
Holiday rentals near Pienza Cathedral
We found 2,890 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Pienza Cathedral that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and pool. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Pienza Cathedral
Showing deals for:17 Oct - 24 Oct
Image gallery for Charming Villa with swimming pool in the heart of Tuscany

1010 out of 10 rating
Exceptional
(25 reviews)
Charming Villa with swimming pool in the heart of Tuscany
Cortona
5% off
Price is AU$15,228
AU$15,228
AU$2,175 per night
includes taxes & fees
Image gallery for Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany

1010 out of 10 rating
Exceptional
(22 reviews)
Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
Cortona, AR
23% off
Price is AU$1,661
AU$1,661
AU$237 per night
includes taxes & fees
Image gallery for Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

1010 out of 10 rating
Exceptional
(48 reviews)
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Citta della Pieve, Umbria
5% off
Price is AU$3,261
AU$3,261
AU$466 per night
includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

1010 out of 10 rating
Exceptional
(19 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
9% off
Price is AU$9,570
AU$9,570
AU$1,367 per night
includes taxes & fees
Image gallery for Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Radicofani, Provincia di Siena
7% off
Price is AU$6,697
AU$6,697
AU$957 per night
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
9% off
Price is AU$1,842
AU$1,842
AU$263 per night
includes taxes & fees
Image gallery for "Gabolandia", a holiday home in Cortona

9.49.4 out of 10 rating
Exceptional
(6 reviews)
"Gabolandia", a holiday home in Cortona
Cortona, Tuscany
8% off
Price is AU$2,113
AU$2,113
AU$302 per night
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool

1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
9% off
Price is AU$2,064
AU$2,064
AU$295 per night
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is AU$3,848
AU$3,848
AU$550 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino

1010 out of 10 rating
Exceptional
(18 reviews)
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Montalcino
9% off
Price is AU$2,384
AU$2,384
AU$341 per night
includes taxes & fees
Image gallery for Luxury Villa in Monticchiello, your heaven in Tuscany

1010 out of 10 rating
Exceptional
(52 reviews)
Luxury Villa in Monticchiello, your heaven in Tuscany
Pienza, Toscana
17% off
Price is AU$1,491
AU$1,491
AU$213 per night
includes taxes & fees
Image gallery for wrapped in the scent of Mediterranean flowers and herbs

1010 out of 10 rating
Exceptional
(46 reviews)
wrapped in the scent of Mediterranean flowers and herbs
Arcidosso, GR
7% off
Price is AU$1,051
AU$1,051
AU$150 per night
includes taxes & fees
Image gallery for Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

1010 out of 10 rating
Exceptional
(16 reviews)
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
9% off
Price is AU$6,747
AU$6,747
AU$964 per night
includes taxes & fees
Image gallery for Exclusive Stone Tower.

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
8% off
Price is AU$1,121
AU$1,121
AU$160 per night
includes taxes & fees
Image gallery for Apartment in Farmhouse

1010 out of 10 rating
Exceptional
(6 reviews)
Apartment in Farmhouse
Montepulciano, Tuscany
8% off
Price is AU$1,259
AU$1,259
AU$180 per night
includes taxes & fees
Image gallery for Casa Girolamo - Super Central with Private Parking

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Casa Girolamo - Super Central with Private Parking
Montepulciano, Provincia di Siena
9% off
Price is AU$1,852
AU$1,852
AU$265 per night
includes taxes & fees
Image gallery for Villa Mulinello, secluded, panoramic view over Montepulciano valley.

1010 out of 10 rating
Exceptional
(34 reviews)
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Torrita di Siena, Tuscany
9% off
Price is AU$3,115
AU$3,115
AU$445 per night
includes taxes & fees
Image gallery for Cozy renovated rustic house nestled in the Tuscan countryside

1010 out of 10 rating
Exceptional
(18 reviews)
Cozy renovated rustic house nestled in the Tuscan countryside
Lucignano, Arezzo
9% off
Price is AU$1,364
AU$1,364
AU$195 per night
includes taxes & fees
Image gallery for Tuscan Palace - Buratti Apartment

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Tuscan Palace - Buratti Apartment
Montepulciano, Provincia di Siena
9% off
Price is AU$8,093
AU$8,093
AU$1,156 per night
includes taxes & fees
Image gallery for Hilltop house in the heart of Tuscany with private pool

