Vacation Rentals with Private Pool in Monteriggioni Castle, Monteriggioni: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Monteriggioni
  6.  Monteriggioni Castle

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114 Best Vacation Rentals with Private Pool in Monteriggioni Castle (Starting from $145)

Farmhouse in old mill nestled in the beautiful Chianti hills
Farmhouse in old mill nestled in the beautiful Chianti hills
House
Monteriggioni, 53035, Italy
1.3k from Monteriggioni Castle center

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

2 Bedrooms5 Guests
8.8

Fabulous

18 reviews

$145
Average price / night
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Borgo Gallinaio 32, Emma Villas
Borgo Gallinaio 32, Emma Villas
Villa
Siena, 53035, Italy
1.4k from Monteriggioni Castle center

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

16 Bedrooms32 Guests
New to Booking
$4956
Average price / night
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Fattoria Petraglia by Interhome
Fattoria Petraglia by Interhome
House
Monteriggioni, 53035, Italy
1.5k from Monteriggioni Castle center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

9 Bedrooms23 Guests
New to Booking
$976
Average price / night
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Stunning private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
Stunning private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
Villa
Monteriggioni, 53035, Italy
1.7k from Monteriggioni Castle center

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

9 Bedrooms23 Guests
New to Booking
$1133
Average price / night
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A Villa With a View of Monteriggioni and a Private Swimming Pool
A Villa With a View of Monteriggioni and a Private Swimming Pool
Villa
Monteriggioni, 53035, Italy
2.4k from Monteriggioni Castle center

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

2 Bedrooms6 Guests
10.0

Exceptional

39 reviews

$245
Average price / night
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Wonderful  villa for 12 guests with private pool, WIFI, TV, terrace and pets allowed
Wonderful villa for 12 guests with private pool, WIFI, TV, terrace and pets allowed
Villa
Poggibonsi, 53011, Italy
2.4k from Monteriggioni Castle center

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

6 Bedrooms12 Guests
New to Booking
$475
Average price / night
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Podere Gioia by Interhome
Podere Gioia by Interhome
House
Castellina in Chianti, 53011, Italy
2.7k from Monteriggioni Castle center

Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

6 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$332
Average price / night
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Casina di Teo In Monteriggioni, Tuscany
Casina di Teo In Monteriggioni, Tuscany
Villa
Monteriggioni, 53035, Italy
3.1k from Monteriggioni Castle center

Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
9.8

Exceptional

12 reviews

$264
Average price / night
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Casina di Teo, Monteriggioni, Siena and Chianti
Casina di Teo, Monteriggioni, Siena and Chianti
Villa
Monteriggioni, 53035, Italy
3.1k from Monteriggioni Castle center

Barbecue, Extra Bed, Fireplace, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$307
Average price / night
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Casa La Cedrina, Pool, Lornano
Casa La Cedrina, Pool, Lornano
House
Monteriggioni, 53035, Italy
3.4k from Monteriggioni Castle center

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

4 Bedrooms8 Guests
New to Booking
$382
Average price / night
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Beautiful private villa for 8 people with WIFI, private pool and TV, close to Siena
Beautiful private villa for 8 people with WIFI, private pool and TV, close to Siena
House
Monteriggioni, 53035, Italy
3.4k from Monteriggioni Castle center

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

4 Bedrooms8 Guests
New to Booking
$436
Average price / night
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Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Villa
Monteriggioni SIENA, 53035, Italy
3.6k from Monteriggioni Castle center

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

2 Bedrooms5 Guests
9.8

Exceptional

57 reviews

$377
Average price / night
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Villa \"Le Vallecchie\" overlooking Siena and with private swimming pool
Villa \"Le Vallecchie\" overlooking Siena and with private swimming pool
Villa
Siena, 53035, Italy
3.7k from Monteriggioni Castle center

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

4 Bedrooms8 Guests
9.4

Superb

36 reviews

$563
Average price / night
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Relais La Costa by Interhome
Relais La Costa by Interhome
House
Monteriggioni, 53035, Italy
4.0k from Monteriggioni Castle center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub

12 Bedrooms24 Guests
New to Booking
$3207
Average price / night
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Villa Vianci, ein Zuhause weg von Zuhause by Interhome
Villa Vianci, ein Zuhause weg von Zuhause by Interhome
House
Gavignano, 53036, Italy
4.1k from Monteriggioni Castle center

