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

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

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503 Best Vacation Rentals with Pool in San Gimignano (Starting from $60)

Casa Bardi
Casa Bardi
Apartment
San Gimignano, Italy
0.3k from San Gimignano center

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

7 Bedrooms16 Guests
9.7

Exceptional

158 reviews

$264
Average price / night
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Welcome \"Casa San Gimi\" your perfect base for exploring the wonders of Tuscany!
Welcome \"Casa San Gimi\" your perfect base for exploring the wonders of Tuscany!
Apartment
San Gimignano, 53037, Italy
0.2k from San Gimignano center

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

2 Bedrooms3 Guests
9.8

Exceptional

13 reviews

$281
Average price / night
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Poggiluglio by PosarelliVillas
Poggiluglio by PosarelliVillas
Apartment
San Gimignano, Tuscany, Italy
0.5k from San Gimignano center

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

3 Bedrooms6 Guests
9.0

Fabulous

12 reviews

$60
Average price / night
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San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century
House
San Gimignano, 53037, Italy
0.3k from San Gimignano center

Breakfast Available, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Outdoor Space, Patio

4 Bedrooms10 Guests
9.8

Exceptional

10 reviews

$607
Average price / night
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Villa la Stellina
Villa la Stellina
Villa
San Gimignano, Italy
0.8k from San Gimignano 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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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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villa oliveta
villa oliveta
House
San Gimignano, Italy
0.8k from San Gimignano center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

8 Bedrooms12 Guests
8.8

Fabulous

688 reviews

$105
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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Podere Raggio Di Sole
Podere Raggio Di Sole
Apartment
San Gimignano, Italy
1.1k from San Gimignano center

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

8 Bedrooms27 Guests
8.7

Fabulous

129 reviews

$691
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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Suite Limonaia
Suite Limonaia
Apartment
San Gimignano, Italy
1.2k from San Gimignano center

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

1 Bedroom4 Guests
9.0

Fabulous

5 reviews

$379
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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Suite Deluxe Torre
Suite Deluxe Torre
Apartment
San Gimignano, Italy
1.2k from San Gimignano center

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

1 Bedroom5 Guests
New to Booking
$746
Average price / night
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Tenuta Guardastelle
Tenuta Guardastelle
House
Località Sovestro, San Gimignano, 53037, Italy
1.4k from San Gimignano center

AC, Babysitting, Breakfast Available, Free Parking, Heater, Housekeeping, Internet, Kitchen, Living Area

10.0

Exceptional

7 reviews

$212
Average price / night
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Suite Orcio
Suite Orcio
Apartment
San Gimignano, Italy
1.2k from San Gimignano center

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

1 Bedroom4 Guests
9.0

Fabulous

4 reviews

$373
Average price / night
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Montagnana Country House - Relax and stunning view
Montagnana Country House - Relax and stunning view
Apartment
San Gimignano, 53037, Italy
1.4k from San Gimignano center

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

2 Bedrooms5 Guests
New to Booking
$220
Average price / night
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Suite Fattore
Suite Fattore
Apartment
San Gimignano, Italy
1.2k from San Gimignano center

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

1 Bedroom3 Guests
8.0

Good

2 reviews

$373
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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Fattoria Abbazia Monte Oliveto
Fattoria Abbazia Monte Oliveto
House
San Gimignano, Tuscany, Italy
1.2k from San Gimignano center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Lodgings, Vacation rentals

12 Bedrooms27 Guests
9.1

Superb

250 reviews

$642
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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Podere Il Gioiello
Podere Il Gioiello
Apartment
San Gimignano, Italy
1.2k from San Gimignano center

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

8 Bedrooms24 Guests
8.5

Very Good

265 reviews

$77
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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Suite Mezzatorre
Suite Mezzatorre
Apartment
San Gimignano, Italy
1.3k from San Gimignano center

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

1 Bedroom4 Guests
8.8

Fabulous

4 reviews

$373
Average price / night
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2 Bedroom Private vacation home in San Gimignano (SI)
2 Bedroom Private vacation home in San Gimignano (SI)
House
San Gimignano (SI), 53037, Italy
1.4k from San Gimignano center

Crib, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$234
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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2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
Apartment
San Gimignano, Tuscany, 53037, Italy
1.5k from San Gimignano center

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

2 Bedrooms5 Guests
8.4

Very Good

10 reviews

$226
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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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 San Gimignano.

Stay Near San Gimignano's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

San Gimignano Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 503 verified vacation rentals with a pool in San Gimignano. 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 San Gimignano vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $60 per night, with private pool homes and peak travel periods often costing more.

Many rentals in San Gimignano 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 San Gimignano welcome pets. Currently, 56 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 San Gimignano 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 San Gimignano 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.