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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Monteriggioni villas

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

1. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is £150
includes taxes & fees
16 Oct - 17 Oct
Villa Montecastello
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

2. Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is £2,250
includes taxes & fees
18 Oct - 19 Oct
Villa Mami: A Tuscan Retreat of Elegance and Charm
A stone building with a swimming pool, wooden deck, and a tall tree.

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

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is £1,259
additional charges may apply
1 Nov - 2 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is £114
includes taxes & fees
15 Oct - 16 Oct
Rooster House, cooking classes and opera
A stone building with a tower, surrounded by trees and a garden.

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

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is £973
includes taxes & fees
18 Oct - 19 Oct
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

6. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is £1,321
includes taxes & fees
18 Oct - 19 Oct
Villa Torre Among the Hills of Siena
A clear swimming pool with lounge chairs and a green umbrella.

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

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is £3,643
includes taxes & fees
16 Oct - 17 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A covered balcony with a brick railing, a bench, and a view of lush greenery.

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

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is £493
includes taxes & fees
20 Oct - 21 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

9. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is £1,544
additional charges may apply
3 Nov - 4 Nov
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
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.

10. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is £385
includes taxes & fees
14 Oct - 15 Oct
Villa Il Signorino
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

11. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is £1,321
includes taxes & fees
18 Oct - 19 Oct
Villa Capanna: A Window onto Tuscany
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

12. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (42 reviews)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is £1,626
includes taxes & fees
1 Nov - 2 Nov
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A villa with a swimming pool, surrounded by lush greenery and vineyards.

13. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is £4,565
includes taxes & fees
14 Oct - 15 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A building with a large entrance, potted plants, and a statue in the foreground.

14. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is £1,373
includes taxes & fees
1 Nov - 2 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A person in a swimming pool with a view of a vineyard and hills.

15. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
The price is £1,187
includes taxes & fees
14 Oct - 15 Oct
"A Casa di Franca Villa con piscina"
An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

16. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
Terrace/patio

17. Villa Sunset, in the heart of Chianti area

Villa Sunset, in the heart of Chianti area
Greve in Chianti
8.0 out of 10, Very good, (1 review)
Villa Sunset, in the heart of Chianti area
A courtyard with a building, potted plants, and a grassy area.

18. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
Toscana
The price is £1,911
includes taxes & fees
1 Nov - 2 Nov
SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
A rustic stone building with a balcony, surrounded by lush greenery and flowering plants.

19. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is £771
includes taxes & fees
1 Nov - 2 Nov
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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 Monteriggioni Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 1 hour ago
Palazzo Ravizza

Find out more about Monteriggioni

Monteriggioni Villas information

Number of reviews
68
Accommodation
1548 Villas
Lowest Price
£114
Highest Price
£4,565

Frequently asked questions

How much do villas in Monteriggioni cost?
Villas in Monteriggioni cost between £114 and £4,565 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 1548 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 holiday 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.