
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.

The Loggia of San Giovenale
The house is in the oldest square in Orvieto, San Giovenale, with the beautiful 11th-century Romanesque church. A small loggia with a breathtaking view of the Paglia valley, from where you can see Amiata, Monte Cetona, and Monte Peglia. Furnished with custom-made furniture crafted by master carpenters from Orvieto, the wooden ceilings on the first floor and the handmade terracotta floor tiles make it a charming accommodation where you can enjoy a wonderful stay in Orvieto. Tax Code IT055023C202019060

Podere La Castellina - No. 4 FICO
Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Elegant house with pool, Valdorcia Deluxe 1
In the Val D'Orcia DELUXE apartments, you can relax in the midst of nature in a spacious and very welcoming home. The house is equipped with everything you need (including dishwasher, washing machine, microwave, wifi, Playstation) and has large outdoor spaces with swimming pool, gazebos, LCD TV, tables, sofas. You will be followed by booking until your arrival with all the useful information and of course we will always be at your disposal throughout the stay. We look forward to seeing you!

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.

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.

La Dimora del Lago - Lake views of Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

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

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.
Popular amenities for holiday home rentals in Montalcino
Family-friendly holiday home rentals

"Archi" (Arches) 2/4p, pool, garden, stunning view

Holiday in an antique farm, apt il Pozzo

Unique & Historic Getaway: Dreamy Garden

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶

Casa Monte

★ Relaxing apartment & stunning view of Tuscany ★

Alloro country house ideal for family, Tuscany

Il Melograno - San Quirico d 'Orcia
Holiday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

Romantic cottage with Jacuzzi and large garden - 2p.

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Orchid apartment with terrace

Ceiling 23

Cottage with lake view - Lea

Tuscany Country House, Central Chianti, Pano Views
Holiday home rentals with a washing machine and dryer

Antico Casale Tiravento - Apartment with balcony

Spring in Tuscany LEV

Apartment in historic Villa in Siena_"LE CONTRADE"

Tuscany country Village near Siena

Il Forno - 2 bedroom with private poolside terrace

Palazzo Palloni: Main Floor

Vicolo delle Rose Apartment

TOSCANELLA RUBY STUDIO
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 SGD | $175 SGD | $171 SGD | $173 SGD | $180 SGD | $156 SGD | $188 SGD | $157 SGD | $183 SGD | $170 SGD | $170 SGD | $188 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
- Family-friendly rentals Montalcino
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Centro Storico Orvieto
- Gulf of Baratti
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- CavallinoMatto
- Valdichiana Outlet Village
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sports activities Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Art and culture Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Food and drink Tuscany
- Wellness Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Things to do Italy
- Food and drink Italy
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- Sightseeing Italy
- Tours Italy
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