Montalcino Holiday House Rentals from AU$152: Search Holiday Homes

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Montalcino holiday homes

A rustic brick building with a mural, a clock, and various potted plants.

1. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

includes taxes & fees

28 Nov - 29 Nov

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

2. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

3. Apartment in Chianti With Pool ID 450

Casole d'Elsa

includes taxes & fees

11 Nov - 12 Nov

4. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

includes taxes & fees

11 Nov - 12 Nov

5. Apartment in Chianti With Pool ID 513

Casole d'Elsa

includes taxes & fees

11 Nov - 12 Nov

A stone building with a wooden door and a table with a vase of flowers.

6. Apartment in Chianti With Pool ID 455

Casole d'Elsa

includes taxes & fees

11 Nov - 12 Nov

7. Country House a Casole d Elsa ID 451

Casole d'Elsa

includes taxes & fees

11 Nov - 12 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Montalcino Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Beautiful and perfect stay in Montepulciano!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Find out more about Montalcino

Montalcino Holiday Homes information

Number of reviews	1
Accommodation	1246 Holiday Homes
Lowest Price	AU$152
Highest Price	AU$843

Explore a world of travel with Expedia

Activities in Montepulciano

Book Holiday Homes in Montalcino on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino holiday homes