Montalcino Holiday Rentals

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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
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AU$292
includes taxes & fees
26 Nov - 27 Nov
The House of Alice, charm and relaxation
The Gelda house, relax with a view
Interior

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (12)
"This is a beautiful apartment on the edge of a small town called Castelnuovo dell’Abate. It's not in Montalcino, but a short drive to it. We stayed here because we were visiting a few wineries close by. When staying in a small Tuscan town, it's best to look for a place like this that's right on the edge. You don't want to (and sometimes can't!) drive into the old part of the towns. We were able to park along the street about 100 yards away. The walk was steeply uphill, but not long at all. The...
The price is AU$230
includes taxes & fees
26 Nov - 27 Nov
The Gelda house, relax with a view
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 AU$199
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."
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 AU$97
includes taxes & fees
2 Dec - 3 Dec
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 AU$249
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 AU$133
includes taxes & fees
26 Nov - 27 Nov
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)
"Location of this place is outstanding, a nice easy walk into the center of the historical area and to a small nearby food market. The apartment is nicely furnished with primarily antiques, spacious and welcoming, though a bit musty smelling. Bathrooms were updated and very clean. We continuously had problems with the Wi-Fi service, and though the owner was promptly responsive in regard to checking in and out there was zero response to our Wi-Fi questions. A heads up that parking is more...
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 AU$194
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
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.
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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 AU$1,633
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)
"Exceeded expectations. Extraordinary resort. "
The price is AU$845
includes taxes & fees
4 Dec - 5 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.
Beautiful view of the beach with palm trees

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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.

What are some of the best holiday rentals that Montalcino has to offer?

The House of Alice, charm and relaxation: This highly rated holiday 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 kitchenware. Our travellers also rate The Gelda house, relax with a view as a favourite home for rent in Montalcino.

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.