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

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

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458 Best Vacation Rentals with Pool 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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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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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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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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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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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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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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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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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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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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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 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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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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2Bed-Restored FarmHouse-San Gimignano-Pool
2Bed-Restored FarmHouse-San Gimignano-Pool
Apartment
San Gimignano, Italy
2.5k from Castelvecchio center

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

1 Bedroom5 Guests
New to Booking
$174
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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Casa con piscina e palestra vicino a San Gimignano
Casa con piscina e palestra vicino a San Gimignano
Apartment
Castel San Gimignano, Italy
2.6k from Castelvecchio center

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

2 Bedrooms4 Guests
New to Booking
$242
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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La Casa Rossa n 3
La Casa Rossa n 3
Apartment
San Gimignano, Italy
2.6k from Castelvecchio center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$202
Average price / night
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Double bedroom loggia overlooking the pool
Double bedroom loggia overlooking the pool
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

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

1 Bedroom2 Guests
New to Booking
$119
Average price / night
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Edera cozy house in Tuscan village
Edera cozy house in Tuscan village
Apartment
Castel San Gimignano, 53030, Italy
3.4k from Castelvecchio center

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

1 Bedroom3 Guests
New to Booking
$164
Average price / night
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Giovanna apartment on two levels overlooking the swimming pool
Giovanna apartment on two levels overlooking the swimming pool
Apartment
Castel San Gimignano, 53030, Italy
3.5k from Castelvecchio center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$247
Average price / night
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Casa Alfredo by Interhome
Casa Alfredo by Interhome
House
San Gimignano, 53034, Italy
3.5k from Castelvecchio center

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

3 Bedrooms6 Guests
New to Booking
$272
Average price / night
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Rustico Cavernoso by Interhome
Rustico Cavernoso by Interhome
House
San Gimignano, 53034, Italy
3.6k from Castelvecchio center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

3 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$256
Average price / night
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Villa with private pool near San Gimignano
Villa with private pool near San Gimignano
House
San Gimignano, 53037, Italy
3.7k from Castelvecchio center

Balcony, Barbecue, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool, TV

5 Bedrooms17 Guests
New to Booking
$754
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 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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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 with Pool in Castelvecchio.

Castelvecchio Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 458 verified vacation rentals with a pool in Castelvecchio. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Castelvecchio vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $76 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Castelvecchio offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Castelvecchio welcome pets. Currently, 51 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Castelvecchio often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Castelvecchio offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.