
Pet-friendly vacation rentals in Asciano
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Asciano

Total vacation rentals
Explore 390 vacation rentals in Asciano

Nightly prices starting at
Asciano vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 7,680 verified reviews to help you choose

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

Vacation rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
370 of Asciano vacation 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 pet-friendly home rentals in Asciano
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
WalkabilityPetsCleanliness

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
PetsWalkabilityBreakfast

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!
Outdoor spacesBathroomLayout

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
Outdoor spacesWalkabilityWifi

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
PetsWalkabilityCheck-in

Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.
WalkabilityPetsGetting around

Villa di Geggiano - Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
PetsOutdoor spacesCheck-in

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
PetsOutdoor spacesLocation

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
PetsOutdoor spacesPool

Mascagni Farmhouse in Val d'Orcia, 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?
WalkabilityOutdoor spacesDecor

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
WalkabilityOutdoor spacesLaundry

IL CANTUCCIO
Bright studio apartment with a very comfortable double sofa bed, a fully equipped kitchen, a bathroom with a shower, a small veranda, and a garden. Independent entrance and private parking. Located 500 meters from the historic center of Asciano, very close to the train station and supermarket. Pets allowed. Private parking inside the garden for bicycles.
PetsOutdoor spacesBathroom
Popular amenities for Asciano pet-friendly home rentals
Pet-friendly house rentals

The Chianti window
Outdoor spacesPetsParking

The Tower of Corsanello
PetsOutdoor spacesCondition

Secret Garden Siena
Outdoor spacesPetsNearby

Jenny's Barn
Outdoor spacesPetsLong stay

Apartment in a detached villa - Val d'Orcia
WalkabilityOutdoor spacesComfort

Nada Home
Outdoor spacesPetsSleep quality

TREEhouse/casaBARTHEL
PetsWalkabilityBathroom

Borgo Ripostena – n. 5 Rimessa
Outdoor spacesPetsAccuracy
Pet-friendly home rentals with a pool

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Outdoor spacesWalkabilityKitchen

La Pieve - the house next to the church
WalkabilityOutdoor spacesLong stay

Appaloosa - Apartment for couples and families
PetsOutdoor spacesBackyard

Villa Tonacato - Charming Villa with private pool
Outdoor spacesPetsNearby

Tuscan charm of villa - countryside - Villa Senaia
PetsOutdoor spacesTV

Villa Capanna, Private Pool, Breathtaking Views
WalkabilityOutdoor spacesValue
Wp Relais Villa Vignalunga
Outdoor spacesPetsPool

Unique view 3 bdr villa with pool & A/C in Pienza
Outdoor spacesWalkabilityIndoor spaces
Private, pet-friendly home rentals

La Dimora del Luca
WalkabilityPetsHospitality

Luxurious Medieval Tower & Private Concierge
WalkabilityOutdoor spacesLaundry

Piazza Grande Boutique Apartment
WalkabilityFamilyQuiet

Luxury frescoed apartment in the historical center
Outdoor spacesWalkabilityHeating
La Piazzetta - Cozy open space in the historic center of Montepulciano
WalkabilityOutdoor spacesLong stay

La Casetta di Brunello,very panoramic with terrace
Outdoor spacesWalkabilityCleanliness

Stuart White Tea Central Panoramic & Garden
WalkabilityOutdoor spacesLocation

Your Tuscan oak tree house, enchanting Val d'Orcia
Outdoor spacesWalkabilityComfort
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 | $141 | $133 | $140 | $151 | $153 | $148 | $145 | $139 | $122 | $136 | $140 |
| Avg. temp | 41°F | 42°F | 48°F | 54°F | 62°F | 69°F | 74°F | 74°F | 66°F | 58°F | 49°F | 42°F |
Destinations to explore
- Rentals with breakfast Asciano
- Bed and breakfasts Asciano
- Condo rentals Asciano
- Farmstay rentals Asciano
- Rentals with pools Asciano
- Family-friendly rentals Asciano
- Villa rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Vacation home rentals Asciano
- Rentals with a hot tub Asciano
- House rentals Asciano
- Luxury rentals Asciano
- Pet-friendly rentals Siena
- Pet-friendly rentals Tuscany
- Pet-friendly 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
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes







