Villa Rentals in Montarioso, Monteriggioni: Compare 10+ Sites & Save

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  3.  Italy
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  6.  Montarioso

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125 Best Villa Rentals in Montarioso (Starting from $97)

Villa la Quercia by Mmega
Villa la Quercia by Mmega
Villa
Fungaia, Italy
2.2k from Montarioso center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

6 Bedrooms14 Guests
8.5

Very Good

2 reviews

$1125
Average price / night
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Apartment 3 people vico alto
Apartment 3 people vico alto
Villa
Siena, 53100, Italy
1.1k from Montarioso center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
8.0

Good

2 reviews

$114
Average price / night
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Un quadro sul Chianti
Un quadro sul Chianti
Villa
Macialla, Italy
2.9k from Montarioso center

Balcony/Terrace, Security/Safety, Fireplace/Heating, Internet, Guest Services, Parking, Air Conditioner

3 Bedrooms6 Guests
9.2

Superb

5 reviews

$307
Average price / night
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Villa Porri  by MMega
Villa Porri by MMega
Villa
Siena, 53100, Italy
1.3k from Montarioso center

AC, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
New to Booking
$1010
Average price / night
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Le Loggine del Pignattello
Le Loggine del Pignattello
Villa
Siena, Italy
3.0k from Montarioso center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
8.7

Fabulous

3 reviews

$255
Average price / night
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Family friendly Villa with private garden, 30 min walk to city centre
Family friendly Villa with private garden, 30 min walk to city centre
Villa
Siena, 53100, Italy
1.7k from Montarioso center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$319
Average price / night
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Villa Mori
Villa Mori
Villa
Badesse, Italy
3.8k from Montarioso center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms10 Guests
8.9

Fabulous

6 reviews

$673
Average price / night
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Gorgeous view on vineyards, Stone Tuscan private Villa
Gorgeous view on vineyards, Stone Tuscan private Villa
Villa
Toscana, 53019, Italy
2.4k from Montarioso center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

115 reviews

$564
Average price / night
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Villa La Strega
Villa La Strega
Villa
Siena, Italy
4.4k from Montarioso center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

7 Bedrooms15 Guests
8.2

Very Good

14 reviews

$734
Average price / night
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VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
Villa
Siena, 53100, Italy
2.5k from Montarioso center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms11 Guests
9.6

Exceptional

15 reviews

$889
Average price / night
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Villa Vignano - Exotic Villa Among Olive Trees
Villa Vignano - Exotic Villa Among Olive Trees
Villa
Siena, Italy
4.9k from Montarioso center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms9 Guests
New to Booking
$447
Average price / night
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Among the Olive Trees 5 Minutes from Siena: House with Garden & Air Conditioning
Among the Olive Trees 5 Minutes from Siena: House with Garden & Air Conditioning
Villa
Siena, 53100, Italy
3.0k from Montarioso center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
New to Booking
$267
Average price / night
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Villa Le Tortore privata lusso piscina relax Siena
Villa Le Tortore privata lusso piscina relax Siena
Villa
Siena, Italy
5.0k from Montarioso center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms5 Guests
9.4

Superb

12 reviews

$898
Average price / night
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Mansion Stay with Scenic Views
Mansion Stay with Scenic Views
Villa
Siena, 53100, Italy
3.1k from Montarioso center

Barbecue, Extra Bed, Internet, Kitchen, Laundry, Living Area, No Smoking, Patio, Pool

1 Bedroom2 Guests
New to Booking
$97
Average price / night
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Exclusive Villa Mami
Exclusive Villa Mami
Villa
Terrenzano, Italy
5.2k from Montarioso center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1966
Average price / night
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800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
Villa
Siena, 53035, Italy
3.2k from Montarioso center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms14 Guests
9.8

Exceptional

50 reviews

$1162
Average price / night
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Il giardino sotto le stelle
Il giardino sotto le stelle
Villa
Fungaia, Italy
5.3k from Montarioso center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$711
Average price / night
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Double room with private parking within walking distance of downtown!
Double room with private parking within walking distance of downtown!
Villa
Siena, 53100, Italy
3.5k from Montarioso center

Free Parking, Internet, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.0

Good

6 reviews

$126
Average price / night
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La Fonte Di Santa Regina 16, Emma Villas
La Fonte Di Santa Regina 16, Emma Villas
Villa
Siena, Italy
5.6k from Montarioso center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

8 Bedrooms16 Guests
9.0

Fabulous

1 reviews

$2214
Average price / night
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Beautiful private villa for 2 people with WIFI, A/C, TV, patio and panoramic view
Beautiful private villa for 2 people with WIFI, A/C, TV, patio and panoramic view
Villa
Siena, 53100, Italy
3.6k from Montarioso center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, Outdoor Space

1 Bedroom2 Guests
8.4

Very Good

9 reviews

$259
Average price / night
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Villa Le Gallozzole
Villa Le Gallozzole
Villa
Quercegrossa, Italy
6.0k from Montarioso center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms10 Guests
9.5

Superb

11 reviews

$713
Average price / night
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Podere Il Boschetto - Luxury Estate in Siena
Podere Il Boschetto - Luxury Estate in Siena
Villa
Siena, 53100, Italy
3.6k from Montarioso center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
9.8

Exceptional

39 reviews

$702
Average price / night
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Capannino - Holiday House Rental near Siena, Tuscany
Capannino - Holiday House Rental near Siena, Tuscany
Villa
Ponte A Bozzone, 53100, Italy
4.0k from Montarioso center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$243
Average price / night
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VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Villa
Siena, 53100, Italy
4.1k from Montarioso center

Barbecue, Free Parking, Kitchen, No Smoking, Outdoor Space, Pool, TV

15 Bedrooms30 Guests
New to Booking
$6012
Average price / night
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Villa with unique view of Siena with private pool
Villa with unique view of Siena with private pool
Villa
Ascarello, 53100, Italy
4.3k from Montarioso center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

7 Bedrooms15 Guests
9.8

Exceptional

8 reviews

$844
Average price / night
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Villa la Strega In Siena, Tuscany
Villa la Strega In Siena, Tuscany
Villa
Siena, 53100, Italy
4.4k from Montarioso center

Heater, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool, TV, Washer

7 Bedrooms13 Guests
9.2

Superb

7 reviews

$926
Average price / night
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Villa Mami: A Tuscan Retreat of Elegance and Charm
Villa Mami: A Tuscan Retreat of Elegance and Charm
Villa
Toscana, 53100, Italy
4.9k from Montarioso center

AC, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$4038
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Montarioso.

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Montarioso Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 125 verified villa rentals in Montarioso. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Montarioso vary depending on the season, location, and amenities. Rates typically start from around $97 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Montarioso are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Montarioso.

Yes, Montarioso offers a wide range of villas ideal for group stays. Many properties include 5 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Montarioso villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Montarioso often include highly sought-after amenities such as Internet, Balcony/Terrace, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Montarioso.

To discover top-rated villas in Montarioso, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.