Holiday rentals near Gaiole in Chianti Stadium
We found 4,535 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to Gaiole in Chianti Stadium that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include cable TV and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Gaiole in Chianti Stadium
Showing deals for:7 Nov - 14 Nov
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 NZ$13,976
NZ$13,976
NZ$1,997 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 NZ$24,585
NZ$24,585
NZ$3,512 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
(9 reviews)
ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Sovicille, Toscana
23% off
Price is NZ$14,262
NZ$14,262
NZ$2,037 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 NZ$4,488
NZ$4,488
NZ$641 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 NZ$10,272
NZ$10,272
NZ$1,467 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 NZ$20,155
NZ$20,155
NZ$2,879 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 NZ$16,283
NZ$16,283
NZ$2,326 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 NZ$21,135
NZ$21,135
NZ$3,019 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in Greve, heart of Chianti
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Beautifully restored farmhouse in Greve, heart of Chianti
Greve in Chianti, Chianti
5% off
Price is NZ$7,826
NZ$7,826
NZ$1,118 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 NZ$2,232
NZ$2,232
NZ$319 per night
includes taxes & fees
Image gallery for Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
1010 out of 10 rating
Exceptional
(76 reviews)
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Impruneta, Toscana
5% off
Price is NZ$21,579
NZ$21,579
NZ$3,083 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 NZ$3,252
NZ$3,252
NZ$465 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 NZ$1,437
NZ$1,437
NZ$205 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
(147 reviews)
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti, Tuscany
12% off
Price is NZ$6,183
NZ$6,183
NZ$883 per night
includes taxes & fees
Image gallery for Stunning Villa: 24 guests, private SwimmingPool
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Stunning Villa: 24 guests, private SwimmingPool
Sovicille, Provincia di Siena
14% off
Price is NZ$18,639
NZ$18,639
NZ$2,663 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$2,501
NZ$2,501
NZ$357 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 NZ$12,760
NZ$12,760
NZ$1,823 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 NZ$2,141
NZ$2,141
NZ$306 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 NZ$2,373
NZ$2,373
NZ$339 per night
includes taxes & fees
Image gallery for The Photographer's House
1010 out of 10 rating
Exceptional
(11 reviews)
The Photographer's House
Colle di Val d'Elsa, Toscana
14% off
Price is NZ$1,316
NZ$1,316
NZ$188 per night
includes taxes & fees
Image gallery for Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
Castelnuovo Berardenga, Toscana
14% off
Price is NZ$5,303
NZ$5,303
NZ$758 per night
includes taxes & fees
Image gallery for "TERRACE BELL"
1010 out of 10 rating
Exceptional
(27 reviews)
"TERRACE BELL"
Greve in Chianti, Tuscany
9% off
Price is NZ$1,601
NZ$1,601
NZ$229 per night
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
8% off
Price is NZ$4,101
NZ$4,101
NZ$586 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 NZ$1,275
NZ$1,275
NZ$182 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Gaiole in Chianti Stadium
country house in the Chianti area
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
14 reviews(14 reviews)
The Casina of San Polo in Chianti
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Apartment 'Un Oasi Di Tranquillità' with Mountain View, Private Garden and Wi-Fi
Sleeps 4 · 2 bedrooms · 1 bathroom
Our cottage, in the beautiful Tuscan countryside, not far from the cities of art
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Awesome apartment in Castelfranco Piandiscò
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
B&B San Paterno Classic Retrò room Double or Twin
Sleeps 2 · 1 bedroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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