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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Monteriggioni
  6.  San Leonardo al Lago

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63 Best Vacation Rentals with Private Pool in San Leonardo al Lago (Starting from $110)

\"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 – 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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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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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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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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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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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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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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800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
Villa
Siena, 53035, Italy
4.2k from San Leonardo al Lago center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms14 Guests
9.8

Exceptional

50 reviews

$1162
Average price / night
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La Dimora di Teresa: fairytale house in the woods, ideal for families with children.
La Dimora di Teresa: fairytale house in the woods, ideal for families with children.
Villa
Sovicille, 53018, Italy
4.2k from San Leonardo al Lago center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$441
Average price / night
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Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa
Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa
House
Siena, 53100, Italy
4.2k from San Leonardo al Lago center

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

9 Bedrooms18 Guests
10.0

Exceptional

2 reviews

$1727
Average price / night
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Relais La Costa by Interhome
Relais La Costa by Interhome
House
Monteriggioni, 53035, Italy
4.3k from San Leonardo al Lago center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub

12 Bedrooms24 Guests
New to Booking
$3207
Average price / night
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Historic Podere for 10 with Pool and Tennis Court close to Siena
Historic Podere for 10 with Pool and Tennis Court close to Siena
Villa
Siena, 53018, Italy
4.3k from San Leonardo al Lago center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool

4 Bedrooms10 Guests
New to Booking
$858
Average price / night
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Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Villa
Siena, 53100, Italy
4.3k from San Leonardo al Lago center

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

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$334
Average price / night
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Villa \"Le Vallecchie\" overlooking Siena and with private swimming pool
Villa \"Le Vallecchie\" overlooking Siena and with private swimming pool
Villa
Siena, 53035, Italy
4.3k from San Leonardo al Lago center

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

4 Bedrooms8 Guests
9.4

Superb

36 reviews

$563
Average price / night
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Villa Antico Podere Rota (CIN IT052034C29DBJQPYG)
Villa Antico Podere Rota (CIN IT052034C29DBJQPYG)
Villa
Sovicille, 53025, Italy
4.6k from San Leonardo al Lago center

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

6 Bedrooms10 Guests
9.6

Exceptional

37 reviews

$380
Average price / night
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Tuscan Villa: Pool, Hot Tub, A/C, Wi-Fi, Siena
Tuscan Villa: Pool, Hot Tub, A/C, Wi-Fi, Siena
House
Toscana, 53018, Italy
4.7k from San Leonardo al Lago center

Dryer, Hot Tub, Internet, Laundry, No Smoking, Pool

7 Bedrooms15 Guests
New to Booking
$1497
Average price / night
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Treccianino 12, Sovicille, Siena and Chianti
Treccianino 12, Sovicille, Siena and Chianti
Villa
Sovicille, 53018, Italy
5.0k from San Leonardo al Lago center

Barbecue, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$896
Average price / night
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Charming Tuscan Villa with pool, hot tub, A/C, Siena 15 km
Charming Tuscan Villa with pool, hot tub, A/C, Siena 15 km
House
sovicille, 53018, Italy
5.0k from San Leonardo al Lago center

Dryer, Hot Tub, Internet, Laundry, No Smoking, Pool

5 Bedrooms14 Guests
New to Booking
$1209
Average price / night
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Podere Il Boschetto - Luxury Estate in Siena
Podere Il Boschetto - Luxury Estate in Siena
Villa
Siena, 53100, Italy
5.2k from San Leonardo al Lago center

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

5 Bedrooms10 Guests
9.8

Exceptional

39 reviews

$702
Average price / night
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Spacious villa with stunning pool, luscious gardens
Spacious villa with stunning pool, luscious gardens
Villa
Siena, 53100, Italy
5.3k from San Leonardo al Lago center

AC, Barbecue, Breakfast Included, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms12 Guests
New to Booking
$1658
Average price / night
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App. Verdi - Bright and comfortable in the Sienese countryside with swimming pool
App. Verdi - Bright and comfortable in the Sienese countryside with swimming pool
Apartment
Sovicille, 53018, Italy
5.3k from San Leonardo al Lago center

AC, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Patio, Pool

1 Bedroom1 Guest
New to Booking
$161
Average price / night
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Siena, Florence, Chianti, Val d'orcia from Enchanting and exclusive Tuscan Villa
Siena, Florence, Chianti, Val d'orcia from Enchanting and exclusive Tuscan Villa
Villa
Toscana, 53018, Italy
5.3k from San Leonardo al Lago center

Dryer, Hot Tub, Internet, Laundry, No Smoking, Pool

7 Bedrooms16 Guests
New to Booking
$1439
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 Leonardo al Lago.

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

San Leonardo al Lago Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 63 verified vacation rentals with a private pool in San Leonardo al Lago. 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 Leonardo al Lago vary depending on the property size, location, and travel season. Rates typically start from around $110 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 Leonardo al Lago also welcome pets. Currently, 34 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 Leonardo al Lago often include additional features such as Kitchen, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in San Leonardo al Lago 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.