Vacation Rentals with Pool in Montecalvario, Castellina in Chianti: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Castellina in Chianti
  6.  Montecalvario

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630 Best Vacation Rentals with Pool in Montecalvario (Starting from $109)

Podere Palazzolo (ADULTS ONLY)
Podere Palazzolo (ADULTS ONLY)
House
Montecalvario, Castellina in Chianti, Tuscany, Italy
0.7k from Montecalvario center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Lodgings, Vacation rentals

13 Bedrooms26 Guests
8.9

Fabulous

157 reviews

$117
Average price / night
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ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa
Castellina in Chianti, 53011, Italy
0.0k from Montecalvario center

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

11 Bedrooms23 Guests
10.0

Exceptional

64 reviews

$3564
Average price / night
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Holiday Home Olivo by Interhome
Holiday Home Olivo by Interhome
House
Castellina in Chianti, Italy
0.7k from Montecalvario center

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

3 Bedrooms4 Guests
New to Booking
$291
Average price / night
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detached villa with private pool and garden
detached villa with private pool and garden
House
Castellina in Chianti, 53011, Italy
0.6k from Montecalvario center

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

3 Bedrooms4 Guests
8.8

Fabulous

26 reviews

$190
Average price / night
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Capanna Leopoldina 10
Capanna Leopoldina 10
Apartment
Castellina in Chianti, Italy
0.7k from Montecalvario center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
New to Booking
$707
Average price / night
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Wonderful private villa for 14 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 14 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
Castellina In Chianti, 53011, Italy
0.7k from Montecalvario center

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

7 Bedrooms14 Guests
New to Booking
$804
Average price / night
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Il Nocino
Il Nocino
Apartment
Castellina in Chianti, Italy
0.7k from Montecalvario center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$216
Average price / night
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Agriturismo La Ferrozzola
Agriturismo La Ferrozzola
House
Loc. Ferrozzola, 1, Castellina in Chianti, 53011, Italy
0.7k from Montecalvario center

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

1 Bedroom2 Guests
9.4

Superb

9 reviews

$143
Average price / night
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Capanna Leopoldina 8
Capanna Leopoldina 8
Apartment
Castellina in Chianti, Italy
0.7k from Montecalvario center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$449
Average price / night
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Vacation home Olivo by Interhome
Vacation home Olivo by Interhome
House
Castellina in Chianti, 53011, Italy
0.7k from Montecalvario center

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

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$249
Average price / night
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La Querce
La Querce
Apartment
Castellina in Chianti, Italy
0.7k from Montecalvario center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms3 Guests
10.0

Exceptional

2 reviews

$190
Average price / night
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Cerretino group house 14 sleeps by Interhome
Cerretino group house 14 sleeps by Interhome
House
Castellina in Chianti, 53100, Italy
0.8k from Montecalvario center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

7 Bedrooms14 Guests
New to Booking
$693
Average price / night
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Holiday Home Cerretino Tettoia by Interhome
Holiday Home Cerretino Tettoia by Interhome
House
Italy
0.8k from Montecalvario center

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

2 Bedrooms4 Guests
7.0

Good

1 reviews

$182
Average price / night
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12km North of Siena with a stunning view pool &tennis  3ensuite bedrooms sleep 6
12km North of Siena with a stunning view pool &tennis 3ensuite bedrooms sleep 6
House
Siena, 53011, Italy
1.0k from Montecalvario center

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

3 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$521
Average price / night
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Agriturismo apartment with pool and AC near the center of Castellina in Chianti
Agriturismo apartment with pool and AC near the center of Castellina in Chianti
Apartment
Castellina in Chianti, 53011, Italy
1.2k from Montecalvario center

AC, Free Parking, Heater, Hot Tub, Internet, Living Area, Outdoor Space, Pool

1 Bedroom4 Guests
New to Booking
$195
Average price / night
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Holiday Home Cerretino Vigna by Interhome
Holiday Home Cerretino Vigna by Interhome
House
Castellina in Chianti, Italy
0.8k from Montecalvario center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$420
Average price / night
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Lovely apartment for 4 guests with A/C, hot tub, WIFI, private pool, TV, patio and panoramic view
Lovely apartment for 4 guests with A/C, hot tub, WIFI, private pool, TV, patio and panoramic view
Apartment
Castellina In Chianti, 53011, Italy
1.2k from Montecalvario center

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

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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Holiday Home Cerretino Oliveto by Interhome
Holiday Home Cerretino Oliveto by Interhome
House
Castellina in Chianti, Italy
0.8k from Montecalvario center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$510
Average price / night
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Casa Belmonte In Castellina in Chianti, Tuscany
Casa Belmonte In Castellina in Chianti, Tuscany
Villa
Castellina in Chianti, 53011, Italy
1.2k from Montecalvario center

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

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$536
Average price / night
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San Martino - Casa Landi
San Martino - Casa Landi
House
Castellina in Chianti, Italy
0.8k from Montecalvario center

Fireplace/Heating, Barbecue/Outdoor Cooking, View, Security/Safety, Parking, Child Friendly, Air Conditioner

7 Bedrooms20 Guests
8.5

Very Good

150 reviews

$109
Average price / night
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Casanovina, Castellina in Chianti, Siena and Chianti
Casanovina, Castellina in Chianti, Siena and Chianti
Villa
Castellina in Chianti, 53011, Italy
1.2k from Montecalvario center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$431
Average price / night
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Agriturismo with pool and view close to the center of Castellina in Chianti
Agriturismo with pool and view close to the center of Castellina in Chianti
House
Castellina in Chianti, 53011, Italy
1.4k from Montecalvario center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom4 Guests
9.8

Exceptional

95 reviews

$195
Average price / night
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Agriturismo Villa Godenano - Pool&Restaurant
Agriturismo Villa Godenano - Pool&Restaurant
House
Castellina in Chianti, Italy
1.1k from Montecalvario center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals

21 Bedrooms57 Guests
9.1

Superb

634 reviews

$198
Average price / night
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FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL & VIEWS IN TOP CHIANTI LOCATION!
FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL & VIEWS IN TOP CHIANTI LOCATION!
Villa
Castellina in Chianti, 53011, Italy
1.4k from Montecalvario center

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

6 Bedrooms13 Guests
9.8

Exceptional

32 reviews

$1322
Average price / night
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Authentic Stone House with Pool & Scenic Views – Perfect for Nature Lovers
Authentic Stone House with Pool & Scenic Views – Perfect for Nature Lovers
House
Castellina in Chianti, 53011, Italy
1.4k from Montecalvario center

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

3 Bedrooms6 Guests
New to Booking
$283
Average price / night
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Agriturismo with swimming pool and view near the center of Castellina in Chianti
Agriturismo with swimming pool and view near the center of Castellina in Chianti
Apartment
Castellina in Chianti, 53011, Italy
1.5k from Montecalvario center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$316
Average price / night
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Castellare in Poggio 10, Emma Villas
Castellare in Poggio 10, Emma Villas
Villa
Castellina in Chianti, 53100, Italy
1.6k from Montecalvario center

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

5 Bedrooms10 Guests
8.0

Good

1 reviews

$1696
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 Pool in Montecalvario.

Where to stay in Montecalvario? Best neighborhoods & areas

Montecalvario Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 630 verified vacation rentals with a pool in Montecalvario. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Montecalvario vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $109 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Montecalvario offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Montecalvario welcome pets. Currently, 44 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Montecalvario often include additional outdoor features such as Pool, Internet, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Montecalvario offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.