Vacation Rentals in Walls of Monteriggioni, Castellina in Chianti: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
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  6.  Walls of Monteriggioni

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928 Best Vacation Rentals in Walls of Monteriggioni (Starting from $97)

The House , Tuscany and the pool
The House , Tuscany and the pool
House
Castellina in Chianti, Italy
0.8k from Walls of Monteriggioni center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
7.9

Good

6 reviews

$292
Average price / night
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Wonderful villa with pool near Siena
Wonderful villa with pool near Siena
Villa
Toscana, 53011, Italy
0.2k from Walls of Monteriggioni center

Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$471
Average price / night
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Il Villino Farmhouse
Il Villino Farmhouse
House
Castellina in Chianti, Italy
1.1k from Walls of Monteriggioni center

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

9 Bedrooms22 Guests
8.6

Fabulous

25 reviews

$204
Average price / night
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Villa Arnica A: A characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves, with Free WI-FI.
Villa Arnica A: A characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves, with Free WI-FI.
House
Castellina in Chianti, 53011, Italy
0.5k from Walls of Monteriggioni center

Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, Outdoor Space

3 Bedrooms6 Guests
9.4

Superb

3 reviews

$937
Average price / night
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Holiday Home Terrazza sul Chianti by Interhome
Holiday Home Terrazza sul Chianti by Interhome
House
Castellina in Chianti, Italy
1.2k from Walls of Monteriggioni center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$386
Average price / night
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Villa Arnica B: A graceful cottage surrounded by vineyards and olive groves, with Free WI-FI.
Villa Arnica B: A graceful cottage surrounded by vineyards and olive groves, with Free WI-FI.
House
Castellina in Chianti, 53011, Italy
0.6k from Walls of Monteriggioni center

Balcony, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$836
Average price / night
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Agriturismo Villa Godenano - Pool&Restaurant
Agriturismo Villa Godenano - Pool&Restaurant
House
Castellina in Chianti, Italy
1.3k from Walls of Monteriggioni center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals

21 Bedrooms57 Guests
9.1

Superb

634 reviews

$198
Average price / night
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Agriturismo with swimming pool and view near the center of Castellina in Chianti
Agriturismo with swimming pool and view near the center of Castellina in Chianti
Apartment
Castellina in Chianti, 53011, Italy
0.8k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$316
Average price / night
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Castello La Leccia
Castello La Leccia
House
Castellina in Chianti, Italy
1.4k from Walls of Monteriggioni center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Lodgings, Vacation rentals

17 Bedrooms10 Guests
9.7

Exceptional

316 reviews

$372
Average price / night
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Wonderful villa with cottage and pool near Siena
Wonderful villa with cottage and pool near Siena
Villa
Toscana, 53011, Italy
0.9k from Walls of Monteriggioni center

Heater, Internet, Laundry, No Smoking, Washer

6 Bedrooms10 Guests
New to Booking
$851
Average price / night
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Podere Sagna
Podere Sagna
Apartment
Castellina in Chianti, Italy
1.5k from Walls of Monteriggioni center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

6 Bedrooms12 Guests
9.3

Superb

60 reviews

$151
Average price / night
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Wonderful cottage with pool near Siena
Wonderful cottage with pool near Siena
Cottage
Toscana, 53011, Italy
0.9k from Walls of Monteriggioni center

Internet, Laundry, No Smoking, Washer

2 Bedrooms5 Guests
New to Booking
$380
Average price / night
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Al Poggio Della Capannina
Al Poggio Della Capannina
Apartment
Castellina in Chianti, Italy
1.6k from Walls of Monteriggioni center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
8.2

Very Good

13 reviews

$97
Average price / night
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Agriturismo with pool and view close to the center of Castellina in Chianti
Agriturismo with pool and view close to the center of Castellina in Chianti
House
Castellina in Chianti, 53011, Italy
0.9k from Walls of Monteriggioni center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom4 Guests
9.8

