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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Villa Montesoli

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53 Best Vacation Rentals with Private Pool in Villa Montesoli (Starting from $71)

Bosco Della Spina
Bosco Della Spina
House
Murlo, Italy
6.0k from Villa Montesoli center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Boutique, Cottages, Pet-friendly

33 Bedrooms38 Guests
9.0

Fabulous

844 reviews

$144
Average price / night
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Podere Maiano - Private Pool Villa with 9 Bdrs and Spa
Podere Maiano - Private Pool Villa with 9 Bdrs and Spa
Villa
Buonconvento, Siena, 53022, Italy
0.3k from Villa Montesoli center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Fireplace, Free Parking, Heater

9 Bedrooms18 Guests
9.8

Exceptional

7 reviews

$2237
Average price / night
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Fattoria Pieve a Salti
Fattoria Pieve a Salti
House
Buonconvento, Italy
7.8k from Villa Montesoli center

Cheap, Accommodations, Pools, Farm stays, Parking, Spa, Romantic, Cottages, Pet-friendly

21 Bedrooms10 Guests
9.1

Superb

345 reviews

$71
Average price / night
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Luxury Ecofriendly Country Villa  - Val d'orcia
Luxury Ecofriendly Country Villa - Val d'orcia
House
Buonconvento Siena, 53022, Italy
0.4k from Villa Montesoli center

AC, Arcade, Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet

9 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$1583
Average price / night
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Borgo Castelrotto - pool villa 9 bedrooms - Exclusive private wine Estate
Borgo Castelrotto - pool villa 9 bedrooms - Exclusive private wine Estate
House
Buonconvento, 53022, Italy
0.4k from Villa Montesoli center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

9 Bedrooms20 Guests
10.0

Exceptional

7 reviews

$1846
Average price / night
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Villa Anna - Nine Bedroom Villa, Sleeps 18
Villa Anna - Nine Bedroom Villa, Sleeps 18
Villa
Murlo, 53022, Italy
0.4k from Villa Montesoli center

AC, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry, No Smoking, Outdoor Space

9 Bedrooms18 Guests
New to Booking
$2955
Average price / night
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Pool Villa with 4 Bdrs and external Sauna
Pool Villa with 4 Bdrs and external Sauna
Villa
Buonconvento, 53022, Italy
0.7k from Villa Montesoli center

AC, Balcony, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry

4 Bedrooms8 Guests
New to Booking
$1038
Average price / night
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Il Colle Di Donna Ilaria 16, Emma Villas
Il Colle Di Donna Ilaria 16, Emma Villas
Villa
Buonconvento, 53022, Italy
0.8k from Villa Montesoli center

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

8 Bedrooms16 Guests
New to Booking
$2053
Average price / night
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Sant'Ilaria - Private Pool Villa with 2 Bdrs
Sant'Ilaria - Private Pool Villa with 2 Bdrs
Villa
Siena, 53022, Italy
1.0k from Villa Montesoli center

AC, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$422
Average price / night
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Stunning estate + winery operating as two luxury villas + infinity pool
Stunning estate + winery operating as two luxury villas + infinity pool
House
Bibbiano, 53022, Italy
1.5k from Villa Montesoli center

AC, Breakfast Included, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Living Area

16 Bedrooms38 Guests
New to Booking
$12669
Average price / night
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Villa sleeps 10 with private garden and pool.
Villa sleeps 10 with private garden and pool.
Villa
Buonconvento, 53022, Italy
1.8k from Villa Montesoli center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space

5 Bedrooms10 Guests
8.0

Good

1 reviews

$916
Average price / night
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Villa Fragranza - Homelike Villas
Villa Fragranza - Homelike Villas
Villa
Buonconvento, 53022, Italy
1.8k from Villa Montesoli center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$712
Average price / night
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Villa Aiale, 7 En-Suite Bdrs, AC Throughout, Private Pool – Wine Estate
Villa Aiale, 7 En-Suite Bdrs, AC Throughout, Private Pool – Wine Estate
Villa
Buonconvento, 53022, Italy
1.9k from Villa Montesoli center

