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Condo holiday rentals in Castiglione della Pescaia

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Popular amenities for Castiglione della Pescaia condo rentals

Weekly condo rentals

Guest favourite
Condo in San Vincenzo
4.97 out of 5 average rating, 37 reviews

New Apartment 5 min walking from the beach

VanessaRating, 5 stars3 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
Condo 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.
Guest favourite
Condo in Suvereto
4.89 out of 5 average rating, 18 reviews

Casa Paola, elegance in the heart of Suvereto

SergioRating, 5 stars1 month ago
The apartment is located in the pedestrian area and is very nice and well-kept. It is easily accessible and the instructions are very simple. Also nearby are great places to eat or drink good wine. Paola is very responsive and was very nice to suggest restaurants.
Top Guest favourite
Condo 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 :)
Guest favourite
Condo in Marina di Grosseto
4.94 out of 5 average rating, 18 reviews

[A few steps from the beach] parking and A/C

SharineRating, 5 stars8 months ago
We had a most relaxing stay at Chiara’s place. Right by the water. The view was amazing from the deck. We were there off season so many restaurants were closed, but that was fine for us. Walking the quieter boardwalk and beach was what our souls needed. Would definitely recommend.
Guest favourite
Condo in Follonica
4.83 out of 5 average rating, 30 reviews

Casa Marina - Studio apartment with sea view

LauraRating, 5 stars1 month ago
Located 3 minutes from the sea, a short walk from downtown and in a nice and quiet neighborhood. We made a nice and available host. For us who come 2-3 times in Follonica, it will be a fixed stop
Guest favourite
Condo in Grosseto
4.94 out of 5 average rating, 47 reviews

Modern and cozy apartment in Maremma

KellyRating, 5 stars4 days ago
Clean, spacious, well taken care off
Superhost
Condo 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

Pet-friendly condo rentals

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

Sea, Relax, Park of the Maremma Alberese, Tuscany

BiancaRating, 5 stars5 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
Condo in San Vincenzo
4.91 out of 5 average rating, 22 reviews

[Walking distance to the beach] Amazing sea view

GuntherRating, 5 stars2 weeks ago
The accommodation is super centrally located in the center. There are many very good bars and restaurants right in the neighborhood. Massimo is very friendly and communication with him was straightforward, fast and flexible. We can recommend Massimo without reservation!
Superhost
Condo in Punta Ala
4.63 out of 5 average rating, 27 reviews

Comfortable apartment a few meters from the sea

FrederikRating, 5 stars3 days ago
Dani helped us when we needed an accomodation for last minute. She was very responsive and gave us all possible instructions in forefront. Her place is in serene quiet location, at least during the time when we rented it was. We heard birds chirping and saw beautiful trees from her balcony. Everything was clean and it had very homey atmosphere. The flat is also super close to the sea. We are grateful we had opportunity to stay.
Guest favourite
Condo 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.
Superhost
Condo 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.
Top Guest favourite
Condo 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
Condo 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
Condo 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.

Condo rentals with a pool

Top Guest favourite
Condo in San Rocco a Pilli
5 out of 5 average rating, 40 reviews

Traditional Apartment with Patio and Garden View

KeithRating, 5 stars3 weeks ago
Pierre, Eric and family have created an amazing place to stay. From the warm welcome on arrival and dinner with them the next night, a week was not enough time spent there. They have really created a beautiful place to stay and we look forward to staying again.
Top Guest favourite
Condo 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 👌
Guest favourite
Condo 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
Condo 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
Condo 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
Condo 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
Condo in Valpiana
4.79 out of 5 average rating, 14 reviews

Apartment + pool Maremma Tuscany

DavideRating, 5 stars9 months ago
Staying at the Valentini farm is like a family experience. Chiara, Luca and Giovanni immediately made us feel at home, with a warm welcome received upon our arrival and with so much availability, friendliness, affability and attention throughout the holiday, but without any intrusion. The estate is a place to regenerate, immersed in nature and in the endless expanses of vineyards and olive trees, which the Valentini family takes care of with so much love. The apartment is equipped with all comforts and an intimate outdoor space to fully enjoy the stay, with shared areas where vacationers have the utmost mutual respect. In addition to the naturalistic experience, the pool is one of the highlights to enjoy on hot days. Finally, the farm is in a strategic position that gives access to the main local attractions (from the sea to the hill, from the crystal clear waters to the medieval towns) just a few kilometers by car. It was the experience we were looking for and what we recommend.
Top Guest favourite
Condo 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!

Quick stats about condo rentals in Castiglione della Pescaia

  • Total rentals

    50 properties

  • Nightly prices starting at

    $100 NZD 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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