
Apartment holiday rentals in Montepulciano
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Top-rated apartment rentals in Montepulciano
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Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

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.

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

"Dimora Valinda" Montepulciano Piazza Grande + A/C
Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

"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.

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.

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.

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.

Exclusive Florence Penthouse with city views
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.

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.

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 apartment rentals
Weekly apartment rentals

Milipano Studio Apt

Apartments at Poggiolo - Borgo - Montepulciano

Romantic cottage in Tuscany with pool and garden

Tuscany | Apartment in farm with restaurant & pool

Ciliano 16

a.d. 1237

The walnut tree view, Montepulciano

Casa di Lara - In the heart of the city
Pet-friendly apartment rentals

Lornano Winery Farm - Villa ''Trebbiano''

Casa Clara Cortona Cin IT051017c28a6h9glv

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

💜 "Gaia" at Podere Le Fontanelle

Elegant fine home 400 m away from Piazza del Campo

Panoramic attic in old town of Siena

Foscolo's Apartment

Suite with 3 terraces at Ponte Vecchio
Apartment rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

HISTORIC LUXORY APARTMENT - LAKE WIEW

Il Portico, 1 bedroom stylish apartment

Girasole Apartment

Casa Biancospino Crete Senesi | Podere Fossaccio

Adalberto Apartment inside the Manor of Fulignano

Casa Rebecca with a small private pool

Casavecchia Agritourism, l'Olivo
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $131 SGD | $139 SGD | $152 SGD | $145 SGD | $170 SGD | $162 SGD | $163 SGD | $180 SGD | $177 SGD | $164 SGD | $168 SGD | $152 SGD |
| 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 apartment rentals in Montepulciano

Total holiday rentals
Explore 30 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Montepulciano holiday rentals include wifi 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
- Del Chianti
- Cascate del Mulino
- Eremo Di Camaldoli
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Terme Dei Papi
- Palazzo Pubblico
- Mount Subasio
- Santa Maria della Scala
- Rocca Maggiore
- Ugolino Golf Club
- Castello di Verrazzano
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore
- Antinori nel Chianti Classico
- Parco Regionale Della Maremma
- Val di Chiana
- Cathedral of San Lorenzo
- La Scarzuola
- Giardini del Frontone
- Terme San Filippo
- Girifalco Fortress
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