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

Macchiaroli Castle Teggiano. La Romantica
La Romantica is located in the oldest area of the castle, and It will welcome you with its bright, warm, and sophisticated environment. Its private entrance, ample spaces, 65 square meters, two windows overlooking the greenery of the moat below, the ancient stone walls, the concrete floor, sofas, and antique furniture make it an ideal place to enjoy relaxing moments that will take you back in time, with all the comforts of the present. In winter, the fireplace will provide an additional touch of warmth and magic!

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.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

Ca' Inua, art, woods, hospitality
Ca’ Inua is a magical place where you can reconnect with Mother Nature’s wonders. Located only 25km from the Bologna city centre, an old barn renovated and fully finished in wood holds a modern-styled apartment with a breath-taking view on the Apennine mountains. Alessandra & Ludovico, your hosts, are ready to welcome you in a wide-open space, next to the woods, caressed by fresh breeze, where you can contemplate the magnificence of nature and tune into yourself for an unforgettable experience.

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Charming Cottage Mareluna Capri view
Mareluna is a uniquely charming Amalfi Coast cottage that blends 18th-century historical features with modern luxuries. It offers stunning panoramic sea views and elegant interiors with details like chestnut beams, traditional tiles, and modern amenities like aircon and smart tv. Unique touches like refurbished bathrooms with exposed stone and a 200-year-old sink add character. The property also features a terrace and patio, ideal for enjoying the breathtaking coastal scenery and outdoor dining

Loft27 Pantheon brand new in the heart of Rome
Loft 27 is a comfortable and welcoming place, perfect for those who want to live an exciting and unique experience in the ancient city of Rome. Completely renovated apartment, ground floor with independent entrance. Located in a small, very quiet square, close to the most important historical monuments within walking distance: Pantheon (2 minutes), Piazza Navona (7 minutes), Piazza Venezia (3 minutes)Trevi Fountain (8 min.)Colosseum (10 min.), Via del Corso (2 min.), Imperial Forums (10 min.).

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb
Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Amazing Tuscany Villa, FREE parking

Agriturismo PURO - Charming Design House in Tuscany

The house among olive trees

Villa di Geggiano - Perellino Suite

Casa al Gianni - The Simignano Barn

Country Chalet and mini spa

Barrel Suite Tuscany • Hot Tub • Vineyard View
Family- and pet-friendly home rentals

Museum Suite - Luxurious unit with a River View -

Farmhouse on a winery

Authentic Tuscan Country House WITH A/C

Chianti, elegant barn among vineyards and pool

Golden View Attico in the heart of Tuscany

Panoramic penthouse in the ancient village

Poggio Bicchieri Holiday Farm - Memoria apartment

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Private Chianti Cottage, Garden & Vineyard Views

Stone House with Exclusive Pool Codilungo in Chianti

Il nido del Rondone

country villa with heated swimming pool

Countryside Dream farm in Tuscany

Villa L' Uliveto-Calmcation

TUSCANY farm house SWIMMING POOL
Destinations to explore
- Bed and breakfasts Apennine Mountains
- Private suite rentals Apennine Mountains
- Rentals with outdoor seating Apennine Mountains
- Rentals with a soaking bathtub Apennine Mountains
- Rentals with beach access Apennine Mountains
- Boat rentals Apennine Mountains
- Rentals with a balcony Apennine Mountains
- Hut rentals Apennine Mountains
- Serviced apartment rentals Apennine Mountains
- Beachfront rentals Apennine Mountains
- Chalet rentals Apennine Mountains
- Rentals with a firepit Apennine Mountains
- Rentals with an accessible-height bed Apennine Mountains
- Campsite rentals Apennine Mountains
- Flat rentals Apennine Mountains
- Tower rentals Apennine Mountains
- Yurt rentals Apennine Mountains
- Houseboat rentals Apennine Mountains
- Rentals with a patio Apennine Mountains
- Barn rentals Apennine Mountains
- Pet-friendly rentals Apennine Mountains
- Rentals with pools Apennine Mountains
- Resort rentals Apennine Mountains
- Villa rentals Apennine Mountains
- Cave rentals Apennine Mountains
- Rentals with a cinema Apennine Mountains
- Loft rentals Apennine Mountains
- Rentals with lake access Apennine Mountains
- Rentals with a kayak Apennine Mountains
- Island rentals Apennine Mountains
- Nature eco lodge rentals Apennine Mountains
- Rentals with a fireplace Apennine Mountains
- Tent rentals Apennine Mountains
- Earth house rentals Apennine Mountains
- Farm stay rentals Apennine Mountains
- Hostel rentals Apennine Mountains
- Ski-in/ski-out rentals Apennine Mountains
- Treehouse rentals Apennine Mountains
- Dome rentals Apennine Mountains
- Rentals with breakfast Apennine Mountains
- Cottage rentals Apennine Mountains
- Rentals with a sauna Apennine Mountains
- Luxury rentals Apennine Mountains
- House rentals Apennine Mountains
- Rentals with a washing machine and dryer Apennine Mountains
- Rentals with an accessible-height toilet Apennine Mountains
- Bungalow rentals Apennine Mountains
- Townhouse rentals Apennine Mountains
- Aparthotel rentals Apennine Mountains
- Guest house rentals Apennine Mountains
- Smoking-friendly rentals Apennine Mountains
- Tiny house rentals Apennine Mountains
- Rentals with a hot tub Apennine Mountains
- Shepherd’s hut rentals Apennine Mountains
- Motorhome rentals Apennine Mountains
- Waterfront rentals Apennine Mountains
- Cabin rentals Apennine Mountains
- Rentals with an EV charger Apennine Mountains
- Fitness-friendly rentals Apennine Mountains
- Castle rentals Apennine Mountains
- Boutique hotels Apennine Mountains
- Holiday home rentals Apennine Mountains
- Apartment rentals Apennine Mountains
- Hotel rooms Apennine Mountains
- Family-friendly rentals Italy
- Things to do Apennine Mountains
- Wellness Apennine Mountains
- Entertainment Apennine Mountains
- Sightseeing Apennine Mountains
- Nature and outdoors Apennine Mountains
- Tours Apennine Mountains
- Art and culture Apennine Mountains
- Sports activities Apennine Mountains
- Food and drink Apennine Mountains
- Things to do Italy
- Sports activities Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Wellness Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Art and culture Italy





