
Holiday rentals near Walls of Monteriggioni
We found 5,895 holiday rentals — enter your dates for availability
Find the perfect holiday home within close proximity to Walls of Monteriggioni. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a fireplace and garden. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Walls of Monteriggioni
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 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 Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo

1010 out of 10 rating
Exceptional
(29 reviews)
Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo
Bucine, Tuscany
8% off
Price is S$2,199
S$2,199
S$314 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 Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi

1010 out of 10 rating
Exceptional
(86 reviews)
Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
Castelnuovo Berardenga
5% off
Price is S$4,389
S$4,389
S$627 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 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 Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa

1010 out of 10 rating
Exceptional
(147 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
Image gallery for House in Chianti - La Capanna

1010 out of 10 rating
Exceptional
(5 reviews)
House in Chianti - La Capanna
Greve in Chianti, Tuscany
9% off
Price is S$1,699
S$1,699
S$243 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
(59 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
9% off
Price is S$3,170
S$3,170
S$453 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Walls of Monteriggioni
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 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)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Beautiful house on Chianti hilltop with exceptional views.
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Top rated rentals - Walls of Monteriggioni
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