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

Total holiday rentals
Explore 30 holiday rentals in Monticiano

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

Verified guest reviews
Over 550 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Monticiano holiday rentals include Wi-Fi access

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

4.8 Average rating
Monticiano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Monticiano
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 facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship 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 with you in your heart. We look forward to welcoming you!
Outdoor spacesWalkabilityGetting around

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!
WalkabilityPetsCleanliness

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!
WalkabilityOutdoor spacesKitchen

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.
Outdoor spacesPetsBeach

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.
Outdoor spacesWalkabilityView

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
WalkabilityPetsQuiet

Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.
PetsOutdoor spacesHospitality

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?
PetsOutdoor spacesAmenities

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.
WalkabilityOutdoor spacesKitchen

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
PetsOutdoor spacesHospitality

Tuscan Apartment in Village + wine & olive oil
Stay in a real Tuscan village, not a tourist resort. Walk to local bakery, butcher, minimarket and café just a few steps away. Enjoy our family-produced wine, olive oil, Vin Santo and grappa. Perfect for exploring Siena and living authentic Tuscany.
PetsOutdoor spacesBreakfast

Authentic Tuscan Country House WITH A/C
L'appartamento "Pergola" (75 mq), è una delle due unità abitative indipendenti che compongono l'agriturismo Terra Rossa, situato nel cuore della campagna senese a pochissimi minuti di macchina dal centro storico.
Outdoor spacesWalkabilityBathroom
Popular amenities for Monticiano pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti
PetsOutdoor spacesAir conditioning

Next to castle of Villa-Siena. heart Francigena
Outdoor spacesPetsAmenities

Torretta Apartment
Outdoor spacesWalkabilityAccuracy

Borgo Ripostena – No. 5 Garage
PetsWalkabilityCheckout

SuiteLouise.pool, Hot Tub,homeGym & private Garden
Outdoor spacesPetsView

Casa Al Poggio in Chianti Shire
WalkabilityPetsHospitality

Podere Piazza house with panoramic view
Outdoor spacesPetsAir conditioning

Secret Garden Siena
Outdoor spacesWalkabilitySleep quality
Pet-friendly home rentals with a pool

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
WalkabilityOutdoor spacesIndoor spaces

Enchanting Rose Garden Pool Villa
PetsOutdoor spacesAir conditioning

Belforti Tower
WalkabilityOutdoor spacesLaundry

Villa Tonacato - Charming Villa with private pool
WalkabilityOutdoor spacesDecor

Suite, private apt for 2/4, pool
PetsOutdoor spacesComfort

Unique view 3 bdr villa with pool & A/C in Pienza
Outdoor spacesWalkabilityIndoor spaces

EcoLodge – modern design in a peaceful panoramic location
Outdoor spacesWalkabilityCleanliness

Pieve di Caminino Historic Farm
PetsOutdoor spacesHospitality
Private, pet-friendly home rentals

Il Fienile, Cottage in the country with Jacuzzi
WalkabilityPetsAccess

Beautiful renovated barn in Tuscany
Outdoor spacesPetsBeach

Stuart White Tea Central Panoramic & Garden
Outdoor spacesPetsShared spaces

In Tuscany Rooms
Outdoor spacesWalkabilityDecor

Luxury frescoed apartment in the historical center
WalkabilityOutdoor spacesKitchen

Villa unesco heritage, Jacuzzi & garden. BB Daria
Outdoor spacesWalkabilityPool

Pink like the sunset sky
Outdoor spacesAccuracyCheckout

Luxurious Medieval Tower & Private Concierge
Outdoor spacesWalkabilityComfort
Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Spiaggia di Capo Bianco
- Cascate del Mulino





