
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 $85 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, 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.

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 spacesPetsGetting around

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.
PetsOutdoor spacesCheckout

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
WalkabilityOutdoor spacesFamily

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 spacesSleep quality

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.
Outdoor spacesWalkabilityDecor

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.
WalkabilityPetsBarbecue

Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
Outdoor spacesWalkabilityLong stay

Nada Home
In my home, you can experience the most authentic side of Tuscany, filled with peace, warmth and family traditions. Surrounded by olive groves and vineyards in the heart of Chianti, you will have a private garden all to yourself, where you can relax in complete tranquillity. On request, you can join a cooking class in the house, preparing our family recipes handed down by Grandma Graziella, or share a special dinner in an intimate and welcoming atmosphere.
WalkabilityOutdoor spacesBarbecue

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 spacesWalkabilityKitchen

Paluffo Stillo House
Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.
Outdoor spacesWalkabilityParking

House in a medieval tower with a view in Certaldo
Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!
PetsOutdoor spacesHiking

Medieval Village Apt btwn Florence Siena
WiFi Historical Apt with 2 Double Bedrooms, 2 Bathrooms, large Living Area and Double Sofa Bed. The apartment, completely renovated, is entirely located on the ground floor of an ancient Building in the heart of the old town of Certaldo! Free Parking
WalkabilityOutdoor spacesLong stay
Popular amenities for Certaldo pet-friendly home rentals
Pet-friendly house rentals

Tuscany .Countryhouse on the Florence's hills
PetsWalkabilityFamily

The charming cottage in Tuscany with breathtaking views
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The Loggia
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Casa Giulia di Sopra Farmhouse
Outdoor spacesWalkabilityView

Love in Chianti
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TREEhouse / casaBARTHEL
PetsWalkabilityBarbecue

Torretta Apartment
WalkabilityOutdoor spacesAmenities

Casa Luigi Suite with exclusive pool
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Pet-friendly home rentals with a pool

Cappero Cottage - Masseto In Chianti
PetsWalkabilityComfort

Belforti Tower
WalkabilityOutdoor spacesLaundry

Manor House - IlVillinoFarmhouse
Outdoor spacesWalkabilityShared spaces

Countryside Cottage With View - Le Rondini apt
Outdoor spacesPetsAmenities

Le Rondini - where it all began
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Farmhouse in Chianti
WalkabilityPetsCleanliness

Villa Il Vecchio Pozzo in Tuscany
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Lovely barn with pool between Siena and Florence
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Private, pet-friendly home rentals

Suite in Castello di Valle
PetsWalkabilitySleep quality

Florentine Hills “Le Scalette”
Outdoor spacesWalkabilityBeach

Renaissance Residence In San Miniato with a view
PetsWalkabilityBathroom

Museum Suite - Luxurious unit with a River View -
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Authentic among stones and bricks
Outdoor spacesWalkabilityLocation

Apartment at ground floor with garden
Outdoor spacesWalkabilityValue

Il Fienile, Cottage in the country with Jacuzzi
Outdoor spacesWalkabilityBreakfast

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵
Outdoor spacesPetsBathroom
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 NZD | $170 NZD | $154 NZD | $176 NZD | $195 NZD | $193 NZD | $207 NZD | $193 NZD | $188 NZD | $185 NZD | $185 NZD | $193 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
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Val di Luce





