
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 $88 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.
WalkabilityPetsAccuracy
4.91 out of 5 average rating, 163 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
PetsOutdoor spacesBreakfast
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.
WalkabilityOutdoor spacesView
4.97 out of 5 average rating, 184 reviews
Autentica tra Pietre e Mattoni
Sognate di trascorrere una notte nel bel mezzo delle colline Toscane, davanti al calore di un autentico camino a legna? 🔥🪵 Questa struttura è la situazione ideale per voi! Pernotterete in una zona serena, lontana dal caos urbano, nel centro della Toscana a circa 1ora di macchina dalle principali città e dal mare: • Firenze 60km • Siena 52km • Pisa 65km • Volterra 27km • SanGimignano 18km Nota importante: riscaldamento a pavimento sempre acceso da ottobre ad aprile. Non c’è cucina completa
WalkabilityOutdoor spacesQuiet
4.82 out of 5 average rating, 145 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 spacesPetsSleep quality
4.99 out of 5 average rating, 155 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.
WalkabilityOutdoor spacesPool
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.
Outdoor spacesWalkabilityParking
4.91 out of 5 average rating, 128 reviews
Casa al Gianni - Capanna
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!
Outdoor spacesPetsAir conditioning
4.93 out of 5 average rating, 294 reviews
La Casa di 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 🌷
PetsOutdoor spacesKitchen
4.87 out of 5 average rating, 217 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 spacesShared spaces
4.88 out of 5 average rating, 139 reviews
Colonica nel Chianti
Splendida porzione di casa colonica immersa nel Chianti con bellissima piscina, circondata da vigne e olivi, perfettamente arredata con vasto giardino e posti macchina. Si trova a 20 minuti da Firenze, 40 da Siena e 50 da Pisa, in pochi minuti si raggiunge Certaldo (città natale di Boccaccio) e Vinci (città natale di Leonardo Da Vinci). la casa è a metà strada tra Montespertoli e San Casciano (7km).
WalkabilityOutdoor spacesGetting around
4.95 out of 5 average rating, 221 reviews
Paluffo Torre 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.
PetsOutdoor spacesAmenities
4.89 out of 5 average rating, 81 reviewsPopular amenities for Certaldo pet-friendly home rentals
Pet-friendly house rentals

Agriturismo Casa Giulia di Sopra
Outdoor spacesWalkabilityFamily
4.95 out of 5 average rating, 107 reviews
I Limoni Apartment in Tuscany
PetsWalkabilityPool
4.85 out of 5 average rating, 151 reviews
Costalmandorlo, rustico nel cuore della Toscana
Outdoor spacesWalkabilityCheck-in
4.91 out of 5 average rating, 126 reviews
Amore in Chianti
PetsOutdoor spacesNearby
4.96 out of 5 average rating, 247 reviews
Casa per la Costa - Colle di Val d'Elsa
WalkabilityOutdoor spacesWi-Fi
4.96 out of 5 average rating, 293 reviews
My country house: garden, quiet, sun, towers view!
PetsWalkabilityNearby
4.95 out of 5 average rating, 253 reviews
Casa Al Poggio in Chianti Shire
WalkabilityPetsBreakfast
4.96 out of 5 average rating, 332 reviews
TREEhouse/casaBARTHEL
WalkabilityPetsValue
4.88 out of 5 average rating, 821 reviewsPet-friendly home rentals with a pool

Torre dei Belforti
PetsWalkabilityHot tub
4.99 out of 5 average rating, 138 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
WalkabilityOutdoor spacesCheckout
4.98 out of 5 average rating, 127 reviews
Poggio Massiccioli
Outdoor spacesPetsLong stay
4.92 out of 5 average rating, 389 reviews
Villa Padronale - IlVillinoFarmhouse
Outdoor spacesWalkabilityAccess
4.93 out of 5 average rating, 256 reviews
Linearis apt B (4+2) Toscana
Outdoor spacesWalkabilityKitchen
4.89 out of 5 average rating, 160 reviews
La Pieve - the house next to the church
Outdoor spacesWalkabilityEV charging
4.97 out of 5 average rating, 117 reviews
Country house with shared pool in the Chianti area
Outdoor spacesWalkabilityCheck-in
4.96 out of 5 average rating, 110 reviews
Suite Casa Luigi con piscina esclusiva
WalkabilityPetsParking
4.95 out of 5 average rating, 122 reviewsPrivate, pet-friendly home rentals

Luxury Villa in the very heart of Chianti
Outdoor spacesWalkabilityGetting around
4.98 out of 5 average rating, 120 reviews
Piccolo fienile ristrutturato
PetsOutdoor spacesQuiet
4.94 out of 5 average rating, 301 reviews
Bellissimo borgo medievale!!!
Outdoor spacesPetsLaundry
4.99 out of 5 average rating, 474 reviews
Wonderful house with garden
WalkabilityPetsRiver
4.98 out of 5 average rating, 275 reviews
Vittoria Chianti Vacations 🍇🍷
WalkabilityOutdoor spacesBarbecue
4.94 out of 5 average rating, 205 reviews
A View Over Tuscany's Countryside
WalkabilityOutdoor spacesGetting around
4.88 out of 5 average rating, 266 reviews
Typical Tuscan Country House WITH A/C
PetsWalkabilityAccess
4.98 out of 5 average rating, 294 reviews
Rooftop with Breathtaking Views. Short Walk to The Duomo.
Outdoor spacesWalkabilityValue
4.96 out of 5 average rating, 399 reviewsWhen is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 NZD | $175 NZD | $159 NZD | $182 NZD | $201 NZD | $200 NZD | $214 NZD | $200 NZD | $194 NZD | $191 NZD | $191 NZD | $200 NZD |
| 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
- 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





