
Pet-friendly vacation rentals in Castiglione della Pescaia
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Top-rated pet-friendly home rentals in Castiglione della Pescaia
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Pet-friendly house rentals

House for the Coast
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 🤩😍

Podere Piazza house with panoramic view
Sofia and her husband Jorgen were amazing hosts. They were extremely friendly and welcoming to our entire group and were very helpful in every aspect of our stay. They could not have been more accommodating and friendly hosts. If I come back to Siena I will definitely stay with them again!

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

Secret Garden Siena
The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!

Jenny's Barn
I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟

LECCIONE RESIDENCE
Lovely house in a beautiful area. Pool was used a lot as the weather was hot. Andrea was very responsive and helped out with some great local suggestions. We had a very enjoyable time and had everything we needed. Slept so well, beds were super comfortable!

Montalcino Townhouse with Private Garden & Spa
We thoroughly enjoyed our stay in Lisa’s Montalcino Townhouse!! She met us upon arrival and gave great recommendations for wineries and restaurants. Attention to details in the home made it perfect and relaxing! Loved the back yard/patio in the evenings especially. She left us 2 bottles of wine, breakfast items, a basket of EU chargers and cords, and robes for the hot tub! It felt like home away from home and we hope to have a return visit! Thanks for thinking of everything we could need for our comfort and stay!

The Tower of Corsanello
We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.
Pet-friendly home rentals with a pool

Casa Mirta art & nature in the heart of Maremma
One of the most beautiful AirBnBs we have ever visited! Alessandro is very friendly and gave us great tips for activities. You have a great garden with fantastic views! For people who want to have a quiet and relaxing vacation, the perfect accommodation. I can wholeheartedly recommend the AirBnB.

La Villa farm stay - L'Olivo, Pool & Hot Tub
Giulio’s place is the most perfect, relaxing, Tuscan escape. Myself, husband and 2 children had the best week there. The accommodation itself is very clean and comfy and has everything you need. The outside area and pool were beautiful!! It’s in a great location to explore the lovely towns and scenery that Tuscany has to offer. Giulio was the perfect host…so helpful and always there to answer any questions we had. We will definitely be back 😊

Il Cubetto - Sun Studio: absolute exclusivity
We loved staying here! Such kind hosts, a beautiful landscape (even prettier than the pictures), a big pool and a peaceful atmosphere - an amazing experience. Would come back any time. Thanks!

A linear House & Beach Club included Amazing View
Owner: Super available in a few minutes or even seconds. Proactively responded to any type of request Home: Same as described in a true way What I loved: 1) terrace in the kitchen, very spacious for dinner, breakfast 2) parking very close to the house 3) very quiet and quiet area, but only 10 minutes by car from the beach (in Punta Ala there is never traffic...) 4) the beach club is among the most renowned in the area, so it is a gift that has its own value

A cottage with a view
The house is very clean and simple but conveniently furnished. The access leads the last kilometer over a natural road, which is also easily accessible without an SUV. To mention is the absolute tranquility and the many forest paths, which can be used perfectly for jogging, hiking or mountain biking. The highlight, however, is the pool, which was exclusively available to us. The sea and various beaches (sand or stone) can be reached in about 15 minutes by car. Margeritha is always available if there are any issues or questions and helps quickly and unbureaucratically. (Broken washing machine was replaced within a few hours) All in all, an absolutely positive experience
Wp Relais Villa Vignalunga
Family of 5 here, 3 small kids. A wonderful stay! We toured surrounding villages in the morning and came back to the pool to beat the heat in the afternoon. The private cooking class with Valentina was the absolute highlight of the trip!

Podere Cupiano "La Costa"
lovely, peaceful place about 15 minutes walk from the small and beautiful town of Montieri. great shared pool. Would recommend a car. great for a relaxing stay in Tuscany.

Agriturismo Bandinelli #2 "Campini"
We felt so comfortable between the fields in absolute peace. We were able to relax very well in the idyll. Everything is very well maintained and tastefully decorated inside and out. By car, you can also reach the pretty harbor town very quickly and can eat well and shop. David was always available for questions. We would definitely come back.
Private, pet-friendly home rentals

Casa Ora d"Oro - Panoramic Views
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Il Terrazzino di Rosi, a corner of paradise
This was such a dream. If you want a beautiful, private place to relax and play out your medieval Italian fantasies, this is the spot. Gorgeous, walkable (though a steep hill) to the main part of town and all the delicious restaurants. And simply unbeatable views. Not to mention Rosalia is such a gem. I wish I could have stayed forever.

La Medea ~ endless views & stone tub in nature
I had a wonderful stay at this beautiful and peaceful accommodation surrounded by greenery. It’s the perfect place to relax and unwind. The outdoor kitchen was fantastic — well-equipped and perfect for enjoying meals outside. One of my favorite spots was the cool hammock, ideal for an afternoon nap or just reading a book. The village is just a short walk away, making it easy to explore and grab anything you need. I would definitely come back!

Private villa in Maremma 15 minutes from the sea
This was one of the most beautiful Airbnb’s I’ve ever stayed in. The place was well designed and special attention went to every aspect of the decoration. The place was also the perfect location for our dog because he was able to run freely in the yard. Lorenzo also recommended the restaurant he works at for dinner and the food was fantastic and in a beautiful location. We highly recommend this beautiful airbnb and staying here for your next trip to the Maremma region.

Apartment with amazing views
I stayed in this small but very nice apartment (2 adults and a dog) and complete with every comfort with a superlative view of the sea and the village. It is located in a residential and quiet area but close to both the center and the sea by car. The walk from the house to the center of the village on foot is also very pleasant! Alessandro and Paola were very hospitable, delightful and precise in their directions! I hope to be back soon !!!

Apartment within walking distance of the sea
Laura’s apartment is very cozy and well equipped, you can feel it is a family home. I enjoyed a lot staying there for 2 weeks, it is spacious, and close enough to walk everywhere , yet more secluded in a quieter area, with peace and silence.

Wine Loft in the vineyards
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Little Jewel in the center of CDP
We loved the apartment. It was cozy, well equipped and had everything one might need. It is extremely central and you can walk everywhere. Parking is very close. Ingrid was very helpful and gave us tips and suggestions for our stay. All in all a wonderful stay.
Quick stats about vacation rentals that are pet-friendly in Castiglione della Pescaia
Total rentals
200 properties
Nightly prices starting at
G$8,364 GYD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
130 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Spiaggia di Patresi
- Cala Di Forno
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- CavallinoMatto
- Spiaggia di Cavo
- Spiaggia Di Sottobomba
- Spiaggia di Seccheto