Vacation Rentals with Pool in Il Cassero, Montevarchi: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Montevarchi
  6.  Il Cassero

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351 Best Vacation Rentals with Pool in Il Cassero (Starting from $40)

Villa Pongina with private pool
Villa Pongina with private pool
Villa
Montevarchi, Italy
1.4k from Il Cassero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms12 Guests
9.8

Exceptional

7 reviews

$257
Average price / night
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Beautiful private villa for 12 people with hot tub, A/C, private pool, WIFI and TV
Beautiful private villa for 12 people with hot tub, A/C, private pool, WIFI and TV
Villa
Montevarchi, 52025, Italy
1.1k from Il Cassero center

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

5 Bedrooms12 Guests
New to Booking
$645
Average price / night
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Il Fienile Toscano
Il Fienile Toscano
Villa
Italy
2.3k from Il Cassero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

1 Bedroom4 Guests
9.6

Exceptional

6 reviews

$123
Average price / night
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Villa Lavinia by Interhome
Villa Lavinia by Interhome
House
Montevarchi, 52025, Italy
1.3k from Il Cassero center

AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Kitchen, Laundry, No Smoking

5 Bedrooms12 Guests
8.0

Good

1 reviews

$556
Average price / night
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Casa Rosa
Casa Rosa
House
Terranuova Bracciolini, Italy
3.0k from Il Cassero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 3-star

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$74
Average price / night
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Villa Paradiso, Montevarchi, Arezzo and Cortona
Villa Paradiso, Montevarchi, Arezzo and Cortona
Villa
Montevarchi, 52025, Italy
1.3k from Il Cassero center

AC, Barbecue, Hot Tub, Kitchen, Laundry, Living Area, No Smoking, Pool, TV

5 Bedrooms8 Guests
New to Booking
$727
Average price / night
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Le Gattaie Bellavista
Le Gattaie Bellavista
House
Terranuova Bracciolini, Italy
3.1k from Il Cassero center

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

4 Bedrooms9 Guests
9.4

Superb

6 reviews

$707
Average price / night
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The Tuscan Barn
The Tuscan Barn
Villa
Montevarchi, 52025, Italy
2.2k from Il Cassero center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$295
Average price / night
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Podere San Lorenzo
Podere San Lorenzo
House
Terranuova Bracciolini, Italy
3.4k from Il Cassero center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms24 Guests
8.3

Very Good

118 reviews

$94
Average price / night
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Il Fienile Pestello, Montevarchi, Arezzo and Cortona
Il Fienile Pestello, Montevarchi, Arezzo and Cortona
Villa
Montevarchi, 52025, Italy
2.3k from Il Cassero center

AC, Barbecue, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
New to Booking
$252
Average price / night
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Agriturismo Villa Le Vigne
Agriturismo Villa Le Vigne
House
Montevarchi, Italy
3.7k from Il Cassero center

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

13 Bedrooms33 Guests
8.8

Fabulous

976 reviews

$123
Average price / night
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Villa il Colto by Fantasia Villas
Villa il Colto by Fantasia Villas
Villa
Terranuova Bracciolini, 52028, Italy
3.0k from Il Cassero center

AC, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$1176
Average price / night
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Agriturismo Relais Campiglioni
Agriturismo Relais Campiglioni
House
Montevarchi, Italy
3.8k from Il Cassero center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

15 Bedrooms25 Guests
9.1

Superb

109 reviews

$183
Average price / night
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Gorgeous home in Terranuova B.ni -AR-
Gorgeous home in Terranuova B.ni -AR-
House
Terranuova B.ni -AR-, 52028, Italy
3.0k from Il Cassero center

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

3 Bedrooms6 Guests
6.0

Review score

1 reviews

$140
Average price / night
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Casa delle Viole
Casa delle Viole
House
Italy
3.9k from Il Cassero center

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

5 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$371
Average price / night
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La Villa dei Pozzi, Terranuova Bracciolini, Arezzo and Cortona
La Villa dei Pozzi, Terranuova Bracciolini, Arezzo and Cortona
Villa
Terranuova Bracciolini, 52028, Italy
3.2k from Il Cassero center

Balcony, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms8 Guests
New to Booking
$488
Average price / night
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Agriturismo Podere Luisa
Agriturismo Podere Luisa
House
Montevarchi, Italy
3.9k from Il Cassero center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

47 reviews

$93
Average price / night
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Villa with pool and Jacuzzi - Villa Le Facezie
Villa with pool and Jacuzzi - Villa Le Facezie
Apartment
Terranuova Bracciolini, 52028, Italy
3.3k from Il Cassero center

AC, Balcony, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$683
Average price / night
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Villa Lolù
Villa Lolù
Villa
Terranuova Bracciolini, Italy
4.1k from Il Cassero center

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

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$314
Average price / night
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Stunning home in Terranuova Bracciolini
Stunning home in Terranuova Bracciolini
House
Terranuova Bracciolini, 52028, Italy
3.4k from Il Cassero center

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

6 Bedrooms12 Guests
New to Booking
$1534
Average price / night
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Casa Pancole
Casa Pancole
House
Cavriglia, Italy
4.3k from Il Cassero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

1 Bedroom4 Guests
9.8

Exceptional

13 reviews

$40
Average price / night
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Terracielo , a designer home in Tuscany | with pool
Terracielo , a designer home in Tuscany | with pool
House
Toscana, 52027, Italy
3.4k from Il Cassero center

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

3 Bedrooms6 Guests
New to Booking
$1149
Average price / night
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VALLEVERDE 28&2, Emma Villas
VALLEVERDE 28&2, Emma Villas
Villa
San Giovanni Valdarno, Italy
4.4k from Il Cassero center

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

14 Bedrooms30 Guests
New to Booking
$3065
Average price / night
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Villa Il Colto, Terranuova Bracciolini, Arezzo and Cortona
Villa Il Colto, Terranuova Bracciolini, Arezzo and Cortona
Villa
Terranuova Bracciolini, 52028, Italy
3.4k from Il Cassero center

AC, Barbecue, Dryer, Fireplace, Hot Tub, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
New to Booking
$1768
Average price / night
Check Availability
Villa Fratini - Six Bedroom Villa, Sleeps 12
Villa Fratini - Six Bedroom Villa, Sleeps 12
Villa
Terranuova Bracciolini, 52028, Italy
3.4k from Il Cassero center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$1444
Average price / night
Check Availability
 House consists of a \"two-room\" and a \"trilocale\", Valdarno Aretino
House consists of a \"two-room\" and a \"trilocale\", Valdarno Aretino
Villa
Terranuova Bracciolini, 52028, Italy
3.9k from Il Cassero center

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

5 Bedrooms8 Guests
10.0

Exceptional

55 reviews

$350
Average price / night
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Villa Guardia - Terranuova Bracciolini
Villa Guardia - Terranuova Bracciolini
Villa
Provincia di Arezzo, 52028, Italy
4.3k from Il Cassero center

AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

6 Bedrooms12 Guests
New to Booking
$1300
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 Pool in Il Cassero.

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Il Cassero Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 351 verified vacation rentals with a pool in Il Cassero. 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 Il Cassero vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $40 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Il Cassero 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 Il Cassero welcome pets. Currently, 57 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 Il Cassero often include additional outdoor features such as Pool, Fireplace/Heating, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Il Cassero 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.