Vacation Rentals with Private Pool in Il Serraglio, San Casciano in Val di Pesa: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  San Casciano in Val di Pesa
  6.  Il Serraglio

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190 Best Vacation Rentals with Private Pool in Il Serraglio (Starting from $70)

Casale del Vacanziere
Casale del Vacanziere
Apartment
Il Serraglio, San Casciano in Val di Pesa, Tuscany, Italy
9.1k from Il Serraglio center

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

4 Bedrooms13 Guests
8.8

Fabulous

89 reviews

$70
Average price / night
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Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view
Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view
Villa
San casciano val di Pesa, 50026, Italy
0.1k from Il Serraglio center

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

5 Bedrooms10 Guests
9.8

Exceptional

35 reviews

$777
Average price / night
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Villa air conditioning, pool, electric cars, ideal location in Chianti
Villa air conditioning, pool, electric cars, ideal location in Chianti
House
San Casciano in Val di Pesa, 50026, Italy
0.2k from Il Serraglio center

AC, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$781
Average price / night
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Villa Salivolpe Amazing Chianti View, San Casciano VDP, Italy
Villa Salivolpe Amazing Chianti View, San Casciano VDP, Italy
House
San Casciano VDP, 50026, Italy
1.1k from Il Serraglio center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

9 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$741
Average price / night
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Archipettoli - a historical manor house with stunning panoramic views
Archipettoli - a historical manor house with stunning panoramic views
Villa
Firenze, 50026, Italy
1.1k from Il Serraglio center

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

6 Bedrooms12 Guests
10.0

Exceptional

37 reviews

$916
Average price / night
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Just for two, romance and privacy
Just for two, romance and privacy
House
San Casciano in Val di Pesa, 50026, Italy
1.8k from Il Serraglio center

Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
New to Booking
$350
Average price / night
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Au Coeur du Chianti
Au Coeur du Chianti
House
montespertoli, 50025, Italy
1.8k from Il Serraglio center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$192
Average price / night
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La Fornace, San Casciano in Val di Pesa, Florence and Chianti
La Fornace, San Casciano in Val di Pesa, Florence and Chianti
Villa
San Casciano in Val di Pesa, 50026, Italy
2.0k from Il Serraglio center

AC, Barbecue, Fireplace, Hot Tub, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
8.0

Good

1 reviews

$445
Average price / night
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Cipereto by Interhome
Cipereto by Interhome
House
Tavarnelle Val di Pesa, 50028, Italy
3.0k from Il Serraglio center

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

2 Bedrooms3 Guests
6.0

Review score

1 reviews

$234
Average price / night
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FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!\n
FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!\n
Villa
Tavarnelle val di pesa Firenze, 50028, Italy
3.1k from Il Serraglio center

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

8 Bedrooms16 Guests
10.0

Exceptional

35 reviews

$1536
Average price / night
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House with garden CASAVACANZE B&T CHIANTI VACANZE
House with garden CASAVACANZE B&T CHIANTI VACANZE
House
Montespertoli, 50025, Italy
3.1k from Il Serraglio center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
9.6

Exceptional

23 reviews

$110
Average price / night
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Luxury villa Bargino
Luxury villa Bargino
Villa
Montespertoli/ firenze, 50025, Italy
3.2k from Il Serraglio center

AC, Balcony, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1468
Average price / night
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Villa il Poggio In San Casciano Val di Pesa - Tuscany
Villa il Poggio In San Casciano Val di Pesa - Tuscany
Villa
San Casciano Val di Pesa, 50026, Italy
3.3k from Il Serraglio center

Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking, Pool, TV, Washer

4 Bedrooms12 Guests
8.0

Good

1 reviews

$835
Average price / night
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Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Villa
Toscana, 50028, Italy
3.4k from Il Serraglio center

