Villa del Monte Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Villa del Monte vacation rentals

Property entrance

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is P10,744
P12,095 total
includes taxes & fees
Mar 24 - Mar 25
Villa il Fedino
Minibar, in-room safe, laptop workspace, soundproofing

Townhouse in Empoli

Borgo San Giusto
9.4 out of 10, Exceptional, (39 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is P5,435
P6,185 total
includes taxes & fees
Apr 1 - Apr 2
Borgo San Giusto
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Residence in Florence

Fattoria il Milione Agriturismo
4.0 star property
8.4 out of 10, Very Good, (233 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is P3,965
P5,331 total
includes taxes & fees
Mar 29 - Mar 30
Fattoria il Milione Agriturismo
View from property

Townhouse in Barberino Tavarnelle

Antica Pieve B&B
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
Antica Pieve B&B
Room service - dining

Townhouse in Montopoli in Val d'Arno

B&B Il Moscondoro
8.0 out of 10, Very Good, (8 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is P5,661
P6,228 total
includes taxes & fees
Mar 24 - Mar 25
B&B Il Moscondoro
Garden

Townhouse in Palaia

Antica Dimora Leones
9.0 out of 10, Wonderful, (16 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
Antica Dimora Leones
Reception

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Front of property

Vacation Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
View from room

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Property amenity

Camping in Impruneta

hu Firenze Certosa camping in town
8.0 out of 10, Very Good, (60 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
Exterior detail

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.0 out of 10, Wonderful, (9 reviews)
"Love this town. Location is great "
United States
William
The price is P4,586
P5,391 total
includes taxes & fees
Mar 24 - Mar 25
La Casa di Ines
Breakfast, lunch, dinner served; garden views

Townhouse in Florence

Marignolle Relais and Charme
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Frette Italian sheets, premium bedding, minibar, in-room safe

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Courtyard

Townhouse in Florence

I Parigi Corbinelli
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is P4,514
P5,796 total
includes taxes & fees
Mar 24 - Mar 25
I Parigi Corbinelli
Exterior

Townhouse in San Gimignano

Antico Borgo il Cardino
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is P8,165
P9,328 total
includes taxes & fees
Apr 15 - Apr 16
Antico Borgo il Cardino
Property entrance

Townhouse in Empoli

Affittacamere a 20 minuti da Firenze
8.2 out of 10, Very Good, (21 reviews)
"Very basic lodgings - simple but good location between Florence & Pisa. Breakfast place right underneath the rooms made breakfast convenient. Parking was super simple & across the street, which is rare in Italy. "
United States
Scott
The price is P5,259
P5,992 total
includes taxes & fees
Apr 18 - Apr 19
Affittacamere a 20 minuti da Firenze
Seasonal outdoor pool, pool umbrellas, sun loungers

Residence in Barberino Tavarnelle

Villa San Filippo
4.0 star property
8.4 out of 10, Very Good, (40 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
View from room

Townhouse in San Gimignano City Centre

B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (61 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
B&B Palazzo Tortoli
Exterior detail

Residence in Signa

appartamenti la piazzetta
9.6 out of 10, Exceptional, (4 reviews)
"Oui"
France
Teresa
The price is P3,187
P8,626 total
includes taxes & fees
Mar 26 - Mar 27
appartamenti la piazzetta
Terrace/patio

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is P5,987
P6,724 total
includes taxes & fees
Apr 19 - Apr 20
Palazzo Pacini
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Villa del Monte Hotel Reviews

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"The best hotel we stayed during this trip. I recommend it to anyone."
Edison 1-night trip
Posted 7 days ago
Hotel Leon Bianco

Find out more about Villa del Monte

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Frequently asked questions

Can I find vacation rentals in Villa del Monte?

Yes, we have vacation rentals close to well known sights in Villa del Monte, or you can select a secluded option if you're looking for relaxation.

What can I see and do in Villa del Monte?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Casa del Boccaccio and Church of Saint Jacob and Saint Philip are a couple of places you'll find in the larger area.

What are vacation rentals like in Villa del Monte?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Villa del Monte. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.