
Holiday home rentals in Montalcino
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Top-rated holiday home rentals in Montalcino
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The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Theater House
Cozy apartment in the heart of the historic center of Cortona, located on the second floor of an old building, overlooking the beautiful Piazza Signorelli and the theater of the same name. The Casa Teatro is ideal for couples or families with children who want to experience the city, with its enchanting views, typical cuisine and visit the prestigious MAEC museum. Great as a starting point for visiting Montepulciano, Arezzo, Assisi, Perugia, Siena, Pienza or reaching Florence and Rome by train.

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

The Loggia of San Giovenale
La casa è nella piazza più antica di Orvieto, San Giovenale con la stupenda chiesa romanica del XI secolo. Una Loggetta con vista mozzafiato sulla valle del paglia da dove scopre l'Amiata , il Monte Cetona ed il Monte Peglia. Arredata con mobili su misura realizzati da maestri falegnami orvietani, i soffitti in legno al primo piano ed il cotto fatto a mano del pavimento ne fanno un alloggio pieno di fascino in cui trascorrere un meraviglioso soggiorno ad Orvieto. C.I.N. IT055023C202019060

Stuart Jasmine central, panoramic top location
This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

La Dimora del Lago - Lake views of Tuscany and Umbria
Recently and authentically restored in a small rural hamlet, located halfway between Florence and Rome, Montepulciano and Cortona in the tranquil countryside overlooking tiny Lake Chiusi - less than 2 hours drive by Autostrada or train from Florence or Rome. Forged from a 500-year-old watchtower, an authentic country house among other houses. It also has an excellent internet connection and Netflix. TOURIST TAX TO PAY IN CASH €2 per night for up to 3 nights - per person over age 10 .

Casa Isla, near Orvieto, amazing views + pool
Located between the villages Viceno and Benano with incredible views of Orvieto and surrounded by olive trees. Casa Isla is a refurbished 70sqm 2 bedroom cottage next to the main house, completely self-contained with its own private garden and BBQ area. There is a double bedroom and a second with twin-beds, both with air-con. The lounge/kitchen comes with fridge, gas hob, oven, and dishwasher, a sofa bed, and a smart TV for movie nights. Relax in our salt-water/mineral pool.

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Casa al Gianni - Oak
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

Pienzalettings
Rilassati in questo spazio tranquillo nel piccolo borgo. La nostra casa vacanze PienzaLettings è un'esplosione di unicità e bellezza, dotata di un fascino senza tempo. Dotato di ogni comfort, è pronto ad accogliervi e pronto a farvi vivere un'avventura rilassante ed emozionante in un luogo senza tempo. Non sono inclusi 1€ di tassa di soggiorno per persona a notte, esclusi minori di 15 anni
Popular amenities for holiday home rentals in Montalcino
Family-friendly holiday home rentals

Tuscany, Sorano, Fiordaliso Apartment

Holiday in an antique farm, Pergola

[History & Design] Garden & Viewpool Apartment

VACATION HOME I DUE CIPRESSI "Rosa Canina Apartment"

Casa Monte

Apartment La Roccaia

Radi Apt Farm Tower Air Conditioning Pool wifi

Podere Il Tigliolo - Pienza Apartment
Holiday home rentals with a patio

Sangiovese house with mini-pool in the center of Greve

Tuscany Breath - Panoramic Pool & Tennis Court

Romantic cottage with Jacuzzi and large garden - 2p.

The Sun House

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Il Forno - 2 bedroom with private poolside terrace

Casa Camelia - Your authentic Tuscan getaway

Cozy Cottage with a beautiful view - Casa Luciano
Holiday home rentals with a washing machine and dryer

White lily with a view of Siena

Unique & Historic Getaway: Dreamy Garden

Apartment in historic Villa in Siena_"LE CONTRADE"

★ Romantic apartment & stunning view of Tuscany ★

Podere Vittoria Apartment: Heart of Chianti

Tuscany Country 12km. from Siena / Raffaello

Cenerentola chianti 1 apartment - near Panzano

The Piccola Villa of Borgo Argenina
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 SGD | $126 SGD | $145 SGD | $172 SGD | $179 SGD | $155 SGD | $187 SGD | $156 SGD | $182 SGD | $169 SGD | $169 SGD | $187 SGD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
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- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Lake Bolsena
- Cala Violina
- Feniglia
- Cascate del Mulino
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Siena Cathedral
- Castello di Verrazzano
- Antinori nel Chianti Classico
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Riserva Naturale Diaccia Botrona
- Parco Regionale Della Maremma
- Val di Chiana
- Cathedral of San Lorenzo
- Rimigliano Natural Park
- Pozzo di San Patrizio
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Food and drink Siena
- Art and culture Siena
- Tours Siena
- Sports activities Siena
- Nature and outdoors Siena
- Things to do Tuscany
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- Entertainment Tuscany
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- Things to do Italy
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