Oceanfront Rentals in San Casciano in Val di Pesa, Tuscany: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  5.  San Casciano in Val di Pesa

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132 Best Oceanfront Rentals in San Casciano in Val di Pesa (Starting from $50)

Castello di Bibbione
Castello di Bibbione
House
San Casciano in Val di Pesa, Italy
1.3k from San Casciano in Val di Pesa center

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

12 Bedrooms28 Guests
9.2

Superb

445 reviews

$82
Average price / night
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Villa Chiesetti stunning villa with p/pool and tennis court
Villa Chiesetti stunning villa with p/pool and tennis court
Villa
Chiesanuova, 50026, Italy
7.6k from San Casciano in Val di Pesa center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

8 Bedrooms16 Guests
New to Booking
$4477
Average price / night
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Le Massucce
Le Massucce
House
San Casciano in Val di Pesa, Italy
1.5k from San Casciano in Val di Pesa center

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

5 Bedrooms13 Guests
8.6

Fabulous

32 reviews

$52
Average price / night
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FATTORIA POGNI - ALBORE
FATTORIA POGNI - ALBORE
Apartment
Certaldo, 50052, Italy
9.8k from San Casciano in Val di Pesa center

AC, Barbecue, Fireplace, Free Parking, Internet, Laundry, Microwave, Outdoor Space, Washer

1 Bedroom4 Guests
New to Booking
$230
Average price / night
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Salvadonica
Salvadonica
House
San Casciano in Val di Pesa, Italy
1.7k from San Casciano in Val di Pesa center

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

30 Bedrooms23 Guests
9.3

Superb

1202 reviews

$341
Average price / night
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Relais Poggio Borgoni
Relais Poggio Borgoni
House
San Casciano in Val di Pesa, Italy
1.8k from San Casciano in Val di Pesa center

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

10 Bedrooms12 Guests
9.3

Superb

569 reviews

$281
Average price / night
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Flò Country Suite
Flò Country Suite
Apartment
San Casciano in Val di Pesa, Italy
1.9k from San Casciano in Val di Pesa center

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

3 Bedrooms5 Guests
9.5

Superb

2 reviews

$563
Average price / night
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la Torretta di Villa Borri Chianti Classico
la Torretta di Villa Borri Chianti Classico
Apartment
San Casciano in Val di Pesa, Italy
1.9k from San Casciano in Val di Pesa center

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

2 Bedrooms4 Guests
7.5

Good

9 reviews

$81
Average price / night
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Il Borghetto Country Inn
Il Borghetto Country Inn
House
San Casciano in Val di Pesa, Italy
2.1k from San Casciano in Val di Pesa center

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

7 Bedrooms17 Guests
8.7

Fabulous

31 reviews

$343
Average price / night
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Agriturismo Macinello
Agriturismo Macinello
House
Montefiridolfi, Italy
2.3k from San Casciano in Val di Pesa center

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

9 Bedrooms17 Guests
9.7

Exceptional

31 reviews

$132
Average price / night
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Villa D'Agnola by Mmega
Villa D'Agnola by Mmega
Villa
San Casciano in Val di Pesa, Italy
2.5k from San Casciano in Val di Pesa center

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

6 Bedrooms11 Guests
New to Booking
$1451
Average price / night
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I Greppi di Silli
I Greppi di Silli
House
San Casciano in Val di Pesa, Italy
2.6k from San Casciano in Val di Pesa center

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

11 Bedrooms30 Guests
9.8

Exceptional

33 reviews

$106
Average price / night
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Agriturismo Il Torriano
Agriturismo Il Torriano
House
San Casciano in Val di Pesa, Tuscany, Italy
2.9k from San Casciano in Val di Pesa center

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

8 Bedrooms20 Guests
8.9

Fabulous

35 reviews

$93
Average price / night
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Podere Salceto, terrazza sul Chianti
Podere Salceto, terrazza sul Chianti
Apartment
San Casciano in Val di Pesa, Italy
3.2k from San Casciano in Val di Pesa center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$95
Average price / night
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Molino in chianti
Molino in chianti
Villa
Mercatale Val Di Pesa, Italy
3.5k from San Casciano in Val di Pesa center

