
Pet-friendly holiday rentals in Grassina
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Top-rated pet-friendly home rentals in Grassina
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Pet-friendly house rentals

SILVIA in S.Reparata
Silvia greeted us, from the first moment she made us feel at home, with her warm welcome, always attentive to our needs, immediate responses, she gave us recommendations of places to visit, eat, or buy, an excellent host, highly recommended.-

San Gallo Suite in Florence Center
This was an extremely cute apartment. It really felt lived in which was such a nice change of pace. We felt right at home. Agnese's instructions were super clear and we had all the information we needed. The apparent itself was super spacious and we had lots of space to relax. The location is extremely central, everything we wanted to see was very walkable from where we were. We had a lovely stay!

Torretta Apartment
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!

Costalmandorlo, a rustic home in the heart of Tuscany
We loved our stay in this beautiful vacation home, perfectly located in the peaceful Tuscan countryside. Sandra is a very attentive host, she was always available for any questions and proactively communicated making the check in process very easy. The house is well appointed. I would like to point out though that only one of the bedrooms has total privacy as the other two bedrooms can only be closed off by a curtain. This contributed to its charm as a lot of the old features of the house were preserved, and wasn't a problem for us. We definitely would come back. Thank you Sandra.

Old barn The Nepitella
We loved our stay at Michaela’s house. The views were beautiful and it was a nice and relaxing atmosphere. Great location, very short walk to the town or easy bus ride into the center of Florence. We will definitely be back!

Il Capriolino
Comfortable stay, very kind owner. I recommend it.

Country House w/ heated Pool near the City Centre
We thoroughly enjoyed our stay at this wonderful place. The quiet surroundings were perfect for a break from the hustle and bustle of Florence. And it's still easily accessible by tram. Giacomo was a wonderful host and was always available. We truly enjoyed every day there.

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Donella’s place was so beautiful!! If you have a chance to stay here definitely do so!! She puts so much thought and care into every part of the Airbnb. She left us a food basket and gave us great recommendations. The place has 2 beautiful balconies, where we drank wine and watched the sunset. The whole place was just spectacular. There was air conditioning and two bathrooms. Thank you Donella for everything!
Pet-friendly home rentals with a pool

San Giovanni in Poggio, villa Meriggio 95mq
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.

Private villa/swimming pool in Tuscany
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!

Explore nature in the center of Vigneti Chianti
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.

Fienile Santa Teresa
Fantastic and quiet accommodation in the heart of the Chianti area with fantastic views. A car is absolutely necessary! The house, the garden and the spacious pool were awesome. Pure Tuscany feeling. Christine and John were great hosts. Christine had great restaurant tips and even made the reservations for us (so there were always good seats in the restaurants guaranteed). We even spent a day at your other accommodation, the "Villa La Petraia". The rooms were very lovingly furnished and the property and the view were also fantastic. Christine has a very good sense of design and furnishings. A design hotel at its finest. I hope to be back soon.

Sperone: two floors apartment with pool
Amazing villa and location. Amenities were beautiful and restaurant was amazing. Plenty of parking and access. Great back yard and swimming pool for kids with amazing views.

Farmhouse in Chianti
Our Villa in Montespertoli was everything we could have wished for and more, full of all the modern conveniences required to cook if desired. The grounds were absolutely delightful and the hillside backdrop of grapevines etc was stunning to wake up to every morning in a secluded and peaceful place. We enjoyed many mornings having coffee around the poolside deck and afternoons sharing a glass of wine chatting with our friends after our many touring adventures. You definitely need to have a car to enjoy this Villa and surrounding areas like Pisa, Siena, hot Springs, San Gimignano to name a few. Our Caretaker Lia cooked us a delicious Sri Lankan dinner to share on our last night which we enjoyed immensely. Thankyou for hosting us in your home, we didn’t want to leave.

Romantic Chianti
Wonderful stay! The accommodation was clean, well equipped and exactly as described. The communication with the hostess Alice was super friendly and uncomplicated. Gladly again – absolutely recommended!

Old Barn very close to Florence
We loved staying there. The view of the place surrounded by olive trees and close to 2 villages. The house and utensils are very clean everything. Very comfortable beds. We were greeted with some things to be able to prepare dinner and breakfast without having to go shopping in case we don't want, which we value a lot. The house is very close to the route. It didn't bother us at all although sometimes heard being out of the house. The place is very nice, the view and the tranquility of the place which was something we were looking for. Silvia and Carlos are very kind and helpful at all times. We loved it.
Private, pet-friendly home rentals

The Wishing Well
Very interesting place just on the outskirt of town. Easy to checkin and find - on a bit of a tricky road. The place is super vintage and unique dating back several hundred years. The host was very nice. I'd probably stay in the city next time so I can just walk, but as long as you have a car you're set.

Borgo Spedaletto 3 – Dolcevita Holiday
Charming little cottage perfect for a small family in the hills near Florence. Had everything we needed. About 25 minutes drive through the country to central Florence so perfect for day trips in. Lovely walks in the olive groves around the cottage.

New Florence “David” apartaments with private pool
Wonderful, had a lovely time and it was all as we imagined, Simone is extremely accommodating and has a helpful answer to any question. Top Air bnb

The charming cottage in Tuscany with breathtaking views
So Beautyful location and views. House is charming and clean. we recommend.

"L'Antico Giardino" Apartment Impruneta Chianti
Thank you for hosting us Monica! I stayed here with my mom and we had a great time. From the first day, Monica welcomed us during check in and gave us great information on transportation from Impruneta to Florence. The apartment was a great place, I enjoyed that it’s a bit on the colder side, especially after hot days. Only thing I’d say for those, such as myself, without a rental car is that the bus schedules are manageable but definitely plan your day around them. Also the walk up to the bus stop is a hill so keep in mind you will be walking a bit. My mother and I loved walking around Impruneta on a day we decided to not go into Florence. Super convenient grocery store nearby. Thank you Monica for all of your help and flexibility 😊

Panoramic Design Apatment - Fiesole -
We stayed here for a few nights and had a fantastic time! The views were amazing, and the place was very spacious and clean. Lapo was fantastic - really helpful, even picking us up and dropping us back off at the bus stop. We'd highly recommend!

San Niccolò hidden gem suite
If you are someone who values cleanliness, this is the place for you! This lovely unit is impeccably clean, stocked with quality amenities, offers a comfy bed, relaxing shower and is peaceful and quiet. It truly feels like a home away from home after long days touring the beautiful city of Florence. It is located near numerous restaurants, shops, stunning parks and is a quick walk to all the places we came to see. Upon arrival, we were met by Laura and Paolo, who carried our bags up and took just the right amount of time to explain the ins and outs of the unit and neighborhood to us. They even presented us with a bottle of local red wine! Staying here was a highlight and our only wish during our stay was that it could be longer! Thank you, Laura and Paolo.

Cottage "Fattucchia" - Florence Hills - center 5km
Silvia and her husband are great hosts. If you need something, they are close and at the same time you hardly notice that they live in the house next door. Silvia explained everything well to us, in this beautiful place. We will be happy to come back!
Quick stats about holiday rentals that are pet-friendly in Grassina
Total rentals
10 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
800 reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Nelson Mandela Forum