Exceptional

95 reviews

$195
Average price / night
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Chianti Home Private Panoramic Garden - Happy Rentals
Chianti Home Private Panoramic Garden - Happy Rentals
Apartment
Italy
1.7k from Walls of Monteriggioni center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$288
Average price / night
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Tuscan Villa with private swimming pool
Tuscan Villa with private swimming pool
Villa
Castellina in Chianti (SIENA), 53011, Italy
1.0k from Walls of Monteriggioni center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$504
Average price / night
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Agriturismo La Ferrozzola
Agriturismo La Ferrozzola
House
Castellina in Chianti, Italy
1.7k from Walls of Monteriggioni center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

7 Bedrooms14 Guests
9.1

Superb

163 reviews

$170
Average price / night
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Wonderful  villa for 10 people with WIFI, A/C, TV, patio and panoramic view
Wonderful villa for 10 people with WIFI, A/C, TV, patio and panoramic view
House
Castellina In Chianti, 53011, Italy
1.1k from Walls of Monteriggioni center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$639
Average price / night
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Holiday Home Olivo by Interhome
Holiday Home Olivo by Interhome
House
Castellina in Chianti, Italy
1.8k from Walls of Monteriggioni center

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

3 Bedrooms4 Guests
New to Booking
$291
Average price / night
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Agriturismo apartment with pool and AC near the center of Castellina in Chianti
Agriturismo apartment with pool and AC near the center of Castellina in Chianti
Apartment
Castellina in Chianti, 53011, Italy
1.1k from Walls of Monteriggioni center

AC, Free Parking, Heater, Hot Tub, Internet, Living Area, Outdoor Space, Pool

1 Bedroom4 Guests
New to Booking
$195
Average price / night
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Holiday Home Casa Chiara by Interhome
Holiday Home Casa Chiara by Interhome
House
Castellina in Chianti, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
7.4

Good

5 reviews

$148
Average price / night
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Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Apartment
Castellina in Chianti, 53011, Italy
1.2k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$159
Average price / night
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Holiday Home Cerretino - Tettoia by Interhome
Holiday Home Cerretino - Tettoia by Interhome
House
Italy
1.9k from Walls of Monteriggioni center

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

7 Bedrooms14 Guests
New to Booking
$1109
Average price / night
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Terrazza sul Chianti by Interhome
Terrazza sul Chianti by Interhome
House
Castellina in Chianti, 53011, Italy
1.2k from Walls of Monteriggioni center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$551
Average price / night
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Lovely apartment for 4 guests with A/C, hot tub, WIFI, private pool, TV, patio and panoramic view
Lovely apartment for 4 guests with A/C, hot tub, WIFI, private pool, TV, patio and panoramic view
Apartment
Castellina In Chianti, 53011, Italy
1.3k from Walls of Monteriggioni center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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12km North of Siena with a stunning view pool &tennis  3ensuite bedrooms sleep 6
12km North of Siena with a stunning view pool &tennis 3ensuite bedrooms sleep 6
House
Siena, 53011, Italy
1.3k from Walls of Monteriggioni center

Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$521
Average price / night
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Casa Maddy - Sunset View Chianti
Casa Maddy - Sunset View Chianti
Apartment
Castellina in Chianti, 53011, Italy
1.5k from Walls of Monteriggioni center

Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$158
Average price / night
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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 Vacation Rentals in Walls of Monteriggioni.

Where to stay in Walls of Monteriggioni? Best neighborhoods & areas

Walls of Monteriggioni Vacation Rentals on the Map

Frequently Asked Questions

You can explore 928 verified vacation rentals in Walls of Monteriggioni. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Walls of Monteriggioni vary depending on the season, property size, and location. Rates typically start from around $97 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Walls of Monteriggioni include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Walls of Monteriggioni welcome pets. Currently, 38 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Walls of Monteriggioni often include amenities such as Internet, Fireplace/Heating, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.