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

Nightly prices starting at
Montalcino holiday rentals start at $125 AUD per night before taxes and fees

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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.

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.
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Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
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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
LocationValueWi-Fi

[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.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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"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.
LocationValueWi-Fi

Amazing Apartment near Piazza Grande w/ Terrace
Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, captivating and historic towns, renowned for its Renaissance palazzi, ancient cellars and timeless atmosphere that enchants every traveller. Our apartment is in an incredible location right in the historic centre, just a short walk from Piazza Grande, excellent restaurants, local shops and the town's most authentic treasures. Whether you're here to sample exceptional wines or enjoy a romantic getaway.
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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.
FamilyValueIndoor spaces

Tuscan rural house in Mascagni Farmhouse 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?
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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.
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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)
FamilyValueCheckout

La Casetta di Brunello, very panoramic with terrace
WE'RE WORKING FOR YOU. ... 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.
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Popular amenities for Montalcino condo rentals
Weekly condo rentals

Palazzo Bichi Ruspoli-Historical Home-Very Central
ValueFamilyBathroom

Vicolo delle Mura, ancient home with a view
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Palazzo del Taja - in the center with whirlpool
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Peaceful hideaway in a 11th century Tuscan village
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La Casetta
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NEW in Siena, Porta Ovile + free private parking
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Suite Tufi Palace |FreeGarage| NO ZTL |Fiber 1 Gb!
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Chicca: Cortona's historic centre
ValueFamilyLaundry
Pet-friendly condo rentals

House between Firenze, Arezzo, chianti e Siena
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•Il Chiostro• A gem in the heart of Siena
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Casa Manori - refined and cozy two-room apartment
LocationFamilyParking

[NEW] Modern Central Studio with parking space
LocationFamilyCheck-in

AURA Garbino apartment in the historic center
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Clorofilla
LocationValueWalkability

Casa Granaio | Ground floor 1-bedroom apartment (2
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Farm holidays in the countryside of Montepulciano
ValueFamilyAccuracy
Condo rentals with a pool

Apt.Panzanello-Panzano in Chianti
LocationFamilyIndoor spaces

Chianti, elegant barn among vineyards and pool
ValueFamilyBreakfast

Relax among the vineyards of Chianti-IlVillinoFarmhouse
LocationFamilyAccuracy

Manuela apartment with pool in farmhouse
LocationValueLaundry

Adalberto Apartment inside the Manor of Fulignano
LocationFamilyShared spaces

Tuscan Dream Apt with Pool, View & Tennis Court
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Charming Residence Castello di Orgiale near Siena
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Romantic cottage in Tuscany with pool and garden
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Destinations to explore
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Basilica Di San Miniato A Monte
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Things to do Montalcino
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







