Holiday rentals near San Leonardo al Lago
We found 4,084 holiday rentals — enter your dates for availability
If you'd like to stay close to San Leonardo al Lago, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - San Leonardo al Lago
Showing deals for:17 Oct - 24 Oct
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$19,510
AU$19,510
AU$2,787 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$16,839
AU$16,839
AU$2,406 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 AU$7,177
AU$7,177
AU$1,025 per night
includes taxes & fees
Image gallery for Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
1010 out of 10 rating
Exceptional
(14 reviews)
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Monticiano, Toscana
14% off
Price is AU$16,262
AU$16,262
AU$2,323 per night
includes taxes & fees
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
11% off
Price is AU$11,910
AU$11,910
AU$1,701 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
5% off
Price is AU$12,876
AU$12,876
AU$1,839 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$14,426
AU$14,426
AU$2,061 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$2,362
AU$2,362
AU$337 per night
includes taxes & fees
Image gallery for "Borgo dei Fondi" Il Forno Ground Floor free wifi-free parking
1010 out of 10 rating
Exceptional
(20 reviews)
"Borgo dei Fondi" Il Forno Ground Floor free wifi-free parking
Siena, Tuscany
6% off
Price is AU$2,150
AU$2,150
AU$307 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$1,425
AU$1,425
AU$204 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$1,425
AU$1,425
AU$204 per night
includes taxes & fees
Image gallery for Cozy detached villa with private, scenic pool and garden
1010 out of 10 rating
Exceptional
(7 reviews)
Cozy detached villa with private, scenic pool and garden
Radicondoli, Siena
17% off
Price is AU$5,162
AU$5,162
AU$737 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$2,936
AU$2,936
AU$419 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
9% off
Price is AU$1,329
AU$1,329
AU$190 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$1,638
AU$1,638
AU$234 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$1,547
AU$1,547
AU$221 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
(10 reviews)
Exclusive and private Bio Farmhouse in the tuscani countryside
Castelnuovo di Val di Cecina
9% off
Price is AU$3,381
AU$3,381
AU$483 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 AU$1,737
AU$1,737
AU$248 per night
includes taxes & fees
Image gallery for Lovely country house in the Chianti region, for 4 persons, near Siena
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Lovely country house in the Chianti region, for 4 persons, near Siena
Castellina in Chianti, Tuscany
14% off
Price is AU$1,951
AU$1,951
AU$279 per night
includes taxes & fees
Image gallery for RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
1010 out of 10 rating
Exceptional
(14 reviews)
RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
Poggibonsi, Tuscany
8% off
Price is AU$1,460
AU$1,460
AU$209 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$1,644
AU$1,644
AU$235 per night
includes taxes & fees
Image gallery for Ancient house in Chianti Hills with private lake and garden
1010 out of 10 rating
Exceptional
(5 reviews)
Ancient house in Chianti Hills with private lake and garden
Radda in Chianti, Tuscany
8% off
Price is AU$1,797
AU$1,797
AU$257 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is AU$2,669
AU$2,669
AU$381 per night
includes taxes & fees
Image gallery for Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Barberino Val d'Elsa, Tuscany
10% off
Price is AU$7,144
AU$7,144
AU$1,021 per night
includes taxes & fees
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Find the best place to stay - San Leonardo al Lago
Showing deals for: 15 Oct - 18 Oct
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)
The current price is AU$871
AU$871
for 3 nights, 1 home
AU$290 per night
includes taxes & fees
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Sleeps 4 · 2 bedrooms · 1+ bathroom
8.88.8 out of 10
Excellentexcellent
20 reviews(20 reviews)
The current price is AU$961
AU$961
for 3 nights, 1 home
AU$320 per night
includes taxes & fees
"La Casina delle Fate" a pretty little house in Tuscany
Sleeps 2 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
The current price is AU$482
AU$482
for 3 nights, 1 home
AU$161 per night
includes taxes & fees
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
The current price is AU$743
AU$743
for 3 nights, 1 apartment
AU$248 per night
includes taxes & fees
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
The current price is AU$1,085
AU$1,085
for 3 nights, 1 room
AU$362 per night
includes taxes & fees
Family apartment with magical view on the old city, balcony, wifi & parking
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
The current price is AU$1,062
AU$1,062
for 3 nights, 1 apartment
AU$354 per night
includes taxes & fees
Top rated rentals - San Leonardo al Lago
Beautiful farmhouse in Chianti
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Perfect place for exploring Chianti
1010 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Paradise!!
1010 out of 10
Exceptionalexceptional
72 reviews(72 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
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