Holiday rentals near Castello di Montepescini
We found 2,166 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to Castello di Montepescini that can be your home away from home. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, including parking and a TV. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Castello di Montepescini
Showing deals for:3 Oct - 10 Oct
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$18,255
NZ$18,255
NZ$2,608 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$1,818
NZ$1,818
NZ$260 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 NZ$14,237
NZ$14,237
NZ$2,034 per night
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is NZ$4,205
NZ$4,205
NZ$601 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
1010 out of 10 rating
Exceptional
(18 reviews)
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Montalcino
9% off
Price is NZ$2,602
NZ$2,602
NZ$372 per night
includes taxes & fees
Image gallery for Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.69.6 out of 10 rating
Exceptional
(37 reviews)
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Cinigiano, Tuscany
8% off
Price is NZ$6,351
NZ$6,351
NZ$907 per night
includes taxes & fees
Image gallery for Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
1010 out of 10 rating
Exceptional
(12 reviews)
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Siena, Toscana
14% off
Price is NZ$3,794
NZ$3,794
NZ$542 per night
includes taxes & fees
Image gallery for Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace
Casole d'Elsa, Tuscany
8% off
Price is NZ$1,924
NZ$1,924
NZ$275 per night
includes taxes & fees
Image gallery for Agriturismo Campo al Crognolo.
8.68.6 out of 10 rating
Excellent
(18 reviews)
Agriturismo Campo al Crognolo.
Roccastrada, Toscana
8% off
Price is NZ$2,205
NZ$2,205
NZ$315 per night
includes taxes & fees
Image gallery for Exclusive Stone Tower.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
8% off
Price is NZ$1,234
NZ$1,234
NZ$176 per night
includes taxes & fees
Image gallery for Country Farmhouse with Magnificient Gardens near Siena, Tuscany
1010 out of 10 rating
Exceptional
(7 reviews)
Country Farmhouse with Magnificient Gardens near Siena, Tuscany
Siena, Tuscany
8% off
Price is NZ$1,943
NZ$1,943
NZ$278 per night
includes taxes & fees
Image gallery for Under the Tuscan sun
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Under the Tuscan sun
Monteroni d'Arbia, Tuscany
8% off
Price is NZ$1,730
NZ$1,730
NZ$247 per night
includes taxes & fees
Image gallery for Independent house in the hills of the Sienese countryside
1010 out of 10 rating
Exceptional
(76 reviews)
Independent house in the hills of the Sienese countryside
Sovicille, Tuscany
9% off
Price is NZ$1,954
NZ$1,954
NZ$279 per night
includes taxes & fees
Image gallery for apartment/ flat - Monticiano
9.49.4 out of 10 rating
Exceptional
(20 reviews)
apartment/ flat - Monticiano
Monticiano, Tuscany
9% off
Price is NZ$1,452
NZ$1,452
NZ$207 per night
includes taxes & fees
Image gallery for A wholly converted barn with all comforts, ideal for a quiet holiday!
1010 out of 10 rating
Exceptional
(5 reviews)
A wholly converted barn with all comforts, ideal for a quiet holiday!
Radicondoli, Toscana
18% off
Price is NZ$1,815
NZ$1,815
NZ$259 per night
includes taxes & fees
Image gallery for Podere Santa Cecilia
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Podere Santa Cecilia
Casole d'Elsa, Toscana
8% off
Price is NZ$1,801
NZ$1,801
NZ$257 per night
includes taxes & fees
Image gallery for Charming Farmhouse in Maremma
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Charming Farmhouse in Maremma
Roccastrada, Toscana
13% off
Price is NZ$1,891
NZ$1,891
NZ$270 per night
includes taxes & fees
Image gallery for On holiday in the Tuscan farm ten minutes from the town center
1010 out of 10 rating
Exceptional
(5 reviews)
On holiday in the Tuscan farm ten minutes from the town center
Radicondoli, Tuscany
8% off
Price is NZ$1,450
NZ$1,450
NZ$207 per night
includes taxes & fees
Image gallery for Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
9% off
Price is NZ$4,125
NZ$4,125
NZ$589 per night
includes taxes & fees
Image gallery for Charming Gateway to Tuscany - The scenic House of the Lamps in Val d'Orcia
1010 out of 10 rating
Exceptional
(24 reviews)
Charming Gateway to Tuscany - The scenic House of the Lamps in Val d'Orcia
San Quirico d'Orcia, Tuscany
11% off
Price is NZ$1,164
NZ$1,164
NZ$166 per night
includes taxes & fees
Image gallery for Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
1010 out of 10 rating
Exceptional
(25 reviews)
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Siena, Toscana
14% off
Price is NZ$2,588
NZ$2,588
NZ$370 per night
includes taxes & fees
Image gallery for The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool
1010 out of 10 rating
Exceptional
(30 reviews)
The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool
Radicondoli, Provincia di Siena
9% off
Price is NZ$2,417
NZ$2,417
NZ$345 per night
includes taxes & fees
Image gallery for A Romantic Villa in the Heart of Tuscany
1010 out of 10 rating
Exceptional
(17 reviews)
A Romantic Villa in the Heart of Tuscany
Radicondoli, Tuscany
9% off
Price is NZ$2,698
NZ$2,698
NZ$385 per night
includes taxes & fees
Image gallery for Villa di Piera
8.88.8 out of 10 rating
Excellent
(5 reviews)
Villa di Piera
Montieri, Province of Grosseto
9% off
Price is NZ$4,500
NZ$4,500
NZ$643 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Castello di Montepescini
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Villa in Montalcino, exclusive for you, stunning view!!!
Sleeps 11 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
The House of Alice, charm and relaxation
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Il Poggio dell'Eremita
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Sleeps 6 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Hilltop house in the heart of Tuscany with private pool
Sleeps 5 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
86 reviews(86 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