
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

Casa Fattore - Tuscan countryside house
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.

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
A magical place! we loved the peace and quiet, the view is gorgeous and the place had everything we needed. Isabella and her husband are extremely nice and helpful, our interactions with them were really good and they went out of their way to accommodate us. The stairs are a little on the small size and the wifi is really slow (so is the 4G internet since there is low reception there) so it's not for everyone, but if you choose to stay at Isabella's place, you won't regret it!

Paluffo Tower House
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

Romantic cosy flat - Toscana Italy
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz

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 is 10 minutes from the town of Poppi along a well-maintained road of hairpin bends accessible to all, among other things in the town of Poppi you can find all possible services. A special mention to the Host Claudia, a wonderful person as well as the apartment. But I think words are not enough for a place like this, you have to experience it, and I'll add that the food in the area is really good. At Dimenticato a Quota, you'll also find a well-stocked shop run by special people.

The Tower of Corsanello
Filippo and Teresa were great. They made us feel at home and the place was amazing. Recommend it to anyone looking for an authentic Tuscan stay.

LETIZIA'S HOUSE
Enzo was one of the best hosts we've ever had. He was akways available and gave us excellent recommondations for activities and dining in and around Cortona. The apartment was immaculate, well equipped for cooking in and worked perfectly for our 3 week stay and our many day trips to explore the Tuscan medieval hill towns in the vicinity. The Tuscan sunsets 2 min from the apartment are magical. We'll be back!!
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!

Only long term apt in a 17 century FARM
Magical stay at Paola's. Hard to describe in a few words all the kindness she showed us, we immediately felt at home. Paola picked us up by car at the train station and welcomed us with a nice bottle of wine and pizza - delicious - hard to have a better arrival especially after a long journey. She was very proactive throughout our stay and even took us half a day to Chianti so we could visit a vineyard because we didn't have a car - we still can't believe her generosity! She is very attentive to all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We highly recommend staying at Paola's, the best Airbnb host we've ever had. Thanks again for everything Paola, you've been wonderful, and we're already dreaming of coming back! Arrivederci! :)

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. We will definitely come back.

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.

Agriturismo Palazzi del Papa 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.

Villa Scianellone
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Private, pet-friendly home rentals

La Palazzinetta bike and motorcycle
Everything is fine.

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

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 😊

Renaissance Residence In San Miniato with a view
We regret not staying longer at Leonardo's. We loved his home and his unobstructed life. Leonardo's super hosting and availability. We felt at home and didn't want to leave.

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!

Two-room apartment by Gigi
Great place to stay. Nice surroundings and well equipped kitchen made it a great deal. Thank you Alessandro!

Romantic and cozy two-room apartment
Beautiful place between Cecina and Volterra to stay in complete tranquility and relaxation in the Tuscan hills, panora and fantastic sunset. Convenient to visit medieval villages and not far from the famous Etruscan coast and for those who love cities you can reach Pisa and Siena. Fausto is a fantastic host, accurate and very helpful, but not intrusive, he gave us directions to places to visit, typical beaches and also very nice restaurants nearby. Our stay was pleasant and relaxing what we wanted was to stay away from the confusion and daily stress, if this is what you are looking for here you can find it... you will only hear the "noise" of cicadas.
Quick stats about vacation rentals that are pet-friendly in Siena
Total rentals
510 properties
Nightly prices starting at
ﺩ.ﺇ73 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
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Mount Amiata
- Val di Chiana
- Gulf of Baratti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Valdarno
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Marina di Grosseto beach
- Piazza della Repubblica
- Stadio Artemio Franchi
- Pitti Palace
- Kite Beach Fiumara
- Mercato Centrale
- The Boboli Gardens
- Cavallino Matto
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