
House holiday rentals in Montepulciano
Find and book unique houses on Airbnb
Quick stats about house rentals in Montepulciano

Total holiday rentals
Explore 60 holiday rentals in Montepulciano

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

Verified guest reviews
Over 2,560 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Montepulciano holiday rentals include wifi access

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

4.8 Average rating
Montepulciano stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Montepulciano
Guests agree: these houses are highly rated for location, cleanliness and more.

Montepulciano Centro storico
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.

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.

Casa Dolce Toscana | Panoramic Suite & View
CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

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!

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

La casina di Iole
Tipica casa toscana appena ristrutturata conservando le storiche caratteristiche, come il soffitto a travi di legno e mattoni. Dalla finestra è possibile ammirare un tipico panorama sui tetti del paese e sulla vallata!!! In pieno centro storico ma vicinissima ai parcheggi è davvero in posizione privilegiata!!. Dispone di aria condizionata, wi fi gratuito, riscaldamento, lavatrice, cucina, letto matrimoniale. Self check in e parcheggio fuori le mura a 50 m gratuito e non.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.

Casolare immerso nella natura
"IL PODERACCIO" è un tipico casolare in pietra posto sulle colline che circondano il Lago Trasimeno immerso in una stupenda macchia mediterranea. Il fabbricato si sviluppa su due piani. La piscina ed il giardino fanno da cornice al tutto. Apertura Piscina dal 1 Maggio al 1 5 Ottobre. Si fa presente che in seguito alla emergenza COVID 19 per la pulizia e la sanificazione della casa sono state adottate tutte le direttive previste dalla normativa in merito.

Casa Belmonte
Just renovated elegant house in the historic center of Montepulciano, just 6 minutes from Piazza Grande and 4 minutes from Porta al Prato. Composed on the ground floor by a large open space with kitchenette while on the first floor there are two double bedrooms and two bathrooms. It is equipped with dishwasher, microwave oven, coffee maker, TV and free use of Wi-Fi.

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Siena Countryside Colle Ciupi
Countryside Villa apartment. Located in the nearby of Siena (Colle Ciupi, 10 kms away) Ground floor: Kitchen, living room with fireplace, bathroom with shower. First Floor: 3 Double Bedrooms and 2 bathrooms, outdoor with courtyard and huge garden
Popular amenities for house rentals in Montepulciano
House rentals with a pool

Casina in campagna Podere Scorno con piscina

Infinity pool in Chianti

Interno Italiano

La Lisa: country house surrounded by fields

Il nido del Rondone

Charming estate with views. A/C in the bedrooms

Borgo Ripostena – n. 8 Casa Vecchia

La Casa di Nada Home
Weekly house rentals

Hidden gem in Tuscany

Family Forest - Piscina nelle Crete Senesi

Country chic house in a village,private pool,wiFi

"Hortus Conclusus" House

Poggiolo

Villa Le Rughe • Private terrace & WiFi 300Mb

the birds view

La finestra - centro storico Montepulciano
Private house rentals

Villa with Private Pool in the Tuscan Countryside

Agriturismo I Fuochi | Casa Susino

Graziosa abitazione per sognare

Casa San Ripa: Relax Oasis with Private Pool

Experience Real Tuscany from Our Country Home

Stunning loft in Montalcino

Un momento di relax

Podere San Girolamo
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 SGD | $165 SGD | $170 SGD | $173 SGD | $178 SGD | $189 SGD | $176 SGD | $184 SGD | $183 SGD | $165 SGD | $161 SGD | $180 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Rentals with pools Montepulciano
- Bed and breakfasts Montepulciano
- Flat rentals Montepulciano
- Rentals with breakfast Montepulciano
- Villa rentals Montepulciano
- Rentals with a hot tub Montepulciano
- Rentals with a patio Montepulciano
- Pet-friendly rentals Montepulciano
- Cottage rentals Montepulciano
- Family-friendly rentals Montepulciano
- Smoking-friendly rentals Montepulciano
- Rentals with a fireplace Montepulciano
- Apartment rentals Montepulciano
- Rentals with outdoor seating Montepulciano
- Rentals with a washing machine and dryer Montepulciano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Parco Regionale Della Maremma
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Things to do Montepulciano
- Food and drink Montepulciano
- Things to do Siena
- Sports activities Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Art and culture Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Food and drink Tuscany
- Wellness Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Art and culture Italy
- Nature and outdoors Italy
- Entertainment Italy







