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Pet-friendly vacation rentals in Certaldo

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Certaldo pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
5 out of 5 average rating, 150 reviews

Love in Chianti

MichaelRating, 5 stars1 week ago
This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.
Top guest favorite
Well-maintained gardens feature a lush lawn surrounded by mature trees, providing shade. An old stone building is visible in the background, characterized by arched windows and a terracotta roof. A shaded outdoor seating area, under a rustic wooden eave, adds to the inviting exterior.
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars1 week ago
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!
Guest favorite
A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars2 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Top guest favorite
The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.
Home in Bagno A Ripoli
4.99 out of 5 average rating, 163 reviews

Tuscany .Countryhouse on the Florence's hills

StephanieRating, 5 stars1 day ago
We stayed at Flora House as a family trip with my parents and had a wonderful time. The house is beautiful, peaceful, and perfect for a relaxing vacation. The kitchen is very well equipped, and we really enjoyed cooking meals together with fresh ingredients from the host’s farm. It was a great place to unwind and spend quality time as a family. Highly recommended!
Top guest favorite
A decorative wall shelf is embedded in a stone wall, featuring a small potted plant and a light fixture above. Below the plant, a set of wine glasses is arranged on a glass surface, adding a touch of elegance to the rustic backdrop.
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 246 reviews

House for the Coast

CynthiaRating, 5 stars2 weeks ago
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly locals 🤩😍
Top guest favorite
The kitchen and dining area is presented with green cabinetry and a white table set for six. A modern black refrigerator complements the space. Light fixtures hang above, and the wooden ceiling beams add warmth. A portion of the wall features decorative artwork.
Home in San Gimignano
4.94 out of 5 average rating, 171 reviews

Casa Aurora 100m from San Gimignano

CristianRating, 5 stars3 weeks ago
Friendly, accurate, and helpful host. Apartment located in a great location, quiet area and with various free parking lots nearby.
Top guest favorite
Home in San Gimignano
4.95 out of 5 average rating, 224 reviews

Tuscan house: green, relax: amazing view!

Mafalda E SalvadorRating, 5 stars1 month ago
Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.
Top guest favorite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home in Siena
4.97 out of 5 average rating, 169 reviews

Secret Garden Siena

SadieRating, 5 stars1 week ago
This house is so beautiful. It is at the bottom of town.. if you drive it’s perfect because you can park near the house, cute coffee shop and free parking if you get lucky! View is so beautiful both from the house and walking into town. I’m really happy with location and house. He was very helpful and responsive. Would stay again!

Pet-friendly home rentals with a pool

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.96 out of 5 average rating, 165 reviews

Tuscan cottage with an heavenly view

BridgetRating, 5 stars6 days ago
I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go back!!
Top guest favorite
Apartment in Certaldo
4.94 out of 5 average rating, 17 reviews

Tuscany Hills View 1

MahidharRating, 5 stars2 months ago
Great location with view of wineyards. Free parking spot and electric charger. Loved sitting outside at the gazebo for meals with an excellent view of tuscany hills. Place is huge and very well maintained. Complimentary Coffee and teas were amazing.
Top guest favorite
A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Explore nature in the center of Vigneti Chianti

BaileyRating, 5 stars1 week ago
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.
Top guest favorite
The image captures a serene outdoor setting featuring a swimming pool surrounded by a well-maintained lawn. Several sun loungers positioned around the pool invite relaxation, while the rustic house and lush greenery complete the idyllic scene.
Vacation home in Panzano
4.97 out of 5 average rating, 150 reviews

Fienile Santa Teresa

ZoeRating, 5 stars1 day ago
Christine and John were the best hosts, making this incredible location even more enjoyable. They went above and beyond, recommending restaurants, wineries and experiences that made our trip unforgettable. Christine also helped us get our lost luggage back, ringing the airport for us and liaising with a driver in Florence to pick it up and drop it off to us. Incredible service. Absolutely recommend!
Top guest favorite
A scenic view of a stone house surrounded by greenery shows a shared pool area with sun loungers and an umbrella. Olive trees dot the landscape, providing a serene backdrop of the Tuscan countryside.
Hut in Poggibonsi
4.94 out of 5 average rating, 131 reviews

Lovely barn with pool between Siena and Florence

MarilynRating, 5 stars2 weeks ago
We came back to Michele’s place after having visited for 2 weeks in 2019. My dream was to return one day and find our home away from home once again. So here in May 2025 we were able to return to Nicoletta’s beautiful garden full of roses and herbs. The pool is definitely a bonus. Michele takes such care of this home….you can see how much love and commitment he has for this place. There are nearby villages such as Barbarino Val D’elsa and Tignano a short drive away. as well as San Gimignano and Siena, 30 minutes away. A wonderful experience, every time!
Superhost
A tranquil swimming pool is set amidst a well-kept garden, framed by vibrant greenery and cypress trees. Loungers are arranged around the pool area, offering a serene spot to relax. Rolling hills and distant mountains create a picturesque backdrop beneath a partly cloudy sky.
Farm stay in Roccatederighi
4.92 out of 5 average rating, 136 reviews

