Vacation Rentals with Private Pool in Castello di Montalto, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Castello di Montalto

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87 Best Vacation Rentals with Private Pool in Castello di Montalto (Starting from $169)

Vivaia - Arceno Rentals Club
Vivaia - Arceno Rentals Club
Villa
San Gusmè, Italy
4.8k from Castello di Montalto center

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

5 Bedrooms10 Guests
New to Booking
$909
Average price / night
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Villa in Rapale with 9 bedrooms sleeps 20
Villa in Rapale with 9 bedrooms sleeps 20
Villa
Rapale, 52021, Italy
1.7k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater

8 Bedrooms20 Guests
New to Booking
$1773
Average price / night
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Borgo Villa a Sesta
Borgo Villa a Sesta
Resort
Castello di Montalto, Tuscany, Italy
6.0k from Castello di Montalto center

Accommodations, Pools, Resorts, Parking, Spa, Lodgings, Hot tubs, Places to stay, Family

19 Bedrooms42 Guests
8.1

Very Good

24 reviews

$226
Average price / night
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Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
1.7k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

11 Bedrooms24 Guests
9.8

Exceptional

6 reviews

$3863
Average price / night
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Villa Di Sotto
Villa Di Sotto
House
Castelnuovo Berardenga, Italy
6.0k from Castello di Montalto center

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

10 Bedrooms27 Guests
9.0

Fabulous

88 reviews

$169
Average price / night
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Villa Caterine - Large country villa with private pool
Villa Caterine - Large country villa with private pool
Villa
Pietraviva, 565989, Italy
1.8k from Castello di Montalto center

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

5 Bedrooms10 Guests
New to Booking
$893
Average price / night
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Villa Saffo: A charming three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa Saffo: A charming three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa
Bucine, 52021, Italy
1.9k from Castello di Montalto center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Patio, Pool

9 Bedrooms20 Guests
New to Booking
$2221
Average price / night
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Villa il Borgo
Villa il Borgo
Villa
Bucine, 52020, Italy
1.9k from Castello di Montalto center

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

9 Bedrooms20 Guests
New to Booking
$2338
Average price / night
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Villa Gerlino - Country House with private pool
Villa Gerlino - Country House with private pool
Villa
Rapale, 52021, Italy
1.9k from Castello di Montalto center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

9 Bedrooms18 Guests
New to Booking
$2149
Average price / night
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Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
2.1k from Castello di Montalto center

AC, Balcony, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet

9 Bedrooms22 Guests
9.8

Exceptional

6 reviews

$3455
Average price / night
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Beautiful private villa for 20 people with sauna, private pool, WIFI, TV and panoramic view
Beautiful private villa for 20 people with sauna, private pool, WIFI, TV and panoramic view
Villa
Rapale, 52021, Italy
2.1k from Castello di Montalto center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

9 Bedrooms20 Guests
9.8

Exceptional

6 reviews

$1868
Average price / night
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Beautiful farmhouse with heated pool and jacuzzi
Beautiful farmhouse with heated pool and jacuzzi
Villa
Bucine, 52021, Italy
2.1k from Castello di Montalto center

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

5 Bedrooms12 Guests
New to Booking
$861
Average price / night
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Molino del Chianti In Bucine, Tuscany
Molino del Chianti In Bucine, Tuscany
Villa
Bucine, 52021, Italy
2.2k from Castello di Montalto center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$763
Average price / night
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Camparone, ArcenoRentalsClub Magnificent Chianti Villa  Exclusive Pool Concierge
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
2.3k from Castello di Montalto center

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

6 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$1708
Average price / night
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Poggio Landi, Bucine, Arezzo and Cortona
Poggio Landi, Bucine, Arezzo and Cortona
Villa
Bucine, 52021, Italy
2.7k from Castello di Montalto center

Barbecue, Fireplace, Fitness Equipment, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$911
Average price / night
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Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
2.7k from Castello di Montalto center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1468
Average price / night
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Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Villa
Castelnuovo Berardenga, 53010, Italy
3.4k from Castello di Montalto center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$600
Average price / night
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San Donato Retreat by Arceno Rentals Club - Concierge, Pool, Wifi
San Donato Retreat by Arceno Rentals Club - Concierge, Pool, Wifi
Villa
San Gusmè - Castelnuovo Berardenga, 53019, Italy
3.4k from Castello di Montalto center

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

2 Bedrooms4 Guests
New to Booking
$310
Average price / night
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Casa Rossella,charming house in historical Chianti Estate ,private pool
Casa Rossella,charming house in historical Chianti Estate ,private pool
House
San Gusme, 53019, Italy
3.5k from Castello di Montalto center

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

1 Bedroom2 Guests
10.0

Exceptional

53 reviews

$218
Average price / night
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Stunning luxury Tuscany villa rental
Stunning luxury Tuscany villa rental
Villa
Pietraviva, 52021, Italy
3.6k from Castello di Montalto center

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

9 Bedrooms20 Guests
New to Booking
$1774
Average price / night
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Villa Rapale by MMega
Villa Rapale by MMega
Villa
Pietraviva, 52020, Italy
3.8k from Castello di Montalto center

AC, Barbecue, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
New to Booking
$851
Average price / night
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Villa Giusterna - Ancient villa in the Tuscan hills
Villa Giusterna - Ancient villa in the Tuscan hills
Villa
Bucine, 52021, Italy
3.9k from Castello di Montalto center

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

8 Bedrooms16 Guests
New to Booking
$972
Average price / night
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JUNIPER APARTMENT IN THE TUSCAN HILLS
JUNIPER APARTMENT IN THE TUSCAN HILLS
Apartment
Bucine, 52021, Italy
3.9k from Castello di Montalto center

AC, Free Parking, Heater, Internet, Kitchen, No Smoking, Pool, TV

2 Bedrooms4 Guests
New to Booking
$198
Average price / night
Check Availability
Vivaia Arceno Rentals Club, Villa in Chianti , Exclusive Pool Concierge Freewifi
Vivaia Arceno Rentals Club, Villa in Chianti , Exclusive Pool Concierge Freewifi
Villa
San Gusmè, 53019, Italy
4.0k from Castello di Montalto center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1173
Average price / night
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JAY APARTMENT IN THE TUSCAN HILLS
JAY APARTMENT IN THE TUSCAN HILLS
Apartment
Montebenichi, 52021, Italy
4.1k from Castello di Montalto center

Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool, TV

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$215
Average price / night
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Cosy private home in  Medieval Village, with large terrace, pool and garden
Cosy private home in Medieval Village, with large terrace, pool and garden
House
Montebenichi, 52021, Italy
4.2k from Castello di Montalto center

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

1 Bedroom2 Guests
New to Booking
$414
Average price / night
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Townhouse Casa Gorizia - Authentic Tuscany
Townhouse Casa Gorizia - Authentic Tuscany
House
Montebenichi, 52021, Italy
4.5k from Castello di Montalto center

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

1 Bedroom2 Guests
10.0

Exceptional

8 reviews

$184
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 Castello di Montalto.

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Castello di Montalto Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 87 verified vacation rentals with a private pool in Castello di Montalto. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Castello di Montalto vary depending on the property size, location, and travel season. Rates typically start from around $169 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 Castello di Montalto also welcome pets. Currently, 28 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 Castello di Montalto often include additional features such as Fireplace/Heating, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Castello di Montalto 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.