
Condo vacation rentals in Montalcino
Find and book unique condos on Airbnb
Quick stats about condo rentals in Montalcino

Nightly prices starting at
Montalcino vacation rentals start at G$18,826 GYD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable 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

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.

Amazing Apartment near Piazza Grande w/ Terrace
Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, charming, and historic towns, renowned for its Renaissance palaces, ancient wine cellars, and timeless atmosphere that captivates every traveler. Our apartment is in an incredible location right in the historic center, a short walk from Piazza Grande, excellent restaurants, local shops, and the town's most authentic treasures. Whether you're here to taste extraordinary wines or enjoy a romantic getaway.

Suite "Note di Paesaggio"
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.

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?

RESIDENCE HILL
Residence Hill is a luxurious apartment suitable for couples but also for families, equipped with 3 bedrooms different in style, a kitchen equipped with all comforts, dishwasher, fan oven, kettle and coffee machine, living room and large living area, 50" LED TV and each Suite equipped with all comforts, double bathrooms with whirlpool tub and shower with massage function, SPA corner with Turkish Bath and relaxation area with herbal tea, free Wi-Fi.

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.

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.

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Popular amenities for Montalcino condo rentals
Weekly condo rentals

Loggiato 3 apartment in Tuscany near Siena

Vicolo delle Mura, ancient home with a view

Casa Gioia

Peaceful hideaway in a 11th century Tuscan village

House between Firenze, Arezzo, chianti e Siena

•Il Chiostro• A gem in the heart of Siena

La Casetta

Palazzo del Taja - in the center with whirlpool
Pet-friendly condo rentals

Panoramic attic in old town of Siena

Relax among the vineyards of Chianti-IlVillinoFarmhouse

Elegant fine home 400 m away from Piazza del Campo

The Door Next Door 2.0

AURA Garbino apartment in the historic center

Casa Manori - refined and cozy two-room apartment

Foscolo's Apartment

Farm holidays in the countryside of Montepulciano
Condo rentals with a pool

Manuela apartment with pool in farmhouse

Vintage Residence with Pool in Chianti

Adalberto Apartment inside the Manor of Fulignano

Tuscan Dream Apt with Pool, View & Tennis Court

Apartment with terrace and stunning view

Charming Residence Castello di Orgiale near Siena

Romantic cottage in Tuscany with pool and garden

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







