Vacation Rentals with Pool in San Leonardo al Lago, Monteriggioni: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Monteriggioni
  6.  San Leonardo al Lago

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270 Best Vacation Rentals with Pool in San Leonardo al Lago (Starting from $55)

Agriturismo Tre Madonne
Agriturismo Tre Madonne
House
San Leonardo al Lago, Monteriggioni, Tuscany, Italy
0.7k from San Leonardo al Lago center

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

6 Bedrooms14 Guests
8.9

Fabulous

45 reviews

$83
Average price / night
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\"Borgo dei Fondi\" Splendid Farmhouse free wifi-free parking
\"Borgo dei Fondi\" Splendid Farmhouse free wifi-free parking
Villa
siena, 53100, Italy
1.2k from San Leonardo al Lago center

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

5 Bedrooms13 Guests
10.0

Exceptional

11 reviews

$601
Average price / night
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Borgo dei Fondi
Borgo dei Fondi
House
Siena, Italy
1.2k from San Leonardo al Lago center

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

5 Bedrooms13 Guests
9.6

Exceptional

114 reviews

$111
Average price / night
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Borgo dei Fondi – Tuscan Oasis with Pool, Just Minutes from Siena
Borgo dei Fondi – Tuscan Oasis with Pool, Just Minutes from Siena
House
Siena, 53100, Italy
1.2k from San Leonardo al Lago center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.8

Exceptional

43 reviews

$203
Average price / night
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Holiday Home Triangolo by Interhome
Holiday Home Triangolo by Interhome
House
Siena, Italy
1.2k from San Leonardo al Lago center

Pet Friendly, Guest Services, Security/Safety, Internet, Laundry, View, Parking

1 Bedroom2 Guests
9.3

Superb

3 reviews

$67
Average price / night
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Holiday Home Il Nespolo by Interhome
Holiday Home Il Nespolo by Interhome
House
Siena, Italy
1.2k from San Leonardo al Lago center

Pet Friendly, Guest Services, Security/Safety, Internet, Laundry, View, Parking

1 Bedroom2 Guests
8.0

Good

2 reviews

$81
Average price / night
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Borgo dei Fondi / Il Forno – Ground Floor/  Modern Comfort and Tuscan Charm
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
House
siena, 53100, Italy
1.2k from San Leonardo al Lago center

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

1 Bedroom4 Guests
10.0

Exceptional

20 reviews

$201
Average price / night
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Holiday Home Il Boschetto by Interhome
Holiday Home Il Boschetto by Interhome
House
Valli, Italy
1.2k from San Leonardo al Lago center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms5 Guests
9.5

Superb

2 reviews

$290
Average price / night
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Farmhouse with pool - Il Forno free wifi-free parking
Farmhouse with pool - Il Forno free wifi-free parking
House
siena, 53100, Italy
1.2k from San Leonardo al Lago center

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

4 Bedrooms8 Guests
New to Booking
$393
Average price / night
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La Locaia
La Locaia
Apartment
Siena, Italy
1.8k from San Leonardo al Lago center

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

2 Bedrooms4 Guests
9.7

Exceptional

21 reviews

$136
Average price / night
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L'OVILE 8, Emma Villas
L'OVILE 8, Emma Villas
Villa
Sovicille, 53018, Italy
2.1k from San Leonardo al Lago center

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

4 Bedrooms8 Guests
9.4

Superb

6 reviews

$980
Average price / night
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Beautiful stone house with garden and private pool.
Beautiful stone house with garden and private pool.
House
Sovicille - Siena, 53018, Italy
2.3k from San Leonardo al Lago center

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

2 Bedrooms5 Guests
9.6

Exceptional

70 reviews

$110
Average price / night
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AgritourismoAzienda Villa Cennina
AgritourismoAzienda Villa Cennina
House
Ancaiano, Italy
2.2k from San Leonardo al Lago center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay, Family

