Holiday rentals near Castello di Monsanto
We found 6,380 holiday rentals — enter your dates for availability
Choose the perfect holiday rental within close proximity to Castello di Monsanto. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as a hot tub and garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Castello di Monsanto
Showing deals for:3 Oct - 10 Oct
Image gallery for traditional Tuscan Villa, the perfect retreat for families and friends
9.69.6 out of 10 rating
Exceptional
(10 reviews)
traditional Tuscan Villa, the perfect retreat for families and friends
Gambassi Terme, Tuscany
5% off
Price is NZ$14,109
NZ$14,109
NZ$2,016 per night
includes taxes & fees
Image gallery for Villa in the Heart of Chianti
1010 out of 10 rating
Exceptional
(35 reviews)
Villa in the Heart of Chianti
Greve in Chianti, Tuscany
14% off
Price is NZ$7,239
NZ$7,239
NZ$1,034 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
(6 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
9% off
Price is NZ$9,323
NZ$9,323
NZ$1,332 per night
includes taxes & fees
Image gallery for Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
8.48.4 out of 10 rating
Very good
(6 reviews)
Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
Greve in Chianti, Tuscany
8% off
Price is NZ$3,728
NZ$3,728
NZ$533 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$2,575
NZ$2,575
NZ$368 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 Exclusive and private Bio Farmhouse in the tuscani countryside
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Exclusive and private Bio Farmhouse in the tuscani countryside
Castelnuovo di Val di Cecina
9% off
Price is NZ$4,166
NZ$4,166
NZ$595 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is NZ$5,310
NZ$5,310
NZ$759 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$1,552
NZ$1,552
NZ$222 per night
includes taxes & fees
Image gallery for Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
1010 out of 10 rating
Exceptional
(23 reviews)
Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
Montespertoli
9% off
Price is NZ$11,629
NZ$11,629
NZ$1,661 per night
includes taxes & fees
Image gallery for Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
San Casciano in Val di Pesa, Toscana
8% off
Price is NZ$12,497
NZ$12,497
NZ$1,785 per night
includes taxes & fees
Image gallery for FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
9.69.6 out of 10 rating
Exceptional
(17 reviews)
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is NZ$1,683
NZ$1,683
NZ$240 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$1,785
NZ$1,785
NZ$255 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 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$3,199
NZ$3,199
NZ$457 per night
includes taxes & fees
Image gallery for A luxury escape in Chianti, great landscape, stunning views, swimming pool
9.09.0 out of 10 rating
Wonderful
(19 reviews)
A luxury escape in Chianti, great landscape, stunning views, swimming pool
Greve in Chianti, Tuscany
8% off
Price is NZ$3,568
NZ$3,568
NZ$510 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$1,590
NZ$1,590
NZ$227 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$1,881
NZ$1,881
NZ$269 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$1,788
NZ$1,788
NZ$255 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is NZ$4,111
NZ$4,111
NZ$587 per night
includes taxes & fees
Image gallery for Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
8.88.8 out of 10 rating
Excellent
(5 reviews)
Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
San Gimignano, Toscana
16% off
Price is NZ$3,867
NZ$3,867
NZ$552 per night
includes taxes & fees
Image gallery for Ginestra, house with outdoor patio and overlooking the common swimming pool
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Ginestra, house with outdoor patio and overlooking the common swimming pool
San Gimignano, Toscana
16% off
Price is NZ$3,867
NZ$3,867
NZ$552 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$1,937
NZ$1,937
NZ$277 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is NZ$2,906
NZ$2,906
NZ$415 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Castello di Monsanto
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)
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
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
61 reviews(61 reviews)
Beautiful house on Chianti hilltop with exceptional views.
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Top rated rentals - Castello di Monsanto
Great stay in Florence
1010 out of 10
Exceptionalexceptional
172 reviews(172 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