
Condo vacation rentals in Montepulciano
Find and book unique condos on Airbnb
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 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.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

"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.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Chicca: bright and panoramic in the 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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

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?

Beautiful Loft "La Volta su Arezzo"
Charming home in the old stables of a 13th-century building located in the heart of Arezzo's historic center. Furnished in typical Tuscan style, it has a kitchen complete with all appliances with an island and snack area, sofa, SmartTV and loft with two double beds. Free WiFi. A stone's throw from the main tourist attractions and all the most renowned shops, restaurants and clubs in the city. Also perfect for enjoying the renowned Antiques Fair.

La Civetta - Stylish Retreat in Historic Center
La Civetta is a completely renovated flat located in the heart of Montepulciano, Tuscany. It offers a modern and elegant design with a large, fully equipped kitchen that is sure to delight any cook, La Civetta has two bright bedrooms equipped with air purifiers. Comfort is guaranteed in all rooms, and the location is ideal for exploring the city and its surroundings. This is the ideal place for an unforgettable holiday in Tuscany.

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.

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.

Amazing view of Val d'Orcia Pienza
Beautiful 75-square-meter apartment located on the ground floor of the “Podere Colombaio,” a historic farmhouse named after its 15th-century tower. The property features a lovely pergola and a garden overlooking the Val d’Orcia Park, just a 10-minute walk from Pienza.
Popular amenities for Montepulciano condo rentals
Weekly condo rentals

AnticaVista, Luxury Apartment with Tower Views

Milipano Studio Apt

Apartments at Poggiolo - Borgo - Montepulciano

Simple and spacious apartment in Palazzo Bucelli

48 sqm cottage, swimming pool, relaxation, surrounded by greenery

La Foresteria | Granary House

Ciliano 16

a.d. 1237
Pet-friendly condo rentals

Apartment overlooking Panzano in Chianti

The Door Next Door 2.0

Casa Clara Cortona Cin IT051017c28a6h9glv

House between Firenze, Arezzo, chianti e Siena

Casa Gioia

Il Vecchio Noce

Liberty Siena Flat 2

Sunny Apt.in the heart of Chianti !
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Guidoccio-Cosona Agritourism

Girasole Apartment

Autumn Retreat in Umbria

La Mangiatoia, farmhouse apartment

Manuela apartment with pool in farmhouse

Orgiale Charme Residenz Castle

Poggio ai Gelsi, Melograno Lodge
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ375 | ﺩ.ﺇ397 | ﺩ.ﺇ433 | ﺩ.ﺇ415 | ﺩ.ﺇ485 | ﺩ.ﺇ463 | ﺩ.ﺇ466 | ﺩ.ﺇ514 | ﺩ.ﺇ507 | ﺩ.ﺇ422 | ﺩ.ﺇ386 | ﺩ.ﺇ422 |
| 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 |
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.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,580 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!
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- Lake Trasimeno
- Lake Bolsena
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Basilica of St Francis
- Terme Dei Papi
- Castiglion del Bosco Winery
- Golf Club Toscana
- Marina di Grosseto beach
- Cantina Colle Ciocco
- Santa Maria della Scala
- Pubblico Palace
- Cantina Stefanoni
- Mount Subasio
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
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- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Azienda Agricola Montefioralle Winery




