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 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$16,274
NZ$16,274
NZ$2,325 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 NZ$22,192
NZ$22,192
NZ$3,170 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 NZ$2,602
NZ$2,602
NZ$372 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 NZ$19,083
NZ$19,083
NZ$2,726 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 NZ$1,571
NZ$1,571
NZ$224 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$7,821
NZ$7,821
NZ$1,117 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$1,478
NZ$1,478
NZ$211 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 NZ$2,371
NZ$2,371
NZ$339 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 NZ$18,413
NZ$18,413
NZ$2,630 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 NZ$1,568
NZ$1,568
NZ$224 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$1,702
NZ$1,702
NZ$243 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
7% off
Price is NZ$1,606
NZ$1,606
NZ$229 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$1,806
NZ$1,806
NZ$258 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 NZ$1,809
NZ$1,809
NZ$258 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$3,237
NZ$3,237
NZ$462 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 NZ$5,687
NZ$5,687
NZ$812 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 NZ$13,365
NZ$13,365
NZ$1,909 per night
includes taxes & fees
Image gallery for MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano
9.69.6 out of 10 rating
Exceptional
(18 reviews)
MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano
San Gimignano, Tuscany
9% off
Price is NZ$1,715
NZ$1,715
NZ$245 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 NZ$3,725
NZ$3,725
NZ$532 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 NZ$14,440
NZ$14,440
NZ$2,063 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 NZ$1,915
NZ$1,915
NZ$274 per night
includes taxes & fees
Image gallery for Roccaglia of Casale Refoli rural apartment 4-5 people
8.88.8 out of 10 rating
Excellent
(8 reviews)
Roccaglia of Casale Refoli rural apartment 4-5 people
Casole d'Elsa, Tuscany
9% off
Price is NZ$2,470
NZ$2,470
NZ$353 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 NZ$1,980
NZ$1,980
NZ$283 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
13% off
Price is NZ$2,150
NZ$2,150
NZ$307 per night
includes taxes & fees
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Find the best place to stay - San Leonardo al Lago
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
62 reviews(62 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)
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