Holiday rentals near Fattoria della Aiola Winery
We found 4,870 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's near Fattoria della Aiola Winery. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever 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 - Fattoria della Aiola Winery
Showing deals for:31 Oct - 7 Nov
Image gallery for Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Impruneta, Toscana
9% off
Price is AU$45,886
AU$45,886
AU$6,555 per night
includes taxes & fees
Image gallery for Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
1010 out of 10 rating
Exceptional
(23 reviews)
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
Greve in Chianti, Toscana
9% off
Price is AU$21,621
AU$21,621
AU$3,089 per night
includes taxes & fees
Image gallery for Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
1010 out of 10 rating
Exceptional
(39 reviews)
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Greve in Chianti, Toscana
7% off
Price is AU$12,415
AU$12,415
AU$1,774 per night
includes taxes & fees
Image gallery for Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
Radda in Chianti, Toscana
8% off
Price is AU$4,085
AU$4,085
AU$584 per night
includes taxes & fees
Image gallery for Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
1010 out of 10 rating
Exceptional
(9 reviews)
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Radda in Chianti, Provincia di Siena
5% off
Price is AU$17,990
AU$17,990
AU$2,570 per night
includes taxes & fees
Image gallery for Villa in the Heart of Chianti
1010 out of 10 rating
Exceptional
(36 reviews)
Villa in the Heart of Chianti
Greve in Chianti, Tuscany
14% off
Price is AU$5,632
AU$5,632
AU$805 per night
includes taxes & fees
Image gallery for Large estate with private pool comprising 7 apartments - up to 24 people
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Large estate with private pool comprising 7 apartments - up to 24 people
Greve in Chianti, Toscana
14% off
Price is AU$9,461
AU$9,461
AU$1,352 per night
includes taxes & fees
Image gallery for Beautiful Tuscan home between Florence & Siena
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Tuscan home between Florence & Siena
San Casciano in Val di Pesa
9% off
Price is AU$18,806
AU$18,806
AU$2,687 per night
includes taxes & fees
Image gallery for Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
1010 out of 10 rating
Exceptional
(19 reviews)
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Castelnuovo Berardenga, Provincia di Siena
14% off
Price is AU$19,577
AU$19,577
AU$2,797 per night
includes taxes & fees
Image gallery for ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
1010 out of 10 rating
Exceptional
(120 reviews)
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Sovicille, Italy
23% off
Price is AU$12,752
AU$12,752
AU$1,822 per night
includes taxes & fees
Image gallery for Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
1010 out of 10 rating
Exceptional
(102 reviews)
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena, Toscana
14% off
Price is AU$6,011
AU$6,011
AU$859 per night
includes taxes & fees
Image gallery for Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
1010 out of 10 rating
Exceptional
(32 reviews)
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
Castelnuovo Berardenga, Tuscany
14% off
Price is AU$14,476
AU$14,476
AU$2,068 per night
includes taxes & fees
Image gallery for House in Chianti - La Capanna
1010 out of 10 rating
Exceptional
(5 reviews)
House in Chianti - La Capanna
Greve in Chianti, Tuscany
9% off
Price is AU$2,033
AU$2,033
AU$290 per night
includes taxes & fees
Image gallery for Delightful villa in the heart of Tuscany
1010 out of 10 rating
Exceptional
(54 reviews)
Delightful villa in the heart of Tuscany
Radicondoli, Tuscany
14% off
Price is AU$16,208
AU$16,208
AU$2,315 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
(7 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
8% off
Price is AU$6,903
AU$6,903
AU$986 per night
includes taxes & fees
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 AU$2,959
AU$2,959
AU$423 per night
includes taxes & fees
Image gallery for Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
1010 out of 10 rating
Exceptional
(146 reviews)
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti, Tuscany
9% off
Price is AU$6,806
AU$6,806
AU$972 per night
includes taxes & fees
Image gallery for San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
1010 out of 10 rating
Exceptional
(96 reviews)
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
San Gimignano, SI, Italy
9% off
Price is AU$6,806
AU$6,806
AU$972 per night
includes taxes & fees
Image gallery for Special offer Newly renovated fine detached villa with fireplace.
8.68.6 out of 10 rating
Excellent
(11 reviews)
Special offer Newly renovated fine detached villa with fireplace.
Castelnuovo Berardenga, Tuscany
8% off
Price is AU$1,307
AU$1,307
AU$187 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(45 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is AU$4,697
AU$4,697
AU$671 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
6% off
Price is AU$11,618
AU$11,618
AU$1,660 per night
includes taxes & fees
Image gallery for Wonderful family chalet, with swimming pool and panoramic terrace
1010 out of 10 rating
Exceptional
(7 reviews)
Wonderful family chalet, with swimming pool and panoramic terrace
Casole d'Elsa, Unknown
9% off
Price is AU$2,329
AU$2,329
AU$333 per night
includes taxes & fees
Image gallery for "Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking
9.69.6 out of 10 rating
Exceptional
(35 reviews)
"Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking
Siena, Tuscany
6% off
Price is AU$2,158
AU$2,158
AU$308 per night
includes taxes & fees
Image gallery for FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
9.49.4 out of 10 rating
Exceptional
(18 reviews)
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,787
AU$1,787
AU$255 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Fattoria della Aiola Winery
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
97 reviews(97 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)
Beautiful house on Chianti hilltop with exceptional views.
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Top rated rentals - Fattoria della Aiola Winery
Amazing
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
73 reviews(73 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