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

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  2. Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  San Gimignano
  6.  Castelvecchio

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998 Best Vacation Rentals in Castelvecchio (Starting from $76)

Apartments in Villetta Terre Rosse
Apartments in Villetta Terre Rosse
Apartment
San Gimignano, Italy
1.1k from Castelvecchio center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

8 Bedrooms17 Guests
8.3

Very Good

19 reviews

$215
Average price / night
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Estate Apartment with pool
Estate Apartment with pool
Apartment
San Gimignano, 53037, Italy
1.1k from Castelvecchio center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Patio, Pool

1 Bedroom2 Guests
10.0

Exceptional

12 reviews

$106
Average price / night
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Agriturismo La Collina Dei Lecci
Agriturismo La Collina Dei Lecci
House
Castelvecchio, San Gimignano, Tuscany, Italy
1.2k from Castelvecchio center

Laundry, Pet Friendly, Parking, Child Friendly, Breakfast

4 Bedrooms13 Guests
9.9

Exceptional

83 reviews

$79
Average price / night
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Vacation home Sissi by Interhome
Vacation home Sissi by Interhome
House
San Gimignano, 53037, Italy
1.8k from Castelvecchio center

Barbecue, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Pool

3 Bedrooms8 Guests
8.4

Very Good

6 reviews

$323
Average price / night
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Apartment Borgo Antico by Interhome
Apartment Borgo Antico by Interhome
Apartment
San Gimignano, Italy
1.3k from Castelvecchio center

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

2 Bedrooms5 Guests
8.2

Very Good

8 reviews

$115
Average price / night
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Podere Casanova - Caesius Home Pool & View
Podere Casanova - Caesius Home Pool & View
Apartment
San Gimignano, 53037, Italy
1.8k from Castelvecchio center

AC, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$272
Average price / night
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La Tenuta di Castelvecchio
La Tenuta di Castelvecchio
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

10 Bedrooms7 Guests
9.2

Superb

232 reviews

$76
Average price / night
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Podere Casanova - Gilvus Relax in San Gimignano
Podere Casanova - Gilvus Relax in San Gimignano
House
San Gimignano, 53037, Italy
1.9k from Castelvecchio center

AC, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$272
Average price / night
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Locanda dei Logi
Locanda dei Logi
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

6 Bedrooms15 Guests
9.6

Exceptional

419 reviews

$304
Average price / night
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Podere Casanova - Viridis, Peace in San Gimignano
Podere Casanova - Viridis, Peace in San Gimignano
Apartment
San Gimignano, 53037, Italy
2.2k from Castelvecchio center

AC, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$392
Average price / night
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Antica Dimora
Antica Dimora
House
San Gimignano, Italy
1.4k from Castelvecchio center

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

7 Bedrooms16 Guests
9.4

Superb

776 reviews

$109
Average price / night
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Podere Casanova Ruber - View of San Gimignano
Podere Casanova Ruber - View of San Gimignano
Apartment
San Gimignano, 53037, Italy
2.2k from Castelvecchio center

AC, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$263
Average price / night
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Fattoria San Donato
Fattoria San Donato
House
San Gimignano, Italy
1.4k from Castelvecchio center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Pet-friendly, Lodgings

17 Bedrooms20 Guests
9.2

Superb

607 reviews

$145
Average price / night
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Wonderful private villa for 8 guests with WIFI, private pool, TV, terrace and pets allowed
Wonderful private villa for 8 guests with WIFI, private pool, TV, terrace and pets allowed
House
San Gimignano, 53037, Italy
2.2k from Castelvecchio center

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

3 Bedrooms8 Guests
New to Booking
$375
Average price / night
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Casa Ollie
Casa Ollie
House
Castel San Gimignano, Italy
1.8k from Castelvecchio center

Cheap, Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms7 Guests
8.8

Fabulous

128 reviews

$86
Average price / night
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2Bed-Restored FarmHouse-San Gimignano-Pool
2Bed-Restored FarmHouse-San Gimignano-Pool
Apartment
San Gimignano, SI 53037, Italy
2.5k from Castelvecchio center

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

2 Bedrooms5 Guests
New to Booking
$207
Average price / night
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Holiday Home Sissi by Interhome
Holiday Home Sissi by Interhome
House
Castel San Gimignano, Italy
1.8k from Castelvecchio center

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

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$126
Average price / night
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Modern apartment in a hamlet with pool 20 minutes from San Gimignano
Modern apartment in a hamlet with pool 20 minutes from San Gimignano
Apartment
San Gimignano, 53037, Italy
2.6k from Castelvecchio center

Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Pool

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$249
Average price / night
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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 Fienile di Leo by Interhome
Il Fienile di Leo by Interhome
House
San Gimignano, 53037, Italy
2.9k from Castelvecchio center

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

1 Bedroom4 Guests
New to Booking
$180
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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Antico Borgo il Cardino
Antico Borgo il Cardino
House
località Il Cardino, San Gimignano, 53037, Italy
3.0k from Castelvecchio center

AC, Bar, Breakfast Available, Heater, Housekeeping, Internet, No Smoking, Outdoor Space, Pool

9.4

Superb

82 reviews

$119
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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Wonderful private villa for 4 guests with WIFI, A/C, TV, patio and panoramic view
Wonderful private villa for 4 guests with WIFI, A/C, TV, patio and panoramic view
House
Colle Di Val D'elsa, 53037, Italy
3.2k from Castelvecchio center

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

1 Bedroom4 Guests
New to Booking
$209
Average price / night
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Girasole large apartment in a Tuscan village
Girasole large apartment in a Tuscan village
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

1 Bedroom5 Guests
New to Booking
$175
Average price / night
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Simona delightful studio apartment with pool view
Simona delightful studio apartment with pool view
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

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

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$143
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 Castelvecchio.

Castelvecchio Vacation Rentals on the Map

Frequently Asked Questions

You can explore 998 verified vacation rentals in Castelvecchio. 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 Castelvecchio vary depending on the season, property size, and location. Rates typically start from around $76 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 Castelvecchio 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 Castelvecchio welcome pets. Currently, 49 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 Castelvecchio often include amenities such as Fireplace/Heating, Laundry, 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.