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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Montescudaio

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144 Best Vacation Rentals with Private Pool in Montescudaio (Starting from $179)

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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Stunning private villa for 10 people with private pool, WIFI, A/C, TV, patio and panoramic view
Stunning private villa for 10 people with private pool, WIFI, A/C, TV, patio and panoramic view
House
Casale Marittimo, 56040, Italy
2.0k from Montescudaio center

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

5 Bedrooms10 Guests
New to Booking
$1060
Average price / night
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Panoramic Penthouse Residence \"La Villa\" with swimming pool, tennis court, park
Panoramic Penthouse Residence \"La Villa\" with swimming pool, tennis court, park
Apartment
Toscana, 56040, Italy
2.0k from Montescudaio center

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

1 Bedroom4 Guests
New to Booking
$289
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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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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Tramonto by Interhome
Tramonto by Interhome
House
Guardistallo, 56040, Italy
2.2k from Montescudaio center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
New to Booking
$914
Average price / night
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Vacation home Lilia by Interhome
Vacation home Lilia by Interhome
House
Riparbella, 56046, Italy
2.2k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
New to Booking
$426
Average price / night
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Podere la Quercia by Interhome
Podere la Quercia by Interhome
Apartment
Riparbella, 56046, Italy
2.2k from Montescudaio center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

5 Bedrooms10 Guests
9.2

Superb

9 reviews

$267
Average price / night
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Stunning private villa for 10 guests with A/C, private pool, WIFI, TV, patio and panoramic view
Stunning private villa for 10 guests with A/C, private pool, WIFI, TV, patio and panoramic view
House
Riparbella, 56046, Italy
2.4k from Montescudaio center

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

4 Bedrooms10 Guests
New to Booking
$503
Average price / night
Check Availability
Campo del Rosario by Interhome
Campo del Rosario by Interhome
House
Montescudaio, 56040, Italy
2.5k from Montescudaio center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

3 Bedrooms5 Guests
New to Booking
$179
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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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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Romantic comfortable house with view upon the sea, dishwasher, washing maschine
Romantic comfortable house with view upon the sea, dishwasher, washing maschine
House
Riparbella, 56046, Italy
2.9k from Montescudaio center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
9.8

Exceptional

26 reviews

$321
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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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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Stunning private villa with private pool, WIFI, A/C, patio, pets allowed and panoramic view
Stunning private villa with private pool, WIFI, A/C, patio, pets allowed and panoramic view
House
Riparbella, 56046, Italy
3.3k from Montescudaio center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, No Smoking

3 Bedrooms6 Guests
New to Booking
$802
Average price / night
Check Availability
La Villetta by Interhome
La Villetta by Interhome
House
Riparbella, 56046, Italy
3.3k from Montescudaio center

AC, Barbecue, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$261
Average price / night
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Sun & Moon Cottage with private pool and garden
Sun & Moon Cottage with private pool and garden
Cottage
Montescudaio, 56040, Italy
3.3k from Montescudaio center

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

2 Bedrooms6 Guests
New to Booking
$388
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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Nice home in Riparbella (PI)
Nice home in Riparbella (PI)
House
Riparbella (PI), 56046, Italy
3.3k from Montescudaio center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$255
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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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
Check Availability
Vacation home Siby by Interhome
Vacation home Siby by Interhome
House
Casale Marittimo, 56040, Italy
3.5k from Montescudaio center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
New to Booking
$441
Average price / night
Check Availability
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 Le Querce by Interhome
Villa Le Querce by Interhome
House
Casale Marittimo, 56040, Italy
3.7k from Montescudaio center

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

6 Bedrooms15 Guests
New to Booking
$453
Average price / night
Check Availability
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
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 with Private Pool in Montescudaio.

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Montescudaio Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 144 verified vacation rentals with a private pool in Montescudaio. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Montescudaio vary depending on the property size, location, and travel season. Rates typically start from around $179 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Montescudaio also welcome pets. Currently, 32 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Montescudaio often include additional features such as Kitchen, Laundry, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Montescudaio include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.