
Holiday rentals near Santa Maria della Scala
We found 3,909 holiday rentals — enter your dates for availability
If you are looking to stay near Santa Maria della Scala, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include parking and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Santa Maria della Scala
Showing deals for:5 Sept - 12 Sept
Image gallery for Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

9.89.8 out of 10 rating
Exceptional
(44 reviews)
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Castelnuovo Berardenga, Tuscany
14% off
Price is NZ$3,272
NZ$3,272
NZ$467 per night
includes taxes & fees
Image gallery for CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,

9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
Gaiole in Chianti, Tuscany
9% off
Price is NZ$7,616
NZ$7,616
NZ$1,088 per night
includes taxes & fees
Image gallery for Agriturismo San Silvestro - Your home with pool in the hills of Chianti

9.49.4 out of 10 rating
Exceptional
(25 reviews)
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Barberino Val d'Elsa, Tuscany
9% off
Price is NZ$3,135
NZ$3,135
NZ$448 per night
includes taxes & fees
Image gallery for Exclusive and private Bio Farmhouse in the tuscani countryside

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Exclusive and private Bio Farmhouse in the tuscani countryside
Castelnuovo di Val di Cecina
9% off
Price is NZ$5,733
NZ$5,733
NZ$819 per night
includes taxes & fees
Image gallery for GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops

9.69.6 out of 10 rating
Exceptional
(15 reviews)
GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is NZ$1,819
NZ$1,819
NZ$260 per night
includes taxes & fees
Image gallery for Under the Tuscan sun

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Under the Tuscan sun
Monteroni d'Arbia, Toscana
8% off
Price is NZ$1,774
NZ$1,774
NZ$253 per night
includes taxes & fees
Image gallery for Farmhouse 15th century in Chianti with private garden and lake

1010 out of 10 rating
Exceptional
(13 reviews)
Farmhouse 15th century in Chianti with private garden and lake
Radda in Chianti, Tuscany
8% off
Price is NZ$2,197
NZ$2,197
NZ$314 per night
includes taxes & fees
Image gallery for Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

9.89.8 out of 10 rating
Exceptional
(55 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
9% off
Price is NZ$5,325
NZ$5,325
NZ$761 per night
includes taxes & fees
Image gallery for SIMONA STUDIO WITH PRIVATE GARDEN AND STUNNING VIEW

1010 out of 10 rating
Exceptional
(6 reviews)
SIMONA STUDIO WITH PRIVATE GARDEN AND STUNNING VIEW
San Gimignano, Toscana
8% off
Price is NZ$2,095
NZ$2,095
NZ$299 per night
includes taxes & fees
Image gallery for Macinella "Sunflower 3" beautiful terrace

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Macinella "Sunflower 3" beautiful terrace
San Gimignano, Tuscany
14% off
Price is NZ$1,600
NZ$1,600
NZ$229 per night
includes taxes & fees
Image gallery for On holiday in the Tuscan farm ten minutes from the town center

1010 out of 10 rating
Exceptional
(5 reviews)
On holiday in the Tuscan farm ten minutes from the town center
Radicondoli, Tuscany
8% off
Price is NZ$1,430
NZ$1,430
NZ$204 per night
includes taxes & fees
Image gallery for The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool

1010 out of 10 rating
Exceptional
(30 reviews)
The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool
Radicondoli, Provincia di Siena
9% off
Price is NZ$2,472
NZ$2,472
NZ$353 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
(7 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is NZ$5,403
NZ$5,403
NZ$772 per night
includes taxes & fees
Image gallery for Apartment "Capannina" - Agriturismo Il Caggio di Sotto

1010 out of 10 rating
Exceptional
(33 reviews)
Apartment "Capannina" - Agriturismo Il Caggio di Sotto
Colle di Val d'Elsa, Provincia di Siena
8% off
Price is NZ$1,178
NZ$1,178
NZ$168 per night
includes taxes & fees
Image gallery for PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops

9.29.2 out of 10 rating
Wonderful
(20 reviews)
PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
7% off
Price is NZ$2,576
NZ$2,576
NZ$368 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 NZ$2,550
NZ$2,550
NZ$364 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property

8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is NZ$1,880
NZ$1,880
NZ$269 per night
includes taxes & fees
Image gallery for Historical building of the 15th century medieval village

1010 out of 10 rating
Exceptional
(11 reviews)
Historical building of the 15th century medieval village
Colle di Val d'Elsa, Tuscany
13% off
Price is NZ$3,283
NZ$3,283
NZ$469 per night
includes taxes & fees
Image gallery for 2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden

8.48.4 out of 10 rating
Very good
(9 reviews)
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
San Gimignano, Tuscany
9% off
Price is NZ$3,120
NZ$3,120
NZ$446 per night
includes taxes & fees
Image gallery for Charming House Siena center

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Charming House Siena center
Siena, Toscana
8% off
Price is NZ$2,594
NZ$2,594
NZ$371 per night
includes taxes & fees
Image gallery for Podere Santa Cecilia

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Podere Santa Cecilia
Casole d'Elsa, Toscana
8% off
Price is NZ$1,765
NZ$1,765
NZ$252 per night
includes taxes & fees
Image gallery for COR MAGIS KAMULLIA 200mt from the historic center and close to the train station

9.69.6 out of 10 rating
Exceptional
(5 reviews)
COR MAGIS KAMULLIA 200mt from the historic center and close to the train station
Siena, Provincia di Siena
9% off
Price is NZ$1,565
NZ$1,565
NZ$224 per night
includes taxes & fees
Image gallery for La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths

1010 out of 10 rating
Exceptional
(10 reviews)
La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
Cavriglia, Toscana
24% off
Price is NZ$2,341
NZ$2,341
NZ$334 per night
includes taxes & fees
Image gallery for Fireplace, apartment with veranda and view of San Gimignano

8.88.8 out of 10 rating
Excellent
(11 reviews)
Fireplace, apartment with veranda and view of San Gimignano
San Gimignano, Toscana
8% off
Price is NZ$2,898
NZ$2,898
NZ$414 per night
includes taxes & fees
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Find the best place to stay - Santa Maria della Scala
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Sleeps 18 · 9 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Ancient farm situated in the heart of the Chianti Classico Senese, Pool and View
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
- 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