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Apartment holiday rentals in Castiglione della Pescaia

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Popular amenities for Castiglione della Pescaia apartment rentals

Weekly apartment rentals

Superhost
Apartment in Follonica
5 out of 5 average rating, 23 reviews

Sunshine House

Marie-LuiseRating, 5 stars1 month ago
The apartment of Daniele and Laura is a very good choice for an overnight stay in Follonica. The furniture and decoration is nice and the kitchen fully equipped. We really enjoyed our stay!
Guest favourite
Apartment in San Vincenzo
4.97 out of 5 average rating, 37 reviews

New Apartment 5 min walking from the beach

VanessaRating, 5 stars2 weeks ago
The apartment is in a great location and was perfect for our stay. The kitchen in particular was very well equipped – ideal if you like to cook yourself. We were delighted to receive water, milk and a cake as a welcome gift. Thank you for everything, we would definitely return
Superhost
Apartment in Monte Argentario
4.98 out of 5 average rating, 48 reviews

Amazing Tuscan beachfront apartment

HenriRating, 5 stars1 month ago
Very special location at the sea. House is beautiful. We realy enjoyed.
Top guest favourite
Apartment in Massa Marittima
4.96 out of 5 average rating, 27 reviews

Sunsets wow-Historic Center 1 minute walk

MartinRating, 5 stars2 weeks ago
A wonderfull apartment! Flavia was a great and very friendly host :)
Top guest favourite
Apartment in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola, Il Sole apartment

SarahRating, 5 stars1 week ago
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!
Superhost
Apartment in Castiglione della Pescaia
4.89 out of 5 average rating, 28 reviews

Olive tree house with sea view!

MiriamRating, 5 stars8 months ago
We had a lovely stay! The apartment was very clean and quiet and very well equipped with everything you might need. Would definitely stay there again.
Top guest favourite
Apartment in Castellina in Chianti
4.92 out of 5 average rating, 60 reviews

Apartment with terrace and stunning view

LeonRating, 5 stars2 weeks ago
The stay at Raisa's was incredibly beautiful. The accommodation and especially the view is much nicer than in the pictures. Raisa has gone to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the entire property is really picturesque. Beautiful city trips etc. are easily doable by car and we would be happy to come back again sometime.
Guest favourite
Apartment in Portoferraio
4.98 out of 5 average rating, 40 reviews

La Ganza suite. The most charming sea of Tuscany

AlexandraRating, 5 stars1 month ago
We had a lovely stay at this flat. It is as stylish as it looks on the pictures, has everything one can need and was very clean. The location is ideal to explore the island and includes a parking spot. Corrado is a very attentive host (eg. there was an extra set of towels for our children) and answers any request quickly (eg. we could check in early).

Pet-friendly apartment rentals

Guest favourite
Apartment in Grosseto
4.82 out of 5 average rating, 104 reviews

Sea, Relax, Park of the Maremma Alberese, Tuscany

BiancaRating, 5 stars3 days ago
Delightful and relaxing stay. I was looking for a place in the Tuscan countryside in contact with nature: I found exactly what I wanted. Convenient both for going to the sea and for walking in the Maremma park. I had such a great time that I want to go back as soon as possible. It was also very nice to have been welcomed by Mrs. Maria, it was like immersing yourself a little in her daily life, working in the fields, managing the animals, the house... I thank the host Fabio for his availability! A stay that was also much appreciated by our little dog! If I had to use one word to describe my stay: nourished, in every way!
Guest favourite
Apartment in Livorno
4.9 out of 5 average rating, 157 reviews

Small apartment: central and near the sea.

PulkitRating, 5 stars3 days ago
Raul was a lovely host. He gave us amazing recommendations and was very quick with his replies. The BnB was very comfortable and we faced no problem. The location was also convenient with a number of bars & restaurants nearby. 5/5
Guest favourite
Apartment in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars1 month ago
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.
Top guest favourite
Apartment in Siena
4.96 out of 5 average rating, 170 reviews

Elegant vintage decorated home in the old Siena

DeniseRating, 5 stars3 weeks ago
Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!
Top guest favourite
Apartment in Monteriggioni
4.92 out of 5 average rating, 122 reviews

Il Vecchio Noce

JuliaRating, 5 stars3 weeks ago
A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise quite doable if you drive slowly. But it is also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat annoying is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's already whining at a high level. All in all, a great place to stay with a very nice and accommodating host.
Superhost
Apartment in Monte Argentario
4.81 out of 5 average rating, 160 reviews

