
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 $71 AUD 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 historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
ValueLocationWalkability

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 Suite with View
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.
ValueLocationGetting around

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.
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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.
LocationFamilyHiking

Nada Home
In my home, you can experience the most authentic side of Tuscany, filled with peace, warmth and family traditions. Surrounded by olive groves and vineyards in the heart of Chianti, you will have a private garden all to yourself, where you can relax in complete tranquillity. On request, you can join a cooking class in the house, preparing our family recipes handed down by Grandma Graziella, or share a special dinner in an intimate and welcoming atmosphere.
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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 a 19th-century Tuscan farmhouse surrounded by hills, vineyards and olive groves, located in the Chianti area, 1 km from the village (Antella) and 20 minutes by car from the centre of Florence. The accommodation has air conditioning for the summer months, although the very thick stone walls ensure a pleasant temperature even in summer.
ValueFamilyOutdoor spaces

"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.
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Popular amenities for Asciano house rentals
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationAir conditioning

Relaxation and charm in the Chianti hills
ValueLocationTV

TREEhouse / casaBARTHEL
ValueFamilyIndoor spaces

Casa Lucy
LocationFamilyHospitality

Tofanello Turquoise Luxury with Outdoor Pool
ValueLocationPets

Cottage surrounded by nature
ValueFamilyComfort

Casa Rosmarino Eco-Wellness Country Home
FamilyValueAir conditioning

Casa Giulia di Sopra Farmhouse
FamilyLocationIndoor spaces
Weekly house rentals

The Chianti Classico Sunset
LocationFamilyNearby

The Biricocolo Cottage
LocationFamilyHiking

Raffaella's House in Chianti
ValueFamilySkiing

Apartment in a detached villa - Val d'Orcia
FamilyLocationKitchen

Domus Nannini - Loggia Salimbeni SPA
LocationFamilyCheck-in

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
ValueFamilyAccess

La Perla del Lago Holiday home on Lake Trasimeno
ValueFamilyCleanliness

Podere Piazza house with panoramic view
LocationFamilyCheck-in
Private house rentals

"Le Arcate" apartment in an 18th-century farmhouse
ValueFamilyDecor

Poggiolo
ValueLocationBreakfast

Private House for 4P – La Capanna Di Azzurra
LocationValueNearby

Pino house | Podere Fossaccio, fantastic landscape
LocationFamilyCheckout

fabulous villa in Chianti, panoramic garden
FamilyLocationCheck-in

Hidden gem in Tuscany
LocationValueComfort

Poggio del Raglio: Relaxation & Nature
LocationFamilyLaundry

Poggio dell 'Eremita, countryhouse in Valdichiana
LocationValueAir conditioning
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $200 AUD | $208 AUD | $253 AUD | $254 AUD | $272 AUD | $331 AUD | $310 AUD | $287 AUD | $240 AUD | $203 AUD | $230 AUD |
| 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
- Entertainment Siena
- Art and culture 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







