
Holiday rentals near Pienza Cathedral
We found 3,054 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:7 Nov - 14 Nov
Image gallery for Winery Villa in the heart of Nobile Vineyards.

1010 out of 10 rating
Exceptional
(14 reviews)
Winery Villa in the heart of Nobile Vineyards.
Montepulciano, Toscana
9% off
Price is £2,934
£2,934
£419 per night
includes taxes & fees
Image gallery for Hortulanus private Luxury Estate

1010 out of 10 rating
Exceptional
(5 reviews)
Hortulanus private Luxury Estate
Seggiano, Toscana
9% off
Price is £13,272
£13,272
£1,896 per night
includes taxes & fees
Image gallery for Scenic Tuscan Farmhouse

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Scenic Tuscan Farmhouse
Castiglione d'Orcia
13% off
Price is £2,885
£2,885
£412 per night
includes taxes & fees
Image gallery for FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA

1010 out of 10 rating
Exceptional
(19 reviews)
FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
Buonconvento
8% off
Price is £1,077
£1,077
£154 per night
includes taxes & fees
Image gallery for Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned

1010 out of 10 rating
Exceptional
(7 reviews)
Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned
Cortona, Provincia di Arezzo
9% off
Price is £3,975
£3,975
£568 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
(20 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
8% off
Price is £4,035
£4,035
£576 per night
includes taxes & fees
Image gallery for WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

1010 out of 10 rating
Exceptional
(36 reviews)
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
Castiglione d'Orcia, Provincia di Siena
13% off
Price is £4,615
£4,615
£659 per night
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

1010 out of 10 rating
Exceptional
(12 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
9% off
Price is £12,227
£12,227
£1,747 per night
includes taxes & fees
Image gallery for WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

1010 out of 10 rating
Exceptional
(48 reviews)
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Castiglione d'Orcia, Tuscany
17% off
Price is £4,633
£4,633
£662 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
(17 reviews)
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
9% off
Price is £3,196
£3,196
£457 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
8% off
Price is £1,059
£1,059
£151 per night
includes taxes & fees
Image gallery for Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.49.4 out of 10 rating
Exceptional
(61 reviews)
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Montalcino, Tuscany
8% off
Price is £1,455
£1,455
£208 per night
includes taxes & fees
Image gallery for Le Pianore Private Tuscan Villa, Pool, Mountain views, 50ha Organic Farm

1010 out of 10 rating
Exceptional
(6 reviews)
Le Pianore Private Tuscan Villa, Pool, Mountain views, 50ha Organic Farm
Cinigiano
5% off
Price is £9,390
£9,390
£1,341 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
22% off
Price is £797
£797
£114 per night
includes taxes & fees
Image gallery for Montalcino,private villa with pool in Tuscany,stunning wiews!

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Montalcino,private villa with pool in Tuscany,stunning wiews!
Montalcino, Tuscany
22% off
Price is £4,007
£4,007
£572 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 £1,571
£1,571
£224 per night
includes taxes & fees
Image gallery for Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

1010 out of 10 rating
Exceptional
(38 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Pienza, Siena
9% off
Price is £3,048
£3,048
£435 per night
includes taxes & fees
Image gallery for Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome

1010 out of 10 rating
Exceptional
(110 reviews)
Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome
Cetona
8% off
Price is £2,542
£2,542
£363 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 £525
£525
£75 per night
includes taxes & fees
Image gallery for "Le Pianore" Private Villa: A Peaceful Getaway for Family, Friends, and Groups

1010 out of 10 rating
Exceptional
(18 reviews)
"Le Pianore" Private Villa: A Peaceful Getaway for Family, Friends, and Groups
Cinigiano, Toscany
5% off
Price is £9,390
£9,390
£1,341 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
16% off
Price is £548
£548
£78 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
(10 reviews)
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Radicofani, Provincia di Siena
12% off
Price is £2,517
£2,517
£360 per night
includes taxes & fees
Image gallery for Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

1010 out of 10 rating
Exceptional
(9 reviews)
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Castiglione d'Orcia, Tuscany
30% off
Price is £3,751
£3,751
£536 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 £941
£941
£134 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
2-bedroom apartment. Historic center of Pienza.
Sleeps 4 · 2 bedrooms · 1 bathroom
Suite Gioconda - Podere Casa Rossa in Pienza
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
A MAGICAL HOLIDAY IN TUSCANY
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
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)
Apartment "Agriturismo Il Casato Mag-il Vaglio" with Mountain View, Terrace and Wi-Fi
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Apartment "Agriturismo Il Casato Mag-il Giogo" with Mountain View, Terrace and Wi-Fi
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Pienza Cathedral
Tuscan Haven
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Fantastic stay in beautiful property . Best villa we’ve stayed in and we’ve stayed in many. Good bathrooms and good kitchen equipment here .These two things have let other properties down. Nice quality glassware and cutlery , not the usual mismatch.
Villa is in peaceful location , yet handy for the lovely town of Montepulciano and its restaurants and supermarket .
Excellent, easy communication with Mariecristina .
Highly recommended
Melanie B.
Stayed Sept 2024
Amazing peaceful villa
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
We had a wonderful stay in this beautiful villa in Tuscany. The terrace and pool are particularly amazing features. Excellent communication before hand about the property and check in and the lovely and extremely helpful Davide was available during the stay.
Gemma R.
Stayed Aug 2024
Stunning villa
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Absolutely fantastic stay. Villa is superb and the air con was a life saver given the 96deg heat most days.
Bedrooms spacious and very comfortable Pool and area around with stunning views a great place to relax
paul t.
Stayed Jul 2024
Loved it
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
We had high expectations all of which were met and more.
Peter M.
Stayed May 2024
Unique and Authentic Tuscany
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Beautiful country house. Lovely
rural location with food shop and vineyard within 100metres. Very friendly and informative hosts, we learnt a bit more Italian than when we arrived! Stunning towns of Cortona and Montepulchiano close by to explore. Unique experience, cannot recommend enough! We loved it. Thank you.
Julie L.
Stayed Aug 2023
Perfect holiday in Tuscany
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
The property was exactly as shown in the listing, but if anything it was better because the location could only be fully appreciated when you are there. The location was perfect, the house was perfect, set in a beautiful garden and the weather got hotter and hotter ! Though thanks to the elevation it remained cool enough to enjoy the sunshine, we had no rain for 3 weeks ! Marta & Marco were the perfect hosts, offering help when required, but leaving us with plenty of privacy. Altogether it was a fantastic stay with lots of wonderful memories to look back on.
Roger P.
Stayed Aug 2023
Very relaxing
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Beautiful hillside location and welcoming, friendly host. The property was beautifully presented and spotlessly clean and comfortable. The gardens were gorgeous with always a place to relax in sun or shade. Loved the roof- top terrace with the view. Fabrizio, the host, was most helpful and has a good stock of wine and other essentials if needed. Highly recommended.
Sandra S.
Stayed Jun 2023
A wonderful, idyllic find & welcoming hosts
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
'Montechiari' is a wonderful converted tuscan farmhouse at the top of a hill near Torrenieri. We couldn't have asked for a more beautiful or peaceful location and the 360 views were stunning. Angela and her husband were lovely and made us feel very welcome. It was a great location to explore the Val D'Orcia with its hill top towns and vineyards. We had everything we needed and would highly recommend this as a perfect get away. Thank you so much!
Dieter F.
Stayed Aug 2019
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value