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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Montepulciano

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126 Best Vacation Rentals with Private Pool in Montepulciano (Starting from $109)

Villetta Toscana - Montepulciano
Villetta Toscana - Montepulciano
Villa
Montepulciano, Italy
2.4k from Montepulciano center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

3 Bedrooms9 Guests
9.2

Superb

21 reviews

$165
Average price / night
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Beautiful 5-Bedroom Villa - Walk to Montepulciano w/Pool, Jacuzzi & Fitness Room
Beautiful 5-Bedroom Villa - Walk to Montepulciano w/Pool, Jacuzzi & Fitness Room
Villa
Toscana, 53045, Italy
1.0k from Montepulciano center

AC, Balcony, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
New to Booking
$1305
Average price / night
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Villa Nobile - Walk to Town!  Luxury in Montepulciano, Tuscany w/ Pool & Spa!
Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!
Villa
Montepulciano, 53045, Italy
1.0k from Montepulciano center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms14 Guests
10.0

Exceptional

35 reviews

$2100
Average price / night
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Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Villa
Montepulciano, 53045, Italy
1.2k from Montepulciano center

Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

27 reviews

$398
Average price / night
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Casa Moscatella: A characteristic three-story age-old farm house surrounded by vineyards and olive groves, with Free WI-FI.
Casa Moscatella: A characteristic three-story age-old farm house surrounded by vineyards and olive groves, with Free WI-FI.
Villa
Montepulciano, 53045, Italy
1.2k from Montepulciano center

Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Patio

3 Bedrooms6 Guests
9.6

Exceptional

16 reviews

$1232
Average price / night
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Winery Villa in the heart of Nobile Vineyards.
Winery Villa in the heart of Nobile Vineyards.
Villa
Toscana, IT, 53045, Italy
1.3k from Montepulciano center

AC, Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$729
Average price / night
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Beautiful private villa with WIFI, private pool, TV, patio, pets allowed and panoramic view
Beautiful private villa with WIFI, private pool, TV, patio, pets allowed and panoramic view
Villa
Montepulciano, 53045, Italy
1.3k from Montepulciano center

Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$450
Average price / night
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Villa in Montepulciano with 7 bedrooms sleeps 14
Villa in Montepulciano with 7 bedrooms sleeps 14
Villa
Montepulciano, 53045, Italy
1.4k from Montepulciano center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms14 Guests
New to Booking
$1120
Average price / night
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My Rental Homes - Villa Incanto with pool offers an amazing view of Montepulicano
My Rental Homes - Villa Incanto with pool offers an amazing view of Montepulicano
Villa
Montepulciano, 53045, Italy
1.4k from Montepulciano center

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

7 Bedrooms15 Guests
8.8

Fabulous

5 reviews

$985
Average price / night
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Podere Pisinano- Tuscan villa with swimming pool
Podere Pisinano- Tuscan villa with swimming pool
Villa
Toscana, 53045, Italy
1.5k from Montepulciano center

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

4 Bedrooms10 Guests
New to Booking
$1036
Average price / night
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Villa Montepulciano Vineyard and Pool Retreat
Villa Montepulciano Vineyard and Pool Retreat
Villa
Montepulciano, 53045, Italy
1.5k from Montepulciano center

AC, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$363
Average price / night
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Villa Ardene In Montepulciano, Tuscany
Villa Ardene In Montepulciano, Tuscany
Villa
Montepulciano, 53045, Italy
1.5k from Montepulciano center

AC, Fireplace, Heater, Laundry, Living Area, Microwave, Pool, TV, Washer

7 Bedrooms14 Guests
6.0

Review score

1 reviews

$1094
Average price / night
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Villa Ardita: A characteristic and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Villa Ardita: A characteristic and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Villa
Montepulciano, 53045, Italy
1.5k from Montepulciano center

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

6 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$1682
Average price / night
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Villa Montepulciano by MMega
Villa Montepulciano by MMega
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

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

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$877
Average price / night
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Villa Icario by Fantasia Villas
Villa Icario by Fantasia Villas
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

AC, Barbecue, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$2816
Average price / night
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Wonderful private villa for 10 people with private pool, A/C, hot tub, WIFI, TV and patio
Wonderful private villa for 10 people with private pool, A/C, hot tub, WIFI, TV and patio
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

AC, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$506
Average price / night
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Bossoncina 8+1, Emma Villas
Bossoncina 8+1, Emma Villas
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms9 Guests
8.0

Good

4 reviews

$966
Average price / night
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Montepulciano Luxe Escape
Montepulciano Luxe Escape
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

AC, Fireplace, Heater, Hot Tub, Internet, Kitchen, Living Area, No Smoking, Outdoor Space

7 Bedrooms15 Guests
9.8

Exceptional

8 reviews

$1275
Average price / night
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Villa Boschetto By MMega
Villa Boschetto By MMega
Villa
Montepulciano, 53045, Italy
1.6k from Montepulciano center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
New to Booking
$1044
Average price / night
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Private Villa with hot tub, private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view
Private Villa with hot tub, private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view
Villa
Montepulciano, 53045, Italy
1.7k from Montepulciano center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms14 Guests
9.6

Exceptional

20 reviews

$1128
Average price / night
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Il Casale Di Manuele 12, Emma Villas
Il Casale Di Manuele 12, Emma Villas
Villa
Montepulciano, 53045, Italy
1.7k from Montepulciano center

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

6 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$1134
Average price / night
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Le Terre Di Nunzio 12, Emma Villas
Le Terre Di Nunzio 12, Emma Villas
Villa
Montepulciano, 53045, Italy
1.8k from Montepulciano center

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

6 Bedrooms12 Guests
New to Booking
$1733
Average price / night
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Beautiful villa with swimming pool, ideal for groups
Beautiful villa with swimming pool, ideal for groups
Villa
Montepulciano, 53045, Italy
2.3k from Montepulciano center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, Outdoor Space

12 Bedrooms24 Guests
New to Booking
$9490
Average price / night
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Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic positi
Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic positi
Villa
Montepulciano, 53045, Italy
2.4k from Montepulciano center

AC, Barbecue, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
7.0

Good

2 reviews

$266
Average price / night
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Montepulciano villa rental
Montepulciano villa rental
Villa
Montepulciano, 53045, Italy
2.4k from Montepulciano center

AC, Balcony, Barbecue, Crib, Elevator, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
New to Booking
$4739
Average price / night
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Villa Aretina - Private Villa with Pool in Tuscany
Villa Aretina - Private Villa with Pool in Tuscany
Villa
Pienza, 53045, Italy
2.8k from Montepulciano center

AC, Barbecue, Breakfast Included, Crib, Elevator, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
New to Booking
$3576
Average price / night
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Agriturismo Il Salarco: Studio flat
Agriturismo Il Salarco: Studio flat
House
Montepulciano, 53045, Italy
2.9k from Montepulciano center

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

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$109
Average price / night
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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 Montepulciano.

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Montepulciano Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 126 verified vacation rentals with a private pool in Montepulciano. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Montepulciano vary depending on the property size, location, and travel season. Rates typically start from around $109 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 Montepulciano also welcome pets. Currently, 21 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 Montepulciano 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 Montepulciano 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.