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Family-friendly vacation rentals in Montepulciano

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montepulciano

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
Dec 9 – 16
$438 per night
4.99 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Montepulciano
A view from the top
A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.
Dec 1 – 8
$141 per night
4.97 out of 5 average rating, 324 reviews
Guest favorite
Apartment in Montepulciano
Montepulciano Downtown Storico
Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.
Feb 2 – 9
$78 per night
4.99 out of 5 average rating, 213 reviews

Popular amenities for Montepulciano family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Dec 13 – 20
$141 per night
4.99 out of 5 average rating, 291 reviews
Guest favorite
Home in Anghiari
Casa Rosmarino Eco-Wellness Country Home
Feb 5 – 12
$300 per night
4.99 out of 5 average rating, 187 reviews
Guest favorite
Apartment in Montepulciano
Charming House in Montepulciano
Jul 4 – 11
$87 per night
4.91 out of 5 average rating, 118 reviews
Guest favorite
Villa in Castiglion Fiorentino
Tuscan charm of villa - countryside
Nov 20 – 27
$343 per night
4.93 out of 5 average rating, 173 reviews
Guest favorite
Farm stay in Gaiole in Chianti
Il Piccolo Nido alla Pieve Marsina
Aug 25 – Sep 1
$334 per night
4.93 out of 5 average rating, 191 reviews
Guest favorite
Home in Siena
Domus Nannini - Loggia Salimbeni SPA
Jan 3 – 10
$485 per night
4.96 out of 5 average rating, 118 reviews
Guest favorite
Apartment in San Quirico d'Orcia
Studio apartment (2+1) in Val d 'Orcia - Tuscany
Feb 2 – 9
$103 per night
4.78 out of 5 average rating, 172 reviews
Guest favorite
Condo in Chiusi
La Terrazza su Chiusi - panoramic apartment
Aug 10 – 17
$117 per night
4.95 out of 5 average rating, 126 reviews
Guest favorite
Apartment in Florence
Romantic Flat with Tuscan Charm in the Oltrarno Quarter
Nov 14 – 21
$226 per night
4.99 out of 5 average rating, 333 reviews
Guest favorite
Cottage in Radicondoli
Beautiful renovated barn in Tuscany
Jan 20 – 27
$141 per night
4.94 out of 5 average rating, 104 reviews
Superhost
Home in San Casciano dei Bagni
Little farmer Vigna: peaceful positition
Sep 23 – 30
$91 per night
4.83 out of 5 average rating, 103 reviews
Superhost
Home in Gaiole In Chianti
Charming estate with views
Nov 16 – 23
$146 per night
4.85 out of 5 average rating, 215 reviews

Family- and pet-friendly home rentals

Guest favorite
Farm stay in Campiglia D'orcia
Agriturismo Poggio Bicchieri ap. Memoria
Jan 11 – 18
$80 per night
4.92 out of 5 average rating, 310 reviews
Guest favorite
Condo in Montepulciano
HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA
Jan 6 – 13
$175 per night
4.93 out of 5 average rating, 199 reviews
Guest favorite
Farm stay in Seggiano
Terra Delle Sidhe, Seggiano, Tuscany
Feb 26 – Mar 5
$97 per night
4.98 out of 5 average rating, 186 reviews
Guest favorite
Villa in Montepulciano
A paradise in Montepulciano...
Nov 29 – Dec 6
$352 per night
4.95 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Montepulciano
Stuart Black Tea Amazing View & Super Central
Dec 28 – Jan 4
$130 per night
4.96 out of 5 average rating, 127 reviews
Guest favorite
Farm stay in Montepulciano
Separate room, between Cortona and Montepulciano
Jan 13 – 20
$87 per night
4.96 out of 5 average rating, 121 reviews
Guest favorite
Villa in Ambra
Chianti Villa in Tuscany near Siena & Arezzo
Jan 19 – 26
$731 per night
4.98 out of 5 average rating, 106 reviews
Guest favorite
Farm stay in Montepulciano
Agriturismo Pescaia Montepulciano Appartamento 1
Nov 3 – 10
$112 per night
4.96 out of 5 average rating, 225 reviews
Superhost
Farm stay in Montepulciano
La Manonera Cottage for 2 people
Apr 6 – 13
$71 per night
4.79 out of 5 average rating, 215 reviews
Guest favorite
Farm stay in Siena
Typical Tuscan Country House WITH A/C
Feb 8 – 15
$105 per night
4.98 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Montepulciano
La Casa delle Querce - "Policiano"
Nov 1 – 8
$184 per night
4.79 out of 5 average rating, 111 reviews
Guest favorite
Home in Scrofiano
Jenny's Barn
Oct 4 – 11
$122 per night
4.96 out of 5 average rating, 113 reviews

Family-friendly home rentals with a pool

Guest favorite
Villa in Castellina in Chianti
The Villino Farmhouse
Oct 18 – 25
$550 per night
4.93 out of 5 average rating, 164 reviews
Guest favorite
Castle in Ferrano
The Castle of Ferrano - Castle in Tuscany
Oct 23 – 30
$283 per night
4.99 out of 5 average rating, 151 reviews
Superhost
Home in Florence
TREEhouse/casaBARTHEL
Aug 3 – 10
$267 per night
4.89 out of 5 average rating, 710 reviews
Guest favorite
Villa in Siena
Fascinating Villa Senese with View!
Jan 22 – 29
$703 per night
4.9 out of 5 average rating, 252 reviews
Guest favorite
Home in Foiano della Chiana
Conca d'Oro house sleeps 4
Apr 18 – 25
$216 per night
4.92 out of 5 average rating, 110 reviews
Guest favorite
Villa in Tavarnelle Val di Pesa
PODERE GUIDI
Nov 4 – 11
$433 per night
4.92 out of 5 average rating, 113 reviews
Guest favorite
Cottage in Chiusi
Melogranino Farmhouse
Feb 21 – 28
$152 per night
4.84 out of 5 average rating, 147 reviews
Superhost
Apartment in Castiglione del Lago
Ulivo - Charming apartment in the countryside
Oct 18 – 25
$97 per night
4.9 out of 5 average rating, 114 reviews
Guest favorite
Apartment in Montepulciano
Romantic apartment in a quite place
Jan 8 – 15
$87 per night
4.92 out of 5 average rating, 141 reviews
Guest favorite
Apartment in Montalcino
Panoramic Country Suite Montalcino
Mar 20 – 27
$156 per night
4.89 out of 5 average rating, 321 reviews
Guest favorite
Apartment in Caminino
Pieve di Caminino Historic Farm
Feb 13 – 20
$136 per night
4.92 out of 5 average rating, 118 reviews
Guest favorite
Villa in Cavriglia, Arezzo
Villa Poggio a Mandria in Chianti
May 2 – 9
$580 per night
4.99 out of 5 average rating, 110 reviews

Quick stats about vacation rentals that are family-friendly in Montepulciano

Total rentals

130 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Total number of reviews

6K reviews

Nightly prices starting at

$40 before taxes and fees

Destinations to explore