Holiday rentals near Rocca Sillana
We found 3,336 holiday rentals — enter your dates for availability
Find the perfect holiday rental that's near Rocca Sillana. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a hot tub and garden. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Rocca Sillana
Showing deals for:5 Sept - 12 Sept
Image gallery for Villa Poggialto, breathtaking views, large pool and private spa in luxury
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Villa Poggialto, breathtaking views, large pool and private spa in luxury
Radicondoli
7% off
Price is AU$14,508
AU$14,508
AU$2,073 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 AU$1,708
AU$1,708
AU$244 per night
includes taxes & fees
Image gallery for Lilium, splendid villa with outdoor space, on the hills of San Giminiano
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
San Gimignano, Toscana
8% off
Price is AU$4,312
AU$4,312
AU$616 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 AU$1,969
AU$1,969
AU$281 per night
includes taxes & fees
Image gallery for Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
9.09.0 out of 10 rating
Wonderful
(15 reviews)
Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
Gambassi Terme, Tuscany
9% off
Price is AU$1,554
AU$1,554
AU$222 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 AU$5,312
AU$5,312
AU$759 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 AU$1,504
AU$1,504
AU$215 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 AU$4,930
AU$4,930
AU$704 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 AU$1,301
AU$1,301
AU$186 per night
includes taxes & fees
Image gallery for Farmhouse Immersed in the woodland
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Farmhouse Immersed in the woodland
Volterra, Tuscany
9% off
Price is AU$8,331
AU$8,331
AU$1,190 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 AU$2,276
AU$2,276
AU$325 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 AU$1,078
AU$1,078
AU$154 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 AU$2,403
AU$2,403
AU$343 per night
includes taxes & fees
Image gallery for Country Home immersed in the woodland. Beautiful View, Pool and Jacuzzi
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Country Home immersed in the woodland. Beautiful View, Pool and Jacuzzi
Volterra, Toscana
9% off
Price is AU$4,392
AU$4,392
AU$627 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 AU$1,660
AU$1,660
AU$237 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 AU$2,878
AU$2,878
AU$411 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 AU$3,028
AU$3,028
AU$433 per night
includes taxes & fees
Image gallery for Ginestra, house with outdoor patio and overlooking the common swimming pool
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Ginestra, house with outdoor patio and overlooking the common swimming pool
San Gimignano, Toscana
8% off
Price is AU$4,192
AU$4,192
AU$599 per night
includes taxes & fees
Image gallery for Farmhouse from 17th century with antique furniture and many flowers.
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Farmhouse from 17th century with antique furniture and many flowers.
Castelnuovo di Val di Cecina, Italy
7% off
Price is AU$1,009
AU$1,009
AU$144 per night
includes taxes & fees
Image gallery for Fireplace, apartment with veranda and view of San Gimignano
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Fireplace, apartment with veranda and view of San Gimignano
San Gimignano, Toscana
8% off
Price is AU$2,705
AU$2,705
AU$386 per night
includes taxes & fees
Image gallery for Tuscany - Romantic Getaway
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Tuscany - Romantic Getaway
Montecatini Val di Cecina, Tuscany
12% off
Price is AU$839
AU$839
AU$120 per night
includes taxes & fees
Image gallery for Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano, Provincia di Siena
12% off
Price is AU$2,183
AU$2,183
AU$312 per night
includes taxes & fees
Image gallery for Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Beautiful apartment in San Gimignano - RoccaiaCasa'70
San Gimignano, Tuscany
13% off
Price is AU$2,433
AU$2,433
AU$348 per night
includes taxes & fees
Image gallery for Prestigious apartment infinity pool breathtaking view wifi and air conditioning
1010 out of 10 rating
Exceptional
(54 reviews)
Prestigious apartment infinity pool breathtaking view wifi and air conditioning
Sovicille, Provincia di Siena
9% off
Price is AU$3,118
AU$3,118
AU$445 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Rocca Sillana
agriturismo la roggiola
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
villa con vista panoramica
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
apartment/ flat - 3 rooms - 2/7 personsHouse with garden
Sleeps 6 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
panoramica casa con piscina privata
Sleeps 6 · 3 bedrooms · 2 bathrooms
7.67.6 out of 10
Goodgood
8 reviews(8 reviews)
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
31 reviews(31 reviews)
Panoramic and Charming Villa with Private Garden in Tuscany
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Top rated rentals - Rocca Sillana
San Gimignano Gem
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Fantastic property
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Perfect Tuscan getaway
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Beautiful, peaceful space with amazing views
1010 out of 10
Exceptionalexceptional
75 reviews(75 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