
Holiday home rentals in Asciano
Find and book unique holiday home rentals on Airbnb
Top-rated holiday home rentals in Asciano
Guests agree: these holiday home rentals 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.

The Loggia of San Giovenale
La casa è nella piazza più antica di Orvieto, San Giovenale con la stupenda chiesa romanica del XI secolo. Una Loggetta con vista mozzafiato sulla valle del paglia da dove scopre l'Amiata , il Monte Cetona ed il Monte Peglia. Arredata con mobili su misura realizzati da maestri falegnami orvietani, i soffitti in legno al primo piano ed il cotto fatto a mano del pavimento ne fanno un alloggio pieno di fascino in cui trascorrere un meraviglioso soggiorno ad Orvieto. C.I.N. IT055023C202019060

Stuart Jasmine central, panoramic top location
This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Wooden barrel suite in Tuscany, nestled in an olive grove in Reggello: breathtaking views over hills and vineyards, total peace. One of the largest barrels in the world (3.5 m x 8 m) with a private bathroom, kitchenette, veranda and small courtyard. All barrels have a hot tub pool for your relaxation. Strategic location: Florence ~40 min, Siena and Arezzo for day trips. Private parking on the property and a welcome Tuscan cold cuts and cheese board. Close to The Mall Luxury Outlet.

Casa Isla, near Orvieto, amazing views + pool
Located between the villages Viceno and Benano with incredible views of Orvieto and surrounded by olive trees. Casa Isla is a refurbished 70sqm 2 bedroom cottage next to the main house, completely self-contained with its own private garden and BBQ area. There is a double bedroom and a second with twin-beds, both with air-con. The lounge/kitchen comes with fridge, gas hob, oven, and dishwasher, a sofa bed, and a smart TV for movie nights. Relax in our salt-water/mineral pool.

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.

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.

AM Apartment
The apartment is 10 km from the center of Siena in a very relaxing and quiet place in Chianti where you can enjoy a beautiful view, take long walks on foot and by bike or taste good wine in local companies. The house includes two bedrooms, two bathrooms, a living room with fireplace, sofa and smart TV and a large equipped kitchen. In addition, there are sheets, towels, hairdryer and free wifi
Popular amenities for holiday home rentals in Asciano
Family-friendly holiday home rentals

Experience rustic off-grid life in the wilderness

Holiday in an antique farm, Pergola

Borgo 7 Tigli Agritourism - Apt 2

Cosy house with private pool

Sogna in Tuscany -- Nature, Relax & Explore

Radi Apt Farm Tower Air Conditioning Pool wifi

[Traditional Cozy House] Garden & Viewpool Apt

The Piccola Villa of Borgo Argenina
Holiday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment

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

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Romantic cottage with Jacuzzi and large garden - 2p.

Unique & Historic Getaway: Dreamy Garden

★ Romantic apartment & stunning view of Tuscany ★

Cenerentola chianti 1 apartment - near Panzano

Flat, terrace, pool,Spa resort,restaurant, A/C, G1
Holiday home rentals with a washing machine and dryer

Antico Casale Tiravento - Apartment with balcony

Apartment in historic Villa in Siena_"LE CONTRADE"

Melarancio Residence

[Florence Hills] Borgo Le Palaie

GREEN like hope in Florence

Tuscany Country 12km. from Siena / Raffaello

TOSCANELLA APT. AMBRA

The Cricket's Cage <Anna Maria> (A-04)
Destinations to explore
- Fitness-friendly rentals Asciano
- Rentals with a washing machine and dryer Asciano
- Apartment rentals Asciano
- Rentals with outdoor seating Asciano
- Family-friendly rentals Asciano
- Flat rentals Asciano
- Rentals with lake access Asciano
- Rentals with a patio Asciano
- Rentals with breakfast Asciano
- House rentals Asciano
- Rentals with a firepit Asciano
- Villa rentals Asciano
- Bed and breakfasts Asciano
- Rentals with a hot tub Asciano
- Rentals with a fireplace Asciano
- Pet-friendly rentals Asciano
- Smoking-friendly rentals Asciano
- Rentals with pools Asciano
- Luxury rentals Asciano
- Farm stay rentals Asciano
- Rentals with an EV charger Asciano
- Holiday home rentals Siena
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Del Chianti
- Cala Violina
- Cascate del Mulino
- Eremo Di Camaldoli
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Great Synagogue of Florence
- Avignonesi Winery Fattoria Le Capezzine
- Things to do Asciano
- Things to do Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sightseeing Siena
- Sports activities Siena
- Art and culture Siena
- Things to do Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Entertainment Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy






