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

Total holiday rentals
Explore 40 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 1,520 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Montalcino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montalcino rentals

4.9 Average rating
Montalcino stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Montalcino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
KitchenIndoor spacesAccess

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyKitchenNearby

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
KitchenFamilyLong stay

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
FamilyKitchenTV

Casa Dolce Toscana | Panoramic Suites & Views
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
Indoor spacesFamilyBreakfast

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
KitchenFamilyHeating
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.
KitchenIndoor spacesParking

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.
FamilyKitchenShared spaces

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Indoor spacesFamilyLaundry

Panoramic nest in Montalcino
A completely independent accommodation recently refurbished - from the design to the furnishings - directly by the host. It is composed of a living room with a fully equipped kitchen and a bedroom with bathroom. The peculiarity of the property is the extremely favorable location in the historic center, with a splendid terrace with panoramic garden on the Val d'Orcia, with barbecue, hammock, sink and outdoor shower.
Indoor spacesKitchenOutdoor spaces

Unique view 3 bdr villa with pool & A/C in Pienza
Nestled within the picturesque Val d'Orcia National Park and the enchanting Natural Reserve of Lucciola Bella, this apartment sits perched on a natural terrace, offering unparalleled views of Mount Amiata. Immerse yourself in the untouched beauty of this protected oasis, where the ever-changing play of sunlight and the rhythm of the seasons paint a constantly shifting panorama across the rolling hillsides.
FamilyIndoor spacesHospitality

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
Indoor spacesKitchenCleanliness
Popular amenities for Montalcino family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.
Indoor spacesKitchenAir conditioning

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
FamilyIndoor spacesHot tub

Villa in Montepulciano with a Pool
KitchenIndoor spacesCondition

Villa di Geggiano – Guesthouse
KitchenFamilyBathroom

Casa al Gianni - The Simignano Barn
KitchenIndoor spacesComfort

Villa unesco heritage, Jacuzzi & garden. BB Daria
Indoor spacesKitchenHeating

EcoLodge – modern design in a peaceful panoramic location
Indoor spacesKitchenCheck-in

La Casetta di Nise, Private Spa in the Hamlet
Indoor spacesKitchenCheckout
Family- and pet-friendly home rentals

Beautiful medieval village!!!
FamilyKitchenAccuracy

Stone farmhouse in Val D'Orcia
FamilyKitchenNearby

In Tuscany Rooms
FamilyIndoor spacesNearby

Mimosa Apartment - Poggio al Vento
Indoor spacesKitchenValue

il poderuccio farmhouse studio apartment
Indoor spacesKitchenQuiet

Pink like the sunset sky
Indoor spacesKitchenLayout

Luxurious Medieval Tower & Private Concierge
KitchenIndoor spacesHiking

Rural Tuscany | Family farmstay with restaurant
Indoor spacesFamilyHeating
Family-friendly home rentals with a pool

Podere La Castellina - No. 1 COTTAGE
FamilyIndoor spacesView

Casa Crociani - Amazing Pool & Free Parking
Indoor spacesKitchenView

Country chic house in a village,private pool,wiFi
Indoor spacesKitchenAmenities

Historic 17th-century farmhouse in Chianti, Tuscany
Indoor spacesFamilyCheckout

Country House in the Crete Senesi
FamilyIndoor spacesGetting around

House Rigomagno Siena
KitchenIndoor spacesPool

TUSCANY farm house SWIMMING POOL
KitchenIndoor spacesBeach

Elegant farmhouse Siena
FamilyIndoor spacesGetting around
When is the best time to visit Montalcino?
| Month | Jun |
|---|---|
| Avg. price | $381 NZD |
| Avg. temp | 22°C |
Destinations to explore
- Apartment rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Luxury rentals Montalcino
- Rentals with a hot tub Montalcino
- Hotel rooms Montalcino
- Bed and breakfasts Montalcino
- Cottage rentals Montalcino
- House rentals Montalcino
- Farmstay rentals Montalcino
- Rentals with a sauna Montalcino
- Condo rentals Montalcino
- Rentals with pools Montalcino
- Holiday home rentals Montalcino
- Rentals with breakfast Montalcino
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Antinori nel Chianti Classico
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Terme San Filippo
- Valdichiana Outlet Village
- Ugolino Golf Club
- Rimigliano Natural Park
- Casa Barthel
- Riserva Naturale Diaccia Botrona
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







