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Villa del Monte Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Villa del Monte vacation rentals

Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

1. 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
$126 nightly
The price is $143
Sep 13 - Sep 14
Total with taxes and fees
Tenuta Sant'Ilario
Balcony

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$129 nightly
The price is $148
Sep 14 - Sep 15
Total with taxes and fees
Palazzo al Torrione 2
Outdoor pool

3. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$106 nightly
The price is $123
Aug 28 - Aug 29
Total with taxes and fees
Casa Vacanze Le Case
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
$207 nightly
The price is $212
Aug 18 - Aug 19
Total with taxes and fees
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
Exterior

5. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"It was spacious and clean. Nice kitchen though we did not cook. Coffee maker took some getting used to. Showers on the small side but worked well. Lovely property. Enjoyed our time here. "
United States
Dale M.
$254 nightly
The price is $260
Aug 19 - Aug 20
Total with taxes and fees
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
Front of property

6. 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
$93 nightly
The price is $105
Sep 2 - Sep 3
Total with taxes and fees
Borgo Antico Residence
Exterior

7. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."
Canada
Jacquie B.
$339 nightly
The price is $344
Sep 16 - Sep 17
Total with taxes and fees
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
Outdoor spa tub

8. 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.
$1,075 nightly
The price is $1,081
Aug 21 - Aug 22
Total with taxes and fees
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
Property grounds

9. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
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.
$197 nightly
The price is $202
Sep 2 - Sep 3
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
Terrace/patio

10. 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
$113 nightly
The price is $127
Sep 2 - Sep 3
Total with taxes and fees
Palazzo Pacini
Exterior

11. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$172 nightly
The price is $195
Sep 3 - Sep 4
Total with taxes and fees
Antico Borgo il Cardino
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

12. 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
$185 nightly
The price is $209
Sep 3 - Sep 4
Total with taxes and fees
B&B Palazzo Tortoli
Garden view

13. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (47 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
$109 nightly
The price is $127
Sep 12 - Sep 13
Total with taxes and fees
Villa San Filippo
Porch

14. 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
$84 nightly
The price is $98
Aug 18 - Aug 19
Total with taxes and fees
Donna Nobile
View from room

15. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$90 nightly
The price is $102
Aug 23 - Aug 24
Total with taxes and fees
Chianti Village Morrocco
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

16. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
$110 nightly
The price is $127
Aug 18 - Aug 19
Total with taxes and fees
Materia Rooms San Gimignano
1 bedroom

17. Casa Vacanze Etrusco – Leccio Apartment

Casa Vacanze Etrusco – Leccio Apartment
San Gimignano
$237 nightly
The price is $243
Aug 22 - Aug 23
Total with taxes and fees
Casa Vacanze Etrusco – Leccio Apartment
Superior Mobile Home | Terrace/patio

18. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$47 nightly
The price is $56
Sep 7 - Sep 8
Total with taxes and fees
Camping Boschetto Di Piemma
Reception

19. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$46 nightly
The price is $53
Sep 6 - Sep 7
Total with taxes and fees
Sportland
Property entrance

20. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 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
$260 nightly
The price is $290
Sep 8 - Sep 9
Total with taxes and fees
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

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Staff were great and helpful to understand the area. They also booked activities for us"
James 3-night trip
Posted 1 hour ago
Villa I Barronci Resort & Spa

Find out more about Villa del Monte

Everything you need to know about Villa del Monte vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Villa del Monte vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Villa del Monte vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Villa del Monte vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Villa del Monte. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Villa del Monte in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $56 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Villa del Monte rentals

At Expedia, we put the best Villa del Monte vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Villa del Monte rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Villa del Monte vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Villa del Monte. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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's the top vacation rental in Villa del Monte?

Holiday house with private pool and fenced garden: Visitors like this Villa del Monte vacation home rental. It is located on a river and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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. Tenuta Torciano Winery and Sant'Agostino Church 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.