Holiday rentals near Isole e Olena Winery
We found 8,942 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within easy reach of Isole e Olena Winery. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as a garden and pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Isole e Olena Winery
Showing deals for:3 Oct - 10 Oct
Image gallery for CasaGiardinoUno Simply Florence
1010 out of 10 rating
Exceptional
(22 reviews)
CasaGiardinoUno Simply Florence
Florence, Tuscany
9% off
Price is AU$4,685
AU$4,685
AU$669 per night
includes taxes & fees
Image gallery for Stunning view over Ponte Vecchio
1010 out of 10 rating
Exceptional
(14 reviews)
Stunning view over Ponte Vecchio
Florence, Città Metropolitana di Firenze
9% off
Price is AU$4,381
AU$4,381
AU$626 per night
includes taxes & fees
Image gallery for traditional Tuscan Villa, the perfect retreat for families and friends
9.69.6 out of 10 rating
Exceptional
(10 reviews)
traditional Tuscan Villa, the perfect retreat for families and friends
Gambassi Terme, Tuscany
5% off
Price is AU$12,747
AU$12,747
AU$1,821 per night
includes taxes & fees
Image gallery for Villa in the Heart of Chianti
1010 out of 10 rating
Exceptional
(35 reviews)
Villa in the Heart of Chianti
Greve in Chianti, Tuscany
14% off
Price is AU$6,716
AU$6,716
AU$959 per night
includes taxes & fees
Image gallery for Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman
9.69.6 out of 10 rating
Exceptional
(59 reviews)
Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman
Florence, Toscana
7% off
Price is AU$5,532
AU$5,532
AU$790 per night
includes taxes & fees
Image gallery for 💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
1010 out of 10 rating
Exceptional
(123 reviews)
💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
Florence, Città Metropolitana di Firenze
9% off
Price is AU$2,896
AU$2,896
AU$414 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in the heart of the Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
Beautifully restored farmhouse in the heart of the Chianti
Greve in Chianti, Chianti
5% off
Price is AU$7,169
AU$7,169
AU$1,024 per night
includes taxes & fees
Image gallery for Typical Florentine dwelling within the walls of the city near the Boboli Gardens, Pitti Palace and Ponte Vecchio
9.69.6 out of 10 rating
Exceptional
(195 reviews)
Typical Florentine dwelling within the walls of the city near the Boboli Gardens, Pitti Palace and Ponte Vecchio
Florence, Tuscany
7% off
Price is AU$1,766
AU$1,766
AU$252 per night
includes taxes & fees
Image gallery for Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
9% off
Price is AU$8,679
AU$8,679
AU$1,240 per night
includes taxes & fees
Image gallery for Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
San Casciano in Val di Pesa, Toscana
8% off
Price is AU$11,629
AU$11,629
AU$1,661 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(25 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is AU$12,870
AU$12,870
AU$1,839 per night
includes taxes & fees
Image gallery for Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
8.48.4 out of 10 rating
Very good
(6 reviews)
Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
Greve in Chianti, Tuscany
8% off
Price is AU$3,437
AU$3,437
AU$491 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is AU$4,910
AU$4,910
AU$701 per night
includes taxes & fees
Image gallery for Torrigiani - San Frediano garden view.
1010 out of 10 rating
Exceptional
(11 reviews)
Torrigiani - San Frediano garden view.
Florence, Città Metropolitana di Firenze
9% off
Price is AU$3,350
AU$3,350
AU$479 per night
includes taxes & fees
Image gallery for Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
1010 out of 10 rating
Exceptional
(23 reviews)
Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
Montespertoli
9% off
Price is AU$10,789
AU$10,789
AU$1,541 per night
includes taxes & fees
Image gallery for Small house with panoramic swimming pool, terrace and wi fi
1010 out of 10 rating
Exceptional
(5 reviews)
Small house with panoramic swimming pool, terrace and wi fi
Casole d'Elsa, Toscana
8% off
Price is AU$1,707
AU$1,707
AU$244 per night
includes taxes & fees
Image gallery for Apartment Real Taste of Tuscany
8.88.8 out of 10 rating
Excellent
(5 reviews)
Apartment Real Taste of Tuscany
Florence, Toscana
11% off
Price is AU$2,284
AU$2,284
AU$326 per night
includes taxes & fees
Image gallery for House in a typical village in the heart of Chianti
9.69.6 out of 10 rating
Exceptional
(71 reviews)
House in a typical village in the heart of Chianti
Castellina in Chianti, Tuscany
9% off
Price is AU$1,676
AU$1,676
AU$239 per night
includes taxes & fees
Image gallery for Melograno of Casale Refoli rural apartment 4 people
1010 out of 10 rating
Exceptional
(5 reviews)
Melograno of Casale Refoli rural apartment 4 people
Casole d'Elsa, Tuscany
9% off
Price is AU$2,403
AU$2,403
AU$343 per night
includes taxes & fees
Image gallery for A luxury escape in Chianti, great landscape, stunning views, swimming pool
9.09.0 out of 10 rating
Wonderful
(19 reviews)
A luxury escape in Chianti, great landscape, stunning views, swimming pool
Greve in Chianti, Tuscany
8% off
Price is AU$3,289
AU$3,289
AU$470 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 AU$2,947
AU$2,947
AU$421 per night
includes taxes & fees
Image gallery for Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
8.88.8 out of 10 rating
Excellent
(5 reviews)
Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
San Gimignano, Toscana
16% off
Price is AU$3,559
AU$3,559
AU$508 per night
includes taxes & fees
Image gallery for Il Melarancio Country House
1010 out of 10 rating
Exceptional
(17 reviews)
Il Melarancio Country House
Impruneta, Toscana
9% off
Price is AU$1,884
AU$1,884
AU$269 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$1,458
AU$1,458
AU$208 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Isole e Olena Winery
Beautiful Villa With Panoramic Views near San Gimignano
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Top rated rentals - Isole e Olena Winery
Excellent place right next to Ponte Vecchio
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Beautiful apartment in a great location.
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Fabulous Florence
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Italy 2023
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Location, Location!
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Perfect spot
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
A wonderful apartment in an amazing location!
1010 out of 10
Exceptionalexceptional
115 reviews(115 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