AC, Barbecue, Crib, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$1665
Average price / night
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Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Villa
Bibbiano, 53022, Italy
2.4k from Villa Montesoli center

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

7 Bedrooms14 Guests
New to Booking
$2650
Average price / night
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Villa 'Casa Alta  Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Villa
Murlo, 53016, Italy
2.6k from Villa Montesoli center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

9 Bedrooms15 Guests
New to Booking
$1004
Average price / night
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VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Villa
Siena, 53022, Italy
3.9k from Villa Montesoli center

AC, Barbecue, Extra Bed, Free Parking, No Smoking, Pool

7 Bedrooms14 Guests
New to Booking
$6833
Average price / night
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Villa in Serravalle with 5 bedrooms sleeps 10
Villa in Serravalle with 5 bedrooms sleeps 10
Villa
Serravalle, 53022, Italy
4.6k from Villa Montesoli center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$2400
Average price / night
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Una casa nel bosco
Una casa nel bosco
House
Vescovado di MURLO, 53016, Italy
4.7k from Villa Montesoli center

Dryer, Internet, Laundry, No Smoking, Pool, Washer

3 Bedrooms5 Guests
New to Booking
$194
Average price / night
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Villa Carla in Murlo, 300sqm detached villa with garden veranda and swimming pool.
Villa Carla in Murlo, 300sqm detached villa with garden veranda and swimming pool.
Villa
vescovado di murlo, 53016, Italy
5.1k from Villa Montesoli center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$345
Average price / night
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House with garden in the middle of etruscan hills
House with garden in the middle of etruscan hills
Apartment
Vescovado SI, 53016, Italy
5.2k from Villa Montesoli center

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

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$114
Average price / night
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Vacation home among the scent and charm of the Tuscan countryside
Vacation home among the scent and charm of the Tuscan countryside
Apartment
Vescovado di Murlo, 53016, Italy
5.2k from Villa Montesoli center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$126
Average price / night
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Farmhouse in the greenery of the Tuscany countryside with private pool and view
Farmhouse in the greenery of the Tuscany countryside with private pool and view
House
Murlo, 53016, Italy
5.2k from Villa Montesoli center

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

4 Bedrooms10 Guests
9.6

Exceptional

53 reviews

$327
Average price / night
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Appartamento \"l'arco\"
Appartamento \"l'arco\"
Condo
Vescovado, 53016, Italy
5.2k from Villa Montesoli center

Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, Pool, Toys, TV

1 Bedroom2 Guests
New to Booking
$87
Average price / night
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Villa Angelini 14+7, Emma Villas
Villa Angelini 14+7, Emma Villas
Villa
Vescovado, 53016, Italy
5.3k from Villa Montesoli center

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

7 Bedrooms21 Guests
9.0

Fabulous

2 reviews

$1052
Average price / night
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Podere Vetricella by Interhome
Podere Vetricella by Interhome
House
Buonconvento, 53022, Italy
6.4k from Villa Montesoli center

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

4 Bedrooms8 Guests
New to Booking
$389
Average price / night
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Villa sleeps 14 with private pool
Villa sleeps 14 with private pool
Villa
Monteroni d'Arbia, 53016, Italy
6.4k from Villa Montesoli center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Outdoor Space, Pool, TV, Washer

7 Bedrooms14 Guests
New to Booking
$583
Average price / night
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Cozy home in Monteroni d´Arbia SI
Cozy home in Monteroni d´Arbia SI
House
Monteroni d´Arbia SI, 53014, Italy
6.5k from Villa Montesoli center

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

7 Bedrooms14 Guests
New to Booking
$701
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 Villa Montesoli.

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Villa Montesoli Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 53 verified vacation rentals with a private pool in Villa Montesoli. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Villa Montesoli vary depending on the property size, location, and travel season. Rates typically start from around $71 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 Villa Montesoli also welcome pets. Currently, 38 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 Villa Montesoli often include additional features such as Private Pool, Pool, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Villa Montesoli 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.