Villa del Monte Holiday Rentals from AU$71: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Villa del Monte has to offer?

Villa with large garden in the Chianti hills : This holiday home rental outside of Villa del Monte is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

Check prices for these dates

In two weeks

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In three months

In four months

Our top choices for Villa del Monte holiday rentals

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

1. Villa San Filippo

Barberino Val d'Elsa

Nadia

includes taxes & fees

30 Oct - 31 Oct

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

2. Tenuta Sant'Ilario

Gambassi Terme

Sergio

includes taxes & fees

1 Nov - 2 Nov

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

3. Borgo Antico Residence

Certaldo Alto

jane

includes taxes & fees

30 Oct - 31 Oct

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

San Gimignano

Andrew

includes taxes & fees

3 Nov - 4 Nov

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

5. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

1 Nov - 2 Nov

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

6. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

includes taxes & fees

30 Oct - 31 Oct

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

7. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

8. Borgo San Giusto

Empoli

Lucy

includes taxes & fees

2 Nov - 3 Nov

A garden with a stone pathway, wooden benches, and various potted plants.

9. Antico Borgo il Cardino

San Gimignano

Heidi

includes taxes & fees

30 Oct - 31 Oct

A building with a wooden door, windows with shutters, and flower boxes.

10. Donna Nobile

San Gimignano City Centre

Treena

includes taxes & fees

29 Nov - 30 Nov

A table with breakfast items and a view of rolling hills.

11. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

includes taxes & fees

10 Nov - 11 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

San Gimignano City Centre

Angel

includes taxes & fees

2 Nov - 3 Nov

A historic stone building with a prominent tower, arched windows, and a tiled roof.

13. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

includes taxes & fees

3 Nov - 4 Nov

A narrow alleyway with brick walls, wooden barrels, and potted plants.

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

San Gimignano City Centre

Curt G.

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

includes taxes & fees

30 Oct - 31 Oct

An arched entrance with a lantern above, flanked by two potted plants.

16. Villa il Fedino

San Casciano in Val di Pesa

Justyna

includes taxes & fees

23 Nov - 24 Nov

A courtyard with stone buildings, a grassy area, and a brick wall.

17. Toscana Vacanze

MONTAIONE

includes taxes & fees

30 Oct - 31 Oct

A vineyard with a stone building, a metal gate, and purple plants in the foreground.

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

San Gimignano City Centre

William

includes taxes & fees

30 Oct - 31 Oct

A garden with a round table and wicker chairs under a tree.

19. Antica Dimora Leones

Palaia

Thomas

includes taxes & fees

30 Oct - 31 Oct

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

San Casciano in Val di Pesa

Erick

includes taxes & fees

9 Nov - 10 Nov

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Top Villa del Monte Hotel Reviews

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Fattoria il Milione Agriturismo

10/10 Excellent

"We stayed for 14 days and our experience was very nice. Friendly staff, beautiful surroundings, Our apartment was nice and cozy, The one thing I would recommend is to state in advertising that it is located 2 miles from town and no public transportation. One must rent a car to get down to town or pay Taxi fees of $50.00+ to get back and forth."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Find out more about Villa del Monte

Everything you need to know about Villa del Monte holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Villa del Monte holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Villa del Monte holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Villa del Monte holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Villa del Monte holiday rentals we have selected for you start as low as AU$71 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Villa del Monte rentals

At Expedia, we put the best Villa del Monte holiday 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 holiday.

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.

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 are some of the best holiday rentals that Villa del Monte has to offer?

Villa with large garden in the Chianti hills: This holiday home rental outside of Villa del Monte is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 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.

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Check prices for these dates

Our top choices for Villa del Monte holiday rentals

1. Villa San Filippo

2. Tenuta Sant'Ilario

3. Borgo Antico Residence

4. Casa Vacanze Le Case

5. Palazzo Pacini

6. Camping Boschetto Di Piemma

7. B&B Palazzo Tortoli

8. Borgo San Giusto

9. Antico Borgo il Cardino

10. Donna Nobile

11. Chianti Village Morrocco

12. Palazzo al Torrione 2

13. Materia Rooms San Gimignano

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

15. B&B La Fonte del Machiavelli

16. Villa il Fedino

17. Toscana Vacanze

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

19. Antica Dimora Leones

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

Find holiday rentals that suit your style

Top Villa del Monte Hotel Reviews

Castelfalfi

Hotel Borgo di Cortefreda Relais - Place of Charme

Fattoria di Vegi

Hotel Borgo San Luigi

Fattoria il Milione Agriturismo

Salvadonica - Borgo del Chianti

hu Firenze Certosa camping in town

Hotel Casolare Le Terre Rosse

Mormoraia

Find out more about Villa del Monte

Frequently asked questions

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