Holiday Rentals in Montalcino

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Montalcino

A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
A private luxury retreat in Montalcino
Il Battistero Siena - Residenza d'Epoca
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is €123
includes taxes & fees
26 Nov - 27 Nov
Il Battistero Siena - Residenza d'Epoca
Hotel San Gregorio
Seasonal outdoor pool, pool loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
The price is €167
includes taxes & fees
3 Dec - 4 Dec
Hotel San Gregorio
Abbadia Sicille Relais
Executive Suite, Hot Tub, Garden View | Terrace/patio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is €62
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (141)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina
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
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is €153
includes taxes & fees
27 Nov - 28 Nov
Casanova - Panoramic Rooms and Suites
panoramica casa con piscina privata
Pool
panoramica casa con piscina privata
7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
panoramica casa con piscina privata
agriturismo la roggiola
Point of interest
agriturismo la roggiola
9.6 out of 10, Exceptional, (95)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
ApartHotel Anghel
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (305)
"Nice place, quiet and clean!"
The price is €87
includes taxes & fees
15 Dec - 16 Dec
ApartHotel Anghel
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, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Outdoor pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Borgo Argiano
Terrace/patio
Borgo Argiano
10.0 out of 10, Exceptional, (60)
"Very comfortable stay. "
Borgo Argiano
Terre di Maremma, Ciclamino Apartment, Tuscany
Pool
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
10.0 out of 10, Exceptional, (48)
"We had a lovely stay in you very nice apartment. It was very nice to do a little laundry, read about the area and be close enough to walk into Siena. "
Family apartment with magical view on the old city, balcony, wifi & parking
La Terrazza Sul Campo Rooming House
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (221)
"Excellent location. Excellent service. Great view from the balcony. "
The price is €121
includes taxes & fees
8 Dec - 9 Dec
La Terrazza Sul Campo Rooming House
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
7.6 out of 10, Good, (7)
"👍"
Country house, really private pool A.C. 20 mn beaches facing Elba Island
A cozy nest for a pair
Outdoor pool
A cozy nest for a pair
8.8 out of 10, Excellent, (3)
"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...
A cozy nest for a pair
Big house
Pool
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
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, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
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.
Don't see what you're looking for?
See all available properties in Montalcino
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Montalcino you may be interested in

Rosewood Castiglion del Bosco
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (54)
"Everything was to PERFECTION. "
The price is €1,072
includes taxes & fees
1 Dec - 2 Dec
Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, 2 outdoor pools, pool loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (306)
"Absolutely stunning hotel, the staff were friendly and helpful! We had an amazing stay with a little baby, loved the facilities and the entire experience. Outdoor facilities & UNESCO view of the area is divine "
The price is €470
includes taxes & fees
2 Dec - 3 Dec
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, (320)
"Very comfortable. Excellent breakfast. A great base for exploring Tuscany."
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.

Frequently asked questions

Are there holiday rentals in Montalcino?

Yes, there are holiday rentals in Montalcino close to Bosco della Ragnaia, or you can select 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.

How many holiday rentals are there in Montalcino?

With 38 Expedia holiday rentals, you're guaranteed to find just the right place for your Montalcino stay.

What’s there to see and do in Montalcino?

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

What’s a holiday rental in Montalcino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcino. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.