
Family-friendly holiday rentals in Apennine Mountains
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Top-rated family-friendly rentals in Apennine Mountains
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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.
Indoor spacesFamilyComfort

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
FamilyIndoor spacesBiking

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.
Indoor spacesFamilyHiking

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment
Indoor spacesKitchenDecor

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 spacesFamilyBathroom

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option 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 unique sunsets.
KitchenFamilyBathroom

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Wonderful 260 square meter apartment in a 12th century villa. Private swimming pool (15 meters long and 5 meters wide), billiards, darts, large garden, 80 square meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the highway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TV, and a safe.
Indoor spacesFamilyDecor
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.
FamilyIndoor spacesAccuracy

Ancient Tuscan farmhouse in the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property 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 on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.
Indoor spacesKitchenPool

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
KitchenIndoor spacesWalkability

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.
FamilyIndoor spacesBathroom

Duomo View Terrace • 2BR/2BA • Elevator • Central
Unbeatable Duomo view from your private terrace! Stay in a stylish, quiet penthouse in Florence’s historic center, steps from the Cathedral. Bright and elegant with 2BR/2BA, full A/C, and a large elevator — the perfect home base to explore and relax.
Indoor spacesFamilyOutdoor spaces
Popular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Casa al Gianni - The Simignano Barn
KitchenFamilyPool

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Indoor spacesFamilyNearby

Casa Dolce Toscana | Panoramic Suites & Views
Indoor spacesFamilyWalkability

Villa di Geggiano – Guesthouse
FamilyKitchenWi-Fi

The house among olive trees
Indoor spacesFamilyParking

A Big Dream in a Little Tower.
FamilyKitchenQuiet

Charming Piazza Navona
Indoor spacesKitchenTV

Tuscan charm of villa - countryside - Villa Senaia
Indoor spacesKitchenDecor
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view
Indoor spacesKitchenBarbecue

Poggio Bicchieri Holiday Farm - Memoria apartment
Indoor spacesFamilyPool

Macchiaroli Castle Teggiano. La Romantica
FamilyIndoor spacesParking

Florence Sunset Hills • Giogoli
FamilyIndoor spacesSleep quality

Rural Tuscany | Family farmstay with restaurant
KitchenIndoor spacesPets

Villa with SEAVIEW TERRACE, close by a sandy beach
Indoor spacesFamilyAccuracy

Mafuccio Farmhouse - "Casa di Rigo"
KitchenIndoor spacesPool

Terra Delle Sidhe, Seggiano, Tuscany, Italy
KitchenFamilyLocation
Family-friendly home rentals with a pool

Podere Tignano, 4-bedroom villa in the Chianti!
Indoor spacesFamilyCondition

The Castle of Ferrano - Castle in Tuscany
KitchenIndoor spacesLocation

Castel Brunello - 2 doublebed rooms + terrace
Indoor spacesFamilyHospitality

Design apartment with private pool Campo dei Fiori
KitchenIndoor spacesCheck-in

sea view villa with private infinity pool
Indoor spacesFamilyBathroom

Relaxation and charm in the Chianti hills
KitchenFamilyPool

TUSCANY farm house SWIMMING POOL
Indoor spacesKitchenAir conditioning

Palazzo Monaci - Pool in the Crete Senesi
Indoor spacesKitchenCleanliness
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