
Condo holiday rentals in Asciano
Find and book unique condos on Airbnb
Quick stats about condo rentals in Asciano

Total holiday rentals
Explore 70 holiday rentals in Asciano

Nightly prices starting at
Asciano holiday rentals start at $69 NZD per night before taxes and fees

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Over 3,360 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Asciano rentals

4.9 Average rating
Asciano stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Asciano
Guests agree: These condos are highly rated for location, cleanliness and more.

Amazing Apartment near Piazza Grande w/ Terrace
Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, captivating, and historic towns, renowned for its Renaissance palazzos, ancient wine cellars, and timeless atmosphere that enchants every traveler. Our apartment is located in an incredible spot right in the historic center, just a short walk from Piazza Grande, excellent restaurants, local shops, and the town's most authentic treasures. Whether you're here to taste exceptional wines or enjoy a romantic getaway, we're here for you.

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Tuscan country house at Mascagni Farmhouse in Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

RESIDENCE HILL
Residence Hill is a luxurious apartment suitable for couples but also for families, equipped with 3 bedrooms different in style, a kitchen equipped with all comforts, dishwasher, fan oven, kettle and coffee machine, living room and large living area, 50" LED TV and each Suite equipped with all comforts, double bathrooms with whirlpool tub and shower with massage function, SPA corner with Turkish Bath and relaxation area with herbal tea, free Wi-Fi.

Lady Camollia Apartment - historic center of Siena
Stay in the heart of Siena's historic center, within the ancient medieval walls, in an elegant 100 m² tourist apartment with external private parking. Just a few steps from Piazza del Campo and the main attractions, it is the ideal solution for families and groups of friends. Typical restaurants, local shops. Comfort, space, and a strategic location for enjoying a true vacation in Siena, surrounded by art, culture, and food and wine.

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Casa Gioia
My place is located in the historic center of Pienza, on the second floor without an elevator. It overlooks the main street of Pienza. The nearest paid parking lots are 150m away, the free ones 300m, loading/unloading area 50m. You'll love my place because of the comfort of the bed, the intimacy, the wooden-beam ceilings, and the typical terracotta floor. My place is good for couples, business travelers, and families (with kids)

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.
Popular amenities for Asciano condo rentals
Weekly condo rentals

Old medieval apartment

Amazing view of Val d'Orcia Pienza

Chicca: Cortona's historic center

Elegant and Bright Central Loft

Farmhouse Crete Senesi. Pool+magnificent view

PODERE SCURCOLI FARMHOUSE

Cozy home in countryside with tennis and pool

Il Loggiato, 2 bedrooms with a view
Pet-friendly condo rentals

beautiful apartment with a view in the historic center

Chianti, elegant barn among vineyards and pool

Panoramic attic in old town of Siena

[NEW] Modern Central Studio with parking space

House between Firenze, Arezzo, chianti e Siena

Foscolo's Apartment

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

rare large private garden right in Siena centre
Condo rentals with a pool

La Casetta

Apt. Panzanello-Panzano in Chianti

Poggiolieto Studio - on hills 10' from city center

Charming Residence Castello di Orgiale near Siena

Large Apartment in a Villa, swimming pool, Siena

Il Giaggiolo – Chianti with a view

Agriturismo I Moraioli FRANTOIO Apartment

Farm holidays in the countryside of Montepulciano
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 NZD | $186 NZD | $175 NZD | $213 NZD | $239 NZD | $258 NZD | $241 NZD | $239 NZD | $234 NZD | $201 NZD | $198 NZD | $213 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
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- Condo rentals Siena
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Things to do Asciano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







