
Family-friendly holiday rentals in Apennine Mountains
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Top-rated family-friendly rentals in Apennine Mountains
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago Holiday Home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a market, a pharmacy, an ATM, and children's play areas. There is a swimming pool 3 km away where you can relax in the summer.
4.98 out of 5 average rating, 206 reviews
Historic 17th-century villa in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. 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 with a wonderful view of the castle, hills, and vineyards with breathtaking sunsets.
5.0 out of 5 average rating, 223 reviews
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.
4.99 out of 5 average rating, 531 reviews
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
4.99 out of 5 average rating, 105 reviews
Separate room, between Cortona and Montepulciano
We are a small farm with a family-run farm on the border between Tuscany and Umbria. The old farmhouse in which we live with our children are surrounded by vineyards and olive groves with a splendid view of Montepulciano. We can sleep in 2 apartments and / or 1 independent room furnished with poor art and originality. In the large garden, available to all, there are two pools (one for children), games, organic vegetable garden. We have a restaurant Pierpaolo cooking the typical Tuscan dishes.
4.95 out of 5 average rating, 229 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
4.99 out of 5 average rating, 116 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 reviews
CASA GALLO ROSSO Hills & Panorama
Casa Gallo Rosso is a country house immersed in the tranquility of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private pool (10×5 m) with 500 m² solarium • Large outdoor spaces and panoramic views of the mountains • The entire property all to yourself 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic countryside experience in total relaxation.
4.97 out of 5 average rating, 106 reviews
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.
4.99 out of 5 average rating, 516 reviews
Mimosa Apartment - Poggio al Vento
Private apartment in a farmhouse from the 1600s. The same consists of kitchen, double bedroom and bathroom. It has everything you need for a pleasant stay. From the terrace, the breathtaking view, overlooking Mount Amiata, Rocca D'Orcia an ancient fortress and the Castle of Ripa D'Orcia. The swimming pool overlooks the Montalcino side. We are an organic farm, we produce high quality wine and oil. We offer, for a fee, tastings of our red wines. Winery tour etc
4.99 out of 5 average rating, 112 reviews
Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
4.99 out of 5 average rating, 111 reviews
Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
4.96 out of 5 average rating, 146 reviewsPopular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Wp Relais Borgo Vignalunga
4.95 out of 5 average rating, 146 reviews
Casa al Gianni - The Simignano Barn
4.97 out of 5 average rating, 198 reviews
Casa Dolce Toscana | Panoramic Suites & Views
4.98 out of 5 average rating, 184 reviews
Tuscan charm of villa - countryside - Villa Senaia
4.9 out of 5 average rating, 241 reviews
The house among olive trees
4.94 out of 5 average rating, 528 reviews
Amazing Tuscany Villa, FREE parking
4.93 out of 5 average rating, 334 reviews
Poggio dell'orso.Traditional Casale. Amazing views
4.96 out of 5 average rating, 169 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
4.91 out of 5 average rating, 100 reviewsFamily- and pet-friendly home rentals

Tuscan farmhouse stay with restaurant and pool
4.94 out of 5 average rating, 107 reviews
Poggio Bicchieri Holiday Farm - Poesia apartment
4.95 out of 5 average rating, 579 reviews
Simona’s house in the woods - Villa Boutique
4.98 out of 5 average rating, 133 reviews
Stone farmhouse in Val D'Orcia
4.97 out of 5 average rating, 159 reviews
Mafuccio Farmhouse - "Casa di Rigo"
4.95 out of 5 average rating, 124 reviews
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 251 reviews
Macchiaroli Castle Teggiano. La Romantica
4.96 out of 5 average rating, 390 reviews
stone house in the woods little house in the woods
4.95 out of 5 average rating, 329 reviewsFamily-friendly home rentals with a pool

Rome, Villa Anna in the countryside private pool
4.89 out of 5 average rating, 117 reviews
Torre Villa Belvedere Luxury & Relax with pool
5.0 out of 5 average rating, 114 reviews
The Castle of Ferrano - Castle in Tuscany
4.99 out of 5 average rating, 227 reviews
Casa Boschetto, villa with private pool
4.92 out of 5 average rating, 148 reviews
Exclusive panoramic villa with private pool
5.0 out of 5 average rating, 35 reviews
suite in historic farmhouse
4.93 out of 5 average rating, 54 reviews
Il Colle Stone Farmhouse
4.98 out of 5 average rating, 41 reviews
LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
4.98 out of 5 average rating, 83 reviewsDestinations to explore
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