
Holiday rentals near Castello di Monsanto
We found 6,041 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:10 Jul - 17 Jul
Image gallery for Cozy newly renovated 4 Bdr Villa with garden in Florence, great central location

9.89.8 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Cozy newly renovated 4 Bdr Villa with garden in Florence, great central location
Florence
8% off
Price is NZ$10,875
NZ$10,875
for 7 nights, 1 villa
NZ$1,554 per night
includes taxes & fees
Image gallery for Apartment/ flat - Firenze

9.89.8 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)
Apartment/ flat - Firenze
Florence
8% off
Price is NZ$1,971
NZ$1,971
for 7 nights, 1 apartment
NZ$282 per night
includes taxes & fees
Image gallery for 5-star luxury house, in the center

1010 out of 10, Exceptional, (132 reviews)
Exceptional
(132 reviews)
5-star luxury house, in the center
Florence
8% off
Price is NZ$4,816
NZ$4,816
for 7 nights, 1 apartment
NZ$688 per night
includes taxes & fees
Image gallery for PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views

1010 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Castelnuovo Berardenga
8% off
Price is NZ$11,637
NZ$11,637
for 7 nights, 1 villa
NZ$1,662 per night
includes taxes & fees
Image gallery for Bardi Apartment, Stunning View Of Ponte Vecchio!

9.89.8 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Bardi Apartment, Stunning View Of Ponte Vecchio!
Florence
9% off
Price is NZ$6,445
NZ$6,445
for 7 nights, 1 apartment
NZ$921 per night
includes taxes & fees
Image gallery for Stunning view over Ponte Vecchio

1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Stunning view over Ponte Vecchio
Florence
9% off
Price is NZ$5,222
NZ$5,222
for 7 nights, 1 apartment
NZ$746 per night
includes taxes & fees
Image gallery for An enchanting small villa, perfect for two, with an unparalleled view.

9.89.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
An enchanting small villa, perfect for two, with an unparalleled view.
Gaiole in Chianti
9% off
Price is NZ$3,895
NZ$3,895
for 7 nights, 1 villa
NZ$556 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, Wonderful, (5 reviews)
Wonderful
(5 reviews)
Ginestra, house with outdoor patio and overlooking the common swimming pool
San Gimignano
9% off
Price is NZ$6,221
NZ$6,221
for 7 nights, 1 room
NZ$889 per night
includes taxes & fees
Image gallery for La Casa Bianca: Charming apartment close S.Spirito Square

1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
La Casa Bianca: Charming apartment close S.Spirito Square
Florence
8% off
Price is NZ$2,724
NZ$2,724
for 7 nights, 1 apartment
NZ$389 per night
includes taxes & fees
Image gallery for Torre dei Sapiti Apartment

8.68.6 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)
Torre dei Sapiti Apartment
Florence
8% off
Price is NZ$3,352
NZ$3,352
for 7 nights, 1 apartment
NZ$479 per night
includes taxes & fees
Image gallery for Beautiful 1-bedroom cottage with garden and views over olive groves, pool

9.29.2 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Barberino Tavarnelle
10% off
Price is NZ$2,950
NZ$2,950
for 7 nights, 1 cottage
NZ$421 per night
includes taxes & fees
Image gallery for Beautiful and large apartment in great location, overlooking Ponte Vecchio

9.89.8 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)
Beautiful and large apartment in great location, overlooking Ponte Vecchio
Florence
8% off
Price is NZ$6,095
NZ$6,095
for 7 nights, 1 apartment
NZ$871 per night
includes taxes & fees
Image gallery for A small romantic apartment in the heart of Florence

9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
A small romantic apartment in the heart of Florence
Florence
9% off
Price is NZ$1,633
NZ$1,633
for 7 nights, 1 apartment
NZ$233 per night
includes taxes & fees
Image gallery for THE BEST RELATION BETWEEN QUALITY 'PRICE AND HAPPINESS'.

9.89.8 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
THE BEST RELATION BETWEEN QUALITY 'PRICE AND HAPPINESS'.
Florence
8% off
Price is NZ$3,266
NZ$3,266
for 7 nights, 1 apartment
NZ$467 per night
includes taxes & fees
Image gallery for "Sunflower 4" Romantic for two

9.29.2 out of 10, Wonderful, (35 reviews)
Wonderful
(35 reviews)
"Sunflower 4" Romantic for two
San Gimignano
9% off
Price is NZ$1,625
NZ$1,625
for 7 nights, 1 apartment
NZ$232 per night
includes taxes & fees
Image gallery for Lovely country house in the Chianti region, for 4 persons, near Siena

9.09.0 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)
Lovely country house in the Chianti region, for 4 persons, near Siena
Castellina in Chianti
13% off
Price is NZ$2,406
NZ$2,406
for 7 nights, 1 room
NZ$344 per night
includes taxes & fees
Image gallery for Macinella Friendly and Artistic apartment "Sunflower 1"

