
Condo vacation rentals in Montalcino
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Nightly prices starting at
Montalcino vacation rentals start at ﺩ.ﺇ 331 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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.
5.0 out of 5 average rating, 352 reviews
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
5.0 out of 5 average rating, 137 reviews
Rosa come il cielo al tramonto
Appartamento si trova al 1 piano , composto da 2 camere ( possibilità di fare matrimoniali o singoli a seconda delle esigenze del cliente ) un bagno, ampio soggiorno e cucina attrezzata per cucinare . Tv, ( per chi fa richiesta, lavatrice a disposizione dalle 9 alle 20 nella nostra lavanderia ) . Per venire da noi è consigliata l'auto , per essere indipendenti , sia per visitare la campagna toscana . Posizione strategica per visitare la Toscana Vi aspetto per mostrarvi la vera Toscana.
4.99 out of 5 average rating, 235 reviews
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.
4.92 out of 5 average rating, 189 reviews
Casa rurale toscana in Mascagni Farmhouse Pienza
Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?
5.0 out of 5 average rating, 162 reviews
[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.
4.97 out of 5 average rating, 317 reviews
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.
4.95 out of 5 average rating, 144 reviews
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.
4.92 out of 5 average rating, 117 reviews
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.
4.94 out of 5 average rating, 219 reviews
Casa Gioia
Il mio alloggio è situato nel centro storico di Pienza, al secondo piano senza ascensore. Affaccia sul corso principale di Pienza. I parcheggi più vicini a pagamento distano 150m, quelli liberi 300m, zona carico/scarico 50m. Ti piacerà il mio alloggio per questi motivi: la comodità del letto, l'intimità, i soffitti in travi in legno e cotto tipico nel pavimento. Il mio alloggio è adatto a coppie, chi viaggia per lavoro e famiglie (con bambini)
4.92 out of 5 average rating, 149 reviews
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.
4.9 out of 5 average rating, 324 reviews
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.
4.92 out of 5 average rating, 126 reviewsPopular amenities for Montalcino condo rentals
Weekly condo rentals

Chicca: centro storico di Cortona
4.98 out of 5 average rating, 223 reviews
Vicolo delle Mura, ancient home with a view
4.86 out of 5 average rating, 111 reviews
NUOVO a Siena, Porta Ovile + free private parking
5.0 out of 5 average rating, 122 reviews
Panoramic attic in old town of Siena
4.89 out of 5 average rating, 197 reviews
Palazzo del Taja-in pieno centro con idromassaggio
4.99 out of 5 average rating, 254 reviews
Chianti, elegant barn among vineyards and pool
4.95 out of 5 average rating, 181 reviews
Old medieval apartment
4.99 out of 5 average rating, 313 reviews
Lady Camollia Apartment - historic center of Siena
5.0 out of 5 average rating, 117 reviewsPet-friendly condo rentals

La porta Accanto 2.0
4.97 out of 5 average rating, 227 reviews
House between Firenze, Arezzo, chianti e Siena
4.84 out of 5 average rating, 302 reviews
Vintage apartment 400m PalioPiazza del Campo Siena
4.96 out of 5 average rating, 188 reviews
AURA Garbino appartamento in centro storico
4.95 out of 5 average rating, 220 reviews
Casa Manori - raffinato e accogliente bilocale
4.99 out of 5 average rating, 102 reviews
•Il Chiostro• Una chicca nel cuore di Siena
4.89 out of 5 average rating, 123 reviews
[NUOVO] Moderno Monolocale Centrale con posto auto
4.94 out of 5 average rating, 253 reviews
L'Appartamento di Foscolo
4.97 out of 5 average rating, 119 reviewsCondo rentals with a pool

La Casetta
4.93 out of 5 average rating, 197 reviews
Apt.Panzanello-Panzano in Chianti
4.96 out of 5 average rating, 282 reviews
Relax Tra Le Vigne Del Chianti-IlVillinoFarmhouse
4.81 out of 5 average rating, 365 reviews
Adalberto Apartment inside the Manor of Fulignano
4.95 out of 5 average rating, 152 reviews
Tuscan Dream Apt with Pool, View & Tennis Court
4.91 out of 5 average rating, 96 reviews
Charming Residence Castello di Orgiale near Siena
4.97 out of 5 average rating, 88 reviews
Apartment in ancient house + pool and terrace
4.95 out of 5 average rating, 19 reviews
Cottage romantico in Toscana piscina e giardino
5.0 out of 5 average rating, 58 reviewsDestinations to explore
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Basilica Di San Miniato A Monte
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- 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
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- 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







