Cottage Rentals in San Pietro in Bossolo, Tuscany: Compare 10+ Sites & Save

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25 Best Cottage Rentals in San Pietro in Bossolo (Starting from $123)

Self catering Agriturismo Annita for 2 people
Self catering Agriturismo Annita for 2 people
Cottage
Tavarnelle Val di Pesa, 50028, Italy
1.2k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
10.0

Exceptional

51 reviews

$154
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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Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
Cottage
Tavarnelle Val di Pesa, 50028, Italy
2.1k from San Pietro in Bossolo center

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

1 Bedroom2 Guests
9.2

Superb

16 reviews

$157
Average price / night
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Tuscan Cottage with 2 Pools
Tuscan Cottage with 2 Pools
Cottage
Tavarnelle val di Pesa, 50028, Italy
3.1k from San Pietro in Bossolo center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$393
Average price / night
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La Quercia, portion of farmhouse for 6/8 people with garden in the heart Chianti
La Quercia, portion of farmhouse for 6/8 people with garden in the heart Chianti
Cottage
Montespertoli, 50025, Italy
4.2k from San Pietro in Bossolo center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$402
Average price / night
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Il Melograno portion of farmhouse for 4 people with garden in Chianti
Il Melograno portion of farmhouse for 4 people with garden in Chianti
Cottage
Montespertoli, 50025, Italy
4.2k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
New to Booking
$196
Average price / night
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Stone house with private pool in Chianti
Stone house with private pool in Chianti
Cottage
San Filippo A Ponzano, 50021, Italy
4.7k from San Pietro in Bossolo center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$562
Average price / night
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Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Cottage
Montespertoli, 50025, Italy
4.7k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
9.6

Exceptional

21 reviews

$168
Average price / night
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Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Cottage
montespertoli, 50025, Italy
4.8k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
9.8

Exceptional

32 reviews

$170
Average price / night
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Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Cottage
Montespertoli, 50025, Italy
4.8k from San Pietro in Bossolo center

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

1 Bedroom2 Guests
9.8

Exceptional

10 reviews

$173
Average price / night
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Cottage in Chianti with Pool & Vineyard Views
Cottage in Chianti with Pool & Vineyard Views
Cottage
San Donato, 50028, Italy
5.5k from San Pietro in Bossolo center

Free Parking, Internet, Kitchen, No Smoking, Outdoor Space, Patio, Pool, Toys

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$123
Average price / night
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Macinello Farmhouse - Barn
Macinello Farmhouse - Barn
Cottage
San Casciano in Val di Pesa, 50020, Italy
5.7k from San Pietro in Bossolo center

Barbecue, Breakfast Available, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom3 Guests
9.0

Fabulous

2 reviews

$217
Average price / night
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Cottage on the Chianti Hills-Il Borghetto
Cottage on the Chianti Hills-Il Borghetto
Cottage
San Casciano In Val Di Pesa, 50026, Italy
5.8k from San Pietro in Bossolo center

AC, Heater

2 Bedrooms4 Guests
New to Booking
$380
Average price / night
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Our charming Tuscan Cottage
Our charming Tuscan Cottage
Cottage
Toscana, 50026, Italy
6.2k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
New to Booking
$375
Average price / night
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Stone cottage on heritage Chianti estate-pool-tennis
Stone cottage on heritage Chianti estate-pool-tennis
Cottage
Toscana, 50022, Italy
6.4k from San Pietro in Bossolo center

AC, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$5772
Average price / night
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OLIVE TREES HOUSE WITH POOL
OLIVE TREES HOUSE WITH POOL
Cottage
Castellina in Chianti, 53011, Italy
8.4k from San Pietro in Bossolo center

AC, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
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Casa La Misura, garden and pool in the heart of Chianti
Casa La Misura, garden and pool in the heart of Chianti
Cottage
Castellina in Chianti, 53011, Italy
8.4k from San Pietro in Bossolo center

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

4 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$445
Average price / night
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Casa Antico Roseto with swimming pool in the heart of Chianti
Casa Antico Roseto with swimming pool in the heart of Chianti
Cottage
Castellina in Chianti, 53011, Italy
8.4k from San Pietro in Bossolo center

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

4 Bedrooms8 Guests
8.0

Good

2 reviews

$329
Average price / night
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House Il Cipresso in the heart of Chianti with swimming pool
House Il Cipresso in the heart of Chianti with swimming pool
Cottage
Castellina in Chianti, 53011, Italy
8.4k from San Pietro in Bossolo center

AC, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$274
Average price / night
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Casa Belvedere cottage with swimming pool in the heart of Chianti
Casa Belvedere cottage with swimming pool in the heart of Chianti
Cottage
Castellina in Chianti, 53011, Italy
8.4k from San Pietro in Bossolo center

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

5 Bedrooms10 Guests
New to Booking
$434
Average price / night
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Apartment/ flat - Barberino val d'ElsaHouse with character
Apartment/ flat - Barberino val d'ElsaHouse with character
Cottage
Barberino val d'Elsa, 50021, Italy
8.5k from San Pietro in Bossolo center

Extra Bed, Fireplace, Free Parking, Internet, Kitchen, Living Area, Microwave, Outdoor Space, Pool

2 Bedrooms4 Guests
9.8

Exceptional

45 reviews

$207
Average price / night
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Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Cottage
Castellina in Chianti, Toscana, 53011, Italy
8.5k from San Pietro in Bossolo center

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

1 Bedroom2 Guests
9.2

Superb

7 reviews

$213
Average price / night
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FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Cottage
Poggibonsi, 53036, Italy
9.7k from San Pietro in Bossolo center

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

2 Bedrooms4 Guests
9.4

Superb

20 reviews

$174
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 Cottage Rentals in San Pietro in Bossolo.

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San Pietro in Bossolo Cottage Rentals on the Map

Frequently Asked Questions

You can explore 25 verified cottage rentals in San Pietro in Bossolo. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in San Pietro in Bossolo vary based on the season, location, and amenities offered. Rates typically start from around $123 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in San Pietro in Bossolo feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 12 listings in San Pietro in Bossolo welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in San Pietro in Bossolo are known for their comfort and charm, often including amenities such as Wellness Facilities, Bedding/Linens, and Kitchen. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in San Pietro in Bossolo are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.