Monteriggioni Villas from CA $192

A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

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Our top choices for Monteriggioni villas

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

1. Villa Montecastello

Monteriggioni

Alvaro

CA $262 total

includes taxes & fees

Sep 27 - Sep 28

A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

2. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

CA $7,768 total

includes taxes & fees

Sep 9 - Sep 10

A poolside area with lounge chairs, a table with a bottle of champagne, a glass of wine, and a plate of grapes.

3. Private Tuscan Villa Estate w/ Pool & BBQ

Poggibonsi

CA $3,619 total

includes taxes & fees

Oct 4 - Oct 5

A stone building with a gravel driveway, wooden shutters, and a large tree in the foreground.

4. The San Leonino House

Castellina in Chianti

CA $2,123 total

includes taxes & fees

Sep 9 - Sep 10

A stone building with a swimming pool, wooden deck, and a tall tree.

5. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

Amber M.

CA $1,546 total

includes taxes & fees

Sep 17 - Sep 18

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

6. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

CA $210 total

includes taxes & fees

Sep 5 - Sep 6

A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

7. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

CA $3,107 total

includes taxes & fees

Sep 14 - Sep 15

A building with a yellow exterior, a door with a number 11 sign, and a window with a potted plant.

8. The three owls of san gimignano

San Gimignano

CA $192 total

includes taxes & fees

Sep 18 - Sep 19

A rustic stone building with a tower, covered walkways, and a grassy courtyard.

9. Villa Torre Among the Hills of Siena

Vico dʼArbia

CA $2,832 total

includes taxes & fees

Sep 5 - Sep 6

A stone building with a large glass door, a wooden deck, and a stone wall.

10. Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano

CA $8,518 total

includes taxes & fees

Sep 12 - Sep 13

A stone building with a tower, surrounded by trees and a garden.

11. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia

Marina O.

CA $2,078 total

includes taxes & fees

Sep 6 - Sep 7

A two-story building with a garden, a gazebo, and a statue.

12. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Gambassi Terme

CA $5,826 total

includes taxes & fees

Oct 1 - Oct 2

A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

13. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

Bernard K.

CA $2,911 total

includes taxes & fees

Sep 17 - Sep 18

A covered balcony with a brick railing, a bench, and a view of lush greenery.

14. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

CA $1,006 total

includes taxes & fees

Sep 5 - Sep 6

A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

15. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

CA $728 total

includes taxes & fees

Sep 4 - Sep 5

A rustic stone building with a patio, outdoor seating, and a garden with various plants and flowers.

16. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Siena

CA $533 total

includes taxes & fees

Oct 4 - Oct 5

A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

17. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

CA $8,756 total

includes taxes & fees

Sep 4 - Sep 5

An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

18. Villa Bellavista - Homelike Villas

Montegonzi

A table with a red and white checkered tablecloth, a hanging light fixture, and a view of green hills and trees.

19. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Murlo

"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...

martina p.

CA $3,465 total

includes taxes & fees

Sep 29 - Sep 30

An outdoor patio with a wooden table and chairs, a hanging lantern, and a view of the surrounding landscape.

20. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveller

CA $1,839 total

includes taxes & fees

Sep 10 - Sep 11

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Top Monteriggioni Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"We had a wonderful time. Our family had a chance to meet the managers family who are so dedicated to excellent service. This is a unique property that strives to be the best with humility, grace and kindness. It was the best part of our trip to Italy! Thank you so much."

Hotel Athena

8/10 Good

"The hotel was immaculate, the staff on the front desk were fantastic and the breakfast was one of the best I've had. I had chosen the hotel based on the terrace, and really wanted to have a drink watching the sunset. I emailed in advance to see if I needed to make a reservation for this, and was told no. When we went up, we were told the seats we wanted were for dining guests, and the seats we were offered were near the door without a view. We left and went elsewhere- we still had a great time, and love the city, but were disappointed nonetheless. If we'd known, we would have stayed elsewhere."

Poderi Arcangelo

8/10 Good

"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."

Find out more about Monteriggioni

Monteriggioni Villas information

Number of reviews	21
Accommodation	1607 Villas
Lowest Price	CA $192
Highest Price	CA $8,756

Frequently asked questions

How much do villas in Monteriggioni cost?

Villas in Monteriggioni cost between CA $192 and CA $8,756 per night. These stays give you the privacy of your own space at a price that's friendly to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Monteriggioni?

Monteriggioni has 1607 villas to pick from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our filter tool.

Why book your villa in Monteriggioni with Expedia?

We think vacation time should be a breeze, so if you're searching for villas at a nice price, Expedia is here to help. Keep the budget under control and choose an all-inclusive stay, or splurge on a 5-star villa to spoil the ones you love most. Take advantage of our search filters to find a place in Monteriggioni that matches your needs.

How can I find cheap villas in Monteriggioni?

A fantastic way to track down cheap villas in Monteriggioni is with Expedia's handy filter tool. Refine your search results by budget, star rating and amenities to grab unbeatable deals in only a couple of clicks.

What is there to do near my villa in Monteriggioni?

After you've settled into your villa, set out and discover the awesome things Monteriggioni has on offer. San Leonardo al Lago is a top attraction to add to your must-do list.

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Search Monteriggioni Villa Rentals from CA $192

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monteriggioni villas

1. Villa Montecastello

2. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

3. Private Tuscan Villa Estate w/ Pool & BBQ

4. The San Leonino House

5. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

6. Rooster House, cooking classes and opera

7. Villa Capanna: A Window onto Tuscany

8. The three owls of san gimignano

9. Villa Torre Among the Hills of Siena

10. Villa "Arnilù" with Private Pool & Wi-Fi

11. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

12. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

13. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

14. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

15. Villa Il Signorino

16. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

17. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

18. Villa Bellavista - Homelike Villas

19. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

20. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Find vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

Fattoria di Vegi

Find out more about Monteriggioni

Monteriggioni Villas information

Frequently asked questions

Explore a world of travel with Expedia