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.
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 AU$16,115
AU$16,115
AU$2,302 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$1,710
AU$1,710
AU$244 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 AU$12,890
AU$12,890
AU$1,841 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 AU$3,874
AU$3,874
AU$553 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 AU$5,883
AU$5,883
AU$840 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 AU$2,432
AU$2,432
AU$347 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 AU$2,069
AU$2,069
AU$296 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 AU$3,497
AU$3,497
AU$500 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 AU$1,826
AU$1,826
AU$261 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 AU$1,128
AU$1,128
AU$161 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 AU$1,696
AU$1,696
AU$242 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 AU$1,809
AU$1,809
AU$258 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 AU$1,627
AU$1,627
AU$232 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 AU$1,329
AU$1,329
AU$190 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 AU$1,709
AU$1,709
AU$244 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 AU$1,839
AU$1,839
AU$263 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 AU$1,779
AU$1,779
AU$254 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 AU$1,328
AU$1,328
AU$190 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 AU$3,801
AU$3,801
AU$543 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 AU$1,064
AU$1,064
AU$152 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 AU$2,259
AU$2,259
AU$323 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 AU$2,520
AU$2,520
AU$360 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
13% off
Price is AU$2,417
AU$2,417
AU$345 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 AU$4,155
AU$4,155
AU$594 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Castello di Montepescini
Showing deals for: 30 Sept - 3 Oct
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
The current price is AU$2,299
AU$2,299
for 3 nights, 1 villa
AU$766 per night
includes taxes & fees
Charming House in the heart of Montepulciano
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
The current price is AU$683
AU$683
for 3 nights, 1 apartment
AU$228 per night
includes taxes & fees
A MAGICAL HOLIDAY IN TUSCANY
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$4,009
AU$4,009
for 3 nights, 1 home
AU$1,336 per night
includes taxes & fees
Magnificent ancient Castle
Sleeps 65 · 15 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$11,902
AU$11,902
for 3 nights, 1 room
AU$3,967 per night
includes taxes & fees
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
The current price is AU$642
AU$642
for 3 nights, 1 home
AU$214 per night
includes taxes & fees
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is AU$779
AU$779
for 3 nights, 1 apartment
AU$260 per night
includes taxes & fees
Top rated rentals - Castello di Montepescini
Beautiful apartment in a great location.
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Private villa with private pool close to Montisi.
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Perfetto
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Beautiful, peaceful space with amazing views
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Wonderful accommodation, welcoming hosts. Views and surroundings were beautiful!!
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
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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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