
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.

Fontarcella, H&R- mediterranean home with jacuzzi
Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

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.

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

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.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Wooden barrel suite in Tuscany, nestled in an olive grove in Reggello: breathtaking views over hills and vineyards, total peace. One of the largest barrels in the world (3.5 m x 8 m) with a private bathroom, kitchenette, veranda and small courtyard. All barrels have a hot tub pool for your relaxation. Strategic location: Florence ~40 min, Siena and Arezzo for day trips. Private parking on the property and a welcome Tuscan cold cuts and cheese board. Close to The Mall Luxury Outlet.

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.

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

Casa al Gianni - Oak
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!
Popular amenities for holiday home rentals in Montalcino
Family-friendly holiday home rentals

Tuscany, Sorano, Fiordaliso Apartment

Experience rustic off-grid life in the wilderness

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

Holiday in an antique farm, Pergola

Podere Vittoria Apartment: Heart of Chianti

VACATION HOME I DUE CIPRESSI "Rosa Canina Apartment"

Tower House

Borgo 7 Tigli Agritourism - Apt 2
Holiday home rentals with a patio

Tuscany Breath - Panoramic Pool & Tennis Court

Sangiovese house with mini-pool in the center of Greve

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Unique & Historic Getaway: Dreamy Garden

[History & Design] Garden & Viewpool Apartment

★ Romantic apartment & stunning view of Tuscany ★

Il Forno - 2 bedroom with private poolside terrace

Poderino Sole-Holiday Home NOCE
Holiday home rentals with a washing machine and dryer

Antico Casale Tiravento - Apartment with balcony

Elegant farmhouse surrounded by nature, Terra

Apartment in historic Villa in Siena_"LE CONTRADE"

Tuscany country Village near Siena

Palazzo Palloni: Main Floor

Cenerentola chianti 1 apartment - near Panzano

Cozy Cottage with a beautiful view - Casa Luciano

App.Cavallo - Megognano,2/A
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 SGD | $126 SGD | $145 SGD | $172 SGD | $180 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
- Flat rentals Montalcino
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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
- Santa Maria della Scala
- Palazzo Pubblico
- Ugolino Golf Club
- Siena Cathedral
- Antinori nel Chianti Classico
- Casa Barthel
- Riserva Naturale Diaccia Botrona
- Abbey of Monte Oliveto Maggiore
- Castello di Verrazzano
- Parco Regionale Della Maremma
- Pozzo di San Patrizio
- Girifalco Fortress
- Cathedral of San Lorenzo
- Rimigliano Natural Park
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Food and drink Siena
- Sports activities Siena
- Nature and outdoors Siena
- Tours Siena
- Things to do Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy
- Wellness Italy
- Sports activities Italy
- Tours Italy




