
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.

Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
ValueLocationLong stay

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyLocationParking

Montepulciano Historic Center
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.
ValueLocationHeating

Da nonna Ornella - nest in Val d'Orcia
Vista spettacolare e relax assicurato in questo romantico monolocale nel cuore della Val d’Orcia, provincia di Siena, immerso nella splendida Toscana. Ideale per coppie. Dispone di zona living, cucina accessoriata, bagno, riscaldamento, resede, parcheggio privato e un grande e panoramico giardino con lettini e amaca. Vicino a mete iconiche: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d’Orcia, Radicofani, Castiglione d’Orcia e Monte Amiata. Indimenticabile
FamilyValueLong stay

House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
FamilyLocationDecor

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
LocationFamilyHeating

Apartment in a detached villa - Val d'Orcia
In a cozy independent villa in Tuscan style apartment recently and finely renovated and located in a land rich in history. A few kilometers from the city of art and on the Via Francigena, the apartment can be a base for nature or food and wine tours. From a beautiful terrace overlooking the view you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval Rocca From 03/22/18, the municipal accommodation tax is €2 per person. See additional notes.
ValueLocationHospitality

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.
FamilyValueNearby

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.
LocationFamilyParking

Iole's little house
Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling. From the window, you can admire a typical view of the town's rooftops and the valley!!! Right in the historic center but very close to parking, it is really in a privileged position!! It has air conditioning, free Wi-Fi, heating, washing machine, kitchen, double bed. Self check-in and parking outside the walls 50 m away, free and paid.
ValueLocationKitchen

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
LocationFamilyHeating

La casa nel Borgo - Superior Tuscany Apartment
La Casa Nel Borgo is located in the small medieval village of Monticchiello, inside the historic center, between the ancient walls, immersed in the classic and enchanting landscapes of Tuscany. Newly renovated, it perfectly blends its historical soul with modern decor, giving the environment personality and charm. The terrace with a view is equipped. NOTE: *Only one room will be available for 2 people, unless explicitly requested.*
LocationFamilyCheck-in
Popular amenities for Montepulciano house rentals
House rentals with a pool

Infinity pool in Chianti 1
ValueLocationDecor

Casa Lucy
ValueLocationAccuracy

Cottage surrounded by nature
FamilyLocationGetting around

Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyGetting around

Borgo Ripostena – No. 5 Boathouse
FamilyValueKitchen

Il nido del Rondone
FamilyLocationAccess

Relaxation and charm in the Chianti hills
FamilyLocationPool

Traditional stone house in Tuscany
ValueFamilyCleanliness
Weekly house rentals

La Perla del Lago Holiday home on Lake Trasimeno
LocationValueSleep quality

Country chic house in a village,private pool,wiFi
FamilyValueAir conditioning

Nada Home
FamilyValuePets

Amazing Cott. in the heart of Siena
ValueFamilyComfort

Stunning Property • Terrazza privata & WiFi 300Mb
ValueLocationSleep quality

the birds view
LocationValueAccuracy

The Tower of Corsanello
LocationFamilyBreakfast

Domus Nannini - Loggia Salimbeni SPA
ValueLocationKitchen
Private house rentals

Hidden gem in Tuscany
ValueFamilyDecor

Family Forest - Pool in the Crete Senesi
ValueLocationKitchen

Casa di Vico, within walking distance of the center of Pienza
FamilyValueLaundry

Casa d'Orcia
FamilyLocationQuiet

Lovely home to dream
FamilyLocationIndoor spaces

Casa di Mela
FamilyLocationDecor

Spacious Luxury Stay in Pienza | 3BR 3BA
ValueFamilyCheck-in

Domus Antiqua
FamilyLocationOutdoor spaces
When 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
- Pet-friendly rentals Montepulciano
- Rentals with breakfast Montepulciano
- Villa rentals Montepulciano
- Condo rentals Montepulciano
- Cottage rentals Montepulciano
- Apartment rentals Montepulciano
- Family-friendly rentals Montepulciano
- Rentals with pools Montepulciano
- Rentals with a hot tub Montepulciano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Terme Dei Papi
- La Scarzuola
- Eremo Di Camaldoli
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Valdichiana Outlet Village
- Ugolino Golf Club
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Things to do Montepulciano
- Food and drink Montepulciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







