
Family-friendly vacation 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.

Cortona’s Rooftop Nest
The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.
Indoor spacesFamilySleep quality

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
Indoor spacesFamilyEV charging

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
KitchenFamilyCheck-in

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.
Indoor spacesKitchenWalkability

Giglio Blu Charming Loft + Air Conditioning
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...
Indoor spacesFamilyAccuracy

Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
KitchenFamilyAccuracy

Terra Delle Sidhe, Seggiano, Tuscany
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.
KitchenIndoor spacesCheck-in

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
Indoor spacesKitchenWifi

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Indoor spacesFamilyAmenities

Country Chalet and mini spa
A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...
KitchenIndoor spacesBackyard

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
FamilyKitchenBathroom

Authentic Tuscan Country House WITH A/C
The "Pergola" apartment (75 sqm) is one of the two independent housing units that make up the Terra Rossa farmhouse, located in the heart of the Sienese countryside just a few minutes' drive from the historic center.
KitchenIndoor spacesLong stay
Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Casa al Gianni - The Simignano Barn
KitchenFamilyLocation

Charming Tuscan Villa with View forFamily&Friends
FamilyIndoor spacesLayout

Villa di Geggiano - Guesthouse
FamilyIndoor spacesCheckout

Casa Dolce Toscana | Panoramic Suite with a View
Indoor spacesKitchenDecor

The house among olive trees
FamilyKitchenAccess

A Big Dream in a Little Tower.
Indoor spacesFamilyDecor

Typical Tuscan country house
Indoor spacesKitchenCheck-in

Amazing Tuscany Villa, FREE parking
Indoor spacesFamilyComfort
Family- and pet-friendly home rentals

Poggio Bicchieri Holiday Farm - Memoria apartment
FamilyKitchenNearby

Macchiaroli Castle Teggiano. La Romantica
FamilyKitchenBreakfast

Il Sartino
KitchenFamilyRiver

Villa with SEAVIEW TERRACE, close by a sandy beach
KitchenIndoor spacesComfort

Florence Sunset Hills • Giogoli
KitchenFamilyCondition

Tuscan farmhouse stay with restaurant and pool
Indoor spacesKitchenOutdoor spaces
La Piazzetta - Cozy open space in the historic center of Montepulciano
Indoor spacesFamilyHeating

Mafuccio Farmhouse - "Casa di Rigo"
FamilyIndoor spacesHospitality
Family-friendly home rentals with a pool

Il Castello di Ferrano - Castle in Tuscany
Indoor spacesKitchenGrill

Castel Brunello - 2 doublebed rooms + terrace
FamilyIndoor spacesBathroom

Romantic apartment in the Tuscan village
FamilyKitchenHot tub

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
FamilyIndoor spacesGrill

TUSCANY farm house SWIMMING POOL
Indoor spacesKitchenBreakfast

Relaxation and charm in the Chianti hills
KitchenIndoor spacesValue

sea view villa with private infinity pool
KitchenIndoor spacesHospitality

Comfort Apartment in the Chianti Vineyards
Indoor spacesFamilyBathroom
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