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

Total vacation rentals
Explore 70 vacation rentals in Asciano

Nightly prices starting at
Asciano vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 3,360 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Asciano vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
LocationFamilyGrill
4.93 out of 5 average rating, 194 reviews
Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.
LocationFamilySleep quality
4.93 out of 5 average rating, 201 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.
ValueLocationCleanliness
5.0 out of 5 average rating, 350 reviews
Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
ValueFamilyQuiet
4.99 out of 5 average rating, 233 reviews
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
ValueLocationNearby
5.0 out of 5 average rating, 135 reviews
[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.
LocationFamilySleep quality
4.97 out of 5 average rating, 315 reviews
Amazing Apartment near Piazza Grande w/ Terrace
Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, charming, and historic towns, renowned for its Renaissance palaces, ancient wine cellars, and timeless atmosphere that captivates every traveler. Our apartment is in an incredible location right in the historic center, a short walk from Piazza Grande, excellent restaurants, local shops, and the town's most authentic treasures. Whether you're here to taste extraordinary wines or enjoy a romantic getaway.
FamilyLocationHospitality
4.92 out of 5 average rating, 186 reviews
Suite "Note di Paesaggio"
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.
ValueFamilyDecor
4.95 out of 5 average rating, 143 reviews
Tuscan rural home in Mascagni Farmhouse 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?
ValueLocationSleep quality
5.0 out of 5 average rating, 159 reviews
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.
LocationFamilyQuiet
4.9 out of 5 average rating, 324 reviews
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)
FamilyValueSleep quality
4.92 out of 5 average rating, 147 reviews
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.
FamilyValueAccuracy
4.99 out of 5 average rating, 250 reviewsPopular amenities for Asciano condo rentals
Weekly condo rentals

Lady Camollia Apartment - historic center of Siena
LocationFamilyCleanliness
5.0 out of 5 average rating, 114 reviews
Chicca: Cortona's historic center
FamilyLocationAccuracy
4.98 out of 5 average rating, 223 reviews
Residenza In cerca d'Autore
FamilyValueHeating
4.97 out of 5 average rating, 344 reviews
Old medieval apartment
FamilyLocationTV
4.99 out of 5 average rating, 312 reviews
Farmhouse Crete Senesi. Pool+magnificent view
LocationFamilyGetting around
4.93 out of 5 average rating, 46 reviews
PODERE SCURCOLI FARMHOUSE
FamilyLocationView
5.0 out of 5 average rating, 11 reviews
Cozy home in countryside with tennis and pool
FamilyLocationNearby
4.54 out of 5 average rating, 90 reviews
Luxury Penthouse Overlooking Piazza del Campo
FamilyLocationWalkability
5.0 out of 5 average rating, 20 reviewsPet-friendly condo rentals

RESIDENCE HILL
LocationFamilyBathroom
4.93 out of 5 average rating, 114 reviews
Beautiful apartment with a view in the historic center
LocationValueNearby
5.0 out of 5 average rating, 101 reviews
HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA
LocationFamilyWalkability
4.94 out of 5 average rating, 218 reviews
Panoramic attic in old town of Siena
FamilyValueLong stay
4.89 out of 5 average rating, 194 reviews
Renaissance Residence In San Miniato with a view
LocationValueAccuracy
4.93 out of 5 average rating, 185 reviews
Florentine Hills "Le Scalette"
FamilyLocationAir conditioning
4.94 out of 5 average rating, 162 reviews
[NEW] Modern Central Studio with parking space
ValueFamilySleep quality
4.94 out of 5 average rating, 246 reviews
House between Firenze, Arezzo, chianti e Siena
FamilyValueHiking
4.84 out of 5 average rating, 300 reviewsCondo rentals with a pool

Apt. Panzanello-Panzano in Chianti
LocationValueLong stay
4.96 out of 5 average rating, 280 reviews
Poggiolieto Suite - on hills 10' from city center
FamilyValueGrill
4.83 out of 5 average rating, 227 reviews
Chianti, elegant barn among vineyards and pool
FamilyLocationAccess
4.95 out of 5 average rating, 181 reviews
Charming Residence Castello di Orgiale near Siena
FamilyLocationParking
4.97 out of 5 average rating, 88 reviews
Large Apartment in a Villa, swimming pool, Siena
LocationFamilyComfort
4.78 out of 5 average rating, 32 reviews
Agriturismo Poggio Bonelli, 4 people apartment
LocationNearbyAccuracy
4.92 out of 5 average rating, 13 reviews
Farm holidays in the countryside of Montepulciano
FamilyValueGetting around
4.97 out of 5 average rating, 87 reviews
Tuscan Dream Apt with Pool, View & Tennis Court
FamilyLocationGetting around
4.91 out of 5 average rating, 95 reviewsWhen is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,477 GYD | G$22,594 GYD | G$21,339 GYD | G$25,941 GYD | G$29,079 GYD | G$31,381 GYD | G$29,289 GYD | G$29,079 GYD | G$28,452 GYD | G$24,477 GYD | G$24,058 GYD | G$25,941 GYD |
| 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
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- Farmstay rentals Asciano
- Rentals with pools Asciano
- Vacation home rentals Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- House rentals Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- Condo rentals Siena
- Condo rentals Tuscany
- Condo rentals Italy
- 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
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- 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
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Tastings Tuscany
- Workouts Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Food tours Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Landmarks Italy







