
Family-friendly vacation 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.

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.
KitchenFamilyAir conditioning
5.0 out of 5 average rating, 352 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.
Indoor spacesKitchenAir conditioning
4.99 out of 5 average rating, 531 reviews
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 spacesFamilyOutdoor spaces
4.97 out of 5 average rating, 250 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.
FamilyKitchenAmenities
4.99 out of 5 average rating, 116 reviews
Casa Boschetto, villa with private pool
The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.
KitchenIndoor spacesGrill
4.92 out of 5 average rating, 148 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
Indoor spacesKitchenLocation
4.98 out of 5 average rating, 127 reviews
La Cava (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.
KitchenIndoor spacesLayout
4.95 out of 5 average rating, 293 reviews
Cocoon of Gran Sasso
"O blissful solitudo, or alone bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Rifugio del Gran Sasso" was a barn for sheep. After years of abandonment, converted for residential and receptive use, he found a second life thanks to a skilful renovation that, despite respecting the context, has used the latest technologies such as the floor-to-ceiling thermal system or the ventilated structure of the roof
FamilyKitchenView
4.98 out of 5 average rating, 229 reviews
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 spacesFamilyWalkability
4.99 out of 5 average rating, 284 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.
FamilyKitchenComfort
4.99 out of 5 average rating, 111 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
KitchenFamilyLaundry
4.99 out of 5 average rating, 273 reviews
Farmhouse , pool, 13 px. Lucca 10km
Our ancient farmhouse has been recently converted in a magnificent Holiday Home with private pool by very talented architects. Original Cotto floor, wood beamed ceiling, and the original Tuscan furnishings offer our guests the true tuscany feeling.
Indoor spacesKitchenComfort
4.99 out of 5 average rating, 148 reviewsPopular amenities for Apennine Mountains family-friendly rentals
Family-friendly home rentals with a hot tub

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Indoor spacesKitchenWifi
4.99 out of 5 average rating, 105 reviews
Casa al Gianni - The Simignano Barn
KitchenIndoor spacesGetting around
4.97 out of 5 average rating, 198 reviews
Casa Dolce Toscana | Panoramic Suite with a View
FamilyKitchenQuiet
4.98 out of 5 average rating, 184 reviews
Wp Relais Borgo Vignalunga
Indoor spacesKitchenNearby
4.95 out of 5 average rating, 146 reviews
Tuscan charm of villa - countryside - Villa Senaia
KitchenIndoor spacesCheck-in
4.9 out of 5 average rating, 241 reviews
The house among olive trees
FamilyIndoor spacesWifi
4.94 out of 5 average rating, 528 reviews
Amazing Tuscany Villa, FREE parking
Indoor spacesFamilyLaundry
4.93 out of 5 average rating, 334 reviews
Poggio dell'orso.Traditional Casale. Amazing views
Indoor spacesFamilyHospitality
4.96 out of 5 average rating, 169 reviewsFamily- and pet-friendly home rentals

The rest is to be seen... to live!
Indoor spacesKitchenAccess
5.0 out of 5 average rating, 221 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Indoor spacesKitchenLaundry
4.92 out of 5 average rating, 625 reviews
Simona’s house in the woods - Villa Boutique
Indoor spacesKitchenView
4.98 out of 5 average rating, 133 reviews
Tuscan farmhouse stay with restaurant and pool
Indoor spacesFamilyHeating
4.94 out of 5 average rating, 107 reviews
Mafuccio Farmhouse - "Casa di Rigo"
KitchenFamilyLocation
4.95 out of 5 average rating, 124 reviews
Stone farmhouse in Val D'Orcia
Indoor spacesKitchenAir conditioning
4.97 out of 5 average rating, 159 reviews
Macchiaroli Castle Teggiano. La Romantica
Indoor spacesKitchenBreakfast
4.96 out of 5 average rating, 390 reviews
Stone house in the woods Little house in the woods
KitchenIndoor spacesComfort
4.95 out of 5 average rating, 329 reviewsFamily-friendly home rentals with a pool

Rome, Villa Anna in the countryside private pool
KitchenFamilyView
4.89 out of 5 average rating, 117 reviews
Torre Villa Belvedere Luxury & Relax with pool
Indoor spacesKitchenDecor
5.0 out of 5 average rating, 114 reviews
Il Castello di Ferrano - Castle in Tuscany
KitchenIndoor spacesLocation
4.99 out of 5 average rating, 227 reviews
Cercis - La Palmierina
KitchenFamilyQuiet
4.96 out of 5 average rating, 146 reviews
Luxury Villa, Salt water Pool-Orvieto -14 p -Owner
Indoor spacesFamilyQuiet
4.98 out of 5 average rating, 41 reviews
Il Colle Stone Farmhouse
FamilyIndoor spacesParking
4.98 out of 5 average rating, 41 reviews
Exclusive panoramic villa with private pool
KitchenIndoor spacesCleanliness
5.0 out of 5 average rating, 35 reviews
suite in historic farmhouse
Indoor spacesFamilyAmenities
4.93 out of 5 average rating, 54 reviewsDestinations to explore
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