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

Total vacation rentals
Explore 40 vacation rentals in Montalcino

Nightly prices starting at
Montalcino vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Montalcino vacation 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!
KitchenFamilyValue

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.
Indoor spacesKitchenQuiet

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!
Indoor spacesFamilyWalkability

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.
KitchenFamilyWalkability

Casa Dolce Toscana | Panoramic Suite with a View
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 spacesKitchenAccuracy

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
KitchenIndoor spacesPets

"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.
KitchenFamilyView

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?
KitchenIndoor spacesPets

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
KitchenFamilyAccess

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.
FamilyKitchenParking

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.
Indoor spacesFamilyAccuracy

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 spacesKitchenWalkability
Popular amenities for Montalcino family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.
FamilyKitchenLong stay

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenFamilyPool

Villa in Montepulciano with a Pool
FamilyIndoor spacesBathroom

Villa di Geggiano – Guesthouse
Indoor spacesFamilySleep quality

Casa al Gianni - The Simignano Barn
Indoor spacesFamilySleep quality

Villa unesco heritage, Jacuzzi & garden. BB Daria
KitchenIndoor spacesQuiet

La Pieve - the house next to the church
FamilyKitchenHeating

EcoLodge – modern design in a peaceful panoramic location
Indoor spacesFamilyCondition
Family- and pet-friendly home rentals

Beautiful medieval village!!!
KitchenFamilyBreakfast

Stone farmhouse in Val D'Orcia
KitchenFamilyGetting around

In Tuscany Rooms
FamilyKitchenCheck-in

Pink like the sunset sky
KitchenIndoor spacesBreakfast

Luxurious Medieval Tower & Private Concierge
Indoor spacesKitchenParking
La Piazzetta - Cozy open space in the historic center of Montepulciano
Indoor spacesFamilyBreakfast

Rural Tuscany | Family farmstay with restaurant
FamilyKitchenBathroom

Terra Delle Sidhe, Seggiano, Tuscany, Italy
FamilyIndoor spacesCondition
Family-friendly home rentals with a pool

Podere La Castellina - No. 3 JUNIPER
KitchenIndoor spacesHospitality

Casa Crociani - Amazing Pool & Free Parking
Indoor spacesFamilyCondition

Country chic house in a village,private pool,wiFi
KitchenFamilyBiking

Country House in the Crete Senesi
FamilyKitchenBathroom

Mimosa Apartment - Poggio al Vento
KitchenIndoor spacesComfort

House Rigomagno Siena
Indoor spacesKitchenAmenities

TUSCANY farm house SWIMMING POOL
KitchenFamilyWifi

Elegant farmhouse Siena
FamilyIndoor spacesPool
When is the best time to visit Montalcino?
| Month | Jun |
|---|---|
| Avg. price | ﺩ.ﺇ 819 |
| Avg. temp | 22°C |
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Mount Amiata
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- CavallinoMatto
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Valdichiana Outlet Village
- Casa Barthel
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Basilica Di San Miniato A Monte
- 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
- Art and culture Italy
- Wellness Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







