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

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

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299 Best Oceanfront Rentals in Montescudaio (Starting from $59)

Agriturismo Sant Elmira - Relax with external Jacuzzi
Agriturismo Sant Elmira - Relax with external Jacuzzi
House
Montescudaio, Italy
0.8k from Montescudaio center

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

6 Bedrooms12 Guests
9.3

Superb

18 reviews

$206
Average price / night
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Romantic cottage, cared for and comfortable, near the seaside and the village
Romantic cottage, cared for and comfortable, near the seaside and the village
Cottage
Montescudaio, 56040, Italy
1.9k from Montescudaio center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.6

Exceptional

16 reviews

$220
Average price / night
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Agriturismo Fattoria La Prugnola
Agriturismo Fattoria La Prugnola
House
Montescudaio, Italy
1.1k from Montescudaio center

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

19 Bedrooms62 Guests
9.3

Superb

25 reviews

$59
Average price / night
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Pure relaxation in an upscale atmosphere for 2/3 people, pool, wifi, near the sea
Pure relaxation in an upscale atmosphere for 2/3 people, pool, wifi, near the sea
House
Montescudaio, 56040, Italy
1.9k from Montescudaio center

Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms3 Guests
9.6

Exceptional

23 reviews

$157
Average price / night
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Vigna Lontana
Vigna Lontana
House
Montescudaio, Italy
1.2k from Montescudaio center

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

2 Bedrooms4 Guests
8.8

Fabulous

42 reviews

$141
Average price / night
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Charming family house in Tuscany. Construction for 2 persons, pool, wifi, garden
Charming family house in Tuscany. Construction for 2 persons, pool, wifi, garden
House
Montescudaio, 56040, Italy
1.9k from Montescudaio center

Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms2 Guests
9.4

Superb

45 reviews

$172
Average price / night
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Agriturismo Antico Podere Il Polveraio
Agriturismo Antico Podere Il Polveraio
House
Montescudaio, Tuscany, Italy
1.4k from Montescudaio center

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

3 Bedrooms11 Guests
8.8

Fabulous

8 reviews

$91
Average price / night
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Romantic Tuscan villa with comfort, 3 double rooms, air conditioning, wifi, pool, sea, flush
Romantic Tuscan villa with comfort, 3 double rooms, air conditioning, wifi, pool, sea, flush
Villa
Montescudaio, 56040, Italy
1.9k from Montescudaio center

AC, Arcade, Balcony, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.8

Exceptional

22 reviews

$374
Average price / night
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Il Panorama - La SUITE esclusiva
Il Panorama - La SUITE esclusiva
Villa
Italy
1.5k from Montescudaio center

Parking, Pet Friendly, Oceanfront, View, Pool, Guest Services, Security/Safety

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
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Residence Il Paradiso
Residence Il Paradiso
House
Strada Provinciale del Poggetto 55, Guardistallo, 56040, Italy
2.0k from Montescudaio center

Bar, Barbecue, Breakfast Available, Crib, Extra Bed, Free Parking, Heater, Internet, Kids Pool

1 Bedroom4 Guests
8.4

Very Good

26 reviews

$85
Average price / night
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La casa di Arturo Pet friendly Apartments
La casa di Arturo Pet friendly Apartments
Apartment
Riparbella, Italy
1.5k from Montescudaio center

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

1 Bedroom4 Guests
1.0

Review score

1 reviews

$174
Average price / night
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Family friendly vacation house for 6 , swimming pool, close to the sea
Family friendly vacation house for 6 , swimming pool, close to the sea
House
Montescudaio, 56040, Italy
2.0k from Montescudaio center

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

3 Bedrooms6 Guests
9.4

Superb

13 reviews

$243
Average price / night
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Max and Lea's House
Max and Lea's House
Apartment
Riparbella, Italy
1.5k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$151
Average price / night
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PRIVATE VILLA ACQUAVIVA TUSCANY FOREVER IN MONTESCUDAIO
PRIVATE VILLA ACQUAVIVA TUSCANY FOREVER IN MONTESCUDAIO
Villa
Montescudaio, 56040, Italy
2.0k from Montescudaio center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$504
Average price / night
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VILLA LIGUSTRO
VILLA LIGUSTRO
Villa
Riparbella, Italy
1.5k from Montescudaio center