Free Parking, Heater, Internet, Living Area, No Smoking, Outdoor Space, Pool, TV

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$477
Average price / night
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Beautiful independent villa with private swimming pool
Beautiful independent villa with private swimming pool
Villa
San Casciano in Val di Pesa, 50026, Italy
3.4k from Il Serraglio center

Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms12 Guests
New to Booking
$1054
Average price / night
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Casa Poggio - Four Bedroom Villa, Sleeps 12
Casa Poggio - Four Bedroom Villa, Sleeps 12
Villa
Cassia, 50026, Italy
3.4k from Il Serraglio center

Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
New to Booking
$1198
Average price / night
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Beautiful private villa for 3 people with A/C, private pool, WIFI, TV, patio and panoramic view
Beautiful private villa for 3 people with A/C, private pool, WIFI, TV, patio and panoramic view
House
Tavarnelle Val Di Pesa, 50028, Italy
3.5k from Il Serraglio center

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

2 Bedrooms3 Guests
New to Booking
$279
Average price / night
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[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
Villa
San Casciano Val di Pesa, 50026, Italy
3.8k from Il Serraglio center

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

7 Bedrooms16 Guests
8.0

Good

3 reviews

$1195
Average price / night
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Home with pool and views in Chianti near Florence
Home with pool and views in Chianti near Florence
Apartment
Noce, 50028, Italy
3.9k from Il Serraglio center

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

1 Bedroom3 Guests
New to Booking
$316
Average price / night
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Villa Bonazza - By Belcantovillas
Villa Bonazza - By Belcantovillas
Villa
Tavarnelle Val Di Pesa, 50028, Italy
4.0k from Il Serraglio center

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

10 Bedrooms22 Guests
10.0

Exceptional

4 reviews

$2651
Average price / night
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Private Villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to San Gimignano
Private Villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to San Gimignano
Villa
Fiano, 50052, Italy
4.1k from Il Serraglio center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

5 Bedrooms10 Guests
New to Booking
$1520
Average price / night
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Sustainable Tuscan retreat,organic farm, panoramic views, pool,close to Florence
Sustainable Tuscan retreat,organic farm, panoramic views, pool,close to Florence
House
Certaldo, 50052, Italy
4.1k from Il Serraglio center

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

5 Bedrooms10 Guests
New to Booking
$1363
Average price / night
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Villa Luisa - Farmhouse with private pool
Villa Luisa - Farmhouse with private pool
Villa
Certaldo, 50052, Italy
4.2k from Il Serraglio center

AC, Barbecue, Dryer, Fireplace, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms10 Guests
New to Booking
$1353
Average price / night
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Gorgeous home in Montespertoli FI
Gorgeous home in Montespertoli FI
House
Montespertoli FI, 50025, Italy
4.3k from Il Serraglio center

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

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$127
Average price / night
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Beautiful  villa with private pool, A/C, WIFI, TV, patio and panoramic view, close to San Gimign...
Beautiful villa with private pool, A/C, WIFI, TV, patio and panoramic view, close to San Gimign...
Villa
Trecento, 50025, Italy
4.5k from Il Serraglio center

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

5 Bedrooms14 Guests
New to Booking
$1667
Average price / night
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Villa D'Agnola by MMega
Villa D'Agnola by MMega
Villa
San Casciano in Val di Pesa, 50026, Italy
4.5k from Il Serraglio center

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

6 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$1782
Average price / night
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Villa in Tavarnelle Val Di Pesa with 10 bedrooms sleeps 20
Villa in Tavarnelle Val Di Pesa with 10 bedrooms sleeps 20
Villa
Tavarnelle Val Di Pesa, 50028, Italy
4.5k from Il Serraglio center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

10 Bedrooms20 Guests
New to Booking
$2932
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 Il Serraglio.

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Il Serraglio Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 190 verified vacation rentals with a private pool in Il Serraglio. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Il Serraglio vary depending on the property size, location, and travel season. Rates typically start from around $70 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 Il Serraglio also welcome pets. Currently, 17 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 Il Serraglio 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 Il Serraglio 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.