
Condo holiday rentals in Montalcino
Find and book unique condos on Airbnb
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 $86 NZD 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.

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.

The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

[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.

Peaceful hideaway in a 11th century Tuscan village
Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

"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.

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.

Florentine Penthouse with Panoramic Terrace
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

Lovely Apartment on the Arno river ~ Oltrarno

The View of Sangiorgio

Palazzo Bichi Ruspoli-Historical Home-Very Central

House between Firenze, Arezzo, chianti e Siena

Casa Gioia

Designer Apartment with Breathtaking Views

Oltrarno Luxury Design apartment with terrace

NEW in Siena, Porta Ovile + free private parking
Pet-friendly condo rentals

The Presto di San Martino

Bio-agritourism in the hills of Florence

Secret Window • Hidden Gem near Ponte Vecchio

[Ponte vecchio] Luxury Suite

The Door Next Door 2.0

Firenze Rentals Deluxe Apartment Cimatori

Chianti, elegant barn among vineyards and pool

Florentine Hills “Le Scalette”
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Romantic Residence with Pool in Chianti

Farmhouse near Florence - Torretta

Girasole Apartment

Casa Biancospino Crete Senesi | Podere Fossaccio

Poggiolieto Suite - on hills 10' from city center

Garden & SPA -FlorArt Boutique Apartment

Solengo Apartment in Podere Capraia
Destinations to explore
- Rentals with an EV charger Montalcino
- Rentals with a patio Montalcino
- Holiday home rentals Montalcino
- Rentals with a fireplace Montalcino
- Rentals with a fire pit Montalcino
- Hotel rooms Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Fitness-friendly rentals Montalcino
- Apartment rentals Montalcino
- Bed and breakfasts Montalcino
- Luxury rentals Montalcino
- Family-friendly rentals Montalcino
- Farmstay rentals Montalcino
- Rentals with pools Montalcino
- Rentals with a washing machine and dryer Montalcino
- Rentals with a hot tub Montalcino
- Rentals with a sauna Montalcino
- House rentals Montalcino
- Rentals with breakfast Montalcino
- Rentals with outdoor seating Montalcino
- Smoking-friendly rentals Montalcino
- Cottage rentals Montalcino
- Condo rentals Siena
- Condo rentals Tuscany
- Condo rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Del Chianti
- Gulf of Baratti
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Casa Barthel
- Saturnia Thermal Park
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Art and culture Siena
- Sports activities Siena
- Sightseeing Siena
- Things to do Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Things to do Italy
- Sports activities Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Wellness Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Art and culture Italy







