
Pet-friendly vacation rentals in Siena
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Top-rated pet-friendly home rentals in Siena
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Pet-friendly house rentals

Holiday in the Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT
We had a great time at this place in a great location, with simply beautiful views! The sunsets were awesome. The accommodation is very well equipped, comfortable and perfectly suited to feel at home. A big thank you to Isabella for her warm welcome and valuable advice throughout the stay.

Le Panche Stone House, Detached with Pool
Lovely place and host !

A moment of relaxation
This place in the Tuscany region has an excellent location—about an hour's drive to Siena. The room is spacious, and the host prepared a generous selection of breakfast items, including freshly baked bread on the day we arrived, which was absolutely delicious. The Wi-Fi was excellent and made it easy for me to upload and organize my photos.

Romantic cosy flat - Toscana Italy
We really enjoyed our stay at Norma's cozy place. True Tuscany vibe with the most beautiful view. Thanks to Norma and family for their warm welcome and help along the way. We would highly recommend the place to our family and friends

Casa Merli - Le case di Quota
A dream come true, one of the most beautiful villages in Italy where peace ,tranquility and simplicity reign. Borgo di Quota 10 minutes from the village Poppi along a well-maintained bending road accessible to everyone,among other things in the village of Poppi you can find all the services possible. A special mention to Host Claudia , a wonderful person as well as the apartment. But I think words are not enough for a place so you have to live it,and I add that you eat really well in the area. Forgotten in Quota you will also find a very well-stocked shop run by special people.

The Tower of Corsanello
Filippo and Theresa were so sweet and accommodating. We had some travel delays and they went out of their way to accommodate. The house and land around it is spectacular. We were able to take lots of photos for senior pictures for our daughter and landscape photos. Overall it’s a beautiful place

LETIZIA'S HOUSE
It was a great hosting Home offers everything you need. Enzo is a wonderful host. We received instructions and tips on everything we needed. Perfect location in the Village. Excellent utensils, linens and towels. We recommend and will be back! Thank you Enzo and Mioara.
Pet-friendly home rentals with a pool

The Limonaia della Torretta
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!

Fantastic vieuw House
We were guests of Wim for a special occasion and our stay was well beyond expectations! The villa offers a spectacular view of both the mountains and the lake, it offers a beautiful pool with deck chair available, a large green part where you can relax and many beds to spend time together! We recommend all these stays! Wim is an attentive and caring host, super responsive and available for any need. Thank you for helping to make our stay enjoyable and peaceful!

Cozy first floor apartment
A fantastic time. We were very satisfied with our 2 toddlers. The apartment looked much better than in the photos. Sparkling clean and well equiped kitchen. We had the most fun by the pool, beautiful views, and super quiet. Only 45 min. from Pisa Tower. The hostess was very nice and helpful. Will definitely visit again.

Oleandro real farm house in the Tuscan countryside
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.

CountryHouse: Romantic Studio Apt AirCo and pools
This is a jewel of a property. We were looking for a restful and relaxing place in the Italian countryside and this is it!! The amenities are great, Ilario and his wife and their son, Ricardo are lovely people and they are so grateful for your business and make you feel right at home! Our rental unit was spotless and the kitchen has everything you need to cook meals in house of which we did. The bed is very comfortable!! Even though you are out in the country you are still close enough for many of the beautiful sights of this part of Italy. We will definitely return!!

Casa Liliana
We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.

Palazzi del Papa Farmhouse in Val d'Orcia, Pienza
Sabrina and her family were very accommodating and amazing host! The whole stay was superb In every way and my whole family as well as myself noted it couldn’t have been a better experience. From the amazing home cooked breakfast, to the cleanliness of the house, and the well thought out and led cooking class/dinner we enjoyed every aspect. Sabrina was very welcoming and made you feel like family :) I would highly recommend to anyone looking for a peaceful farm style stay that wants to experience Tuscany.

Vacation home Il piccolo rifugio
Totally recommended. The apartment had everything you need to spend a few days. Annalisa was very nice and left us for breakfast. Communication with her was very easy and gave us total flexibility to get to the apartment. The only upgradeable is that in the small bed two people fit very fair. Everything else was excellent!
Private, pet-friendly home rentals

At Gina's house
The apartment was very large and cozy. Nothing was missing, better than my home! Super equipped kitchen, basic necessities present and even more. We also found some welcome gifts that we really appreciated! Gianluca is very nice and helpful. This is my first time booking through Airbnb and I can say I was very satisfied! We also had our dog (7 month old Labrador) with us for the first time and there were no problems. Very available on this side too. I'll definitely go back to Gina's place if I go back to the area. Hi

La Palazzinetta bike and motorcycle
Everything is fine.

Back Home - Apartment in Pienza
Valeria is always kind and available. Arriving with bicycles was super flexible on check-in time and made us fix the bikes in the house without any problem. Clean and comfortable apartment and just outside the walls of Pienza, therefore foreign to the tourist hustle and bustle. I recommend it

Robin - Rifugium
*Super super nice and relaxing* We had a great time and, above all, the relaxation we were longing for. The view was even more beautiful than we expected from the photos. Daniele was a perfect and very nice host. The accommodation inside and outside was also 100% what we had hoped for. Highly recommended!

Boggina. Private villa with pool, walk to village
Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊

Apartment with garden
We had a great time. the location is surrounded by the main amenities of the village and the beach is about 8-10 by foot. Very suitable if you had young children, because there is Bibbolandia in the area. Simone is very available to resolve any issues.

BARATTI casale i Salici POOL VIEW
It was very great with Giovanni. He showed us everything about the possibilities that exist in the area with a map. The pool is wonderful, you can relax wonderfully there and of course swim. The complex is very large and well maintained, we were able to play there superbly with our 15-month-old child. In addition, Giovanni brought many great things for the little one (play tower, high chair, toys, etc.) Monika was also super sweet and helped us with everything. Thank you for everything. We will be happy to come back!

New MiK HoUsE 2025 with Netflix
They were extremely helpful with check in and flexible on the timing based off when our train got in. They had a beautiful place with lots of space and the washing machine was a life saver. Very walkable to the city center and it was great to get some breakfast on the walk in. They were super kind to deal with and always helpful. Would recommend to anyone to stay there.
Quick stats about vacation rentals that are pet-friendly in Siena
Total rentals
510 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
30K reviews
Family-friendly rentals
200 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
240 properties have a dedicated workspace
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- Santa Maria Novella
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