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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Villa del Monte holiday rentals

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

1. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is 1.712.018 ₫
2.725.071 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

2. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is 3.375.523 ₫
3.863.497 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Le Case
A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is 3.817.031 ₫
4.349.065 ₫ total
includes taxes & fees
29 Sept - 30 Sept
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

4. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is 2.822.399 ₫
4.006.623 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Palazzo al Torrione 2
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

5. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.8 out of 10, Excellent, (52 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is 3.125.042 ₫
3.617.943 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Villa San Filippo
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

6. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is 5.475.860 ₫
6.083.578 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Riserva di Fizzano Residence
A building with a wooden door, windows with shutters, and flower boxes.

7. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is 2.268.489 ₫
2.645.819 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Donna Nobile
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

8. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is 3.609.137 ₫
4.060.128 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Tenuta Sant'Ilario
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

9. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (44 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is 2.951.891 ₫
3.337.338 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Borgo San Giusto
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

10. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is 1.352.975 ₫
1.578.470 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

11. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 4.008.743 ₫
4.469.749 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Palazzo Pacini
A table with breakfast items and a view of rolling hills.

12. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.074.861 ₫
2.342.479 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Chianti Village Morrocco
A garden with a stone pathway, wooden benches, and various potted plants.

13. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 4.058.926 ₫
4.615.150 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Antico Borgo il Cardino
An arched entrance with a lantern above, flanked by two potted plants.

14. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (104 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 6.502.399 ₫
7.272.993 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Villa il Fedino
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Incredible magical place. Couldn’t recommend it more…"
Megan 2-night trip
Posted 17 hours ago
Fattoria di Vegi

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Frequently asked questions

Can I find holiday rentals in Villa del Monte?

Yes, there are holiday rentals close to the most popular sights in Villa del Monte, or you can select a more secluded option if you're looking for a relaxing stay.

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 Alta Val d'Elsa River Park. Casa del Boccaccio and Tenuta Torciano Winery are a couple of places you'll find in the wider area.

What are holiday rentals like in Villa del Monte?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Villa del Monte. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for families.