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

Total holiday rentals
Explore 20 holiday rentals in Montaione

Nightly prices starting at
Montaione holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montaione holiday rentals include wifi access

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

4.8 Average rating
Montaione stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Montaione
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Villa Il Vecchio Pozzo in Tuscany
Immersed in nature where you can relax at the sight of a magnificent panorama. Gambassi Terme is located in the center of Tuscany a few kilometers from the main cities of art (Florence, Siena, Pisa). The historic center can also be reached on foot and in summer various village festivals and various shows are organized. The apartment consists of kitchen, living room, sofa, fireplace, bathroom, a double bedroom and a dressing room with two single beds. On the back there is a loggia with breathtaking views and the pool with sun loungers and umbrellas. The presence of the large garden and the proximity to the family garden equipped with pets (chickens, pigeons and ducks) make it an ideal place even for a family with children. Nestled in the countryside where you can relax in peace and quiet at the sight of a magnificent view ,but also easily reachable on foot to the center where there are supermarkets,bars. etc.
PetsWalkabilityCondition
4.94 out of 5 average rating, 146 reviews
Casa al Gianni - Hut
Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse 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 holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!
WalkabilityOutdoor spacesDecor
4.93 out of 5 average rating, 294 reviews
Authentic among stones and bricks
Do you dream of spending a night in the middle of the Tuscan hills, in front of the warmth of an authentic wood-burning fireplace? 🔥🪵 This property is the ideal situation for you! You will stay in a serene area, away from the urban chaos, in the center of Tuscany about 1 hour by car from the main cities and the sea: • Florence 60km • Siena 52km • Pisa 65km • Volterra 27km • SanGimignano 18km Important note: underfloor heating always on from October to April. There is no fully equipped kitchen
Outdoor spacesWalkabilityAccuracy
4.82 out of 5 average rating, 145 reviews
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
WalkabilityPetsHiking
4.88 out of 5 average rating, 343 reviews
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 spacesPetsBack garden
4.99 out of 5 average rating, 155 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
Outdoor spacesPetsHospitality
4.98 out of 5 average rating, 127 reviews
Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
WalkabilityOutdoor spacesAccuracy
4.99 out of 5 average rating, 138 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
PetsOutdoor spacesLong stay
4.9 out of 5 average rating, 129 reviews
Tenuta Collerucci | Poet's House
Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.
Outdoor spacesWalkabilityAccess
4.79 out of 5 average rating, 102 reviews
Lovely house in a scenic and paiceful location
This beautiful house is nestled in a quiet and panoramic location, making it the perfect spot to get away from it all. With three bedrooms, three bathrooms, and room for up to six guests, this is the perfect place for a group of friends or a large family to call home while exploring Tuscany. Spend your days hiking the picturesque landscape, wandering through charming villages, or simply relaxing in the lovely gardens of the house.
Outdoor spacesWalkabilityCondition
4.93 out of 5 average rating, 124 reviews
Countryside Cottage With View - Le Papere apt
The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany. A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.
PetsOutdoor spacesHeating
4.88 out of 5 average rating, 139 reviews
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.
Outdoor spacesWalkabilityBathroom
4.95 out of 5 average rating, 222 reviewsPopular amenities for Montaione pet-friendly home rentals
Pet-friendly house rentals

La Casa di Nada - Suite
WalkabilityPetsLaundry
4.9 out of 5 average rating, 202 reviews
Private villa/swimming pool in Tuscany
PetsWalkabilityComfort
4.93 out of 5 average rating, 165 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
Outdoor spacesWalkabilityIndoor spaces
4.91 out of 5 average rating, 126 reviews
Open space surrounded by nature
WalkabilityPetsRiver
4.96 out of 5 average rating, 137 reviews
Casa Giulia di Sopra Farmhouse
WalkabilityOutdoor spacesKitchen
4.95 out of 5 average rating, 107 reviews
Borgo Ripostena – No. 9 Oil Mill
Outdoor spacesPetsAccess
4.94 out of 5 average rating, 118 reviews
Le Rose Apartment in Tuscany
Outdoor spacesWalkabilityNearby
4.83 out of 5 average rating, 112 reviews
TREEhouse / casaBARTHEL
WalkabilityOutdoor spacesValue
4.88 out of 5 average rating, 821 reviewsPet-friendly home rentals with a pool

Farmhouse in Chianti
PetsWalkabilityParking
4.95 out of 5 average rating, 221 reviews
Poggio Massiccioli
PetsWalkabilityLaundry
4.92 out of 5 average rating, 390 reviews
Private Villa with semi-Olympic pool and Tennis
PetsOutdoor spacesBreakfast
4.98 out of 5 average rating, 50 reviews
Spectacular Tuscan views- Rigone in Chianti
Outdoor spacesBreakfastDecor
5.0 out of 5 average rating, 3 reviews
Trosce Lost-in-nature villa with breathtaking view
WalkabilityOutdoor spacesGetting around
4.94 out of 5 average rating, 33 reviews
Rosa: Tuscan Views & Pool, Walk to Town
Outdoor spacesWalkabilityCondition
5.0 out of 5 average rating, 41 reviews
Villa Ginestra Private Luxury Farm Stay + Services
Outdoor spacesLocationAccuracy
5.0 out of 5 average rating, 19 reviews
Tuscan Farmhouse – Private Pool & Chianti Views
Outdoor spacesAccessAmenities
5.0 out of 5 average rating, 57 reviewsPrivate, pet-friendly home rentals

Small renovated barn
PetsOutdoor spacesCheck-in
4.94 out of 5 average rating, 301 reviews
Wonderful house with garden
Outdoor spacesPetsLayout
4.98 out of 5 average rating, 275 reviews
Tuscany Country House Villa Claudia
Outdoor spacesWalkabilityQuiet
4.94 out of 5 average rating, 134 reviews
Casa il Castello
WalkabilityValueCleanliness
4.89 out of 5 average rating, 46 reviews
Col di Pietra – Montaione Country house Belvedere
Outdoor spacesPetsView
4.98 out of 5 average rating, 85 reviews
beautiful villa in Chianti, panoramic garden
Outdoor spacesHospitalityCleanliness
4.96 out of 5 average rating, 48 reviews
Casa La Selva
PetsOutdoor spacesBack garden
4.97 out of 5 average rating, 30 reviews
To be happy in Tuscany with comfort & view!
PetsOutdoor spacesParking
4.97 out of 5 average rating, 88 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Val di Luce
- Pitti Palace