Holiday in antique farm, Belvedere

MauriceRating, 5 stars1 week ago
What tranquility and what a view. Beautiful estate and super friendly people who try to delight you. Also a nice and nice swimming pool for when it is very hot.
Guest favorite
A private pool area is surrounded by lush green grass and lounge chairs. Shade is provided by large umbrellas. In the background, rolling hills dotted with vineyards and distant buildings create a serene countryside landscape under a partly cloudy sky.
Apartment in San Gimignano
4.89 out of 5 average rating, 126 reviews

Apartment Ortensia

DanielaRating, 5 stars2 months ago
Great place! We loved it!
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
4.91 out of 5 average rating, 324 reviews

Poggio Massiccioli

JulieRating, 5 stars2 weeks ago
Wow- a beautiful location, villa and host. Magical stay as our last part of holiday in Italy. Absolutely recommend. 3km to Poggibonsi for groceries/wine refills. Proximity to other Tuscan towns to visit is super close and easy driving.

Private, pet-friendly home rentals

Guest favorite
A spacious bedroom is highlighted by a large white bed with soft, neutral bedding. Nightstands are positioned on either side, each featuring a lamp and decorative items. Natural light filters through a window dressed in dark curtains, creating a calm and relaxing ambiance.
Condo in Certaldo
4.96 out of 5 average rating, 69 reviews

Lovely 3 bedroom apart. in Certaldo's main square

ElisabethRating, 5 stars1 month ago
In the appartment of Alessandra you're in the middle of Toscane and you can feel the Italian heartbeat in the friendly, relaxed streets of Certaldo. We immediately felt at home. The rooms have plenty of space and a calm atmosphere. You can eat or relax in the cosy livingroom, with beautiful pictures on the wall telling you about the old days in Certaldo. The kitchen is small but big enough for the cooking you would want to do. And otherwise you can always eat with the local people in one of the restaurants at the piazza. The people are so friendly and relaxed. From the appartment you can walk to the railway station in less than five minutes. So you can easily visit places in Toscane. In the hills around Certaldo you can make beautiful walks. You will experience silence, birds, flowers, butterflies and extraordinary views all over the Val d'Elsa and beyond. Alessandra, thank you so much for our pleasant stay and great time. Toscane and Certaldo will be in our hearts forever.
Top guest favorite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 147 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars2 weeks ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Guest favorite
A private swimming pool is framed by manicured lawn and positioned under two large umbrellas. Four lounge chairs are arranged around the pool, offering views of rolling hills and the Tuscan countryside beyond. The pool features a sleek, modern design with clear water reflecting the sky.
Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviews

Villa Via Francigena

BettyRating, 5 stars6 days ago
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.
Guest favorite
The exterior of a two-story, Tuscan-style apartment is visible, featuring light-colored walls and traditional wooden shutters. A welcoming staircase leads to a balcony adorned with potted plants, providing access to the upper level. Greenery surrounds the entrance, adding to the tranquil ambiance.
Condo in Gambassi Terme
4.89 out of 5 average rating, 233 reviews

A View Over Tuscany's Countryside

CarolinaRating, 5 stars2 weeks ago
Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!
Top guest favorite
A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.
Apartment in Montepulciano
5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

MarkRating, 5 stars1 month ago
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!
Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo, Montepulciano city center.

TanyaRating, 5 stars1 week ago
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable
Top guest favorite
A well-equipped kitchen features a gas stove, oven, and microwave, with ample countertop space. Natural light pours in through two open windows, framing views of greenery outside. A kettle sits on the stove, and a bowl of fresh fruit is displayed on the counter.
Apartment in Centro Storico
5 out of 5 average rating, 269 reviews

Piazzale Michelangelo among the olive trees

ElliotRating, 5 stars6 days ago
Beautiful house, a short walk from the Piazzale Michelangelo for a stunning viewpoint. Francesca is an amazing host, very friendly and dedicated to making our stay enjoyable. The house was clean and well stocked with essentials, and the air conditioning worked very well. She gave us lots of recommendations and information on the area too. The area itself is incredibly peaceful and you can enjoy a quiet evening in the beautiful garden. We would come back again!
Guest favorite
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Condo in Castelnuovo dell’Abate
4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

JannineRating, 5 stars2 weeks ago
Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$10,465 GYD before taxes and fees

  • Total number of reviews

    870 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore