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

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

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75 Best Oceanfront Rentals in Simignano (Starting from $100)

Agriturismo La Villa
Agriturismo La Villa
House
Pievescola, Italy
0.5k from Simignano center

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

7 Bedrooms16 Guests
9.2

Superb

11 reviews

$596
Average price / night
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Villa Isaia 31 Stunning villa medieval borgo with p/pool and tennis
Villa Isaia 31 Stunning villa medieval borgo with p/pool and tennis
Villa
Collalto, 53035, Italy
8.3k from Simignano center

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

16 Bedrooms31 Guests
New to Booking
$10028
Average price / night
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Podere Casetta Entire Property in Exclusive Use Siena
Podere Casetta Entire Property in Exclusive Use Siena
House
Simignano, Tuscany, Italy
0.5k from Simignano center

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

8 Bedrooms22 Guests
9.5

Superb

2 reviews

$581
Average price / night
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Le Mascie
Le Mascie
Apartment
Sovicille, Italy
2.3k from Simignano center

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

17 Bedrooms34 Guests
9.2

Superb

69 reviews

$100
Average price / night
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Villa Le Caggia
Villa Le Caggia
Villa
Sovicille, Italy
2.5k from Simignano center

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

7 Bedrooms17 Guests
10.0

Exceptional

9 reviews

$610
Average price / night
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Agriturismo Poggio ai Legni
Agriturismo Poggio ai Legni
House
Sovicille, Italy
2.8k from Simignano center

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

9 Bedrooms28 Guests
9.4

Superb

144 reviews

$124
Average price / night
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Borgo Il Poggiaccio Residenza d'Epoca
Borgo Il Poggiaccio Residenza d'Epoca
House
Sovicille, Italy
2.9k from Simignano center

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

18 Bedrooms33 Guests
9.1

Superb

408 reviews

$196
Average price / night
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Roccia Cerbaia
Roccia Cerbaia
House
Simignano, Tuscany, Italy
3.0k from Simignano center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

17 Bedrooms35 Guests
5.9

Review score

8 reviews

$1143
Average price / night
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Agriturismo La Taverna
Agriturismo La Taverna
House
Rome, Italy
3.1k from Simignano center

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

9 Bedrooms18 Guests
10.0

Exceptional

2 reviews

$129
Average price / night
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Agriturismo Il Caggio
Agriturismo Il Caggio
House
Sovicille, Italy
3.3k from Simignano center

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

7 Bedrooms13 Guests
9.1

Superb

113 reviews

$105
Average price / night
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Falesta
Falesta
House
Casole dʼElsa, Italy
3.4k from Simignano center

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

11 Bedrooms30 Guests
8.5

Very Good

121 reviews

$343
Average price / night
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VILLA PIEVE Winery Apt
VILLA PIEVE Winery Apt
Apartment
Pievescola, Italy
3.6k from Simignano center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$230
Average price / night
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Ripostena
Ripostena
House
Simignano, Tuscany, Italy
3.6k from Simignano center

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

3 Bedrooms8 Guests
8.6

Fabulous

5 reviews

$115
Average price / night
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Podere La Castellina
Podere La Castellina
Apartment
Simignano, Tuscany, Italy
3.6k from Simignano center

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

10 Bedrooms27 Guests
9.8

Exceptional

45 reviews

$152
Average price / night
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Casina boutique con piscina riservata alla coppia di ospiti
Casina boutique con piscina riservata alla coppia di ospiti
Apartment
Italy
3.9k from Simignano center

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

1 Bedroom3 Guests
New to Booking
$176
Average price / night
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La Dimora di Teresa
La Dimora di Teresa
Villa
Ancaiano, Italy
4.1k from Simignano center

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

4 Bedrooms10 Guests
9.5

Superb

6 reviews

$459
Average price / night
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Villino Marmoraia
Villino Marmoraia
Villa
Simignano, Tuscany, Italy
4.6k from Simignano center

Internet, Fireplace/Heating, Guest Services, Parking, Ocean View, Pool, Security/Safety

2 Bedrooms4 Guests
New to Booking
$198
Average price / night
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Agriturismo Borgo Personatina
Agriturismo Borgo Personatina
House
Sovicille, Italy
4.7k from Simignano 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 Antico Podere Rota
Villa Antico Podere Rota
Villa
Sovicille, Italy
4.8k from Simignano center

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

6 Bedrooms10 Guests
8.9

Fabulous

12 reviews

$132
Average price / night
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Bazzani Apartments
Bazzani Apartments
Apartment
Pievescola, Italy
4.9k from Simignano center

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

4 Bedrooms12 Guests
1.0

Review score

1 reviews

$623
Average price / night
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Villa Mucellena
Villa Mucellena
Apartment
Casa Nagli, Italy
4.9k from Simignano center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Places to stay

19 Bedrooms29 Guests
9.1

Superb

154 reviews

$133
Average price / night
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Borgo Il Villino
Borgo Il Villino
House
Casole dʼElsa, Italy
4.9k from Simignano center

Accommodations, Pools, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay, Family

18 Bedrooms19 Guests
8.0

Good

25 reviews

$159
Average price / night
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AgritourismoAzienda Villa Cennina
AgritourismoAzienda Villa Cennina
House
Ancaiano, Italy
5.1k from Simignano 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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L'Ovile 8, Emma Villas
L'Ovile 8, Emma Villas
Villa
Sovicille, Italy
5.2k from Simignano 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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Podere Lorena
Podere Lorena
Villa
Monteriggioni, Italy
5.2k from Simignano 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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Agriturismo San Giusto
Agriturismo San Giusto
House
Simignano, Tuscany, Italy
5.3k from Simignano center

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

2 Bedrooms4 Guests
9.6

Exceptional

10 reviews

$101
Average price / night
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Casa Viale dei Cipressi
Casa Viale dei Cipressi
Villa
Sovicille, Italy
5.3k from Simignano center

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

3 Bedrooms7 Guests
9.7

Exceptional

24 reviews

$163
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 Simignano.

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Simignano Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 75 verified oceanfront rentals in Simignano. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Simignano vary depending on the property size, exact beachfront location, and season. Rates typically start from around $100 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 Simignano 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 Simignano welcome pets. Currently, 34 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 Simignano often include features designed for a comfortable coastal stay, such as Internet, View, and Oceanfront. 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.