
Holiday rentals in Apennine Mountains
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Apennine Mountains
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Giglio Blu Charming Loft
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...

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

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.

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Piazza Grande Boutique Apartment
Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Podere Pereti Nuovi – Modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Popular amenities for Apennine Mountains holiday rentals
Other great holiday rentals in Apennine Mountains

Crystal House - Costa Smeralda

A view from the gate, Montepulciano.

House with a breathless view in Tuscany

Esplora la natura al centro di Vigneti Chianti

"La Lambarda" tower Suite

Relaxation and charm in the Chianti hills

A Casa di Nadia Apartment

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