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

4 Bedrooms9 Guests
9.4

Superb

15 reviews

$491
Average price / night
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Stone house with pool
Stone house with pool
Apartment
Montefiridolfi, Italy
3.7k from San Casciano in Val di Pesa center

View, Guest Services, Parking, Pool, Ocean View, Oceanfront, Security/Safety

1 Bedroom2 Guests
7.0

Good

2 reviews

$90
Average price / night
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Agriturismo Bruscola
Agriturismo Bruscola
House
San Casciano in Val di Pesa, Italy
3.7k from San Casciano in Val di Pesa center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Places to stay, Family, Self-catering

1 Bedroom3 Guests
10.0

Exceptional

6 reviews

$77
Average price / night
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Archipettoli
Archipettoli
Villa
San Casciano in Val di Pesa, Italy
3.9k from San Casciano in Val di Pesa center

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

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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Affittacamere Pergolato di Sotto
Affittacamere Pergolato di Sotto
Apartment
San Casciano in Val di Pesa, Italy
3.9k from San Casciano in Val di Pesa center

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

1 Bedroom4 Guests
6.0

Review score

2 reviews

$92
Average price / night
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Fattoria Montignana
Fattoria Montignana
House
San Casciano in Val di Pesa, Italy
3.9k from San Casciano in Val di Pesa center

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

13 Bedrooms24 Guests
8.7

Fabulous

62 reviews

$74
Average price / night
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B&B La Fonte del Machiavelli
B&B La Fonte del Machiavelli
House
San Casciano in Val di Pesa, Tuscany, Italy
4.1k from San Casciano in Val di Pesa center

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

7 Bedrooms6 Guests
9.0

Fabulous

488 reviews

$110
Average price / night
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Casale La Fornace nel Chianti
Casale La Fornace nel Chianti
Villa
San Quirico in Collina, Italy
4.2k from San Casciano in Val di Pesa center

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

7 Bedrooms16 Guests
New to Booking
$454
Average price / night
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Appartamento il vecchio Forno
Appartamento il vecchio Forno
Apartment
Mercatale Val Di Pesa, Italy
4.2k from San Casciano in Val di Pesa center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
9.7

Exceptional

7 reviews

$156
Average price / night
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Villa Quattro Strade in Chianti
Villa Quattro Strade in Chianti
Apartment
Mercatale Val Di Pesa, Italy
4.3k from San Casciano in Val di Pesa center

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

3 Bedrooms6 Guests
9.8

Exceptional

4 reviews

$259
Average price / night
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Agriturismo Podere la Cava
Agriturismo Podere la Cava
House
Mercatale Val Di Pesa, Italy
4.4k from San Casciano in Val di Pesa center

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

2 Bedrooms5 Guests
9.6

Exceptional

57 reviews

$50
Average price / night
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Villa Pian De Noci - Tenuta del Palagio
Villa Pian De Noci - Tenuta del Palagio
House
San Casciano in Val di Pesa, Tuscany, Italy
4.5k from San Casciano in Val di Pesa center

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

18 Bedrooms48 Guests
9.4

Superb

84 reviews

$611
Average price / night
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Tenuta Il Corno Agriturismo
Tenuta Il Corno Agriturismo
House
San Casciano in Val di Pesa, Italy
4.7k from San Casciano in Val di Pesa center

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

11 Bedrooms34 Guests
8.9

Fabulous

113 reviews

$159
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 Casciano in Val di Pesa.

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San Casciano in Val di Pesa Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 132 verified oceanfront rentals in San Casciano in Val di Pesa. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in San Casciano in Val di Pesa vary depending on the property size, exact beachfront location, and season. Rates typically start from around $50 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 Casciano in Val di Pesa 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 Casciano in Val di Pesa welcome pets. Currently, 27 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 Casciano in Val di Pesa often include features designed for a comfortable coastal stay, such as Oceanfront, 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.