
House holiday rentals in Asciano
Find and book unique houses on Airbnb
Quick stats about house rentals in Asciano

Total holiday rentals
Explore 110 holiday rentals in Asciano

Nightly prices starting at
Asciano holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Asciano holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Asciano rentals

4.8 Average rating
Asciano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Asciano
Guests agree: These houses are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
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Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
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House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
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Casa Dolce Toscana | Panoramic Suites & Views
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
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Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.
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The Loggia
Immerse yourself in the authentic Tuscan dream. "La Loggia" is a charming home in the heart of Chianti Classico, just 300 meters on foot from the historic center of Radda. It offers the perfect blend of countryside quietness and village convenience, featuring a large private garden with breathtaking panoramic views over vineyards and a beautiful glass-enclosed loggia. The perfect oasis to relax and enjoy the sunset after exploring Siena, Florence, and nearby wineries.
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Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.
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The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
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Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
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Tuscany .Countryhouse on the Florence's hills
Recently renovated house in 19th century Tuscan farmhouse surrounded by hills, vineyards and olive groves located in the Chianti area and 1 km from the village (Antella) and 20 minutes by car from Florence center. The property is equipped with cooling for the summer months, although the very thick stone walls ensure a pleasant temperature even in summer.
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"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.
ValueFamilyHospitality

Country House in the Crete Senesi
County house deep into the natural reserve that surrounds the village of Chiusure and the Abbey of Monte Oliveto Maggiore. Intimate oasis of relax with private garden and pool located in the heart of Siena's area between Val d'Orcia and Crete Senesi
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Popular amenities for Asciano house rentals
House rentals with a pool

Relaxation and charm in the Chianti hills
FamilyValueOutdoor spaces

Casa Lucy
ValueFamilyLayout

Cottage surrounded by nature
LocationFamilyParking

Private villa/swimming pool in Tuscany
LocationFamilyKitchen

Tofanello Turquoise Luxury with Outdoor Pool
LocationValueLong stay

Casa Rosmarino Eco-Wellness Country Home
FamilyValueHiking

Borgo Ripostena – No. 8 Casa Vecchia
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Infinity pool in Chianti 1
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Weekly house rentals

Nada Home
ValueLocationComfort

Il Fienile, Luxury Apartment in the Tuscan Hills
LocationValueCondition

The Chianti Classico Sunset
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Apartment in a detached villa - Val d'Orcia
LocationValueComfort

Domus Nannini - Loggia Salimbeni SPA
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Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
ValueLocationCheck-in

Podere Piazza house with panoramic view
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La Perla del Lago Holiday home on Lake Trasimeno
LocationValueAir conditioning
Private house rentals

house with pool between Siena and Valdorcia
LocationFamilyOutdoor spaces

Country chic house in a village,private pool,wiFi
LocationValueParking

"Le Arcate" apartment in an 18th-century farmhouse
ValueLocationIndoor spaces

Pino house | Podere Fossaccio, fantastic landscape
LocationValueShared spaces

Poggiolo
LocationFamilyShared spaces

Private House for 4P – La Capanna Di Azzurra
LocationValueOutdoor spaces

Fabulous villa in Chianti with a panoramic garden
FamilyLocationGetting around

Breathtaking Views in Our Chianti Country House
FamilyValueQuiet
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 NZD | $240 NZD | $248 NZD | $302 NZD | $304 NZD | $324 NZD | $396 NZD | $370 NZD | $343 NZD | $287 NZD | $243 NZD | $275 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with breakfast Asciano
- Condo rentals Asciano
- Family-friendly rentals Asciano
- Farmstay rentals Asciano
- Rentals with pools Asciano
- Holiday home rentals Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Stazione Santa Maria Novella
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Centro Storico Orvieto
- Mount Amiata
- Medici Chapel
- Stadio Artemio Franchi
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







