
Holiday Homes in Tuscany
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Tuscany
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Casa al Gianni - Oak
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Romantic stay, where Tuscany meets the sky!
The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.

Chianti, elegant barn among vineyards and pool
Discover a unique sanctuary in Chianti, a historic barn where stone walls meet 80s vintage design. Fall in love with the canopy bedroom, cook in the modern kitchen, and enjoy vineyard views from the living area. Outside, private gazebos and an infinity pool await you in total silence. A perfect blend of Tuscan heritage, sophisticated style, and pure romance."
Popular amenities for Tuscany holiday homes
Family-Friendly holiday homes

Holiday in an antique farm, apt il Pozzo

Tuscan Nature Views From Casa Gave

Casa Monte

Fienile Santa Teresa

Tuja

Ancient stone farmhouse with park and pool

Elegant farmhouse overlooking Pienza

Tuscany Country House, Central Chianti, Pano Views
Holiday home rentals with a patio

Romantic cottage with Jacuzzi and large garden - 2p.

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Unique & Historic Getaway: Dreamy Garden

★ Romantic apartment & stunning view of Tuscany ★

La Zampetta

Cenerentola chianti 1 apartment - near Panzano

Noce Holiday Home @ Poderino il Sole, Tuscany

Glicini 1, holiday home and pool 30' from Florence
Holiday home rentals with a washing machine and dryer

Dimora Leone, large historic apartment in Lucca

Apartment in historic Villa in Siena_"LE CONTRADE"

Melarancio Residence

[Florence Hills] Tuscan house with parking space

Podere Docciolino Vacation Home

TOSCANELLA QUARTZ STUDIO

Palazzo Della Nave - AP 09

App.Cavallo - Megognano,2/A
Destinations to explore
- Rentals with an accessible height toilet Tuscany
- Aparthotel rentals Tuscany
- Rentals with a balcony Tuscany
- Chalet rentals Tuscany
- Rentals with a fireplace Tuscany
- Lakehouse rentals Tuscany
- Apartment rentals Tuscany
- Guesthouse rentals Tuscany
- Villa rentals Tuscany
- Rentals with a washing machine and dryer Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Smoking-friendly rentals Tuscany
- Earth house rentals Tuscany
- Fitness-friendly rentals Tuscany
- Tent rentals Tuscany
- House rentals Tuscany
- Beach house rentals Tuscany
- Cabin rentals Tuscany
- Pet-friendly rentals Tuscany
- Campsite rentals Tuscany
- Rentals with breakfast Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Condo rentals Tuscany
- Loft rentals Tuscany
- Waterfront rentals Tuscany
- Tower rentals Tuscany
- Rentals with pools Tuscany
- Serviced apartment rentals Tuscany
- Rentals with an EV charger Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with a fire pit Tuscany
- Luxury rentals Tuscany
- Rentals with a home theatre Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Resort rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Cottage rentals Tuscany
- Tiny house rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Private suite rentals Tuscany
- RV rentals Tuscany
- Nature eco lodge rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Rentals with a patio Tuscany
- Bungalow rentals Tuscany
- Hotel rooms Tuscany
- Rentals with a kayak Tuscany
- Family-friendly rentals Tuscany
- Rentals with outdoor seating Tuscany
- Townhouse rentals Tuscany
- Hostel rentals Tuscany
- Holiday home rentals Italy
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Things to do Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy
- Wellness Italy
- Tours Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy





