Holiday rentals near Piazza Grande

We found 3,585 holiday rentals — enter your dates for availability

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July 2025

August 2025

Take a look at private holiday rentals near Piazza Grande that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Piazza Grande

Showing deals for:3 Oct - 10 Oct

Exceptional

(26 reviews)

VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

Montepulciano, Toscana

20% off

AU$1,494 per night

includes taxes & fees

Exceptional

(19 reviews)

FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

Lucignano, Tuscany

9% off

AU$1,381 per night

includes taxes & fees

Exceptional

(8 reviews)

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

Radicofani, Provincia di Siena

7% off

AU$903 per night

includes taxes & fees

Exceptional

(48 reviews)

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

Citta della Pieve, Umbria

5% off

AU$470 per night

includes taxes & fees

Exceptional

(18 reviews)

Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino

Montalcino

9% off

AU$348 per night

includes taxes & fees

Exceptional

(8 reviews)

Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

Montalcino, Siena

9% off

AU$554 per night

includes taxes & fees

Exceptional

(26 reviews)

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Lucignano, Toscana

11% off

AU$735 per night

includes taxes & fees

Exceptional

(14 reviews)

Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.

Pienza, Toscana

7% off

AU$165 per night

includes taxes & fees

Exceptional

(24 reviews)

Charming Gateway to Tuscany - The scenic House of the Lamps in Val d'Orcia

San Quirico d'Orcia, Tuscany

11% off

AU$152 per night

includes taxes & fees

Exceptional

(8 reviews)

Independent Apartment in Farmhouse with private garden and pool- Cortona

Cortona, Tuscany

18% off

AU$368 per night

includes taxes & fees

Find spaces that suit your style

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Find properties near top attractions in Piazza Grande

Piazza Grande

Find the best place to stay - Piazza Grande

Showing deals for: 3 Oct - 6 Oct

Apartment/house in a Tuscan stonehouse with private swimming pool and garden

Sleeps 5 · 1 bedroom · 2 bathrooms

for 3 nights, 1 apartment

AU$204 per night

includes taxes & fees

Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !

Sleeps 4 · 2 bedrooms

for 3 nights, 1 apartment

AU$260 per night

includes taxes & fees

Top rated rentals - Piazza Grande

Premier Host

Great Location with Fantastic Host

Ideally located at the top of the old town. Five minute walk to the main square. Five minute walk to plenty of free parking along the town wall. Great views across the Tuscan valley from all rooms with complete privacy. Well stocked with supplies in the kitchen,laundry etc.The host was born in the town and speaks perfect English.He was easily accessible with great recommendations of his beloved home. Highly recommend. Will be back.

stephen p.

Stayed June 2025

Premier Host

Loved Our Stay In Montepulciano

Our first time in Italy, we loved our three night stay in Montepulciano and the apartment made it so much more special, the home had everything you need and is located in a perfect spot with amazing views and an easy walk to everywhere in the village. Host was great and spent some time with us at check in, showing us the best restaurants to eat in and other villages to visit that were close by. We will definitely stay again if we go back to Italy. Highly recommend!

glen b.

Stayed Mar 2025

Amazing Montepulciano

This is a fantastic property located right in the heart of the old walled town. The host Cristina met us on arrival and was very helpful with information etc. The property was very well maintained with everything that we needed even a lift in a lovely 500 year old well restored property. We would definitely return.

Dennis B.

Stayed Sept 2024

Amazing!!!!

Giacomo was just a delight ! The property was super lovely with lots of space … the views…. Tuscany what can I say !!!!!! It met everything and above Start out as you are meant to go on … and this start was exactly that !!!!! Enjoy when you come ……

vanessa q.

Stayed Aug 2023

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Enjoy full kitchens, laundry, pools, gardens and more
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