9.89.8 out of 10 rating
Exceptional
(87 reviews)
Hilltop house in the heart of Tuscany with private pool
Montalcino, Siena
9% off
Price is AU$2,626
AU$2,626
AU$375 per night
includes taxes & fees
Image gallery for AUTUMN agr.LA GUINZA) Ideal for a large family. Guaranteed relaxation and nature

9.89.8 out of 10 rating
Exceptional
(7 reviews)
AUTUMN agr.LA GUINZA) Ideal for a large family. Guaranteed relaxation and nature
Arcidosso
11% off
Price is AU$2,144
AU$2,144
AU$306 per night
includes taxes & fees
Image gallery for Apartment in a medieval village

9.09.0 out of 10 rating
Wonderful
(9 reviews)
Apartment in a medieval village
San Giovanni d'Asso, Toscana
8% off
Price is AU$986
AU$986
AU$141 per night
includes taxes & fees
Image gallery for Dream vacation home in an absolutely peaceful location

9.69.6 out of 10 rating
Exceptional
(18 reviews)
Dream vacation home in an absolutely peaceful location
Sinalunga, Siena
9% off
Price is AU$5,252
AU$5,252
AU$750 per night
includes taxes & fees
Image gallery for Villa with private pool and large garden

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Villa with private pool and large garden
Cetona, Provincia di Siena
5% off
Price is AU$5,951
AU$5,951
AU$850 per night
includes taxes & fees
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Find properties near top attractions in Pienza Cathedral
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Find the best place to stay - Pienza Cathedral
Showing deals for: 14 Oct - 17 OctFinestra Dell'Angelo
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$958
AU$958
for 3 nights, 1 apartment
AU$319 per night
includes taxes & fees
2-bedroom apartment. Historic center of Pienza.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
The current price is AU$947
AU$947
for 3 nights, 1 apartment
AU$316 per night
includes taxes & fees
Suite Gioconda - Podere Casa Rossa in Pienza
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is AU$1,118
AU$1,118
for 3 nights, 1 room
AU$373 per night
includes taxes & fees
Characteristic Tuscan Retreat for families and couples in Val d'Orcia - Tuscany
Sleeps 4 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is AU$753
AU$753
for 3 nights, 1 apartment
AU$251 per night
includes taxes & fees
Apartment "Agriturismo Il Casato MAG-il Vaglio" with Mountain View, Shared Terrace & Wi-Fi
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is AU$1,401
AU$1,401
for 3 nights, 1 room
AU$467 per night
includes taxes & fees
Apartment "Agriturismo Il Casato Mag-il Giogo" with Mountain View, Shared Terrace & Wi-Fi
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is AU$1,879
AU$1,879
for 3 nights, 1 room
AU$626 per night
includes taxes & fees
Top rated rentals - Pienza Cathedral
Monticchiello
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
A wonderful quiet apartment with everything you need . Comfortable bed, good a/c, good shower, well equipped kitchen, lovely host. All uphill from the car park but that’s what you expect in a hilltop village. Excellent restaurants in the village. Not far from Pienza . And a washing machine and dryer!
Linda M.
Stayed Apr 2025
A pleasant stay near beautiful town of Montepulciano.
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Thank you, Franco for your friendliness and for helping us with transport.
Anna H.
Stayed Dec 2024
Beautiful stay
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful.
Murray H.
Stayed Oct 2024
Rustic Charm
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The property was homely, rustic and welcoming.
The owners did everything to make us comfortable with their own produce and wine.
Liz and Martyn R.
Stayed July 2023
Love villa in Tuscany
1010 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
We loved our stay at this villa in Cetona. We got some great use of the pool and spa. Our only wish was some AC for the nights it can get a bit hot some evenings. Great place to explore lots of nearby towns and vineyards. Valerio had some great recommendations and made some bookings for us which was greatly appreciated!
Stephanie H.
Stayed June 2023
Fabulous in every way
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Just divine location, magnificent view...friendly hosts and lovely Tuscan house. We loved our stay with our 8 month old baby!
Stephanie B.
Stayed May 2019
Absolutely stunning! Highly recommend!
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
My family and I stayed here in late September and had a fabulous time. The house has everything you need including a bbq (we are Australians so this is essential on a holiday), pool and an AMAZING view. The house is close enough to Sarteano to feel part of the village but far away enough to be very quiet and secluded! It provided a great base to explore the beautiful hill towns in this part of Italy!!
Lauren B.
Stayed Sept 2018
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value