
Condo holiday rentals in Montalcino
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Quick stats about condo rentals in Montalcino

Total holiday rentals
Explore 70 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $69 AUD per night before taxes and fees

Verified guest reviews
Over 3,690 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Montalcino holiday rentals include Wi-Fi access

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

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

Ancient 17th-century farm in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking 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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is 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 will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

[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.

"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 centre
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.

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)

The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

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.
Popular amenities for Montalcino condo rentals
Weekly condo rentals

AnticaVista, Luxury Apartment with Tower Views

Fulvia's home, vacation or smartworking

a.d. 1237

House between Firenze, Arezzo, chianti e Siena

RESIDENCE HILL

Castello di Orgiale Charme Residenz

Unique views from inside Montalcino

Tuscan Dream Apt with Pool, View & Tennis Court
Pet-friendly condo rentals

Casa Clara Cortona Cin IT051017c28a6h9glv

The Door Next Door 2.0

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

Spinosa Apartment in Podere Capraia

Panoramic attic in old town of Siena

Foscolo's Apartment

Duomo View • In the Heart of Florence

Il Vecchio Noce
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Romantic cottage in Tuscany with pool and garden

Romantic Residence with Swimming Pool in Chianti

Farmhouse in Tuscany with pool and great views

Casa Biancospino Crete Senesi | Podere Fossaccio

Fattoria Lornano Winery- villa ''Trebbiano''

Scenic Stilish Country

💜 "Gaia" at Podere Le Fontanelle
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 AUD | $132 AUD | $153 AUD | $161 AUD | $175 AUD | $175 AUD | $176 AUD | $189 AUD | $182 AUD | $183 AUD | $146 AUD | $151 AUD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Del Chianti
- Feniglia
- Cascate del Mulino
- Gulf of Baratti
- Basilica Di San Miniato A Monte
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Santa Maria della Scala
- CavallinoMatto
- Siena Cathedral
- Parco Regionale Della Maremma
- Ugolino Golf Club
- Antinori nel Chianti Classico
- La Scarzuola
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
- Val di Chiana
- Rimigliano Natural Park
- Saturnia Thermal Park
- Terme San Filippo
- Riserva Naturale Diaccia Botrona
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sports activities Siena
- Nature and outdoors Siena
- Tours Siena
- Food and drink Siena
- Sightseeing Siena
- Art and culture Siena
- Things to do Tuscany
- Sightseeing Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Nature and outdoors Tuscany
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- Things to do Italy
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