
Holiday Homes in Montalcino
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Montalcino
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Podere La Castellina - No. 2 LECCETO
Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the ground floor can comfortably accommodate 2 people and includes: - living room with TV - kitchen with oven and electric stove - master bedroom - bathroom with large shower - private outdoor table Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

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.

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. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.

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.

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 and 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 €0,80 per adult, per night of stay for up to 5 nights .

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.

Renovated apartment in historic barn Chianti zone
Enter in this compendium of history surrounded by nature. The atmosphere of this barn will warm your heart along a path that passes through the Tuscan style, the Italian design of the 70s and 80s and the use of natural materials such as wood, lime and glass You can relax, sipping a glass of wine and admiring the sunset reflected in the mirror of water of the swimming pool, sitting comfortably in an armchair in the garden behind the apartment. Stroll among the vineyards and olive trees.

La casina sulle Mura with garden
La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Casa Manu
CARATTERISTICA CASA TOSCANA in pietra immersa nelle colline della provincia di Arezzo. Vicino a Siena, Firenze, Cortona, Perugia, Sansepolcro e alle Foreste Casentinesi. Ideale per trekking, turismo enogastronomico (a pochi km si trovano alcune tra le migliori cantine della Toscana), per appassionati di arte e cultura. A disposizione esclusivamente per gli ospiti un grande terrazzo panoramico, molto riservato. Vi accoglieremo con un presente di benvenuto.

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.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.
Popular amenities for Montalcino holiday homes
Family-Friendly holiday homes

"Lisa" apartment with fireplace

The Sun House

Historic apartment Il Prato in Castelfranco

Agriturismo Borgo 7 Tigli - Apt 2

Fattoria di Radi Apt Torre Air Cond Pool wifi

Re Giocondo Room

You Tell About a Dream - Aria Studio

Flat, terrace, pool,Spa resort,restaurant, A/C, G1
Holiday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment

Tuscany Breath - Panoramic Pool & Tennis Court

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

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Canapino - Rifugium

Romantic cottage with Jacuzzi and large garden - 2p.

[History & Design] Garden & Viewpool Apartment

★ Romantic apartment & stunning view of Tuscany ★
Holiday home rentals with a washing machine and dryer

Antico Casale Tiravento - Apartment with balcony

White lily with a view of Siena

Unique & Historic Getaway: Dreamy Garden

Tuscany country Village near Siena

Podere Vittoria Apartment: Heart of Chianti

Apartment in historic Villa in Siena_"IL MANGIA"

Cozy Cottage with a beautiful view - Casa Luciano

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 | $182 NZD | $165 NZD | $190 NZD | $225 NZD | $236 NZD | $204 NZD | $246 NZD | $205 NZD | $239 NZD | $199 NZD | $192 NZD | $210 NZD |
| 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
- Rentals with a fireplace Montalcino
- Apartment rentals Montalcino
- Rentals with outdoor seating Montalcino
- Farmstay rentals Montalcino
- Rentals with a washing machine and dryer Montalcino
- Fitness-friendly rentals Montalcino
- Bed and breakfasts Montalcino
- Condo rentals Montalcino
- Hotel rooms Montalcino
- Rentals with a sauna Montalcino
- Rentals with breakfast Montalcino
- Rentals with a patio Montalcino
- Rentals with a hot tub Montalcino
- House rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with a fire pit Montalcino
- Luxury rentals Montalcino
- Cottage rentals Montalcino
- Rentals with pools Montalcino
- Family-friendly rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Smoking-friendly rentals Montalcino
- Holiday home rentals Siena
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Cascate del Mulino
- Santa Maria della Scala
- CavallinoMatto
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Antinori nel Chianti Classico
- Abbazia di San Galgano
- Castello di Verrazzano
- Argentario Golf Resort & Spa
- Mount Amiata
- Val di Chiana
- Riserva Naturale Diaccia Botrona
- Vulci
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Art and culture Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
- Things to do Italy
- Art and culture Italy
- Sports activities Italy
- Sightseeing Italy
- Entertainment Italy
- Wellness Italy
- Food and drink Italy
- Nature and outdoors Italy
- Tours Italy




