Oceanfront Rentals in San Leonardo al Lago, Monteriggioni: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  Italy
  4.  Tuscany
  5.  Monteriggioni
  6.  San Leonardo al Lago

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139 Best Oceanfront Rentals in San Leonardo al Lago (Starting from $65)

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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Triangolo by Interhome
Triangolo by Interhome
House
Siena, 53100, Italy
1.2k from San Leonardo al Lago center

Fireplace, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Pool, Washer

1 Bedroom2 Guests
New to Booking
$100
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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Il Boschetto by Interhome
Il Boschetto by Interhome
House
Siena, 53100, Italy
1.2k from San Leonardo al Lago center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Pool, Washer

3 Bedrooms5 Guests
New to Booking
$271
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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Il Nespolo by Interhome
Il Nespolo by Interhome
House
Siena, 53100, Italy
1.2k from San Leonardo al Lago center

Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Pool, Washer

1 Bedroom2 Guests
New to Booking
$142
Average price / night
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La Palazzina
La Palazzina
Villa
Siena, Italy
2.1k from San Leonardo al Lago center

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

3 Bedrooms8 Guests
9.6

Exceptional

15 reviews

$141
Average price / night
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Casino di Lecceto by Interhome
Casino di Lecceto by Interhome
House
Siena, 53100, Italy
2.8k from San Leonardo al Lago center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Patio

4 Bedrooms8 Guests
New to Booking
$392
Average price / night
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L'Ovile 8, Emma Villas
L'Ovile 8, Emma Villas
Villa
Sovicille, Italy
2.1k from San Leonardo al Lago center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$995
Average price / night
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Fattoria Petraglia - Loggiato by Interhome
Fattoria Petraglia - Loggiato by Interhome
Apartment
Monteriggioni, 53035, Italy
6.8k from San Leonardo al Lago center

Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Pool

2 Bedrooms5 Guests
New to Booking
$158
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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Fattoria Petraglia - Di Mezzo (MTG202) by Interhome
Fattoria Petraglia - Di Mezzo (MTG202) by Interhome
Apartment
Monteriggioni, 53035, Italy
6.8k from San Leonardo al Lago center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms5 Guests
New to Booking
$161
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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Fattoria Petraglia - Terrazza by Interhome
Fattoria Petraglia - Terrazza by Interhome
Apartment
Monteriggioni, 53035, Italy
6.8k from San Leonardo al Lago center

Barbecue, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Patio, Pool, TV

2 Bedrooms4 Guests
New to Booking
$149
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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Fattoria Petraglia - Padronale by Interhome
Fattoria Petraglia - Padronale by Interhome
Apartment
Monteriggioni, 53035, Italy
6.8k from San Leonardo al Lago center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$172
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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Fattoria Petraglia - Cedro by Interhome
Fattoria Petraglia - Cedro by Interhome
Apartment
Monteriggioni, 53035, Italy
6.8k from San Leonardo al Lago center

Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Pool

1 Bedroom3 Guests
New to Booking
$120
Average price / night
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Relais Borgo Di Toiano
Relais Borgo Di Toiano
House
Sovicille, Italy
2.7k from San Leonardo al Lago center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Pet-friendly, Lodgings

16 Bedrooms16 Guests
8.5

Very Good

395 reviews

$158
Average price / night
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Casa Francesca by Interhome
Casa Francesca by Interhome
House
Sovicille, 53018, Italy
8.4k from San Leonardo al Lago center

Barbecue, Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space, TV, Washer

3 Bedrooms6 Guests
8.0

Good

4 reviews

$115
Average price / night
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Agriturismo Borgo Personatina
Agriturismo Borgo Personatina
House
Sovicille, Italy
2.9k from San Leonardo al Lago center

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

12 Bedrooms28 Guests
6.9

Good

10 reviews

$189
Average price / night
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Villa Poggio al Sole A/C pool wifi large interior spaces and large garden 4/9p.
Villa Poggio al Sole A/C pool wifi large interior spaces and large garden 4/9p.
Villa
Siena, 53018, Italy
9.1k from San Leonardo al Lago center

AC, Barbecue, Breakfast Included, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
10.0

Exceptional

31 reviews

$625
Average price / night
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Podere Lorena
Podere Lorena
Villa
Monteriggioni, Italy
2.9k from San Leonardo al Lago center

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

6 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$466
Average price / night
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Gli Archi
Gli Archi
Apartment
Monteriggioni, Italy
3.0k from San Leonardo al Lago center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
9.6

Exceptional

42 reviews

$134
Average price / night
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B&B Il Pettirosso di Siena
B&B Il Pettirosso di Siena
House
Siena, Italy
3.4k from San Leonardo al Lago center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Lodgings, Vacation rentals

4 Bedrooms3 Guests
7.9

Good

289 reviews

$95
Average price / night
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Fullino Nero Rta - Residenza Turistico Alberghiera
Fullino Nero Rta - Residenza Turistico Alberghiera
House
San Leonardo al Lago, Monteriggioni, Tuscany, Italy
3.5k from San Leonardo al Lago center

Cheap, Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7 Bedrooms20 Guests
9.0

Fabulous

395 reviews

$82
Average price / night
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Agriturismo Santa Giuditta
Agriturismo Santa Giuditta
House
Sovicille, Italy
3.6k from San Leonardo al Lago center

View, Security/Safety, Internet, Bedding/Linens, Ocean View, Fireplace/Heating, Child Friendly

3 Bedrooms5 Guests
8.9

Fabulous

37 reviews

$109
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 Oceanfront Rentals in San Leonardo al Lago.

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

San Leonardo al Lago Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 139 verified oceanfront rentals in San Leonardo al Lago. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in San Leonardo al Lago vary depending on the property size, exact beachfront location, and season. Rates typically start from around $65 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in San Leonardo al Lago offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in San Leonardo al Lago welcome pets. Currently, 38 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in San Leonardo al Lago often include features designed for a comfortable coastal stay, such as Internet, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.