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

Total vacation rentals
Explore 60 vacation rentals in Montepulciano

Nightly prices starting at
Montepulciano vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 2,600 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Montepulciano vacation rentals include wi-fi 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.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
4.96 out of 5 average rating, 156 reviews
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.
4.96 out of 5 average rating, 142 reviews
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.
4.92 out of 5 average rating, 153 reviews
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.
4.98 out of 5 average rating, 186 reviews
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!
4.97 out of 5 average rating, 198 reviews
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.
4.87 out of 5 average rating, 135 reviews
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.
4.99 out of 5 average rating, 233 reviews
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.
4.96 out of 5 average rating, 187 reviews
Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
4.98 out of 5 average rating, 145 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
4.92 out of 5 average rating, 173 reviews
La casa nel Borgo - Appartamento Superior Toscana
La Casa Nel Borgo si trova nel piccolo borgo medioevale di Monticchiello, all'interno del centro storico,tra le antiche mura di cinta,immerso nei classici e incantevoli paesaggi della toscana . Appena ristrutturato fonde perfettamente la sua anima storica con l'arredamento moderno,donando all'ambiente personalità e fascino. La terrazza con vista è attrezzata. NOTA: *Per 2 persone sarà disponibile una sola camera,salvo esplicita richiesta.*
4.95 out of 5 average rating, 223 reviews
Spacious Luxury Stay in Pienza | 3BR 3BA
Scopri un rifugio elegante, spazioso e autentico nel cuore di Pienza, gioiello rinascimentale Patrimonio UNESCO. Con 3 camere matrimoniali, 3 bagni, ampia zona living, cucina attrezzata, A/C e Wi-Fi, questa casa è perfetta per famiglie o amici che desiderano vivere la Toscana più iconica tra vicoli storici, sapori unici e panorami indimenticabili sulla Val d’Orcia, con tutto il comfort di una dimora davvero speciale.
4.97 out of 5 average rating, 101 reviewsPopular amenities for Montepulciano house rentals
House rentals with a pool

Casa Rosmarino Eco-Wellness Country Home
4.99 out of 5 average rating, 274 reviews
Casolare immerso nella natura
4.99 out of 5 average rating, 111 reviews
PoggiodoroLoft, Tuscan dream e relax
4.87 out of 5 average rating, 167 reviews
Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 138 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 125 reviews
Infinity pool in Chianti 1
5.0 out of 5 average rating, 143 reviews
Agriturismo Casa Giulia di Sopra
4.95 out of 5 average rating, 106 reviews
Borgo Ripostena – n. 9 Frantoio
4.94 out of 5 average rating, 118 reviewsWeekly house rentals

Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 308 reviews
La finestra del Chianti
4.9 out of 5 average rating, 136 reviews
La Perla del Lago Casa vacanze al Lago Trasimeno
4.98 out of 5 average rating, 207 reviews
Amazing Cott. in the heart of Siena
4.92 out of 5 average rating, 368 reviews
Tuscany House | View Breathtaking
4.97 out of 5 average rating, 112 reviews
Casa del Passerino
4.94 out of 5 average rating, 225 reviews
Tramonto sul Chianti Classico
4.98 out of 5 average rating, 244 reviews
La Terrazza di Vittoria
4.98 out of 5 average rating, 128 reviewsPrivate house rentals

Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
5.0 out of 5 average rating, 11 reviews
Private House for 4P- La Capanna Di Azzurra
4.96 out of 5 average rating, 27 reviews
Graziosa abitazione per sognare
4.99 out of 5 average rating, 84 reviews
Hidden gem in Tuscany
5.0 out of 5 average rating, 56 reviews
Casa di Mela
4.97 out of 5 average rating, 38 reviews
Country chic house in a village,private pool,wiFi
5.0 out of 5 average rating, 82 reviews
La Corte del Podestà
4.96 out of 5 average rating, 26 reviews
Il Podere - Rustic charm in Tuscany
5.0 out of 5 average rating, 12 reviewsWhen is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 474 | ﺩ.ﺇ 470 | ﺩ.ﺇ 485 | ﺩ.ﺇ 510 | ﺩ.ﺇ 540 | ﺩ.ﺇ 536 | ﺩ.ﺇ 503 | ﺩ.ﺇ 525 | ﺩ.ﺇ 521 | ﺩ.ﺇ 470 | ﺩ.ﺇ 459 | ﺩ.ﺇ 514 |
| 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
- Bed and breakfasts Montepulciano
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- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Piazza del Campo
- Things to do Montepulciano
- Tastings Montepulciano
- Things to do Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Cultural tours Siena
- Art workshops Siena
- Outdoors Siena
- Dining Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
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- Museums Tuscany
- Workouts Tuscany
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- Shopping and fashion Tuscany
- Dining Tuscany
- Performances Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Cultural tours Italy
- Flying Italy
- Tastings Italy
- Wildlife Italy
- Food tours Italy
- Museums Italy
- Performances Italy
- Wellness Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Landmarks Italy
- Architecture Italy
- Outdoors Italy
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