.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Casa Dolce Toscana~Suite&View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation,with panoramic views,immersed in the hills of Tuscany. Anoasis of peace perfect for those who want to relax and live an authentic experience. Located a few kilometers from Siena and Florence,our accommodation combines rustic charm with all modern comforts. it is in the heart of the historic center of the famous village of Cetona,below the castle ,overlooking the valley and the scent of Tuscany.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

La Casa del Frantoiano - Pari -
We offer our guests an apartment in Pari, a pretty village in the heart of Tuscany, near the Terme di Petriolo and halfway between Siena and the sea, reachable in about halfanhour. Completely and recently renovated, it consists of a kitchen, a large bedroom, a bathroom, an outdoor relaxation space with a table. Equipped with air conditioning and all kinds of comforts, it is for 2/3 people, in the kitchen there is a single bed. Private pool shared with other guests.

Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

"Sunflower" apartment with view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, each with a private entrance and exclusive use of the garden, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc). From the farm, you can hike to the Grotti Castle (6 km) or to our pond (2.5 km)

Tuscan countryside, peace and relaxation 10 minutes from Siena
Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!
Popular amenities for Monticiano family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

San Giovanni in Poggio, villa Meriggio 95mq

Beautiful renovated barn in Tuscany

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

Your Private Tuscan Retreat

Villa di Geggiano – Guesthouse

Nada Home

Fontarcella, H&R- mediterranean home with jacuzzi
Family- and pet-friendly home rentals

Farmhouse of '500 near Florence

Villa Casabella near Siena

Casa Cecilia Farm

Archi, Rustic apartment in Tuscany

Le Splandole Farm – Crete Senesi

Countryside Cottage With View - Le Rondini apt

Secret Garden Siena

"DA OSCA" in the heart of Maremma
Family-friendly home rentals with a pool

StageROOM03 - Idyllic Chianti cottage near Siena

Loggiato 3 apartment in Tuscany near Siena

Cercis - La Palmierina

A barn in Chianti

Podere La Castellina - No. 1 COTTAGE

Spinosa Apartment in Podere Capraia

Antico Borgo Ripostena – n. 8 Old House

Manuela apartment with pool in farmhouse
When is the best time to visit Monticiano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 NZD | $220 NZD | $187 NZD | $272 NZD | $256 NZD | $263 NZD | $270 NZD | $256 NZD | $224 NZD | $281 NZD | $254 NZD | $277 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Quick stats about holiday rentals that are family-friendly in Monticiano

Total holiday rentals
Explore 50 holiday rentals in Monticiano

Nightly prices starting at
Monticiano holiday rentals start at $89 NZD per night before taxes and fees

Verified guest reviews
Over 830 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
40 of Monticiano holiday rentals include Wi-Fi access

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

4.8 Average rating
Monticiano stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Monticiano
- Rentals with a fireplace Monticiano
- Rentals with pools Monticiano
- House rentals Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Pet-friendly rentals Monticiano
- Rentals with outdoor seating Monticiano
- Apartment rentals Monticiano
- Villa rentals Monticiano
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Spiagge bianche
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Spiaggia di Capo Bianco
- Parco delle Cascine
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Spiaggia Di Barbarossa
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia della Padulella
- Medici Chapels
- Spiaggia Marina di Cecina




