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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Pontassieve

Refine your search

Price per night

Amenity Filter

Rating

234 Best Family 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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
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
Check Availability
Agriturismo marquises Gondi - Rosmarino
Agriturismo marquises Gondi - Rosmarino
House
Pontassieve, 50065, Italy
3.5k from Pontassieve center

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

1 Bedroom2 Guests
4.0

Review score

1 reviews

$86
Average price / night
Check Availability
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
Check Availability
Tuscan Dream Relax & cooking class
Tuscan Dream Relax & cooking class
Villa
Doccia, 50065, Italy
3.5k from Pontassieve center

AC, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms11 Guests
New to Booking
$507
Average price / night
Check Availability
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
Check Availability
Farmhouse of the '700, among vineyards and olive groves
Farmhouse of the '700, among vineyards and olive groves
House
Pontassieve, 50065, Italy
4.5k from Pontassieve center

Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

12 reviews

$338
Average price / night
Check Availability
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Villa
Pontassieve, 50065, Italy
4.7k from Pontassieve center

AC, Breakfast Available, Fireplace, Free Parking, Heater, Housekeeping, Kitchen, Living Area, Microwave

12 Bedrooms34 Guests
10.0

Exceptional

2 reviews

$4109
Average price / night
Check Availability
LE SCUDERIE: Villa with private pool and garden
LE SCUDERIE: Villa with private pool and garden
Villa
Lubaco Pontassieve Firenze - Toscana, 50065, Italy
5.3k from Pontassieve center

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

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$413
Average price / night
Check Availability
Villa Monteloro by Interhome
Villa Monteloro by Interhome
House
Florence, 50065, Italy
5.4k from Pontassieve center

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

6 Bedrooms12 Guests
8.4

Very Good

12 reviews

$557
Average price / night
Check Availability
Spacious home on beautiful Tuscan vineyard.  Near Florence.
Spacious home on beautiful Tuscan vineyard. Near Florence.
Apartment
Pelago, 50060, Italy
6.3k from Pontassieve center

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

3 Bedrooms4 Guests
10.0

Exceptional

19 reviews

$165
Average price / night
Check Availability
Il Castagneto by Interhome
Il Castagneto by Interhome
House
Rufina, 50065, Italy
6.6k from Pontassieve center

Barbecue, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
8.0

Good

2 reviews

$193
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 Family Vacation Rentals in Pontassieve.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Pontassieve's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Pontassieve Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 234 verified family-friendly vacation rentals in Pontassieve. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pontassieve vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $67 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pontassieve offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pontassieve are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pontassieve often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.