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Pet-friendly vacation rentals in Certaldo

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Certaldo

  • Total vacation rentals

    Explore 30 vacation rentals in Certaldo

  • Nightly prices starting at

    Certaldo vacation rentals start at G$10,461 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Certaldo vacation 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.

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Guest favorite
A spacious garden area is featured, framed by trees and manicured grass. A sun lounger is positioned beneath the shade of a tree. The building in the background showcases arched windows and red shutters, enhancing the outdoor setting.
Home in San Gimignano

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.

WalkabilityOutdoor spacesCheck-in

4.91 out of 5 average rating, 163 reviews
Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property 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 warmth 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 in your soul. We look forward to welcoming you!

PetsWalkabilityHeating

4.93 out of 5 average rating, 294 reviews
Top guest favorite
Townhouse in Scandicci

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

PetsWalkabilityLocation

4.88 out of 5 average rating, 343 reviews
Top guest favorite
The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.
Apartment in San Gimignano

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 spacesCheckout

4.97 out of 5 average rating, 184 reviews
Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

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 spacesPetsLaundry

4.99 out of 5 average rating, 155 reviews
Superhost
A bright and welcoming main bedroom features a large bed with a layered blanket, complemented by a cozy sofa. An entrance with a large archway leads to the rustic living area. A mirrored wardrobe and windows provide ample natural light, enhancing the ambiance.
Place to stay in Gambassi Terme

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.

PetsWalkabilityNearby

4.82 out of 5 average rating, 145 reviews
Top guest favorite
A charming stone villa is set amidst a lush green lawn. The building features wooden window shutters and a terracotta tile roof. A covered porch, adorned with flower pots, offers a welcoming outdoor space, complemented by a backdrop of blooming plants and trees.
Villa in Barberino Tavarnelle

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 spacesHeating

4.97 out of 5 average rating, 106 reviews
Guest favorite
Home in Barberino Tavarnelle

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.

PetsWalkabilityGetting around

4.9 out of 5 average rating, 129 reviews
Superhost
Home in Barberino Tavarnelle

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 🌷

Outdoor spacesWalkabilityCleanliness

4.87 out of 5 average rating, 218 reviews
Top guest favorite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli

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).

Outdoor spacesWalkabilityFamily

4.95 out of 5 average rating, 221 reviews
Guest favorite
Two rattan chairs are positioned on a lush green lawn, overlooking rolling hills dotted with olive trees. The tranquil scene features views of a medieval town with distinctive towers, under a partly cloudy sky.
Cottage in San Gimignano

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.

WalkabilityPetsValue

4.88 out of 5 average rating, 139 reviews
Guest favorite
A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.
Home in Certaldo

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.

Outdoor spacesPetsCondition

4.89 out of 5 average rating, 81 reviews

Popular amenities for Certaldo pet-friendly home rentals

Pet-friendly home rentals with a pool

Top guest favorite
An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.
Apartment in Gavignano

Poggio Massiccioli

WalkabilityOutdoor spacesView

4.92 out of 5 average rating, 390 reviews
Top guest favorite
Villa in Montecatini Val di Cecina

Torre dei Belforti

PetsOutdoor spacesLaundry

4.99 out of 5 average rating, 138 reviews
Top guest favorite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

WalkabilityPetsCondition

4.98 out of 5 average rating, 127 reviews
Guest favorite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti

Manor House - IlVillinoFarmhouse

Outdoor spacesWalkabilityValue

4.93 out of 5 average rating, 256 reviews
Top guest favorite
A warm living area is presented, featuring a comfortable sofa adorned with soft pillows and a round dining table. The space is illuminated by wall sconces, while an arched entryway leads to another room. Large windows allow natural light to fill the area.
Farm stay in Gaiole in Chianti

La Pieve - the house next to the church

Outdoor spacesWalkabilityTV

4.97 out of 5 average rating, 117 reviews
Guest favorite
An aerial view of a charming countryside property surrounded by olive trees and greenery. The image showcases a rustic stone building with a tiled roof, complemented by a private pool in the foreground. Well-maintained pathways weave through the landscape, enhancing the tranquil setting.
Vacation home in Barberino Val d'Elsa

Linearis apt B (4+2) Toscana

Outdoor spacesWalkabilityAccess

4.89 out of 5 average rating, 161 reviews
Top guest favorite
Apartment in Poggibonsi

Case nell'aia Arco, apartment in Chianti and pool

WalkabilityOutdoor spacesGetting around

4.98 out of 5 average rating, 129 reviews
Top guest favorite
Aerial view of a historic home surrounded by lush vineyards and olive groves. The building showcases traditional architecture, with trees providing natural borders. Rolling hills and a distant village complete the picturesque landscape of the Chianti countryside.
Farm stay in San Casciano In Val di Pesa

Country house with shared pool in the Chianti area

Outdoor spacesWalkabilityGetting around

4.96 out of 5 average rating, 110 reviews

When is the best time to visit Certaldo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,131 GYDG$20,922 GYDG$19,039 GYDG$21,759 GYDG$24,060 GYDG$23,851 GYDG$25,525 GYDG$23,851 GYDG$23,223 GYDG$22,805 GYDG$22,805 GYDG$23,851 GYD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C