Poggibonsi-San Gimignano Station holiday rentals
We found 6,113 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within close proximity to Poggibonsi-San Gimignano Station. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as air conditioning and Wi-Fi. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Poggibonsi-San Gimignano Station
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 S$10,933
S$10,933
S$1,562 per night
includes taxes & fees
Image gallery for Exclusive panoramic villa with private pool between Florence and Siena.
1010 out of 10 rating
Exceptional
(16 reviews)
Exclusive panoramic villa with private pool between Florence and Siena.
Certaldo, Toscana
9% off
Price is S$33,985
S$33,985
S$4,855 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 S$19,463
S$19,463
S$2,780 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 S$16,714
S$16,714
S$2,388 per night
includes taxes & fees
Image gallery for Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
8% off
Price is S$5,768
S$5,768
S$824 per night
includes taxes & fees
Image gallery for VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
1010 out of 10 rating
Exceptional
(38 reviews)
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
Certaldo, Tuscany
15% off
Price is S$8,324
S$8,324
S$1,189 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 S$3,416
S$3,416
S$488 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
(120 reviews)
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Sovicille, Italy
23% off
Price is S$11,200
S$11,200
S$1,600 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
13% off
Price is S$8,123
S$8,123
S$1,160 per night
includes taxes & fees
Image gallery for Typical Tuscan Countryside Cottage near Florence
1010 out of 10 rating
Exceptional
(28 reviews)
Typical Tuscan Countryside Cottage near Florence
Bagno a Ripoli, Tuscany
6% off
Price is S$1,953
S$1,953
S$279 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
13% off
Price is S$14,725
S$14,725
S$2,104 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 S$1,982
S$1,982
S$283 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 S$2,690
S$2,690
S$384 per night
includes taxes & fees
Image gallery for EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
1010 out of 10 rating
Exceptional
(70 reviews)
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
Impruneta, Tuscany
9% off
Price is S$8,213
S$8,213
S$1,173 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 S$9,999
S$9,999
S$1,428 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 S$989
S$989
S$141 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 S$1,611
S$1,611
S$230 per night
includes taxes & fees
Image gallery for Country Farmhouse with Magnificient Gardens near Siena, Tuscany
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Country Farmhouse with Magnificient Gardens near Siena, Tuscany
Siena, Toscana
9% off
Price is S$2,889
S$2,889
S$413 per night
includes taxes & fees
Image gallery for Holiday home in the Florentine Chianti half an hour from Florence
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Holiday home in the Florentine Chianti half an hour from Florence
Montespertoli, Toscana
9% off
Price is S$2,590
S$2,590
S$370 per night
includes taxes & fees
Image gallery for Holiday house with private pool and fenced garden
1010 out of 10 rating
Exceptional
(57 reviews)
Holiday house with private pool and fenced garden
Volterra, Toskana
8% off
Price is S$3,235
S$3,235
S$462 per night
includes taxes & fees
Image gallery for RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
9.49.4 out of 10 rating
Exceptional
(9 reviews)
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
San Casciano in Val di Pesa, Tuscany
7% off
Price is S$1,546
S$1,546
S$221 per night
includes taxes & fees
Image gallery for Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.89.8 out of 10 rating
Exceptional
(59 reviews)
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Volterra, Italy
28% off
Price is S$5,683
S$5,683
S$812 per night
includes taxes & fees
Image gallery for Florentine Hills LE SCALETTE
1010 out of 10 rating
Exceptional
(47 reviews)
Florentine Hills LE SCALETTE
Scandicci, Tuscany
9% off
Price is S$3,389
S$3,389
S$484 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
(146 reviews)
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti, Tuscany
12% off
Price is S$4,744
S$4,744
S$678 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Poggibonsi-San Gimignano Station
Exclusive panoramic villa with private pool between Florence and Siena.
Sleeps 12 · 7 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Luxury Podere Forncacchia - Privacy, Exclusive View
Sleeps 20 · 10 bedrooms · 8 bathrooms
Private villa in the heart of chianti with view of siena
Sleeps 16 · 8 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautiful apartment in Tuscany
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
Villa Belvedere In Poggibonsi, Tuscany
Sleeps 12 · 6 bedrooms · 6 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Casa di Pierina: the touch of the Artist. Enogastronomy and Romanticism
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Top rated rentals - Poggibonsi-San Gimignano Station
A piece of heaven in Tuscany
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Wonderful stay
1010 out of 10
Exceptionalexceptional
43 reviews(43 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