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

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1327 Best Vacation Rentals in Montescudaio (Starting from $59)

CASE&COLLINE La Serra Nuova
CASE&COLLINE La Serra Nuova
House
Montescudaio, Italy
0.8k from Montescudaio center

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

4 Bedrooms8 Guests
8.0

Good

1 reviews

$115
Average price / night
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La Capinere 2 2
La Capinere 2 2
Apartment
Montescudaio, 56040, Italy
1.0k from Montescudaio center

AC, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Washer

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$124
Average price / night
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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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LODGE TENT MARGHERITA 5 p.
LODGE TENT MARGHERITA 5 p.
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

Barbecue, Laundry, Living Area, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$147
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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I Colombi 2 2
I Colombi 2 2
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Heater, Internet, Laundry, Living Area, No Smoking

1 Bedroom2 Guests
New to Booking
$127
Average price / night
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Suite San Martino - Cecina Riparbella casa vacanze
Suite San Martino - Cecina Riparbella casa vacanze
Apartment
Riparbella, Italy
1.2k from Montescudaio center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$173
Average price / night
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Lodge tent Ginestra 4 p.
Lodge tent Ginestra 4 p.
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

Balcony, Barbecue, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, TV

2 Bedrooms3 Guests
New to Booking
$104
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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Le Tortore 6 2
Le Tortore 6 2
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$197
Average price / night
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La Casetta di Cate
La Casetta di Cate
Apartment
Riparbella, Italy
1.3k from Montescudaio center

Hot Tub, Pool, Fireplace/Heating, Security/Safety, Air Conditioner, Pet Friendly, Internet

2 Bedrooms5 Guests
8.5

Very Good

33 reviews

$76
Average price / night
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I Lecci 4+2
I Lecci 4+2
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$176
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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The Sunflowers - Sea View
The Sunflowers - Sea View
Apartment
Montescudaio, 56040, Italy
1.1k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$162
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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The Olive  4+2
The Olive 4+2
Apartment
Montescudaio, 56040, Italy
1.2k from Montescudaio center

AC, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$187
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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Two-room apartment of about 45 square meters with air conditioning and heating, tastefully furnished and composed of a living room with equipped kitchenette and sofa bed, bedroom with double bed and bathroom with shower and bidet.Located on the ground fl
New to Booking
$127
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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Studio apartment of about 35 square meters with air conditioning and heating, tastefully furnished and composed of a single room with equipped kitchenette, double bed, sofa bed and bathroom with shower and bidet.Located on the ground floor or first floor
New to Booking
$112
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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I Noci
I Noci
Apartment
Montescudaio, 56040, Italy
1.3k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Heater, Laundry, Living Area, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$174
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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Apartment in the green of Tuscany with swimming pool Residence Il Granaio
Apartment in the green of Tuscany with swimming pool Residence Il Granaio
House
Riparbella (PI), 56046, Italy
1.4k from Montescudaio center

AC, Extra Bed, Heater, Internet, Kitchen, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$194
Average price / night
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Nice apartment in villa for 4 guests with pool, terrace and pets allowed
Nice apartment in villa for 4 guests with pool, terrace and pets allowed
House
Valserena, 56040, Italy
1.4k from Montescudaio center

Barbecue, Crib, Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

1 Bedroom4 Guests
New to Booking
$151
Average price / night
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Villa Nikka 6, Emma Villas
Villa Nikka 6, Emma Villas
Villa
Riparbella, 56046, Italy
1.5k from Montescudaio center

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

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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Charming apartment in Tuscany
Charming apartment in Tuscany
Apartment
Montescudaio, 56040, Italy
1.6k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$140
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 Vacation Rentals in Montescudaio.

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Frequently Asked Questions

You can explore 1327 verified vacation rentals in Montescudaio. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Montescudaio vary depending on the season, property size, and location. Rates typically start from around $59 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Montescudaio include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Montescudaio welcome pets. Currently, 69 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Montescudaio often include amenities such as Balcony/Terrace, Fireplace/Heating, and Pet Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.