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

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  3.  Italy
  4.  Tuscany
  5.  Montescudaio

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122 Best Villa Rentals in Montescudaio (Starting from $87)

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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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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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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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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Cottage Zizzolo
Cottage Zizzolo
Villa
Riparbella, Italy
1.5k from Montescudaio center

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

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$228
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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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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Seaside Farm - Villetta Rustica
Seaside Farm - Villetta Rustica
Villa
Montescudaio, Italy
1.7k from Montescudaio center

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

3 Bedrooms13 Guests
New to Booking
$213
Average price / night
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Villa Tramontalba - luxury villa, infinity pool, perfect for exploring Tuscany
Villa Tramontalba - luxury villa, infinity pool, perfect for exploring Tuscany
Villa
Toscana, 56040, Italy
2.7k from Montescudaio center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1170
Average price / night
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Villa Berti
Villa Berti
Villa
Montescudaio, Italy
2.0k from Montescudaio center

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

3 Bedrooms7 Guests
New to Booking
$293
Average price / night
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Wonderful private villa with A/C, private pool, WIFI, TV, veranda, pets allowed and panoramic view
Wonderful private villa with A/C, private pool, WIFI, TV, veranda, pets allowed and panoramic view
Villa
Cecina, 56046, Italy
2.9k from Montescudaio center

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

2 Bedrooms4 Guests
New to Booking
$339
Average price / night
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Villa Acquaviva
Villa Acquaviva
Villa
Montescudaio, Italy
2.0k from Montescudaio center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$417
Average price / night
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Single Villa in the hills with private pool and garden.
Single Villa in the hills with private pool and garden.
Villa
Riparbella, 56046, Italy
3.1k from Montescudaio center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

58 reviews

$332
Average price / night
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Villa La Cava
Villa La Cava
Villa
Riparbella, Italy
3.2k from Montescudaio center

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

1 Bedroom8 Guests
New to Booking
$910
Average price / night
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Villa Girasole By Fantasia Villas
Villa Girasole By Fantasia Villas
Villa
Guardistalo, 56040, Italy
3.3k from Montescudaio center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

10 Bedrooms22 Guests
New to Booking
$1235
Average price / night
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Chalet Elena in Montescudaio, ground floor with fenced garden
Chalet Elena in Montescudaio, ground floor with fenced garden
Villa
Montescudaio, Italy
3.3k from Montescudaio center

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

1 Bedroom2 Guests
8.8

Fabulous

10 reviews

$128
Average price / night
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Casa Rialdo - Small family villa with private pool
Casa Rialdo - Small family villa with private pool
Villa
Montecatini Val di Cecina, 56046, Italy
3.3k from Montescudaio center

AC, Barbecue, Crib, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$275
Average price / night
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Residenza dell'Orto - Residenze Tonnina Group
Residenza dell'Orto - Residenze Tonnina Group
Villa
Guardistallo, Italy
3.7k from Montescudaio center

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

1 Bedroom3 Guests
9.0

Fabulous

12 reviews

$278
Average price / night
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Extra privacy, Dog friend, Special Children, Unspoiled nature, Sea
Extra privacy, Dog friend, Special Children, Unspoiled nature, Sea
Villa
Casale marittimo, 56040, Italy
3.4k from Montescudaio center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Internet, Kids Pool, Kitchen

4 Bedrooms8 Guests
9.0

Fabulous

6 reviews

$266
Average price / night
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Il Montedoro
Il Montedoro
Villa
Guardistallo, Italy
3.7k from Montescudaio center

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

3 Bedrooms6 Guests
9.2

Superb

9 reviews

$87
Average price / night
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Villa Il Borgo by Fantasia Villas
Villa Il Borgo by Fantasia Villas
Villa
Guardistalo, 56040, Italy
3.4k from Montescudaio center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

5 Bedrooms13 Guests
New to Booking
$1252
Average price / night
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Casa Upupa
Casa Upupa
Villa
Casale Marittimo, Italy
3.8k from Montescudaio center

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

6 Bedrooms12 Guests
New to Booking
$1939
Average price / night
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Villa \"Cristina\" with sea view, private pool and Wi-Fi
Villa \"Cristina\" with sea view, private pool and Wi-Fi
Villa
Riparbella, 56046, Italy
3.6k from Montescudaio center

AC, Balcony, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
9.4

Superb

9 reviews

$431
Average price / night
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VILLA OTTONE_Podere i gotti - VILLA OTTONE
VILLA OTTONE_Podere i gotti - VILLA OTTONE
Villa
Guardistallo, 56040, Italy
3.8k from Montescudaio center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$814
Average price / night
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VILLA TRE COLONNE_Podere Casale - VILLA TRE COLONNE
VILLA TRE COLONNE_Podere Casale - VILLA TRE COLONNE
Villa
Guardistallo, 56040, Italy
3.8k from Montescudaio center

AC, Barbecue, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool, TV

4 Bedrooms10 Guests
New to Booking
$685
Average price / night
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Detached house, stone, 6 pax, garden, wonderful sea view
Detached house, stone, 6 pax, garden, wonderful sea view
Villa
Casale Marittimo, 56040, Italy
3.8k from Montescudaio center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

23 reviews

$170
Average price / night
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Villa Lestra by Fantasia Villas
Villa Lestra by Fantasia Villas
Villa
Guardistalo, 56040, Italy
3.9k from Montescudaio center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms11 Guests
New to Booking
$1118
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 Villa Rentals in Montescudaio.

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Frequently Asked Questions

You can currently explore 122 verified villa rentals in Montescudaio. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Montescudaio vary depending on the season, location, and amenities. Rates typically start from around $87 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Montescudaio are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Montescudaio.

Yes, Montescudaio offers a wide range of villas ideal for group stays. Many properties include 6 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Montescudaio villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Montescudaio often include highly sought-after amenities such as Balcony/Terrace, Pool, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Montescudaio.

To discover top-rated villas in Montescudaio, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.