
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 490 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $65Â 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 â averaging 4.8 out of 5!
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 allâinterno di un palazzo storico Lâingresso 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. Lâagriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poichĂŠ ĂŠ stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno câĂŠ 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!

Montalcino - Casa Gelsomino - giardino e relax
Immergiti nel fascino di Montalcino soggiornando in questa incantevole casa vacanze in pietra con giardino privato, ideale per momenti di relax. In pieno centro storico, offre un'atmosfera autentica e accogliente, perfetta per esplorare le meraviglie della Toscana. Approfitta della posizione centrale per visitare cantine rinomate e gustare la deliziosa cucina toscana. Scopri le meraviglie della Val d'Orcia, patrimonio UNESCO, e lasciati conquistare da cultura e tradizione locali millenarie.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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
Itâs rare to find a place thatâs not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Dueâa medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val dâOrcia. 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 familyâs life, we share our traditions, history, and Tuscanyâs hidden treasures with you.
La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla 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, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

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.

Podere Pereti Nuovi-modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

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

Wp Relais Borgo Vignalunga

Villa di Geggiano - Guesthouse

Casa al Gianni - Il Fienile di Simignano

Villa unesco heritage, Jacuzzi & garden. BB Daria

EcoLodge â modernes Design in ruhiger Panoramalage

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Casa Dolce Toscana | Panoramic Suite & View

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

Tuscan cottage with an heavenly view

Bellissimo borgo medievale!!!

Celeste - Il colore del cielo d'estate in Toscana

I Tramonti di Eramo, Montepulciano centro.

In Toscana Camere

Casa Bonari - un paradiso per gli occhi

Attico panoramico nell'antico borgo

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

S.Ilaria - Private pool Villa with 2 bedrooms

Private Chianti Cottage, Garden & Vineyard Views

Casa colonica azienda vitivinicola

Villa a Montepulciano con Piscina

Borgo Ripostena â n. 8 Casa Vecchia

TUSCANY farm house SWIMMING POOL

Elegant farmhouse Siena

Cappella - agriturismo immerso nelle vigne
Destinations to explore
- Rentals with pools Montalcino
- Rentals with a fireplace Montalcino
- Hotel rooms Montalcino
- Rentals with a patio Montalcino
- Rentals with outdoor seating Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Holiday home rentals Montalcino
- Flat rentals Montalcino
- Farm stay rentals Montalcino
- House rentals Montalcino
- Fitness-friendly rentals Montalcino
- Rentals with a hot tub Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with a washing machine and dryer Montalcino
- Bed and breakfasts Montalcino
- Rentals with a sauna Montalcino
- Rentals with a firepit Montalcino
- Luxury rentals Montalcino
- Cottage rentals Montalcino
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with breakfast Montalcino
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- 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
- Sightseeing Siena
- Tours Siena
- Art and culture Siena
- Sports activities Siena
- Food and drink Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Entertainment Italy
- Tours Italy
- Wellness Italy
- Sightseeing Italy
- Sports activities Italy
- Nature and outdoors Italy







