
Condo vacation rentals in Montalcino
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Nightly prices starting at
Montalcino vacation rentals start at G$18,841 GYD per night before taxes and fees

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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 immerso nelChianti con piscina
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.

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!

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.

[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.

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.

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.

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.

Cozy Apartment in the Heart of Montepulciano
Monolocale tranquillo e raffinato che unisce lo stile toscano a quello moderno e vi permetterà di soggiornare nel cuore del centro storico di Montepulciano. L'appartamento è progrettato per garantire agli ospiti tutti i comfort necessari.
Popular amenities for Montalcino condo rentals
Weekly condo rentals

Chianti Apartment in 12th Century Tuscan farmhouse

Chianti La Pruneta, Michelangelo apartment.

Loggiato 3 apartment in Tuscany near Siena

Fulvia's home, vacation or smartworking

Casa Gioia

•Il Chiostro• A gem in the heart of Siena

La Terrazza su Chiusi - panoramic apartment

Peaceful hideaway in a 11th century Tuscan village
Pet-friendly condo rentals

[NEW] Modern Central Studio with parking space

The Door Next Door 2.0

Casa Manori - refined and cozy two-room apartment

House between Firenze, Arezzo, chianti e Siena

Chianti, elegant barn among vineyards and pool

Elegant fine home 400 m away from Piazza del Campo

Foscolo's Apartment

Panoramic attic in old town of Siena
Condo rentals with a pool

Casa Nonno Duilio | First floor 3-bedroom apartmen

Romantic cottage in Tuscany with pool and garden

Agriturismo Poggio Bonelli, 2 people apartment

Scenic Stilish Country

Vintage Residence with Pool in Chianti

Manuela apartment with pool in farmhouse

Apartment with terrace and stunning view

Charming Residence Castello di Orgiale near Siena
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Mount Amiata
- CavallinoMatto
- Palazzo Pubblico
- Siena Cathedral
- Vulci
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Val di Chiana
- Terme San Filippo
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
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