
Condo vacation rentals in Montepulciano
Find and book unique condos on Airbnb
Quick stats about condo rentals in Montepulciano

Total vacation rentals
Explore 30 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 2,660 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Montepulciano vacation rentals include wi-fi access

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

4.9 Average rating
Montepulciano stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Montepulciano
Guests agree: these condos are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
LocationValueAmenities

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment
ValueLocationCleanliness

Amazing Apartment near Piazza Grande w/ Terrace
Benvenuti nel cuore di Montepulciano, uno dei borghi più iconici, affascinanti e storici della Toscana, celebre per i suoi palazzi rinascimentali, le antiche cantine e l’atmosfera senza tempo che conquista ogni viaggiatore. Il nostro appartamento si trova in una posizione incredible nel pieno centro storico, a pochi passi da Piazza Grande, ottimi ristoranti, botteghe locali e dalle meraviglie più autentiche del paese. Che siate qui per degustare vini straordinari, vivere una fuga romantica.
ValueLocationSleep quality

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside
LocationFamilyHospitality

[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.
FamilyLocationCleanliness

"Landscape Notes" Suite
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.
LocationFamilyAccess

HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA
The apartment is located in an historical palace in the very heart of the old town. Near to all monuments, shops and restaurants but extremely quiet and peaceful. The old town is a pedestrian area . The flat is at the second floor. There is a lift for luggage and wheelchairs. From the windows you can enjoy a wonderful view. The apartment has recently been refurbished to a very high standard and furnished with elegance and traditional Tuscan antiques.
ValueFamilyGetting around

Tuscan rural home in Mascagni Farmhouse Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
LocationValueAmenities

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
FamilyValueWalkability

Casa Gioia
My place is located in the historic center of Pienza, on the second floor without an elevator. It overlooks the main street of Pienza. The nearest paid parking lots are 150m away, the free ones 300m, loading/unloading area 50m. You'll love my place because of the comfort of the bed, the intimacy, the wooden-beam ceilings, and the typical terracotta floor. My place is good for couples, business travelers, and families (with kids)
ValueFamilyBathroom

Vicolo delle Mura, ancient home with a view
Our old family home is in a quiet and secluded location in the historic center of Montepulciano. It has a beautiful and large habitable terrace overlooking the Valdichiana. Its central location allows you to walk to Piazza Grande, the Pulcinella Tower, the Medici Fortress and the San Biagio Rectory. Nearby you will find a wide selection of businesses and restaurants where you can enjoy delicious Tuscan cuisine.
FamilyValueCondition

La Terrazza su Chiusi - panoramic apartment
Large and spacious apartment in the historic center, comfortable, well finished, comfortable living room and large terrace with barbecue. Equipped with every appliance, well ventilated, perfect for relaxing stays, close and well connected to the best known tourist destinations such as Siena, Rome, Florence, Perugia, Arezzo and others.
LocationValueSleep quality
Popular amenities for Montepulciano condo rentals
Weekly condo rentals

Milipano Studio Apt
LocationKitchenCleanliness

Old medieval apartment
FamilyValueNearby

a.d. 1237
FamilyLocationNearby

The Nest in Chianti
ValueFamilyCondition

Palazzo Bichi Ruspoli-Historical Home-Very Central
LocationFamilyLaundry

House between Firenze, Arezzo, chianti e Siena
ValueFamilyCleanliness

NEW in Siena, Porta Ovile + free private parking
ValueLocationKitchen

Palazzo del Taja - in the center with whirlpool
FamilyLocationCondition
Pet-friendly condo rentals

Casa Granaio | Ground floor 1-bedroom apartment (2
LocationValueAccuracy

[NEW] Modern Central Studio with parking space
FamilyValueNearby

The Door Next Door 2.0
ValueFamilyLayout

Vintage apartment 400 m from Palio, Piazza del Campo, Siena
ValueLocationWifi

Chianti, elegant barn among vineyards and pool
ValueLocationBreakfast

Foscolo's Apartment
LocationFamilyAir conditioning

•Il Chiostro• A gem in the heart of Siena
FamilyValueHeating

RESIDENCE HILL
FamilyValueKitchen
Condo rentals with a pool

[Capolinea Holidays] "Terra" | Lake Trasimeno
FamilyLocationShared spaces

Romantic cottage in Tuscany with pool and garden
LocationComfortLong stay

Agriturismo Poggio Bonelli, 2 people apartment
LocationFamilyPets

Il Giaggiolo – Chianti with a view
LocationFamilyQuiet

Girasole Apartment
ValueFamilyWalkability

Poggio ai Gelsi, Melograno Lodge
ValueLocationLaundry

Charming Residence Castello di Orgiale near Siena
ValueFamilyIndoor spaces

Apartment in historic residence with pool and view
LocationComfortHospitality
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 419 | ﺩ.ﺇ 419 | ﺩ.ﺇ 404 | ﺩ.ﺇ 470 | ﺩ.ﺇ 470 | ﺩ.ﺇ 463 | ﺩ.ﺇ 466 | ﺩ.ﺇ 514 | ﺩ.ﺇ 507 | ﺩ.ﺇ 470 | ﺩ.ﺇ 481 | ﺩ.ﺇ 433 |
| 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
- Cottage rentals Montepulciano
- House rentals Montepulciano
- Apartment rentals Montepulciano
- Rentals with pools Montepulciano
- Family-friendly rentals Montepulciano
- Rentals with a hot tub Montepulciano
- Condo rentals Siena
- Condo rentals Tuscany
- Condo 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
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Mount Subasio
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Rocca Maggiore
- Things to do Montepulciano
- Food and drink Montepulciano
- Tastings Montepulciano
- Things to do Siena
- Sightseeing Siena
- Art workshops Siena
- Tastings Siena
- Art and culture Siena
- Entertainment Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Nature and outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Food and drink Siena
- Cooking Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Entertainment Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Food and drink Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Sightseeing Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food and drink Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Sports activities Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Sightseeing Italy
- Galleries Italy
- Tours Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Entertainment Italy







