Vacation Rentals with Private Pool in San Pietro in Bossolo, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
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  5.  San Pietro in Bossolo

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233 Best Vacation Rentals with Private Pool in San Pietro in Bossolo (Starting from $70)

Casale del Vacanziere
Casale del Vacanziere
Apartment
San Pietro in Bossolo, Tuscany, Italy
9.4k from San Pietro in Bossolo 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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Country Resort Tavarnelle #3- by Belcantovillas
Country Resort Tavarnelle #3- by Belcantovillas
House
Tavarnelle Val Di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$207
Average price / night
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Country Resort Tavarnelle #5 - by Belcantovillas
Country Resort Tavarnelle #5 - by Belcantovillas
House
Tavarnelle Val Di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$259
Average price / night
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La Piccionaia, 3 bedrooms apartment in the Chianti area with swimming pool & A/C
La Piccionaia, 3 bedrooms apartment in the Chianti area with swimming pool & A/C
Apartment
Tavarnelle val di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$266
Average price / night
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L'Aia, two bedrooms apartment in the Chianti area with A/C and swimming pool
L'Aia, two bedrooms apartment in the Chianti area with A/C and swimming pool
Apartment
Tavarnelle Val di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$249
Average price / night
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Il Pollaio, one bedroom apartment walking distance to Tavarnelle Val di Pesa
Il Pollaio, one bedroom apartment walking distance to Tavarnelle Val di Pesa
Apartment
Tavarnelle Val di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$240
Average price / night
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La Stalla, beautiful 2 bedrooms apartment in the Chianti region with pool & A/C
La Stalla, beautiful 2 bedrooms apartment in the Chianti region with pool & A/C
Apartment
Tavarnelle Val di Pesa, 50028, Italy
0.4k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
New to Booking
$296
Average price / night
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Wonderful private villa with hot tub, A/C, WIFI, private pool, TV, patio, close to Greve In Chianti
Wonderful private villa with hot tub, A/C, WIFI, private pool, TV, patio, close to Greve In Chianti
Villa
Tavarnelle Val Di Pesa, 50028, Italy
1.0k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$2090
Average price / night
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Villa Bello - Private Tuscan villa with pool
Villa Bello - Private Tuscan villa with pool
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.2k from San Pietro in Bossolo center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$2521
Average price / night
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Self catering Agriturismo Annita for 4 people
Self catering Agriturismo Annita for 4 people
Cottage
Tavarnelle Val di Pesa, 50028, Italy
1.2k from San Pietro in Bossolo center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space

2 Bedrooms6 Guests
9.8

Exceptional

52 reviews

$188
Average price / night
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Tuscany holiday home
Tuscany holiday home
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.3k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$1742
Average price / night
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Private villa with Swimming Pool, Tuscany
Private villa with Swimming Pool, Tuscany
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.4k from San Pietro in Bossolo center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
New to Booking
$1697
Average price / night
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NEWLY LISTED Private Tuscan family estate 25 minutes South of Florence
NEWLY LISTED Private Tuscan family estate 25 minutes South of Florence
Villa
Barberino Tavarnelle, 50028, Italy
1.4k from San Pietro in Bossolo center

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

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$2016
Average price / night
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Villa Albizia: A characteristic and welcoming four-story apartment that is part of a villa surrounded by the greenery, with Free WI-FI.
Villa Albizia: A characteristic and welcoming four-story apartment that is part of a villa surrounded by the greenery, with Free WI-FI.
Apartment
Barberino Tavarnelle, 50028, Italy
1.4k from San Pietro in Bossolo center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$3237
Average price / night
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Villa Luna del Chianti, Val di Pesa
Villa Luna del Chianti, Val di Pesa
Villa
TavarnelleVal di Pesa, 50028, Italy
1.4k from San Pietro in Bossolo center

AC, Barbecue, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

6 Bedrooms12 Guests
New to Booking
$1726
Average price / night
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Luxury refined villa with pool
Luxury refined villa with pool
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.4k from San Pietro in Bossolo center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
New to Booking
$1368
Average price / night
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Villa Pianora by Fantasia Villas
Villa Pianora by Fantasia Villas
Villa
Tavarnelle, 50028, Italy
1.4k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$1552
Average price / night
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Private house in the Chianti area for 12 persons, pool and A / C
Private house in the Chianti area for 12 persons, pool and A / C
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.5k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$1843
Average price / night
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Villa Gazebo - By Belcantovillas
Villa Gazebo - By Belcantovillas
Villa
Tavernelle In Val Di Pesa, 50028, Italy
1.6k from San Pietro in Bossolo center

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

6 Bedrooms13 Guests
10.0

Exceptional

5 reviews

$1610
Average price / night
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Villa Pianacci by BelcantoVillas
Villa Pianacci by BelcantoVillas
Villa
Tavarnelle Val Di Pesa, 50028, Italy
1.6k from San Pietro in Bossolo center

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

6 Bedrooms13 Guests
10.0

Exceptional

5 reviews

$1641
Average price / night
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Chianti Holidays, Il Poggetto da Alfina
Chianti Holidays, Il Poggetto da Alfina
Villa
Toscana, 50028, Italy
1.6k from San Pietro in Bossolo center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$316
Average price / night
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Luxury Villa located between Florence and Siena. A/C, swimming pool and SPA!
Luxury Villa located between Florence and Siena. A/C, swimming pool and SPA!
Villa
Tavarnelle val di Pesa, 50028, Italy
1.6k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$1840
Average price / night
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Independent Luxury Villa with Pool and Jacuzzi in the Chianti Region
Independent Luxury Villa with Pool and Jacuzzi in the Chianti Region
Villa
Tavarnelle Val di Pesa, 50028, Italy
1.6k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$1672
Average price / night
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Villa Il Sensale - Six Bedroom Villa, Sleeps 12
Villa Il Sensale - Six Bedroom Villa, Sleeps 12
Villa
Barberino Tavarnelle, 50028, Italy
1.6k from San Pietro in Bossolo center

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

6 Bedrooms12 Guests
New to Booking
$2299
Average price / night
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Villa Marte - Eleven Bedroom Villa, Sleeps 20
Villa Marte - Eleven Bedroom Villa, Sleeps 20
Villa
Barberino Tavarnelle, 50028, Italy
1.6k from San Pietro in Bossolo center

AC, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

11 Bedrooms20 Guests
New to Booking
$4051
Average price / night
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Private Villa with sauna, hot tub, private pool, WIFI, A/C, TV, patio, close to Greve In Chianti
Private Villa with sauna, hot tub, private pool, WIFI, A/C, TV, patio, close to Greve In Chianti
Villa
Tavarnelle Val Di Pesa, 50028, Italy
1.6k from San Pietro in Bossolo center

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

11 Bedrooms20 Guests
New to Booking
$3312
Average price / night
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Villa Gingillo: A splendid three-story villa surrounded by the greenery, with Free WI-FI.
Villa Gingillo: A splendid three-story villa surrounded by the greenery, with Free WI-FI.
Villa
Barberino Tavarnelle, 50028, Italy
1.6k from San Pietro in Bossolo center

AC, Balcony, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$4825
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 Private Pool in San Pietro in Bossolo.

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San Pietro in Bossolo Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 233 verified vacation rentals with a private pool in San Pietro in Bossolo. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in San Pietro in Bossolo 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 San Pietro in Bossolo also welcome pets. Currently, 9 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 San Pietro in Bossolo often include additional features such as Pool, Kitchen, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in San Pietro in Bossolo 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.