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

Total holiday rentals
Explore 30 holiday rentals in Certaldo

Nightly prices starting at
Certaldo holiday rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Certaldo holiday rentals include wifi access

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

4.9 Average rating
Certaldo stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Certaldo
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Historic house in heart of Tuscany
The apartment is located in a ex-benedectine abbay along the famous Via Francigena. Inside, there are some furniture of the XVIII century and orginal frescoes. There are all confort to make pleasant your holiday: three double bedrooms, a kitchen, a bright living room, a bathroom with shower and a small closet. It’s in the middle of the Tuscan hills, a few kilometers from San Gimignano’s towers and from the medieval country of Certaldo Alto. You can easily reach Siena, Florence, Volterra, Monteriggioni and the picturesque countryside of Chianti.
4.91 out of 5 average rating, 163 reviews
Casa al Gianni - Hut
Hi, 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: just the scent of the earth, the song of the birds, and the companionship of our animals. It's 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 in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 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
4.88 out of 5 average rating, 342 reviews
Apartment at ground floor with garden
A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.
4.97 out of 5 average rating, 184 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 full kitchen
4.82 out of 5 average rating, 145 reviews
CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.
4.97 out of 5 average rating, 106 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.
4.91 out of 5 average rating, 128 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
4.87 out of 5 average rating, 217 reviews
Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).
4.95 out of 5 average rating, 221 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.
4.88 out of 5 average rating, 139 reviews
Paluffo Tower House
This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.
4.89 out of 5 average rating, 81 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.
4.95 out of 5 average rating, 221 reviewsPopular amenities for Certaldo pet-friendly home rentals
Pet-friendly house rentals

Casa Giulia di Sopra Farmhouse
4.95 out of 5 average rating, 106 reviews
I Limoni Apartment in Tuscany
4.85 out of 5 average rating, 151 reviews
Casa per la Costa – Colle di Val d'Elsa
4.96 out of 5 average rating, 292 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
4.91 out of 5 average rating, 126 reviews
Casa Al Poggio in Chianti Shire
4.96 out of 5 average rating, 332 reviews
TREEhouse / casaBARTHEL
4.88 out of 5 average rating, 821 reviews
Open space surrounded by nature
4.96 out of 5 average rating, 137 reviews
Love in Chianti
4.96 out of 5 average rating, 246 reviewsPet-friendly home rentals with a pool

Belforti Tower
4.99 out of 5 average rating, 138 reviews
Poggio Massiccioli
4.92 out of 5 average rating, 389 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
4.98 out of 5 average rating, 127 reviews
Manor House - IlVillinoFarmhouse
4.93 out of 5 average rating, 256 reviews
Linearis apt B (4+2) Toscana
4.89 out of 5 average rating, 160 reviews
La Pieve - the house next to the church
4.97 out of 5 average rating, 117 reviews
Country house with shared pool in the Chianti area
4.96 out of 5 average rating, 110 reviews
Casa Luigi Suite with exclusive pool
4.95 out of 5 average rating, 122 reviewsPrivate, pet-friendly home rentals

Beautiful medieval village!!!
4.99 out of 5 average rating, 474 reviews
Villa di Geggiano – Guesthouse
4.99 out of 5 average rating, 155 reviews
Wonderful house with garden
4.98 out of 5 average rating, 275 reviews
Luxury Villa in the very heart of Chianti
4.98 out of 5 average rating, 120 reviews
Typical Tuscan Country House WITH A/C
4.98 out of 5 average rating, 294 reviews
A View Over Tuscany's Countryside
4.88 out of 5 average rating, 266 reviews
Rooftop with Breathtaking Views. Short Walk to The Duomo.
4.96 out of 5 average rating, 399 reviews
Center Certaldo Private Garden
4.9 out of 5 average rating, 86 reviewsWhen is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €88 | €87 | €79 | €91 | €100 | €99 | €106 | €99 | €97 | €95 | €95 | €99 |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





