
Vacation home rentals in Montalcino
Find and book unique vacation home rentals on Airbnb
Top-rated vacation home rentals in Montalcino
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

Elegant house with pool, Valdorcia Deluxe 1
In the Val D'Orcia DELUXE apartments, you can relax in the middle of nature in a spacious and very welcoming house. The house is equipped with everything you need (including a dishwasher, washing machine, microwave, wifi, Playstation) and has large outdoor spaces with a swimming pool, gazebos, LCD TV, tables, and 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. I look forward to seeing you soon!

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.

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.

Casa al Gianni - Quercia
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 Montalcino vacation home rentals
Family-friendly vacation home rentals

Fede and Romy's Nest

Wonderful Casa Idilio Cortona

The Sun House

Holiday in an antique farm, Pergola

CasAlberto

Re Giocondo Room

I'll tell you about a dream - Air Studio

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

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Canapino - Rifugium

[History & Design] Garden & Viewpool Apartment

Casa Camelia - Your authentic Tuscan getaway

Cenerentola chianti 1 apartment - near Panzano

La Rosa

Podere Sant'Anna | Fiordaliso House

Tuscany Country House, Central Chianti, Pano Views
Vacation home rentals with a washer and dryer

Antico Casale Tiravento - Apartment with balcony

White lily with a view of Siena

Unique & Historic Getaway: Dreamy Garden

Podere Vittoria Apartment: Heart of Chianti

Casa Monte

Apartment in historic Villa in Siena_"FORIPORTA"

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 | G$22,612 GYD | G$20,518 GYD | G$23,659 GYD | G$28,056 GYD | G$29,312 GYD | G$25,334 GYD | G$30,568 GYD | G$25,543 GYD | G$29,731 GYD | G$24,706 GYD | G$23,868 GYD | G$26,171 GYD |
| 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 an EV charger Montalcino
- Rentals with a sauna Montalcino
- Family-friendly rentals Montalcino
- Rentals with a hot tub Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Rentals with a patio Montalcino
- House rentals Montalcino
- Luxury rentals Montalcino
- Condo rentals Montalcino
- Rentals with a fireplace Montalcino
- Rentals with outdoor seating Montalcino
- Smoking-friendly rentals Montalcino
- Fitness-friendly rentals Montalcino
- Farmstay rentals Montalcino
- Rentals with a washer and dryer Montalcino
- Hotel rooms Montalcino
- Apartment rentals Montalcino
- Rentals with a fire pit Montalcino
- Cottage rentals Montalcino
- Rentals with breakfast Montalcino
- Bed and breakfasts Montalcino
- Rentals with pools Montalcino
- Vacation home rentals Siena
- Vacation home rentals Tuscany
- Vacation home rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Riva del Marchese
- Spiaggia di Marina di Grosseto
- Santa Maria della Scala
- Cavallino Matto
- Palazzo Pubblico
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Nature and outdoors Siena
- Sightseeing Siena
- Food and drink Siena
- Sports activities Siena
- Tours Siena
- Art and culture Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sports activities Italy
- Sightseeing Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Wellness Italy




