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Villa del Monte Vacation Rentals

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Check prices for these dates

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

Our top choices for Villa del Monte vacation rentals

Front of property

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 ￥10,146
￥16,149 total
includes taxes & fees
Sep 27 - Sep 28
Borgo Antico Residence
Outdoor pool

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 ￥20,004
￥22,896 total
includes taxes & fees
Sep 20 - Sep 21
Casa Vacanze Le Case
Outdoor spa tub

3. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is ￥96,218
￥108,691 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
Terrace/patio

4. Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
San Gimignano
10.0 out of 10, Exceptional, (7 reviews)
"Pros: Everything was fine and clean. We enjoyed everything Cons: Nothing"
United States
Anonymous traveler
The price is ￥26,460
￥32,696 total
includes taxes & fees
Sep 25 - Sep 26
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

5. 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 ￥21,941
￥25,026 total
includes taxes & fees
Sep 29 - Sep 30
B&B Palazzo Tortoli
Balcony

6. 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 ￥16,687
￥23,701 total
includes taxes & fees
Oct 14 - Oct 15
Palazzo al Torrione 2
Pool

7. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is ￥228,811
￥305,399 total
includes taxes & fees
Sep 16 - Sep 17
"A Casa di Franca Villa con piscina"
Garden view

8. 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 ￥18,520
￥21,441 total
includes taxes & fees
Sep 23 - Sep 24
Villa San Filippo
Aerial view

9. 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 ￥32,451
￥36,052 total
includes taxes & fees
Sep 14 - Sep 15
Riserva di Fizzano Residence
Porch

10. 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 ￥13,444
￥15,680 total
includes taxes & fees
Oct 4 - Oct 5
Donna Nobile
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

11. 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 ￥20,748
￥23,358 total
includes taxes & fees
Oct 11 - Oct 12
Tenuta Sant'Ilario
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

12. 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 ￥16,094
￥18,239 total
includes taxes & fees
Oct 4 - Oct 5
Borgo San Giusto
Property grounds

13. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is ￥24,233
￥33,320 total
includes taxes & fees
Oct 14 - Oct 15
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
Superior Mobile Home | Terrace/patio

14. 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 traveler
The price is ￥7,296
￥8,560 total
includes taxes & fees
Sep 15 - Sep 16
Camping Boschetto Di Piemma
Terrace/patio

15. 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 ￥23,757
￥26,489 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo Pacini
View from room

16. 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 ￥12,297
￥13,883 total
includes taxes & fees
Oct 6 - Oct 7
Chianti Village Morrocco
Exterior

17. 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 ￥22,130
￥25,234 total
includes taxes & fees
Oct 12 - Oct 13
Antico Borgo il Cardino
Property grounds

18. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is ￥20,847
￥45,746 total
includes taxes & fees
Sep 19 - Sep 20
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Property entrance

19. 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 ￥35,453
￥39,711 total
includes taxes & fees
Oct 4 - Oct 5
Villa il Fedino
Outdoor dining

20. Coppo – Apartment with Pool and Views of the Tuscan Hills

Coppo – Apartment with Pool and Views of the Tuscan Hills
Gambassi Terme
The price is ￥69,277
￥69,812 total
includes taxes & fees
Oct 4 - Oct 5
Coppo – Apartment with Pool and Views of the Tuscan Hills
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 22 hours ago
Fattoria di Vegi

Find out more about Villa del Monte

Search for holiday rentals in Villa del Monte on Expedia! You can easily find your home rentals, villas, holiday apartments in Villa del Monte using one of the methods below:

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Look no further and take a look at our great range of rental properties in Villa del Monte!

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's the top vacation rental in Villa del Monte?

Villa with large garden in the Chianti hills: Visitors like this Villa del Monte vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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 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.