Montalcino Vacation Rentals

Vacation Rentals in Montalcino

A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
The Gelda house, relax with a view
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (6)
"This apartment is in a charming medieval village just outside Montalcino that brings you back in time. The views are phenomenal. The apartment is very comfortable and with all the amenities! The host Francesco is amazing and helped us with planning some outings while in town. Highly recommend!"
The Gelda house, relax with a view
The House of Alice, charm and relaxation
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (43)
"Loved our stay at House of Alice. It’s very centrally located in Tuscany. Francesco was wonderful and took care of reservations and recommendations for us. The village itself is very small. The house was clean and well appointed. Small recommendations are; it could have used more efficient seating in the living room, a few more kitchen items, larger coffee maker etc. Also the bathrooms could use hooks and a shelf. Overall a wonderful and charming place! I would highly recommend!"
The House of Alice, charm and relaxation
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Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (20)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is CNY1,278
CNY1,429 total
includes taxes & fees
Jun 2 - Jun 3
Casanova - Panoramic Rooms and Suites
Il Battistero Siena - Residenza d'Epoca
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (118)
"The staff is friendly and helpful, an asset to this hotel. "
The price is CNY1,112
CNY1,255 total
includes taxes & fees
Jun 5 - Jun 6
Il Battistero Siena - Residenza d'Epoca
ApartHotel Anghel
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very Good, (277)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is CNY810
CNY922 total
includes taxes & fees
Jun 13 - Jun 14
ApartHotel Anghel
panoramica casa con piscina privata
Pool
panoramica casa con piscina privata
7.8 out of 10, Good, (7)
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is CNY864
CNY1,430 total
includes taxes & fees
Jun 15 - Jun 16
panoramica casa con piscina privata
Hotel San Gregorio
Seasonal outdoor pool, sun loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (99)
"Very nice staff, great service, super clean. Will stay again."
The price is CNY1,438
CNY1,597 total
includes taxes & fees
Jun 11 - Jun 12
Hotel San Gregorio
Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is CNY778
CNY856 total
includes taxes & fees
Jun 11 - Jun 12
Bosco della Spina
agriturismo la roggiola
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (81)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Pool | Outdoor pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Eco house with pool and fantastic views
Pool
Eco house with pool and fantastic views
8.6 out of 10, Excellent, (7)
"We verbleven met 2 gezinnen in de 2 huisjes. Huisjes, 1 authentiek Toscaans en 1 nieuw huisje met gezamenlijk zwembad. Sfeer is heel fijn, eigenaar is zeer vriendelijk en behulpzaam. Hij zorgt er voor dat we ons meteen welkom voelden. Prachtig uitzicht op het Toscaanse landschap. Lekker eten in het locale restaurant van Linda. Voor boodschappen of verkennen van de omgeving is veel tijd nodig, gezien de locatie ver van de bewoonde wereld af ligt. Met de auto is het prima te berijden. Rome bezocht...
Eco house with pool and fantastic views
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (55)
"Great comfortable apt. with spectacular terrace"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Terre di Maremma, Ciclamino Apartment, Tuscany
Property grounds
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, (2)
"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...
Terre di Maremma, Ciclamino Apartment, Tuscany
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Country house, really private pool A.C. 20 mn beaches facing Elba Island
Outdoor pool
Country house, really private pool A.C. 20 mn beaches facing Elba Island
8.8 out of 10, Excellent, (3)
"Der Aufenthalt war wunderschön. Es gibt so viele tolle Städte, Strände und die wundervolle Landschaft mit all ihren Farben und Gerüchen in der direkten Umgebung zum Haus. In 15 bis 30 Minuten kann man mit dem Auto viele wirklich lohnenswerte Ziele erreichen. Auf dem Grundstück ist so gut wie nie Zivilisationslärm zu hören. Richtig gut zum abschalten. Beim Frühstück auf der Terrasse kann man schon mal dabei zusehen, wie eine Schafherde vorbei getrieben wird. Das Haus und die Ausstattung sind...
Country house, really private pool A.C. 20 mn beaches facing Elba Island
Camping Siena Colleverde
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Camping Siena Colleverde
3.0 star property
8.0 out of 10, Very Good, (142)
"This site is very well situated for Siena. Its restaurant is excellent. The staff are friendly. The cabins were fine except the mattresses were old and sagged in the middle !"
Camping Siena Colleverde
Big house
Property grounds
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
A cozy nest for a pair
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Don't see what you're looking for?
See all available properties in Montalcino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Montalcino Vacation Rental Travel Info

Number of vacation rentals
67
Popular accommodation
Montalcino villas
Known landmarks
Castello Banfi, Tenuta Greppo Franco Biondi Santi and Basso Merse Nature Reserve
International airports
Rome (FCO-Fiumicino - Leonardo da Vinci Intl.), Rome (CIA-Ciampino) and Florence (FLR-Peretola)

Other types of properties in Montalcino you may be interested in

Rosewood Castiglion del Bosco
Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is CNY9,463
CNY10,488 total
includes taxes & fees
Jun 3 - Jun 4
Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, 2 outdoor pools, sun loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (285)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is CNY5,544
CNY6,177 total
includes taxes & fees
Jun 10 - Jun 11
Castello di Velona Resort Thermal SPA & Winery
SI Montalcino Hotel
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (278)
"Great discovery! Although it is a few minutes outside the town, it has wonderful installations and ample rooms."
The price is CNY1,107
CNY1,281 total
includes taxes & fees
Jun 9 - Jun 10
SI Montalcino Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Montalcino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montalcino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montalcino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montalcino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montalcino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montalcino rentals

At Expedia, we put the best Montalcino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montalcino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montalcino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montalcino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Montalcino?

Yes, you can find vacation rentals in Montalcino close to Bosco della Ragnaia, or you can choose a more secluded option if you're looking for a relaxing stay. Discover why Montalcino is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What's the top vacation rental that Montalcino has to offer?

The House of Alice, charm and relaxation: This highly rated vacation home rental in Montalcino is located in a rural location and has a fireplace, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Our travelers also rate The Gelda house, relax with a view as a favorite home for rent in Montalcino.

How many vacation rentals are there in Montalcino?

With 35 Expedia vacation rentals, you're sure to find just the right place for your Montalcino stay.

What’s there to see and do in Montalcino?

Enjoy the outdoors at Basso Merse Nature Reserve and Val di Chiana, or simply take in cultural attractions like Museum of Brunello and Civic and Diocesan Museum of Sacred Art of Montalcino. Other places in town to visit include Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi.

What’s a vacation rental in Montalcino like?

Vacation rentals are privately owned properties you can book for several days or longer in Montalcino. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.

Recent reviews of Montalcino properties
Expedia verified reviews

Hotel Athena

Hotel Athena

5/5 Excellent
"A fantastic place to stay with very convenient parking and easy walking access to a great city"
A verified traveler from Grand Blanc stayed at Hotel Athena
Posted 6 hours ago
Hotel Athena