
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.

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.

The Loggia of San Giovenale
The house is in the oldest square in Orvieto, San Giovenale with the beautiful 11th century Romanesque church. A Loggetta with breathtaking views of the Paglia valley from where you can discover Mount Amiata, Mount Cetona and Mount Peglia. Furnished with bespoke furniture made by master carpenters from Orvieto, the wooden ceilings on the first floor and the handmade terracotta floor make it a charming accommodation in which to spend a wonderful stay in Orvieto. CIN IT055023C202019060

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?

"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.

Villa Capricorno Positano Italy - Charming view
Elegant and spacious apartment in typical Mediterranean style with large terrace, surrounded by greenery, from which you can admire the beautiful bay of Positano. Ideal for those who want to spend an unforgettable holiday of relaxation and away from the hustle and bustle of the city but a few steps from the busy life of the center. A little corner of paradise at your fingertips.

Romantic Garden in Historic San Gimignano
Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.
Popular amenities for Apennine Mountains holiday rentals
Other great holiday rentals in Apennine Mountains

Hidden gem in Tuscany

Belforti Tower

Sand • Seafront Penthouse w/Spa Bath (FCO)

[Oltrarno Elegance] Hidden Gem with Florence Views

The twigs

Very cosy cottage with beautiful views

Posh & vibrant flat near the Vatican

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