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

7 Bedrooms14 Guests
New to Booking
$683
Average price / night
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Villa Vianci RBO, your home away in Tuscany
Villa Vianci RBO, your home away in Tuscany
Villa
Staggia Senese, 53036, Italy
4.1k from Monteriggioni Castle center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$748
Average price / night
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Villa Staggia In Poggibonsi, Tuscany
Villa Staggia In Poggibonsi, Tuscany
Villa
Poggibonsi, 53036, Italy
4.1k from Monteriggioni Castle center

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

7 Bedrooms14 Guests
10.0

Exceptional

3 reviews

$863
Average price / night
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Villa Cherubina: A splendid seventeenth-century three-story villa located on top of a small hill, with Free WI-FI.
Villa Cherubina: A splendid seventeenth-century three-story villa located on top of a small hill, with Free WI-FI.
Villa
Poggibonsi, 53036, Italy
4.1k from Monteriggioni Castle center

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

7 Bedrooms14 Guests
10.0

Exceptional

6 reviews

$2701
Average price / night
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Wonderful private villa with A/C, private pool, WIFI, patio and panoramic view, close to Siena
Wonderful private villa with A/C, private pool, WIFI, patio and panoramic view, close to Siena
Villa
Poggibonsi, 53035, Italy
4.5k from Monteriggioni Castle center

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

7 Bedrooms14 Guests
New to Booking
$891
Average price / night
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Villa Montespertoli In Castellina in Chianti, Tuscany
Villa Montespertoli In Castellina in Chianti, Tuscany
Villa
Castellina in Chianti, 53011, Italy
4.7k from Monteriggioni Castle center

AC, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

6 Bedrooms12 Guests
9.4

Superb

8 reviews

$641
Average price / night
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15th century barn fully renovated in a stylish style with gorgeous swimming pool
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Villa
Toscana, 53035, Italy
5.0k from Monteriggioni Castle center

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

3 Bedrooms8 Guests
9.4

Superb

13 reviews

$863
Average price / night
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Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Villa
Siena, 53035, Italy
5.1k from Monteriggioni Castle center

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

3 Bedrooms6 Guests
9.6

Exceptional

58 reviews

$578
Average price / night
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Podere Sangiovese, pool and view in Chianti region
Podere Sangiovese, pool and view in Chianti region
Villa
Castellina In Chianti, 53011, Italy
5.3k from Monteriggioni Castle center

Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Space

5 Bedrooms9 Guests
New to Booking
$300
Average price / night
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Chianti Wine Resort Tenuta di Bibbiano - I Sodi
Chianti Wine Resort Tenuta di Bibbiano - I Sodi
Villa
Castellina in Chianti, 53011, Italy
5.4k from Monteriggioni Castle center

AC, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Pool

10 Bedrooms16 Guests
New to Booking
$706
Average price / night
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800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
800 sqm, hot tub, pool and gym, 5 bedrooms, 1 family room, 7 bathrooms
Villa
Siena, 53035, Italy
5.4k from Monteriggioni Castle center

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

6 Bedrooms14 Guests
9.8

Exceptional

50 reviews

$1162
Average price / night
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Idyllic Countryside Retreat with Rustic Elegance
Idyllic Countryside Retreat with Rustic Elegance
Villa
monteriggioni, 53035, Italy
5.6k from Monteriggioni Castle center

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

7 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$806
Average price / night
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Large beautiful villa in Tuscan Hills of Chianti, Stunning gardens w large pool
Large beautiful villa in Tuscan Hills of Chianti, Stunning gardens w large pool
Villa
Lilliano, 53011, Italy
5.7k from Monteriggioni Castle center

AC, Balcony, Barbecue, Fireplace, Fitness Equipment, Heater, Internet, Kitchen, Laundry

9 Bedrooms18 Guests
New to Booking
$5661
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 Monteriggioni Castle.

Where to stay in Monteriggioni Castle? Best neighborhoods & areas

Monteriggioni Castle Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 114 verified vacation rentals with a private pool in Monteriggioni Castle. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Monteriggioni Castle vary depending on the property size, location, and travel season. Rates typically start from around $145 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 Monteriggioni Castle also welcome pets. Currently, 26 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 Monteriggioni Castle 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 Monteriggioni Castle 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.