Villa del Monte Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Villa del Monte holiday rentals

A view from a window overlooking a rural landscape with fields and a distant mountain range.

1. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is S$147
includes taxes & fees
3 Dec - 4 Dec
B&B Palazzo Tortoli
A dining area with tables set for meals, a chandelier, and a view of the outdoors.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$167
includes taxes & fees
12 Dec - 13 Dec
Palazzo Pacini
A stone building with a pool and outdoor seating, surrounded by greenery and a view of distant mountains.

3. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is S$129
includes taxes & fees
13 Nov - 14 Nov
Casa Vacanze Le Case
A view from a window overlooking a forested area with a clear sky.

4. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is S$114
includes taxes & fees
8 Dec - 9 Dec
Donna Nobile
An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is S$175
includes taxes & fees
14 Nov - 15 Nov
Palazzo al Torrione 2
A table with breakfast items and a view of rolling hills.

6. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is S$91
includes taxes & fees
13 Nov - 14 Nov
Chianti Village Morrocco
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

7. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (48 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 S$115
includes taxes & fees
15 Nov - 16 Nov
Borgo San Giusto
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

8. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 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
The price is S$155
includes taxes & fees
2 Dec - 3 Dec
Antica Pieve B&B
A narrow street with stone buildings, wooden doors, and a brick pathway.

9. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is S$155
includes taxes & fees
13 Nov - 14 Nov
Materia Rooms San Gimignano
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

10. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is S$184
includes taxes & fees
13 Nov - 14 Nov
Tenuta Quadrifoglio
An arched entrance with a lantern above, flanked by two potted plants.

11. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is S$229
includes taxes & fees
26 Nov - 27 Nov
Villa il Fedino
A pool area with a view of rolling hills and a clear sky.

12. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is S$168
includes taxes & fees
13 Nov - 14 Nov
B&B La Fonte del Machiavelli
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

13. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is S$70
includes taxes & fees
13 Nov - 14 Nov
Sportland
Terrace/patio

14. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is S$134
includes taxes & fees
26 Nov - 27 Nov
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

15. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is S$137
includes taxes & fees
21 Nov - 22 Nov
Affittacamere Le Ginestre
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Villa del Monte Hotel Reviews

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
Hotel Sovestro

Hotel Sovestro

Hotel Sovestro
San Gimignano

10/10 Excellent

It’s a beautiful nice family run hotel with great service. Went with family and everyone enjoyed the stay. It’s also walking distance to San Gimignano and a great beautiful walk. Entrance lined with Cedar trees is just beautiful. Restaurant is Michelin’s recommendations but my expectation was much higher. Overall a great experience at the hotel. Love it!
Singapore
YEE KOU
Reviewed December 20, 2019
Hotel Sovestro

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 Sentierelsa Trail. 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.