
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.

Casa al Gianni - Oak
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This haven of peace will stay with you in your heart. We look forward to welcoming you!

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. 4 FICO
Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e 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.

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.

SMN Luxury Secret Garden View
Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.

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!

La Dimora del Lago - Lake views of Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

Experience rustic off-grid life in the wilderness
This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

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.

La Suite del Borgo vacation home - Silver Suite
The apartment is located on the 2nd and top floor of a medieval building, overlooking San Pellegrino and Pianoscarano, bright, central and at the same time quiet. The panorama extends to Monte Argentario, crowned by romantic sunsets. The style is unique and Provencal with light terracotta floors, white painted stones and characteristic wooden beams... the details are as always sought after to offer you the utmost beauty and comfort.
Popular amenities for Tuscany holiday homes
Family-Friendly holiday homes

"IL FIENILE" rustic stone house

Holiday in an antique farm, apt il Pozzo

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶

★ Romantic apartment & stunning view of Tuscany ★

Casa Monte

Fienile Santa Teresa

Tuja
Holiday home rentals with a patio

Arancera of Villa Edoardo Exclusive Vacavilla

Unique & Historic Getaway: Dreamy Garden

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Antico Mulino della Rocca - La Meridiana/accommodation 1

Holiday home Noce @ Poderino il Sole Tuscany

Cenerentola chianti 1 apartment - near Panzano

La Selva , Country house, 130 mq, Stunning views

Sunset_ by_ Bina
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

Tuscan Nature Views From Casa Gave

Podere Docciolino Vacation Home

Palazzo Della Nave – AP 09

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





