Villa Rentals in Castelvecchio, San Gimignano: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  San Gimignano
  6.  Castelvecchio

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150 Best Villa Rentals in Castelvecchio (Starting from $182)

Il Fienile di Pescille - San Gimignano
Il Fienile di Pescille - San Gimignano
Villa
San Gimignano, Italy
2.5k from Castelvecchio center

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

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$773
Average price / night
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comfortable apartment with private garden in San Gimignano
comfortable apartment with private garden in San Gimignano
Villa
San Gimignano, 53037, Italy
2.6k from Castelvecchio center

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

2 Bedrooms4 Guests
9.8

Exceptional

14 reviews

$182
Average price / night
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Il Pascolo
Il Pascolo
Villa
San Gimignano, Italy
3.0k from Castelvecchio center

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

4 Bedrooms6 Guests
New to Booking
$592
Average price / night
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Luxury Villa + A/C Dépendance, Whirlpool, infinity Pool, Chef, Pizza, massage
Luxury Villa + A/C Dépendance, Whirlpool, infinity Pool, Chef, Pizza, massage
Villa
Volterra, 56048, Italy
3.0k from Castelvecchio center

AC, Barbecue, Breakfast Available, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms14 Guests
10.0

Exceptional

136 reviews

$806
Average price / night
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Villa Panizzi by PosarelliVillas
Villa Panizzi by PosarelliVillas
Villa
San Gimignano, Italy
4.1k from Castelvecchio center

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

4 Bedrooms8 Guests
7.0

Good

2 reviews

$894
Average price / night
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Il Pascolo, San Gimignano, Siena and Chianti
Il Pascolo, San Gimignano, Siena and Chianti
Villa
San Gimignano, 53037, Italy
3.0k from Castelvecchio center

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

4 Bedrooms6 Guests
New to Booking
$594
Average price / night
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Villa la Stellina
Villa la Stellina
Villa
San Gimignano, Italy
4.2k from Castelvecchio center

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

3 Bedrooms8 Guests
8.8

Fabulous

22 reviews

$217
Average price / night
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Beautiful  villa with A/C, private pool, WIFI, TV, patio, pets allowed and panoramic view
Beautiful villa with A/C, private pool, WIFI, TV, patio, pets allowed and panoramic view
Villa
San Gimignano, 53037, Italy
3.7k from Castelvecchio center

AC, Barbecue, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
8.0

Good

3 reviews

$367
Average price / night
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Villa Borgo Pian di Sala
Villa Borgo Pian di Sala
Villa
San Gimignano, Italy
4.4k from Castelvecchio center

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

17 Bedrooms36 Guests
New to Booking
$1190
Average price / night
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Villa Panizzi – Villa with private pool
Villa Panizzi – Villa with private pool
Villa
San Gimignano, 53037, Italy
4.1k from Castelvecchio center

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

4 Bedrooms8 Guests
9.4

Superb

23 reviews

$541
Average price / night
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Villa San Gimignano View by Mmega
Villa San Gimignano View by Mmega
Villa
Strada, Italy
4.8k from Castelvecchio center

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

5 Bedrooms10 Guests
5.0

Review score

1 reviews

$1361
Average price / night
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Villa Panizzi - San Gimignano ,Tuscany
Villa Panizzi - San Gimignano ,Tuscany
Villa
San Gimignano, 53037, Italy
4.1k from Castelvecchio center

AC, Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, No Smoking

4 Bedrooms8 Guests
New to Booking
$533
Average price / night
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Casali San Gimignano by Mmega
Casali San Gimignano by Mmega
Villa
Libbiano, Italy
4.9k from Castelvecchio center

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

10 Bedrooms20 Guests
New to Booking
$786
Average price / night
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Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Villa
San Gimignano, 53037, Italy
4.4k from Castelvecchio center

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

3 Bedrooms7 Guests
9.8

Exceptional

8 reviews

$318
Average price / night
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Casa Costarella - San Gimignano
Casa Costarella - San Gimignano
Villa
San Gimignano, Italy
4.9k from Castelvecchio center

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

3 Bedrooms6 Guests
9.7

Exceptional

4 reviews

$753
Average price / night
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Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Villa
San Gimignano, 53037, Italy
4.6k from Castelvecchio center

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

4 Bedrooms9 Guests
10.0

Exceptional

113 reviews

$844
Average price / night
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Villa Arnilù
Villa Arnilù
Villa
San Gimignano, Italy
5.1k from Castelvecchio center

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

8 Bedrooms17 Guests
New to Booking
$3826
Average price / night
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Villa San Gimignano View
Villa San Gimignano View
Villa
San Gimignano, 53037, Italy
4.8k from Castelvecchio center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$3248
Average price / night
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Villa delle Torri - Homelike Villas
Villa delle Torri - Homelike Villas
Villa
San Gimignano, Italy
5.1k from Castelvecchio center

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

8 Bedrooms20 Guests
New to Booking
$886
Average price / night
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Villa Giorgia
Villa Giorgia
Villa
San Gimignano, Italy
5.1k from Castelvecchio center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

12 Bedrooms24 Guests
7.0

Good

2 reviews

$635
Average price / night
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Entire big villa with private pool San Gimignano
Entire big villa with private pool San Gimignano
Villa
San Gimignano, 53037, Italy
4.8k from Castelvecchio center

AC, Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

7 Bedrooms15 Guests
New to Booking
$1030
Average price / night
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Casale Esclusivo con Piscina e Vista su San Gimignano
Casale Esclusivo con Piscina e Vista su San Gimignano
Villa
San Gimignano, Italy
6.1k from Castelvecchio center

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

2 Bedrooms4 Guests
9.0

Fabulous

4 reviews

$664
Average price / night
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Le Sodole Farmhouse, San Gimignano
Le Sodole Farmhouse, San Gimignano
Villa
San Gimignano, 53037, Italy
5.0k from Castelvecchio center

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

9 Bedrooms18 Guests
New to Booking
$839
Average price / night
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Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to San Gimignano
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to San Gimignano
Villa
Colle Di Val D'elsa, 53034, Italy
5.0k from Castelvecchio center

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

3 Bedrooms6 Guests
New to Booking
$317
Average price / night
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Villa Soffio: A characteristic and welcoming two-story ancient tuscan country house surrounded by meadows and by green hills, with Free WI-FI.
Villa Soffio: A characteristic and welcoming two-story ancient tuscan country house surrounded by meadows and by green hills, with Free WI-FI.
Villa
San Gimignano, 53037, Italy
5.1k from Castelvecchio center

AC, Arcade, Balcony, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave

8 Bedrooms18 Guests
New to Booking
$2235
Average price / night
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Villa Giorgia 14 pax
Villa Giorgia 14 pax
Villa
San Gimignano, 53037, Italy
5.1k from Castelvecchio center

Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Patio

7 Bedrooms14 Guests
New to Booking
$1059
Average price / night
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Villa Giorgia 10 pax
Villa Giorgia 10 pax
Villa
San Gimignano, 53037, Italy
5.1k from Castelvecchio center

Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Pool

5 Bedrooms10 Guests
New to Booking
$771
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 Castelvecchio.

Castelvecchio Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 150 verified villa rentals in Castelvecchio. 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 Castelvecchio vary depending on the season, location, and amenities. Rates typically start from around $182 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 Castelvecchio 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 Castelvecchio.

Yes, Castelvecchio offers a wide range of villas ideal for group stays. Many properties include 3 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 Castelvecchio 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 Castelvecchio often include highly sought-after amenities such as Internet, Pool, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Castelvecchio.

To discover top-rated villas in Castelvecchio, 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.