
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.

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.

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.

Alloro, a charming studio apartment in Val di Nima, Arezzo
12 km from Arezzo, a delightful studio furnished with care on the ground floor of a typical Tuscan stone farmhouse from the early twentieth century. Surrounded by the woods and overlooking a village, the farmhouse is located in a hilly position within a large 5 hectars property. Through a path immersed in the woods with a pleasant walk you can reach the stream that flows into the valley. Until the end of July about (depending on the years) you can swim in a small natural pool.

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.

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.
Popular amenities for Montalcino vacation home rentals
Family-friendly vacation home rentals

Fede and Romy's Nest

Wonderful Casa Idilio Cortona

The view with a room - Piazza dei Monaldeschi

CasAlberto

The Little Verziliani House

La Civetta Deliziosa, a studio apartment in the center

Re Giocondo Room

I'll tell you about a dream - Air Studio
Vacation home rentals with a patio

Romantic cottage with Jacuzzi and large garden - 2p.

Canapino - Rifugium

Happy Tuscany

Il Forno - 2 bedroom with private poolside terrace

Cozy Cottage with a beautiful view - Casa Luciano

Cenerentola chianti 1 apartment - near Panzano

La Rosa

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

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Unique & Historic Getaway: Dreamy Garden

★ Romantic apartment & stunning view of Tuscany ★

Podere Vittoria Apartment: Heart of Chianti

Apartment in historic Villa in Siena_"FORIPORTA"

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$22,593 GYD | G$20,501 GYD | G$23,639 GYD | G$28,032 GYD | G$29,288 GYD | G$25,313 GYD | G$30,543 GYD | G$25,522 GYD | G$29,706 GYD | G$24,685 GYD | G$23,848 GYD | G$26,150 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 |
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Marina di Grosseto beach
- Riva del Marchese
- Santa Maria della Scala
- Pubblico Palace
- Cavallino Matto
- 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
- Sightseeing Siena
- Art and culture Siena
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- Sports activities Siena
- Food and drink Siena
- Things to do Tuscany
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