
Family-friendly holiday rentals in Montalcino
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Montalcino
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

La Casa di Bruna
LA CASA DI BRUNA Un appartamento finemente ristrutturato, arredato con amore e cura nei dettagli, si trova all’interno di un palazzo storico L’ingresso si apre su un salone con comodissimo divano collegato ad un'ampia e confortevole cucina Dalla sala accediamo alla terrazza con affaccio sulla fortezza dove si possono godere tramonti meravigliosi Sullo stesso piano troviamo un bagno e una luminosa camera matrimoniale Al piano superiore vi è il secondo bagno ed un'altra confortevole camera

Agriturismo Poggio Bicchieri ap. Memoria
Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

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

Mascagni Farmhouse in Val d'Orcia Pienza
Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

Suite "Note di Paesaggio"
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.

Casa delle Giuggiole
Facing the old medieval walls of this ancient city, the location of the house will make you feel relaxed thanks to the peacefulness of the countryside and the vitality of the centre. Bathed in the gorgeous sunlight from sunrise to sunset, Casa delle Giuggiole will give you a sensation of lightness and freedom. Look through any one of the many windows and you can admire both the astonishing landscape of the Val d'Orcia and the typical Tuscan roofs.

In Toscana Camere
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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

Villa di Geggiano - Perellino Suite

RESIDENCE HILL

Fontarcella, H&R- mediterranean home with jacuzzi

Villa unesco heritage, Jacuzzi & garden. BB Daria

EcoLodge – modernes Design in ruhiger Panoramalage

Casa Dolce Toscana | Panoramic Suite & View

Il Nido - un romantico focolare

Monolocale (2+1) in Val d'Orcia - Toscana
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view

Museum Suite - Luxurious unit with a River View -

Casale in pietra in Val D’Orcia

Celeste - Il colore del cielo d'estate in Toscana

Casa Teatro

I Tramonti di Eramo, Montepulciano centro.

Attico panoramico nell'antico borgo

Agriturismo Palazzi del Papa Val d'Orcia Pienza
Family-friendly home rentals with a pool

Agriturismo Selvoli - Il Bruco

A Big Dream in a Little Tower.

Private Chianti Cottage, Garden & Vineyard Views

Apt 4: Montepulciano 800 yr old Monastery

Stone House with Exclusive Pool Codilungo in Chianti

Tuscan Luxury Villa • Natural Pool & Privacy

Chianti, elegant barn among vineyards and pool

TUSCANY farm house SWIMMING POOL
Quick stats about holiday rentals that are family-friendly in Montalcino

Total holiday rentals
Explore 490 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 14,300 verified reviews to help you choose

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Holiday rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
450 of Montalcino holiday rentals include wifi access

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

4.8 Average rating
Montalcino stays are highly rated by guests – averaging 4.8 out of 5!
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Del Chianti
- Gulf of Baratti
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Casa Barthel
- Saturnia Thermal Park
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Nature and outdoors Siena
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- Art and culture Siena
- Sports activities Siena
- Sightseeing Siena
- Things to do Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
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- Things to do Italy
- Sports activities Italy
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- Wellness Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Art and culture Italy







