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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Villa Rentals
  3.  Italy
  4.  Tuscany
  5.  Castellina in Chianti
  6.  Walls of Monteriggioni

Refine your search

Price per night

Amenity Filter

Rating

272 Best Villa Rentals in Walls of Monteriggioni (Starting from $209)

Villa Tregole by Mmega
Villa Tregole by Mmega
Villa
Fonterutoli, Italy
2.0k from Walls of Monteriggioni center

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

7 Bedrooms16 Guests
New to Booking
$642
Average price / night
Check Availability
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
Check Availability
Villa Delle Upupe 8, Emma Villas
Villa Delle Upupe 8, Emma Villas
Villa
Castellina in Chianti, Italy
2.4k from Walls of Monteriggioni center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$823
Average price / night
Check Availability
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
Check Availability
Villa W Infinty Pool Villa in the Heart of Chianti
Villa W Infinty Pool Villa in the Heart of Chianti
Villa
Fonterutoli, Italy
2.5k from Walls of Monteriggioni center

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

5 Bedrooms10 Guests
New to Booking
$592
Average price / night
Check Availability
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
Check Availability
Casale Sandonatino by VacaVilla
Casale Sandonatino by VacaVilla
Villa
Castellina in Chianti, Italy
2.7k from Walls of Monteriggioni center

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

6 Bedrooms12 Guests
New to Booking
$616
Average price / night
Check Availability
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Villa
Castellina in Chianti, 53011, Italy
1.6k from Walls of Monteriggioni center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$958
Average price / night
Check Availability
Villa La Casina
Villa La Casina
Villa
Castellina in Chianti, Italy
2.7k from Walls of Monteriggioni center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1577
Average price / night
Check Availability
Casale il Gualdo by VacaVilla
Casale il Gualdo by VacaVilla
Villa
Radda in Chianti, Italy
3.3k from Walls of Monteriggioni center

Air Conditioner, Transportation/Shuttle, Internet, Oceanfront, Bedding/Linens, Parking, Sports/Activities

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$996
Average price / night
Check Availability
Cosy apartment in villa for 4 guests with A/C, WIFI, pool, TV, patio and panoramic view
Cosy apartment in villa for 4 guests with A/C, WIFI, pool, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$251
Average price / night
Check Availability
La Corte Di Campalli by Salogi Villas
La Corte Di Campalli by Salogi Villas
Villa
Castellina in Chianti, Italy
3.3k from Walls of Monteriggioni center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$708
Average price / night
Check Availability
Cosy apartment in villa for 4 guests with pool, A/C, WIFI, TV, patio and panoramic view
Cosy apartment in villa for 4 guests with pool, A/C, WIFI, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
1.8k from Walls of Monteriggioni center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$209
Average price / night
Check Availability
Villa La Poiana 10 Emma Villas
Villa La Poiana 10 Emma Villas
Villa
Radda in Chianti, Italy
3.3k from Walls of Monteriggioni center

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

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$1298
Average price / night
Check Availability
Podere Palazzolo, ancient farmhouse nestled in the hills of Chianti Classico.
Podere Palazzolo, ancient farmhouse nestled in the hills of Chianti Classico.
Villa
Toscana, 53011, Italy
1.9k from Walls of Monteriggioni center

Heater, Internet, No Smoking

8 Bedrooms16 Guests
New to Booking
$1958
Average price / night
Check Availability
Casale Cipressi
Casale Cipressi
Villa
Castellina in Chianti, Italy
3.4k from Walls of Monteriggioni center

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

5 Bedrooms9 Guests
8.0

Good

1 reviews

$580
Average price / night
Check Availability
Casa Belmonte In Castellina in Chianti, Tuscany
Casa Belmonte In Castellina in Chianti, Tuscany
Villa
Castellina in Chianti, 53011, Italy
1.9k from Walls of Monteriggioni center

Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$536
Average price / night
Check Availability
La Petrosa
La Petrosa
Villa
Radda in Chianti, Italy
4.0k from Walls of Monteriggioni center

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

5 Bedrooms12 Guests
8.0

Good

2 reviews

$942
Average price / night
Check Availability
Casanovina, Castellina in Chianti, Siena and Chianti
Casanovina, Castellina in Chianti, Siena and Chianti
Villa
Castellina in Chianti, 53011, Italy
1.9k from Walls of Monteriggioni center

Barbecue, Fireplace, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$431
Average price / night
Check Availability
Casa Colle Petroso
Casa Colle Petroso
Villa
Radda in Chianti, Italy
4.0k from Walls of Monteriggioni center

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

4 Bedrooms12 Guests
9.2

Superb

7 reviews

$524
Average price / night
Check Availability
Villa Poggio Tondo in Castellina In Chianti ,, Toscana
Villa Poggio Tondo in Castellina In Chianti ,, Toscana
Villa
Castellina In Chianti, 53011, Italy
2.1k from Walls of Monteriggioni center

Fireplace, Heater, Living Area, Microwave, No Smoking, Outdoor Space, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$549
Average price / night
Check Availability
Il Cipresso
Il Cipresso
Villa
Radda in Chianti, Italy
4.0k from Walls of Monteriggioni center

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

2 Bedrooms4 Guests
New to Booking
$270
Average price / night
Check Availability
Poggio Tondo, Castellina in Chianti, Siena and Chianti
Poggio Tondo, Castellina in Chianti, Siena and Chianti
Villa
Castellina in Chianti, 53011, Italy
2.1k from Walls of Monteriggioni center

Balcony, Barbecue, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$498
Average price / night
Check Availability
Chianti Classico Wine Resort Tenuta di Bibbiano - I Sodi
Chianti Classico Wine Resort Tenuta di Bibbiano - I Sodi
Villa
Castellina in Chianti, Italy
4.1k from Walls of Monteriggioni center

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

1 Bedroom16 Guests
New to Booking
$1174
Average price / night
Check Availability
Wonderful private villa for 14 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 14 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
2.2k from Walls of Monteriggioni center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

7 Bedrooms14 Guests
New to Booking
$804
Average price / night
Check Availability
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa
Castellina in Chianti, 53011, Italy
2.3k from Walls of Monteriggioni center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

11 Bedrooms23 Guests
10.0

Exceptional

64 reviews

$3564
Average price / night
Check Availability
Castellare in Poggio 10, Emma Villas
Castellare in Poggio 10, Emma Villas
Villa
Castellina in Chianti, 53100, Italy
2.4k from Walls of Monteriggioni center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
8.0

Good

1 reviews

$1696
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 Walls of Monteriggioni.

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

Walls of Monteriggioni Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 272 verified villa rentals in Walls of Monteriggioni. 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 Walls of Monteriggioni vary depending on the season, location, and amenities. Rates typically start from around $209 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 Walls of Monteriggioni 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 Walls of Monteriggioni.

Yes, Walls of Monteriggioni offers a wide range of villas ideal for group stays. Many properties include 8 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 Walls of Monteriggioni 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 Walls of Monteriggioni often include highly sought-after amenities such as Fireplace/Heating, Internet, and Child Friendly. These features enhance comfort and convenience, making them especially popular among travelers visiting Walls of Monteriggioni.

To discover top-rated villas in Walls of Monteriggioni, 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.