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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  San Gimignano

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125 Best Vacation Rentals with Private Pool in San Gimignano (Starting from $105)

Casa Vacanze Calandrino
Casa Vacanze Calandrino
House
San Gimignano, Tuscany, Italy
9.1k from San Gimignano center

Air Conditioner, Parking, Internet, Kitchen, Hot Tub, Balcony/Terrace, Private Pool

2 Bedrooms5 Guests
10.0

Exceptional

9 reviews

$105
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
0.6k from San Gimignano 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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La Tesa Country House With Pool S. Gimignano
La Tesa Country House With Pool S. Gimignano
House
San Gimignano, 53037, Italy
0.9k from San Gimignano center

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

4 Bedrooms8 Guests
4.0

Review score

1 reviews

$362
Average price / night
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Il Casale della Gazza Ladra is a completely independent cottage located in the heart of the Tuscan countryside, right in front of the famous towers of San Gimignano.
New to Booking
$283
Average price / night
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Villa San Gimignano View by MMega
Villa San Gimignano View by MMega
Villa
San Gimignano, 53037, Italy
1.3k from San Gimignano center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
New to Booking
$1243
Average price / night
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Apartment 'Uva' with private pool, Wi-Fi and air conditioning
Apartment 'Uva' with private pool, Wi-Fi and air conditioning
Apartment
San Gimignano, 53037, Italy
1.4k from San Gimignano center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
New to Booking
$1911
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
1.4k from San Gimignano 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 private villa for 6 people with WIFI, private pool, TV and panoramic view
Beautiful private villa for 6 people with WIFI, private pool, TV and panoramic view
Villa
Casale, 53037, Italy
1.4k from San Gimignano center

Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$535
Average price / night
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Beautiful private villa for 7 guests with private pool, TV, patio and panoramic view
Beautiful private villa for 7 guests with private pool, TV, patio and panoramic view
Villa
San Gimignano, 53037, Italy
1.5k from San Gimignano center

Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking

3 Bedrooms7 Guests
New to Booking
$530
Average price / night
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Villa with Private Pool in the Chianti just a few kilometers from the town of San Gimignano
Villa with Private Pool in the Chianti just a few kilometers from the town of San Gimignano
Villa
SAN GIMIGNANO, 53037, Italy
1.5k from San Gimignano center

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

3 Bedrooms7 Guests
9.6

Exceptional

4 reviews

$575
Average price / night
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Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning
Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning
Apartment
San Gimignano, 53037, Italy
1.6k from San Gimignano center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
New to Booking
$1911
Average price / night
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Villa Caterina 8, Emma Villas
Villa Caterina 8, Emma Villas
Villa
San Gimignano, 53037, Italy
1.7k from San Gimignano center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$1284
Average price / night
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Fienile di Cafaggiola In San Gimignano, Tuscany
Fienile di Cafaggiola In San Gimignano, Tuscany
Villa
San Gimignano, 53037, Italy
1.7k from San Gimignano center

Balcony, Fireplace, Heater, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$411
Average price / night
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Villa Alba by Interhome
Villa Alba by Interhome
House
San Gimignano, 53037, Italy
1.7k from San Gimignano center

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

3 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$461
Average price / night
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Villa Panizzi – Villa with private pool
Villa Panizzi – Villa with private pool
Villa
San Gimignano, 53037, Italy
1.7k from San Gimignano 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 Panizzi - San Gimignano ,Tuscany
Villa Panizzi - San Gimignano ,Tuscany
Villa
San Gimignano, 53037, Italy
1.7k from San Gimignano 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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Romantic Apartment San Gimignano
Romantic Apartment San Gimignano
Apartment
San Gimignano, 53037, Italy
1.8k from San Gimignano center

Free Parking, Heater, Internet, Kitchen, Living Area, Outdoor Space, Patio, Pool, TV

1 Bedroom2 Guests
8.8

Fabulous

3 reviews

$115
Average price / night
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Intera Casa Vacanze con Giardino e Piscina ad uso Esclusivo a 2km da S.gimignano
Intera Casa Vacanze con Giardino e Piscina ad uso Esclusivo a 2km da S.gimignano
Apartment
San Gimignano, 53037, Italy
1.9k from San Gimignano center

Barbecue, Fireplace, Heater, Internet, Laundry, Living Area, No Smoking, Pool, Washer

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$300
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
2.1k from San Gimignano 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 delle Torri - Homelike Villas
Villa delle Torri - Homelike Villas
Villa
San Gimignano, 53030, Italy
2.1k from San Gimignano center

AC, Fireplace, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

8 Bedrooms20 Guests
New to Booking
$1852
Average price / night
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Le Fonti di Santa Lucia by Interhome
Le Fonti di Santa Lucia by Interhome
House
San Gimignano, 53037, Italy
2.2k from San Gimignano center

AC, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$498
Average price / night
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Stunning home in San Gimignano
Stunning home in San Gimignano
House
San Gimignano, 53037, Italy
2.2k from San Gimignano center

Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

5 Bedrooms10 Guests
New to Booking
$774
Average price / night
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Villa Arnilù In San Gimignano, Tuscany
Villa Arnilù In San Gimignano, Tuscany
Villa
San Gimignano, 53037, Italy
2.2k from San Gimignano center

AC, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space, Pool, TV

8 Bedrooms20 Guests
New to Booking
$1645
Average price / night
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Villa \"Arnilù\" with Private Pool & Wi-Fi
Villa \"Arnilù\" with Private Pool & Wi-Fi
Villa
San Gimignano, 53037, Italy
2.3k from San Gimignano center

AC, Barbecue, Breakfast Available, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

8 Bedrooms16 Guests
New to Booking
$5483
Average price / night
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Beautiful private villa with A/C, private pool, WIFI, TV, terrace, pets allowed and panoramic view
Beautiful private villa with A/C, private pool, WIFI, TV, terrace, pets allowed and panoramic view
Villa
Santa Lucia, 53037, Italy
2.4k from San Gimignano center

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

5 Bedrooms10 Guests
New to Booking
$578
Average price / night
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House in the greenery of Tuscany
House in the greenery of Tuscany
House
Toscana, 53037, Italy
2.5k from San Gimignano center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave

3 Bedrooms6 Guests
New to Booking
$335
Average price / night
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VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.
VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.
Villa
San Gimignano, 53037, Italy
2.5k from San Gimignano center

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

5 Bedrooms10 Guests
10.0

Exceptional

46 reviews

$1612
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 Vacation Rentals with Private Pool in San Gimignano.

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San Gimignano Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 125 verified vacation rentals with a private pool in San Gimignano. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in San Gimignano vary depending on the property size, location, and travel season. Rates typically start from around $105 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in San Gimignano also welcome pets. Currently, 25 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in San Gimignano often include additional features such as Kitchen, Private Pool, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in San Gimignano include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.