
Family-friendly holiday rentals in Tuscany
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tuscany
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

The Castle of Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Apt. Panzanello-Panzano in Chianti
The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

Tenuta Chiudendone 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. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Countryside Dream farm in Tuscany
Great place in the middle of Tuscan Hills, you will be surrounded 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. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

San Giusto Abbey { medieval Tower }
Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.
Popular amenities for Tuscany family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Il Fienile, Cottage in the country with Jacuzzi

San Giovanni in Poggio, villa Meriggio 95mq

Your Private Tuscan Retreat

Montalcino Townhouse with Private Garden & Spa

La Casetta

Firenze view in a city center loft attic

Casa Dolce Toscana~Suite&View
Family- and pet-friendly home rentals

Podere La Quercia

The Fox's Lair

Casa al Gianni - Capanna

Piazzale Michelangelo among the olive trees

Mafuccio Farmhouse - "Casa di Rigo"

Poggio Bicchieri Holiday Farm - Memoria apartment

Stunning Tuscan apartment for 2

Tuscan cottages in an ancient villa with a garden
Family-friendly home rentals with a pool

Cottage surrounded by nature

Infinity pool in Chianti area

Loggiato 3 apartment in Tuscany near Siena

Podere La Castellina - No. 1 COTTAGE

Wonderful Loft in Villa with Pool in Chianti

Stone farmhouse, exclusive private pool

[PiandellaChiesa] Concara
Historic charm with modern comfort, Tuscany
Destinations to explore
- Loft rentals Tuscany
- Rentals with a home theatre Tuscany
- Private suite rentals Tuscany
- Rentals with a patio Tuscany
- Lakehouse rentals Tuscany
- Chalet rentals Tuscany
- Serviced apartment rentals Tuscany
- Rentals with breakfast Tuscany
- Campsite rentals Tuscany
- Tiny house rentals Tuscany
- Cottage rentals Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Holiday home rentals Tuscany
- Rentals with a balcony Tuscany
- Villa rentals Tuscany
- Bungalow rentals Tuscany
- Rentals with pools Tuscany
- Ski-in/ski-out rentals Tuscany
- Rentals with outdoor seating Tuscany
- Resort rentals Tuscany
- Rentals with a fire pit Tuscany
- Hostel rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Tent rentals Tuscany
- Rentals with a washing machine and dryer Tuscany
- Nature eco lodge rentals Tuscany
- Rentals with a fireplace Tuscany
- Hotel rooms Tuscany
- Pet-friendly rentals Tuscany
- House rentals Tuscany
- Rentals with a kayak Tuscany
- RV rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Guesthouse rentals Tuscany
- Waterfront rentals Tuscany
- Aparthotel rentals Tuscany
- Tower rentals Tuscany
- Condo rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Townhouse rentals Tuscany
- Fitness-friendly rentals Tuscany
- Beach house rentals Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Rentals with an EV charger Tuscany
- Cabin rentals Tuscany
- Apartment rentals Tuscany
- Luxury rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Smoking-friendly rentals Tuscany
- Earth house rentals Tuscany
- Family-friendly rentals Italy
- Things to do Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Things to do Italy
- Art and culture Italy
- Nature and outdoors Italy
- Food and drink Italy
- Entertainment Italy
- Sightseeing Italy
- Wellness Italy
- Sports activities Italy
- Tours Italy




