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

Podere Vergianoni immerso nelChianti con piscina
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.

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.

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.

A view from the gate, Montepulciano.
The house(castoldi apartments site), renovated in 2019, close to the main street and the Square has AC, 2 double rooms (1 or 2 master), 2 bathrooms ensuite with shower and a large kitchen-living room with 4 windows and a small terrace, overlooking the hills The apartment offers a spectacular view somet available in season a nice garden 50 mt away where to have a wine tasting for all the guests of our 4 apartments or grilled meat always with paired wines. Private parking in our garden.

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.

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.

Stone residence between sea, mountain and pool.
Charming stone residence in the region entirely built by the owner, respectful of the environment, between the sea, mountains and swimming pool (5-star rating). 5 minutes from the famous Gorges de l'Asco, river, waterfalls. 25 minutes from the most beautiful beaches of Balagne, Ostriconi, Lozari. In an unspoiled site, in absolute calm with a superb view. This place is perfect for a romantic getaway with private access to the owners' infinity pool. Fiber internet

Casa Bonari - a paradise for the eyes
Casa Bonari is an independent, non-shared apartment on one level within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, with restored antique family furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so all the rooms offer a beautiful view of the countryside.

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 vacation rentals
Other great vacation rentals in Apennine Mountains

AnticaVista, Luxury Apartment with Tower Views

Tuscany jem: The Chianti Farmer's House

Historic Hillside Retreat: Stunning View & Relax

Private Cottage with Plunge Pool in Tuscan Estate

I Palpiti - Dream Villa in the heart of Florence

The Lazy Oak

Bel Casale with sea view and the mediaeval village

Private Wellness Grotto & Views | Casa di Lucy
Destinations to explore
- Townhouse rentals Apennine Mountains
- Condo rentals Apennine Mountains
- Hotel rooms Apennine Mountains
- Treehouse rentals Apennine Mountains
- Campsite rentals Apennine Mountains
- Tiny house rentals Apennine Mountains
- Cave rentals Apennine Mountains
- Yurt rentals Apennine Mountains
- Rentals with a soaking tub Apennine Mountains
- Tent rentals Apennine Mountains
- Cabin rentals Apennine Mountains
- Rentals with pools Apennine Mountains
- Barn rentals Apennine Mountains
- Rentals with a sauna Apennine Mountains
- House rentals Apennine Mountains
- Rentals with a washer and dryer Apennine Mountains
- Rentals with a patio Apennine Mountains
- Luxury rentals Apennine Mountains
- Rentals with breakfast Apennine Mountains
- Cottage rentals Apennine Mountains
- Rentals with an accessible height toilet Apennine Mountains
- Rentals with beach access Apennine Mountains
- Rentals with a hot tub Apennine Mountains
- RV rentals Apennine Mountains
- Waterfront rentals Apennine Mountains
- Rentals with a home theater Apennine Mountains
- Loft rentals Apennine Mountains
- Family-friendly rentals Apennine Mountains
- Rentals with outdoor seating Apennine Mountains
- Rentals with a fireplace Apennine Mountains
- Island rentals Apennine Mountains
- Resort rentals Apennine Mountains
- Villa rentals Apennine Mountains
- Chalet rentals Apennine Mountains
- Rentals with a fire pit Apennine Mountains
- Rentals with an accessible height bed Apennine Mountains
- Serviced apartment rentals Apennine Mountains
- Smoking-friendly rentals Apennine Mountains
- Castle rentals Apennine Mountains
- Rentals with lake access Apennine Mountains
- Dome rentals Apennine Mountains
- Rentals with a kayak Apennine Mountains
- Guesthouse rentals Apennine Mountains
- Aparthotel rentals Apennine Mountains
- Ski-in/ski-out rentals Apennine Mountains
- Nature eco lodge rentals Apennine Mountains
- Vacation home rentals Apennine Mountains
- Houseboat rentals Apennine Mountains
- Rentals with a balcony Apennine Mountains
- Hut rentals Apennine Mountains
- Farmstay rentals Apennine Mountains
- Boat rentals Apennine Mountains
- Shepherds hut rentals Apennine Mountains
- Rentals with an EV charger Apennine Mountains
- Fitness-friendly rentals Apennine Mountains
- Bungalow rentals Apennine Mountains
- Bed and breakfasts Apennine Mountains
- Private suite rentals Apennine Mountains
- Beachfront rentals Apennine Mountains
- Boutique hotels Apennine Mountains
- Apartment rentals Apennine Mountains
- Earth house rentals Apennine Mountains
- Hostel rentals Apennine Mountains
- Tower rentals Apennine Mountains
- Pet-friendly rentals Apennine Mountains
- Things to do Apennine Mountains
- Entertainment Apennine Mountains
- Sports activities Apennine Mountains
- Food and drink Apennine Mountains
- Nature and outdoors Apennine Mountains
- Tours Apennine Mountains
- Sightseeing Apennine Mountains
- Art and culture Apennine Mountains
- Things to do Italy
- Tours Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Nature and outdoors Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy




