Vacation Rentals in Pontassieve, Tuscany: Compare 10+ Sites & Save

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  5.  Pontassieve

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348 Best Vacation Rentals in Pontassieve (Starting from $67)

Holiday Home I Cancelli by Interhome
Holiday Home I Cancelli by Interhome
House
Pontassieve, Italy
0.7k from Pontassieve center

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

5 Bedrooms10 Guests
8.0

Good

2 reviews

$446
Average price / night
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Small stone cottage in the woods, artists retreat, with pool
Small stone cottage in the woods, artists retreat, with pool
Cottage
località Fornello, Pontassieve, 50065, Italy
0.5k from Pontassieve center

Extra Bed, Internet, Kitchen, Laundry, No Smoking, Patio, Pool, Washer

1 Bedroom2 Guests
10.0

Exceptional

29 reviews

$96
Average price / night
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Casanova
Casanova
House
LʼOpaco, Italy
2.0k from Pontassieve center

Parking, Child Friendly

1 Bedroom4 Guests
1.0

Review score

2 reviews

$99
Average price / night
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Country House in the heart of lovely Tuscany
Country House in the heart of lovely Tuscany
Villa
firenze, 50065, Italy
0.7k from Pontassieve center

No Smoking

5 Bedrooms11 Guests
New to Booking
$354
Average price / night
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AffittaCamere CasaRosa
AffittaCamere CasaRosa
House
LʼOpaco, Italy
2.8k from Pontassieve center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$67
Average price / night
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I Cancelli by Interhome
I Cancelli by Interhome
House
Florence, 50065, Italy
0.7k from Pontassieve center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$452
Average price / night
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Bioagriturismo Podere Ruggeri
Bioagriturismo Podere Ruggeri
House
Pontassieve, Italy
2.8k from Pontassieve center

Accommodations, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$88
Average price / night
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Convert your vacation into a highly regenerating life experience.
Convert your vacation into a highly regenerating life experience.
House
Pontassieve, 50065, Italy
0.9k from Pontassieve center

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

2 Bedrooms4 Guests
9.6

Exceptional

18 reviews

$132
Average price / night
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Agriturismo Fattoria Lavacchio
Agriturismo Fattoria Lavacchio
House
Pontassieve, Italy
2.9k from Pontassieve center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

20 Bedrooms55 Guests
8.8

Fabulous

378 reviews

$161
Average price / night
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Beautiful private villa for 10 people with WIFI, TV, terrace and panoramic view
Beautiful private villa for 10 people with WIFI, TV, terrace and panoramic view
Villa
Pontassieve, 50065, Italy
1.0k from Pontassieve center

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

5 Bedrooms10 Guests
New to Booking
$525
Average price / night
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Villa Casa del Mugnaio
Villa Casa del Mugnaio
House
Pontassieve, Tuscany, Italy
2.9k from Pontassieve center

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

5 Bedrooms10 Guests
New to Booking
$443
Average price / night
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Ancient country house recently restored - beautiful private garden - panoramic
Ancient country house recently restored - beautiful private garden - panoramic
Villa
Pontassieve, 50065, Italy
1.1k from Pontassieve center

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

6 Bedrooms14 Guests
9.4

Superb

23 reviews

$283
Average price / night
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Castello Del Trebbio
Castello Del Trebbio
House
Pontassieve, Tuscany, Italy
3.1k from Pontassieve center

Kitchen, Internet, Balcony/Terrace, Air Conditioner, Breakfast, Parking, Pool

7 Bedrooms25 Guests
9.3

Superb

42 reviews

$106
Average price / night
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La Tortora: terrace on the hills of Chianti Rufina
La Tortora: terrace on the hills of Chianti Rufina
Apartment
Doccia, 50065, Italy
1.4k from Pontassieve center

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

1 Bedroom4 Guests
New to Booking
$127
Average price / night
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Tenuta dei Cavalieri
Tenuta dei Cavalieri
House
Molino del Piano, Italy
3.1k from Pontassieve center

Transportation/Shuttle, Breakfast, Accessibility, Entertainment, Guest Services, Child Friendly, Pool

