Oceanfront Rentals in Pienza, Tuscany: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  Italy
  4.  Tuscany
  5.  Pienza

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123 Best Oceanfront Rentals in Pienza (Starting from $84)

Villa Fonte all'Oppio con area piscina recintata
Villa Fonte all'Oppio con area piscina recintata
Villa
Pienza, Tuscany, Italy
0.5k from Pienza center

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

10 Bedrooms21 Guests
8.9

Fabulous

47 reviews

$116
Average price / night
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House with private pool in the countryside of Pienza
House with private pool in the countryside of Pienza
Apartment
Pienza, 53026, Italy
3.9k from Pienza center

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

4 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$575
Average price / night
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Agriturismo Marinello
Agriturismo Marinello
House
Pienza, Italy
1.1k from Pienza center

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

6 Bedrooms16 Guests
9.5

Superb

668 reviews

$222
Average price / night
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Agriturismo Barbi
Agriturismo Barbi
House
Monticchiello, Italy
1.3k from Pienza center

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

8 Bedrooms28 Guests
9.1

Superb

306 reviews

$155
Average price / night
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Agriturismo Santa Maria
Agriturismo Santa Maria
House
Pienza, Italy
1.6k from Pienza center

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

7 Bedrooms13 Guests
9.8

Exceptional

68 reviews

$99
Average price / night
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Agriturismo Casalpiano
Agriturismo Casalpiano
House
Pienza, Italy
1.6k from Pienza center

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

6 Bedrooms12 Guests
9.5

Superb

161 reviews

$95
Average price / night
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Villa Apparita
Villa Apparita
House
Pienza, Tuscany, Italy
1.7k from Pienza center

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

6 Bedrooms12 Guests
New to Booking
$423
Average price / night
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Podere Casa Andrei
Podere Casa Andrei
Apartment
Pienza, Italy
2.0k from Pienza center

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

6 Bedrooms10 Guests
8.5

Very Good

41 reviews

$136
Average price / night
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Il Giardino Segreto
Il Giardino Segreto
House
Pienza, Italy
2.0k from Pienza center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals, Places to stay

7 Bedrooms16 Guests
9.2

Superb

313 reviews

$89
Average price / night
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Agriturismo Collosodo
Agriturismo Collosodo
House
Monticchiello, Italy
2.4k from Pienza center

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

2 Bedrooms4 Guests
9.7

Exceptional

3 reviews

$274
Average price / night
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Poggio ai Gelsi
Poggio ai Gelsi
House
Pienza, Italy
2.4k from Pienza center

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

10 Bedrooms23 Guests
9.2

Superb

385 reviews

$187
Average price / night
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B&B Daria - Deb'S Monticchiello
B&B Daria - Deb'S Monticchiello
House
Monticchiello, Italy
2.7k from Pienza center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Hot tubs, Places to stay

5 Bedrooms12 Guests
9.3

Superb

35 reviews

$801
Average price / night
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Il Tramonto di Pienza
Il Tramonto di Pienza
House
Pienza, Italy
2.8k from Pienza center

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

2 Bedrooms5 Guests
New to Booking
$147
Average price / night
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Agriturismo La Collina
Agriturismo La Collina
House
Pienza, Tuscany, Italy
2.8k from Pienza center

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

10 Bedrooms10 Guests
8.5

Very Good

538 reviews

$93
Average price / night
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Agriturismo Lunadoro
Agriturismo Lunadoro
House
Monticchiello, Italy
2.9k from Pienza center

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

7 Bedrooms8 Guests
8.9

Fabulous

103 reviews

$91
Average price / night
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Podere Manafiore
Podere Manafiore
Villa
Monticchiello, Italy
2.9k from Pienza center

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

6 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$845
Average price / night
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Agriturismo Riposati
Agriturismo Riposati
House
Monticchiello, Italy
3.0k from Pienza center

Oceanfront, Air Conditioner, View, Balcony/Terrace, Laundry, Guest Services, Internet

5 Bedrooms10 Guests
9.5

Superb

368 reviews

$133
Average price / night
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Agriturismo La Casellina
Agriturismo La Casellina
House
Monticchiello, Italy
3.1k from Pienza center

Security/Safety, Oceanfront, Internet, Balcony/Terrace, Pool, Ocean View, Guest Services

2 Bedrooms4 Guests
9.7

Exceptional

79 reviews

$128
Average price / night
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Holiday Home Arpicella
Holiday Home Arpicella
House
Pienza, Italy
3.2k from Pienza center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$142
Average price / night
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Casa d'Orcia
Casa d'Orcia
House
Pienza, Italy
3.4k from Pienza center

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

2 Bedrooms4 Guests
9.6

Exceptional

5 reviews

$215
Average price / night
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Agriturismo Poggio Tobruk
Agriturismo Poggio Tobruk
House
Pienza, Italy
4.2k from Pienza center

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

6 Bedrooms10 Guests
9.5

Superb

270 reviews

$120
Average price / night
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Agriturismo Il Macchione
Agriturismo Il Macchione
House
Pienza, Italy
4.2k from Pienza center

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

10 Bedrooms31 Guests
9.3

Superb

511 reviews

$249
Average price / night
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Agriturismo Castello di Spedaletto
Agriturismo Castello di Spedaletto
House
Pienza, Tuscany, Italy
4.2k from Pienza center

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

5 Bedrooms2 Guests
9.7

Exceptional

212 reviews

$106
Average price / night
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Agriturismo Castello La Grancia di Spedaletto
Agriturismo Castello La Grancia di Spedaletto
House
Pienza, Italy
4.2k from Pienza center

View, Pool, Security/Safety, Balcony/Terrace, Oceanfront, Accessibility, Internet

2 Bedrooms5 Guests
9.4

Superb

1013 reviews

$100
Average price / night
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Le Sorbelle D'Orcia
Le Sorbelle D'Orcia
House
Pienza, Italy
4.3k from Pienza center

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

20 Bedrooms61 Guests
9.5

Superb

104 reviews

$84
Average price / night
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Agriturismo Le Macchie
Agriturismo Le Macchie
House
Monticchiello, Italy
4.5k from Pienza center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Hot tubs

7 Bedrooms14 Guests
9.8

Exceptional

22 reviews

$694
Average price / night
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Palazzo Massaini - Le Scuderie
Palazzo Massaini - Le Scuderie
House
Pienza, Italy
4.6k from Pienza center

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

4 Bedrooms6 Guests
9.3

Superb

174 reviews

$322
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 Pienza.

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Pienza Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 123 verified oceanfront rentals in Pienza. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Pienza vary depending on the property size, exact beachfront location, and season. Rates typically start from around $84 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 Pienza 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 Pienza welcome pets. Currently, 22 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 Pienza often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and 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.