Apartment with Terrace Porto S. Stefano

NadiaRating, 5 stars1 month ago
Large apartment, well-furnished, clean.
Superhost
Apartment in Castiglione della Pescaia
4.84 out of 5 average rating, 19 reviews

Apartment 400 meters from the beach

AnnalisaRating, 5 stars1 month ago
The apartment is very nice and comfortable. It has a very pleasant outdoor space, our puppy really appreciated it! Jacopo is extremely kind and ready to give any help or information. Our experience is more than positive. The village is well cared for. I hope to be back soon
Guest favourite
Apartment in Grosseto
4.93 out of 5 average rating, 45 reviews

Modern and cozy apartment in Maremma

HannaRating, 5 stars1 month ago
We felt at home. The apartment is great, you can always find a parking space in front of the house and you can walk to the old town. Eleonora is a great host, always asks if everything is okay & responds very quickly. Would definitely come again.

Apartment rentals with a pool

Guest favourite
Apartment in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars1 week ago
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.
Top guest favourite
Apartment in Buonconvento
5 out of 5 average rating, 24 reviews

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery

NaumanRating, 5 stars9 months ago
Had an amazing time with Sara & Simone - truly the best hosts we've come across. The place was fantastic, amazing views by the pool, great room, clean and all the amenities needed are available. Sara & Simone are great hosts, they made us breakfast one day which was amazing, fresh organic food with the best view. And all their local recommendations and reservations made our trip in Tuscany much nicer. Can't wait to come back again 👌
Top guest favourite
Apartment in Castellina in Chianti
4.95 out of 5 average rating, 39 reviews

Il Giaggiolo – Chianti with a view

AmeliaRating, 5 stars3 weeks ago
We stayed in Monica’s home for five nights and four days, and it was incredible. The second we checked in Monica sent me an extensive list of instructions and places to visit during our stay. My favorite list was restaurants and local food shops in the area she recommends as a local. The house had all the amenities you could need/want, comfortable beds, and a really nice patio area. We are a few meals outside and enjoyed the stunning view. We saw some of the most beautiful sunsets as well. The pool was really well kept. There were many wineries the were nearby. The location was also great for taking day trips to Florence and Siena. The nearest town was so cute and had a lot of nice shops and restaurants. We are so appreciative of Monica’s food recommendations and suggestions of things to do. Overall we had an amazing time, and we highly recommend staying here!!
Superhost
Apartment in San Vincenzo
5 out of 5 average rating, 4 reviews

[Beach and tuscan villages] Apartment with pool

DorisRating, 5 stars2 weeks ago
It was just great at Kety's. Everything is right in this apartment. A jewel and bijoux, furnished with a lot of heart and love, is quiet and beautiful with a view of the sea, vineyards and olive fields. It also has many restaurants, shops and celaterias. We will be back and will be sure to recommend it.
Superhost
Apartment in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

San Rocco – Bellavista – Castello di Bossi

GaiaRating, 5 stars10 months ago
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended
Guest favourite
Apartment in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars2 weeks ago
I stayed at this place for 4 nights with my partner at the beginning of June 2025. It was so homely, very tidy and clean, with lots of amenities and the host was very welcoming. The views were incredible. We had a car which made visiting other places super convenient. We definitely recommend and would love to come back one day!
Top guest favourite
Apartment in Suvereto
5 out of 5 average rating, 50 reviews

Ghiandaia Apartment with pool in Suvereto

DimitriRating, 5 stars2 weeks ago
We had a wonderful time there and enjoyed everything. The apartment is fully equipped and the pool has an amazing view. We also enjoyed the company of all the animals that walk around on their land. We can greatly recommend it and love to come again.
Superhost
Apartment in Montefollonico
4.89 out of 5 average rating, 64 reviews

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park

ShannonRating, 5 stars1 week ago
Our stay at daphnes apartment was so lovely! Monica and her husband were so friendly and quick to help us make reservations to some local restaurants. The atmosphere around the place is so peaceful and beautiful! The views are stunning. The pool was very clean and we enjoyed a dip after a warm day. We also found the local grocery store to be very reasonably priced with many options. There is also a local bar/ coffee spot that we went to almost daily for a delicious cappuccino and croissant or a nice aperol spritz cocktail in the afternoon. Daphnes place is truly a hidden gem, and we hope to get back there again as we loved the location and were able to easily do day trips to all the best towns nearby. Tuscany is a region of Italy that is absolutely beautiful and a must see when you are in Italy.

Quick stats about apartment rentals in Castiglione della Pescaia

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹5,193 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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