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

Total holiday rentals
Explore 30 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Montepulciano holiday 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 nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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

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.

"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.

RESIDENCE HILL
Residence Hill è un lussuoso appartamento adatto alle coppie ma anche alle famiglie, dotato di ben 3 camere da letto diverse per stile, una cucina dotata di tutti i comfort, lavastoviglie, forno ventilato, bollitore e macchina per il caffè, soggiorno e ampia zona living, Tv led 50" ed ogni Suite dotata di tutti i comfort, doppi servizi con vasca idromassaggio e doccia con funzione massaggio, SPA corner con Bagno Turco e zona relax con tisaneria, Wi-FI gratuita.

Chicca: Cortona's historic center
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

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.

Mascagni Farmhouse in Val d'Orcia, 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?

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.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

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.
Popular amenities for Montepulciano condo rentals
Weekly condo rentals

Milipano Studio Apt

Ciliano 16

a.d. 1237

Palazzo Bichi Ruspoli-Historical Home-Very Central

Casa Gioia

La Terrazza su Chiusi - panoramic apartment

Ermione

Peaceful hideaway in a 11th century Tuscan village
Pet-friendly condo rentals

Il Portico, 1 bedroom stylish apartment

Nonna Lella - Apartment with free parking space

Casa Clara Cortona Cin IT051017c28a6h9glv

The Door Next Door 2.0

House between Firenze, Arezzo, chianti e Siena

Foscolo's Apartment

Florentine Hills “Le Scalette”

Solengo Apartment in Podere Capraia
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

La Loggia, farmhouse apartment

Girasole Apartment

Casa Biancospino Crete Senesi | Podere Fossaccio

Lornano Winery Farm - Villa ''Trebbiano''

Tuscany accommodation with panoramic view terrace

Casa Cantina | Ground floor 1-bedroom apartment (2

Poggio ai Gelsi, Melograno Lodge
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 NZD | $197 NZD | $191 NZD | $196 NZD | $229 NZD | $218 NZD | $220 NZD | $242 NZD | $239 NZD | $222 NZD | $227 NZD | $204 NZD |
| 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
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- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Terme Dei Papi
- Cascate del Mulino
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Abbey of Monte Oliveto Maggiore
- Things to do Montepulciano
- Food and drink Montepulciano
- Things to do Siena
- Sightseeing Siena
- Tours Siena
- Art and culture Siena
- Sports activities Siena
- Food and drink Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Nature and outdoors Tuscany
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- Food and drink Tuscany
- Things to do Italy
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