
House vacation rentals in Castiglione della Pescaia
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Top-rated house rentals in Castiglione della Pescaia
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Popular amenities for Castiglione della Pescaia house rentals
House rentals with a pool

Infinity pool in Chianti area
"Perfect" is the only word that comes to mind for Anna's place. Such a serene location and perfect for a family. The view is just spectacular. We felt so at home and loved sitting out in the yard and by the pool. Anna provided us with a list of so many amazing things to do/see near and far. A must do is the pasta making with Vilma at the house-the most memorable and delicious meal from our trip! Can't wait to go back there to live more of the Tuscan life and enjoy the most beautiful view. Thank you, Anna, for hosting such a gem!

Family Forest - Pool in the Crete Senesi
The apartment really enchanted us, the rooms are nice, clean with air conditioning, stylish, in the living room a large TV, kitchen with everything that should be here. The "resort" itself was on a hill with beautiful views, a huge garden, a swimming pool, all stylish Tuscan, the surroundings are beautiful, peace, quiet, peace, everything you need here you will find. As the Italians say, it's "Tutto bene" here

La Mignola Apartment
Wonderful place, friendly people, beautiful views. We were a family of 4. Here you can rest, relax, think and pause for a moment. You'll feel like you're in paradise. Here you will find something for yourself and your child. Very large, clean swimming pool, jacuzzi, sun loungers, umbrellas. Beautiful orchard. You can play football, ping pong. You can barbecue in the orchard, and in the morning, when you get up, you can drink coffee on the terrace with a beautiful view. The apartment is sensational. Very clean in all rooms. The city is 5 minutes away by car. In the city, there is a variety of stores. You'll find everything you want. From here you can get to many other interesting places. Thank you for the delicious cupcakes from mom Vitorrio, we❤️ wholeheartedly recommend this place Great!!! Don't hesitate! Book! Best regards and maybe see you 🤗

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

Casa di Lyndall - Entire house with exclusive pool
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

Collina Power
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Weekly house rentals

The house in the Castle and the secret garden
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)

Bouganville apartment between "Sky and Sea
Annamaria sent an email with lots of really useful info ahead of our stay and check-in was very easy. She was also responsive to messages and friendly, the perfect Airbnb host - thank you Annamaria. The place itself is almost beyond description - it felt to us like our own piece of paradise. The view from the terrace is breathtaking and having our own private bathing-rock to swim from was really special. We cannot wait to return.

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!

[porto s. stefano] place like heaven + parcheggio
We had such an amazing stay here! The views from the balcony overlooking the ocean were absolutely breathtaking. We didn’t want to leave! The home was also decorated so cute and was very clean. Can’t wait to come back!

Villa in Maremma
Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!

Casa Elicriso
We had a fantastic stay thanks to the hospitality and enthusiasm of Barbara and Emmanuele, who were kind enough to spend unforgettable moments with us, despite their work obligations. The apartment is impeccable: clean, tidy and well organized. Their house is well located in southern Tuscany, not far from cultural and archaeological centers such as Vetulonia, Massa Marittima, or Grosseto. Beautiful beaches are only 1/4 of an hour, 20 minutes by car, such as Follonica or Castiglione. In short, if you pass through the area, really don't hesitate, go for it! Warmest regards, Brenda & Francesco

Sensational semi-detached villa - Astonishing view
Gianfra’s place was really nice, even better than the pictures! Really spacious and the view from the balcony was incredible. Less than a 10 minute walk to the centre of Capoliveri and the same amount of time to the lovely Barabarca beach. Gianfra (and Giusuppe) was a really good host who met us at the house and showed us round and explained everything to us. He even booked us a couple of restaurants and gave us some really good recommendations during our stay! Thank you Gianfra and Giuseppe!

Villa Pandora: an oasis by the sea
We stayed with Susanna from April 23 to 27 and had a great time. Susanna welcomed us warmly and was helpful in giving us all the useful information on places to visit and where to eat local delicacies. The villa is beautiful and is surrounded by greenery and in a quiet area with a sea view. Our little dogs were also able to run around freely in the garden because it was entirely fenced and safe. We will definitely stay again. Imma and Luca
Private house rentals

The Laurel
We stayed at "l'alloro" for five days (four nights) and had a very good time. The owners are friendly, they gave us all the information we needed for a comfortable and pleasant stay. The place is sheltered and very quiet. The house is comfortable and clean. We had our large dog with us and we didn't have any problems. Nearby is Lake Accesa, very convenient, but in any case we were not too far from the beaches of Follonica. Great experience.

Wonderful country house
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Monte Regio
I was in Castiglione della Pescaia for a week with my family and dog. I had a really good time at Flavia's place, very clean, very nice location and well-kept garden. I have to say that it is the ideal place to relax and enjoy the tranquility of a vacation.

Cozy Artist Retreat in the heart of Sorano
Pleasant and peaceful stay. Unique and charming house, comfortable bed and large and nice terrace. We were joined by many cats from the village, which made our stay even more pleasant. Caleb was very helpful, especially for early check-in.

Casa delle Tortore
We enjoyed staying at Serena's so much. The terrace offers stunning views of the sea, which is not far away and has beautiful beaches. The apartment was perfect for our three children, who had plenty of space and a private bathroom. Everything was very clean and well maintained and very stylishly furnished. The kitchen is very well equipped, with a dishwasher, washing machine, WiFi and even a table tennis table, nothing was left to be desired. In addition, Serena and her husband Giulio are incredibly nice and helpful. We hope to be back soon♥️.

Casa San Ripa: Relax Oasis with Private Pool
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!

Agriturismo Podere San Martino (apartment for two)
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!

La Casetta
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.
Quick stats about house rentals in Castiglione della Pescaia
Total rentals
60 properties
Nightly prices starting at
G$8,364 GYD before taxes and fees
Total number of reviews
710 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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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