9.29.2 out of 10, Wonderful, (24 reviews)
Wonderful
(24 reviews)
Macinella Friendly and Artistic apartment "Sunflower 1"
San Gimignano
9% off
Price is NZ$3,965
NZ$3,965
for 7 nights, 1 villa
NZ$566 per night
includes taxes & fees
Image gallery for CasaGiardinoUno Simply Florence

1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
CasaGiardinoUno Simply Florence
Florence
8% off
Price is NZ$5,002
NZ$5,002
for 7 nights, 1 apartment
NZ$715 per night
includes taxes & fees
Image gallery for LA TORRE - Apartment in Villa from the early 1900s

9.69.6 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
LA TORRE - Apartment in Villa from the early 1900s
Lastra a Signa
5% off
Price is NZ$2,174
NZ$2,174
for 7 nights, 1 apartment
NZ$311 per night
includes taxes & fees
Image gallery for The country house in the middle of a small green valey

9.89.8 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
The country house in the middle of a small green valey
Empoli
6% off
Price is NZ$1,821
NZ$1,821
for 7 nights, 1 home
NZ$260 per night
includes taxes & fees
Image gallery for Beautiful apartment in Chianti on organic farm with pool and 360° sunset views

1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Barberino Tavarnelle
11% off
Price is NZ$4,044
NZ$4,044
for 7 nights, 1 apartment
NZ$578 per night
includes taxes & fees
Image gallery for Il Casato, beautiful apartment in the heart of Siena

1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Il Casato, beautiful apartment in the heart of Siena
Siena
11% off
Price is NZ$2,071
NZ$2,071
for 7 nights, 1 apartment
NZ$296 per night
includes taxes & fees
Image gallery for The country house in the middle of a small valley verde'La home of the elms'

9.69.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
The country house in the middle of a small valley verde'La home of the elms'
Empoli
6% off
Price is NZ$1,821
NZ$1,821
for 7 nights, 1 home
NZ$260 per night
includes taxes & fees
Image gallery for House of Arts apartments ♥

9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
House of Arts apartments ♥
Montelupo Fiorentino
9% off
Price is NZ$2,021
NZ$2,021
for 7 nights, 1 apartment
NZ$289 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
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
Exceptional
exceptional
153 reviews
(153 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptional
exceptional
64 reviews
(64 reviews)
MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Sleeps 18 · 9 bedrooms · 7+ bathrooms
1010 out of 10
Exceptional
exceptional
40 reviews
(40 reviews)
Private villa with swimming pool and spectacular views of Siena
Sleeps 11 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptional
exceptional
65 reviews
(65 reviews)
Villa with large garden in the Chianti hills
Sleeps 5 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptional
exceptional
75 reviews
(75 reviews)
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Sleeps 10 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptional
exceptional
75 reviews
(75 reviews)
Top rated rentals - Castello di Monsanto
Very special family holiday
1010 out of 10
Exceptional
exceptional
63 reviews
(63 reviews)
We spent 8 nights at this breathtaking property with our 3 kids. We absolutely loved the location, views and the surrounds. Jürgen was very welcoming and kind. A holiday to remember for sure. Thank you from 5 happy New Zealanders.
Sabrina D.
Stayed Jun 2025
Return to Ponte Vecchio
1010 out of 10
Exceptional
exceptional
208 reviews
(208 reviews)
This is our third stay in this fabulous apartment. The position is amazing, both for the view and the convenience, central to everywhere.Migi who greeted us on arrival is a complete legend, style personified, gracious and so very helpful.The apartment is spotlessly clean, very well appointed and comfortable.What more can I say! Wonderful!! Thank you!
Vernon H.
Stayed Apr 2025
Perfect Firenze
1010 out of 10
Exceptional
exceptional
292 reviews
(292 reviews)
A perfect place to stay in Firenze. A charming apartment with all you need on a beautiful street and just a few steps away from Ponte Vecchio - so right in the heart of things. Everything was clean. Franceso was a great host. I'd pick this again in a flash if I am back in Firenze. Perfect old world charm that made you feel right at home in the very heart of this beautiful city.Grazie mille,Alistair
Alistair L.
Stayed Jan 2025
Great stay in Florence
1010 out of 10
Exceptional
exceptional
184 reviews
(184 reviews)
We loved this apartment in Florence. We spent five nights here during our recent stay. The apartment is very private and quiet, a great respite from Florence's busy streets. It is also very authentic (being an original family residence) and has been tastefully renovated. Our host Giovannella took a personal approach to both our arrival and our departure, which was really nice and appreciated. Although located south of the Arno, it was a short walk into the old town. We actually enjoyed Oltrarno as it seemed a more authentic experience to us staying in a suburb and there were plenty of eating options as well. We would have no hesitation recommending this apartment for a stay in Florence.
Pere H.
Stayed Jun 2024
A wonderful Tuscan getaway
1010 out of 10
Exceptional
exceptional
53 reviews
(53 reviews)
A wonderful, picturesque place to stay, only an hour out of Florence. Grazia, our hostess, was incredibly accommodating and a delight to talk with. My biggest complaint is that I didn’t get to stay longer! We will be back, and will definitely recommend to all who want a relaxing Tuscan experience.
Alicia D.
Stayed May 2023
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- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value