11 Bedrooms9 Guests
8.5

Very Good

1130 reviews

$140
Average price / night
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CASTELLO MERLATO_Castello di Casalte - CASTELLO MERLATO
CASTELLO MERLATO_Castello di Casalte - CASTELLO MERLATO
Villa
Pontassieve, 50065, Italy
2.6k from Pontassieve center

AC, Barbecue, Fireplace, Free Parking, Internet, Microwave, Outdoor Space, Pool, Washer

5 Bedrooms10 Guests
New to Booking
$1621
Average price / night
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Stunning Home In Molino Del Piano Fi
Stunning Home In Molino Del Piano Fi
House
Molino del Piano, Italy
3.1k from Pontassieve center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 5-star

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$130
Average price / night
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Apartment - La Collina
Apartment - La Collina
Apartment
Santa Brigida, 50065, Italy
2.6k from Pontassieve center

AC, Barbecue, Laundry, No Smoking, Outdoor Space, Patio, TV, Washer

1 Bedroom4 Guests
New to Booking
$257
Average price / night
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Cozy Apartment In Molino Del Piano
Cozy Apartment In Molino Del Piano
Apartment
Molino del Piano, Italy
3.1k from Pontassieve center

Apartments, Cheap, Accommodations, Parking, 3-star, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.4

Very Good

6 reviews

$188
Average price / night
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Lovely apartment in villa for 6 people with pool, A/C, WIFI, TV, patio and panoramic view
Lovely apartment in villa for 6 people with pool, A/C, WIFI, TV, patio and panoramic view
House
San Martino, 50065, Italy
2.8k from Pontassieve center

AC, Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$579
Average price / night
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Agriturismo Marchesi Gondi
Agriturismo Marchesi Gondi
House
Pontassieve, Italy
3.2k from Pontassieve center

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

23 Bedrooms46 Guests
8.2

Very Good

70 reviews

$99
Average price / night
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Fienile
Fienile
Apartment
Pontassieve, Italy
3.2k from Pontassieve center

Fireplace/Heating, Breakfast, Restaurant, Sports/Activities, Pool, Guest Services, Barbecue/Outdoor Cooking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
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Agriturismo Marchesi Gondi - Camerata
Agriturismo Marchesi Gondi - Camerata
House
Pontassieve, 50065, Italy
3.1k from Pontassieve center

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

2 Bedrooms4 Guests
8.0

Good

2 reviews

$146
Average price / night
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Cosy apartment in villa for 4 people with WIFI, pool, A/C, TV, patio and panoramic view
Cosy apartment in villa for 4 people with WIFI, pool, A/C, TV, patio and panoramic view
House
San Martino, 50065, Italy
3.2k from Pontassieve center

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

2 Bedrooms4 Guests
New to Booking
$494
Average price / night
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Beautiful apartment for 4 people with pool, A/C, WIFI, TV, pets allowed and panoramic view
Beautiful apartment for 4 people with pool, A/C, WIFI, TV, pets allowed and panoramic view
Apartment
Pontassieve, 50065, Italy
3.4k from Pontassieve center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, Outdoor Space

1 Bedroom4 Guests
New to Booking
$165
Average price / night
Check Availability
Nice apartment for 8 guests with pool, WIFI, TV, pets allowed and panoramic view
Nice apartment for 8 guests with pool, WIFI, TV, pets allowed and panoramic view
Apartment
Pontassieve, 50065, Italy
3.5k from Pontassieve center

Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, Outdoor Space, Pool

3 Bedrooms8 Guests
New to Booking
$315
Average price / night
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Villa Toscana Luxury Country House. Nestled in the hills, very close to Florence
Villa Toscana Luxury Country House. Nestled in the hills, very close to Florence
Villa
Toscana, 50065, Italy
3.5k from Pontassieve center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

10 Bedrooms40 Guests
New to Booking
$2649
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 in Pontassieve.

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Frequently Asked Questions

You can explore 348 verified vacation rentals in Pontassieve. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Pontassieve vary depending on the season, property size, and location. Rates typically start from around $67 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Pontassieve include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Pontassieve welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Pontassieve often include amenities such as Child Friendly, Balcony/Terrace, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.