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

6 Bedrooms16 Guests
8.2

Very Good

14 reviews

$238
Average price / night
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private house with climate, Wlan, seaview, dishwasher, washingmaschien & BBQ
private house with climate, Wlan, seaview, dishwasher, washingmaschien & BBQ
House
Toscana, 56040, Italy
2.0k from Montescudaio center

AC, Balcony, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$193
Average price / night
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Relais La Pieve Vecchia
Relais La Pieve Vecchia
Resort
Riparbella, Italy
1.5k from Montescudaio center

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

35 Bedrooms57 Guests
9.0

Fabulous

361 reviews

$241
Average price / night
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PRIVATE VILLA BERTI TUSCANY FOREVER IN MONTESCUDAIO
PRIVATE VILLA BERTI TUSCANY FOREVER IN MONTESCUDAIO
Villa
Montescudaio, 56040, Italy
2.1k from Montescudaio center

Barbecue, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Patio

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$522
Average price / night
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Il Panorama
Il Panorama
Apartment
Montescudaio, Italy
1.5k from Montescudaio center

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

4 Bedrooms14 Guests
9.7

Exceptional

20 reviews

$416
Average price / night
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quiet panoramic location with pool, 3 double rooms, 3 bathrooms, kitchen, terrace, private garden
quiet panoramic location with pool, 3 double rooms, 3 bathrooms, kitchen, terrace, private garden
Apartment
Montescudaio, 56040, Italy
2.3k from Montescudaio center

Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$247
Average price / night
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Agriturismo Le Serre
Agriturismo Le Serre
House
Riparbella, Italy
1.5k from Montescudaio center

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

4 Bedrooms16 Guests
9.6

Exceptional

28 reviews

$91
Average price / night
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Charming apartment for 4 people with pool, wifi, air conditioning
Charming apartment for 4 people with pool, wifi, air conditioning
Apartment
Montescudaio, 56040, Italy
2.3k from Montescudaio center

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

2 Bedrooms4 Guests
9.6

Exceptional

9 reviews

$245
Average price / night
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To feel good: quiet panoramic location with pool for 6/7 people
To feel good: quiet panoramic location with pool for 6/7 people
House
Toscana, 56040, Italy
2.3k from Montescudaio center

Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms7 Guests
New to Booking
$231
Average price / night
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Campo del Rosario is an oasis of peace immersed in the Tuscan countryside.
Campo del Rosario is an oasis of peace immersed in the Tuscan countryside.
House
Montescudaio, 56040, Italy
2.5k from Montescudaio center

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

2 Bedrooms5 Guests
10.0

Exceptional

8 reviews

$224
Average price / night
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Hous Malerin with sea view, fenced garden - by ToscanaTour
Hous Malerin with sea view, fenced garden - by ToscanaTour
Apartment
Guardistallo, 56040, Italy
2.5k from Montescudaio center

Extra Bed, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Washer

1 Bedroom4 Guests
9.6

Exceptional

11 reviews

$164
Average price / night
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Romantic, well-equipped house to relax!
Romantic, well-equipped house to relax!
Cottage
Guardistallo, 56040, Italy
2.7k from Montescudaio center

Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

33 reviews

$158
Average price / night
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Exceptional apartment in the center, only 10 km from the sea, with terrace
Exceptional apartment in the center, only 10 km from the sea, with terrace
Apartment
Montescudaio, 56040, Italy
2.8k from Montescudaio center

AC, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$238
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 Oceanfront Rentals in Montescudaio.

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Montescudaio Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 299 verified oceanfront rentals in Montescudaio. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Montescudaio vary depending on the property size, exact beachfront location, and season. Rates typically start from around $59 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 Montescudaio 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 Montescudaio welcome pets. Currently, 72 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 Montescudaio 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.