2 Bedrooms3 Guests
10.0

Exceptional

1 reviews

$260
Average price / night
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Wonderful private villa for 8 guests with WIFI, private pool, TV and patio
Wonderful private villa for 8 guests with WIFI, private pool, TV and patio
House
Siena, 53100, Italy
2.5k from San Leonardo al Lago center

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

4 Bedrooms8 Guests
New to Booking
$273
Average price / night
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Casagatti villa di lusso
Casagatti villa di lusso
Villa
Fungaia, Italy
2.5k from San Leonardo al Lago center

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

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1104
Average price / night
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Villa Rinaldi 6, Emma Villas
Villa Rinaldi 6, Emma Villas
Villa
Carpineta, 53035, Italy
2.5k from San Leonardo al Lago center

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

3 Bedrooms6 Guests
New to Booking
$704
Average price / night
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Santa Colomba House, Siena, Nature And Pool
Santa Colomba House, Siena, Nature And Pool
Apartment
Monteriggioni, Italy
2.5k from San Leonardo al Lago center

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

1 Bedroom4 Guests
New to Booking
$138
Average price / night
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Relax in the green, in the municipality of Monteriggioni just 7 km from Siena
Relax in the green, in the municipality of Monteriggioni just 7 km from Siena
Villa
Monteriggioni, 53035, Italy
2.7k from San Leonardo al Lago center

Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

4 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$1451
Average price / night
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Holiday Home Il Valacchio by Interhome
Holiday Home Il Valacchio by Interhome
House
Valli, Italy
2.7k from San Leonardo al Lago center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$55
Average price / night
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Farmhouse Casabella in Tuscany
Farmhouse Casabella in Tuscany
Villa
Sovicille, 53018, Italy
2.7k from San Leonardo al Lago center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.6

Exceptional

91 reviews

$149
Average price / night
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Agriturismo La Selva
Agriturismo La Selva
House
Siena, Italy
2.7k from San Leonardo al Lago center

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

7 Bedrooms17 Guests
8.5

Very Good

321 reviews

$65
Average price / night
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15th century barn fully renovated in a stylish style with gorgeous swimming pool
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Villa
Toscana, 53035, Italy
3.1k from San Leonardo al Lago center

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

3 Bedrooms8 Guests
9.4

Superb

13 reviews

$863
Average price / night
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Farmhouse  'Podere San Giusto' di Sovicille
Farmhouse 'Podere San Giusto' di Sovicille
House
Sovicille, 53018, Italy
3.7k from San Leonardo al Lago center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.8

Exceptional

91 reviews

$345
Average price / night
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Villa with garden and pool close to Siena
Villa with garden and pool close to Siena
Villa
Sovicille, 53018, Italy
3.8k from San Leonardo al Lago center

AC, Barbecue, Fireplace, Free Parking, Laundry, Microwave, Outdoor Space, Pool, TV

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$226
Average price / night
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Villa in Siena with 6 bedrooms sleeps 11
Villa in Siena with 6 bedrooms sleeps 11
Villa
Siena, 53100, Italy
3.9k from San Leonardo al Lago center

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

6 Bedrooms11 Guests
New to Booking
$2964
Average price / night
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Villa la Quercia By MMega
Villa la Quercia By MMega
Villa
Monteriggioni, 53035, Italy
3.9k from San Leonardo al Lago center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1251
Average price / night
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Villa Mami: A Tuscan Retreat of Elegance and Charm
Villa Mami: A Tuscan Retreat of Elegance and Charm
Villa
Toscana, 53100, Italy
4.0k from San Leonardo al Lago center

AC, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$4038
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 Leonardo al Lago.

Where to stay in San Leonardo al Lago? Best neighborhoods & areas

San Leonardo al Lago Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 270 verified vacation rentals with a pool in San Leonardo al Lago. 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 Leonardo al Lago vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $55 per night, with private pool homes and peak travel periods often costing more.

Many rentals in San Leonardo al Lago 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 Leonardo al Lago 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 San Leonardo al Lago often include additional outdoor features such as Pool, Fireplace/Heating, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in San Leonardo al Lago 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.