Family-friendly holiday rentals in Guardistallo

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Guardistallo

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

13 – 20 Apr

$6,826 AUD total

Guest favourite

Home in Peccioli

4.99 out of 5 average rating, 112 reviews

A breathless view

Placed halfroad between Florence and Pisa this Airbnb has a large terrace and a hanging garden. All of this is set against a backdrop of endless hills. It is like a living and eternal painting, where one is not a spectator but an actor and part of a film scene. Being North East here every morning the sun appears on the horizon behind the last strip of green hills while white brushstrokes of mist melt into the air as the red ball rises into the sky. It is a sight that takes one's breath away.

13 – 20 July

$1,831 AUD total

Guest favourite

Apartment in Caminino

4.92 out of 5 average rating, 129 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

14 – 21 Mar

$1,723 AUD total

Guest favourite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Detached country cottage (in exclusive use) in stone and glass dating from XVIII century ideal for 4 persons. Wide wooden veranda. EXCLUSIVE POOL with SALTED WATER ( 33 ft x 16.40 ft ) depth of the pool from 4.6 ft to 7.9 ft. The Chalet is surrounded by 6000 meters of land with fruit trees, olive trees, acacias. We care about nature and do not use herbicides. There is no gas at home because it is all electric with photovoltaic system. (CIR O5OO12LTNOOO3)

7 – 14 Apr

$2,764 AUD total

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

14 – 21 Mar

$2,877 AUD total

Guest favourite

Apartment in Cecina

4.95 out of 5 average rating, 202 reviews

Cozy apartment in Cecina

45 sqm apartment arranged on a single floor with small garden that can be used for lunches and dinners outdoors. It includes: a living room with a sofa bed and kitchen, a bathroom and a bedroom. In the residential area of Cecina, 10 minute drive to sea. Parking is free on the entire street of the apartment. The apartment is 15 minutes walk from Cecina train station. Bus stop 2 minutes on foot. There are two bicycles available for guests.

3 – 10 Dec

$565 AUD total

Guest favourite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 380 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Lo Scricciolo is located in the tower, the highest building of the house. By a separate entrance from the main house, through a loggia overlooking the Tuscan countryside, you access the first floor. Here are the living room with wooden ceiling and a small bathroom. From the living room, an old stone staircase leads to the upper floor where there is a large double bedroom. Lo Scricciolo has an efficient system of heating for the cold season.

13 – 18 Oct

$934 AUD total

Guest favourite

Home in Certaldo

4.91 out of 5 average rating, 109 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

18 – 25 Oct

$3,608 AUD total

Guest favourite

Apartment in Florence

5.0 out of 5 average rating, 424 reviews

Renaissance Apartment with Duomo Views

I decorated the apartment so that guests could experience the great age of the Florentine Renaissance with their own skin. The environment is full of details and decorations. For the Florentine Baroque decoration see my listing: Duomo, Baroque&Renaissance on the Roof!

30 Jan – 6 Feb

$3,022 AUD total

Guest favourite

Farm stay in Pisa

4.99 out of 5 average rating, 249 reviews

Estate Closing it in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer.

24 – 31 Mar

$3,427 AUD total

Guest favourite

Farm stay in Pari

4.98 out of 5 average rating, 225 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

18 – 25 Apr

$1,140 AUD total

Guest favourite

Home in Cerreto Guidi

4.95 out of 5 average rating, 414 reviews

Casa del Giardino

The apartment is part of a typical Tuscan farmhouse immerse in the green countryside. Completely independent, it consists of fully equipped kitchen with fireplace, living room with TV and sofa bed, a bathroom with shower and a double bedroom.

9 – 16 Nov

$1,611 AUD total