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Condo vacation rentals in Castiglione della Pescaia

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Popular amenities for Castiglione della Pescaia condo rentals

Weekly condo rentals

Superhost
A sandy beach is lined with rows of sun loungers and large umbrellas, creating shaded areas for relaxation. The clear blue sky stretches overhead, enhancing the inviting atmosphere. People are visible enjoying the beach in the background, contributing to the lively beach scene.
Condo 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!
Superhost
A serene beach scene is depicted, showcasing clear turquoise waters gently lapping against a sandy shore. Rocky outcrops are visible, framed by lush greenery on the hillside. Small waves create a soothing sound, reflecting the tranquil nature of the surroundings.
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.
Top guest favorite
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 favorite
A relaxing terrace is shown, featuring two comfortable wooden chairs with light cushions and a high table with bar stools. The ocean view is visible beyond the railing, illuminated by a warm sunset that casts soft light across the space.
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 favorite
A sandy beach extends towards the horizon, where the calm water reflects the sunlight. Lush green foliage frames the scene, and sparse dry bushes are visible in the foreground, contributing to a serene coastal atmosphere.
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
Superhost
A stone pathway leads down through a garden filled with lush greenery and blooming flowers. Ancient olive trees add character to the landscape, surrounded by a tranquil atmosphere. A terracotta pot is visible, enhancing the natural setting.
Condo 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 favorite
A rustic stone farmhouse is visible, nestled among greenery. A well-maintained lawn surrounds the structure, which features an arched entrance and large windows. Trees and shrubs provide shade and ambiance, creating a serene countryside setting beneath a clear blue sky.
Condo in Castellina in Chianti
4.92 out of 5 average rating, 60 reviews

Apartment with terrace and stunning view

LeonRating, 5 stars2 weeks ago
Staying at Raisa's was incredibly nice. The accommodation and especially the view is much nicer than shown in the pictures. Raisa went 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 whole property is really picturesque. By car, beautiful city trips, etc. are easily doable and we would be happy to come back again sometime.
Guest favorite
Condo 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 condo rentals

Guest favorite
A spacious two-story building is highlighted, featuring a welcoming facade with several windows and a central entrance. Lush green trees and well-maintained grass surround the property, and a gazebo is positioned nearby, complementing the natural setting in the background.
Condo 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 good time that I want to come 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 dog! If I had to use one word to describe my stay: nourished, in all respects!
Guest favorite
A spacious bedroom features a large bed dressed in warm-toned linens. Soft lighting is provided by bedside lamps on either side. A curtain gently frames a window, allowing natural light to soften the wooden floor, complemented by a simple chair nearby.
Condo 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 perfectly located and was perfect for our stay. Especially the kitchen was very well equipped – ideal if you like to cook yourself. We were pleased with water, milk and a cake as a welcome gift. Thank you so much for everything, we would definitely return
Guest favorite
A bright hallway is visible, featuring a wooden sideboard and a small white chair. A stylish shelf holds decorative items against the wall. An entrance door is opened, revealing the outside. Natural light illuminates the space, highlighting the textured walls and wooden flooring.
Condo in Livorno
4.9 out of 5 average rating, 158 reviews

Small apartment: central and near the sea.

PulkitRating, 5 stars4 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
Top guest favorite
An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.
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 favorite
A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.
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 doable if you drive slowly. But it's 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 disturbing 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 whining at a high level. All in all, a great place to stay with a very nice and accommodating host.
Superhost
A bright living area with large glass doors opens to the balcony, providing natural light. A wooden dining table with soft chairs is positioned centrally, while a light couch is placed against the wall. An entertainment unit and air conditioning unit are visible.
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.
Guest favorite
An open space layout showcases a modern kitchen with a central island and induction cooktop. A wooden dining table is surrounded by four chairs, complemented by light fixtures above. Shelves are lined with decorative items, and a cozy area rug adds warmth to the hardwood flooring.
Condo in Grosseto
4.94 out of 5 average rating, 47 reviews

Modern and cozy apartment in Maremma

KellyRating, 5 stars3 days ago
Clean, spacious, well taken care off
Superhost
A spacious bed is dressed in a patterned comforter featuring seashells and starfish. Soft lighting from bedside lamps illuminates the room, while a framed print adorns the wall above the headboard. The flooring consists of rich, tiled surfaces.
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

Condo rentals with a pool

Guest favorite
A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.
Condo in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars2 weeks 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 favorite
A tranquil swimming pool reflects a bright blue sky, surrounded by rolling hills and lush greenery. The pool area features a sun umbrella and lounge chairs, inviting guests to relax in the serene landscape. The clear water sparkles under sunlight, enhancing the peaceful atmosphere.
Condo in Buonconvento
5 out of 5 average rating, 24 reviews

48 sqm cottage, 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 favorite
A serene swimming pool is surrounded by lush greenery and olive trees, offering an expansive view of the rolling hills and vineyards in the countryside. The clear blue water reflects the bright sky, creating a tranquil atmosphere for relaxation.
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
The exterior view showcases a two-story villa surrounded by vibrant yellow flowers and lush greenery. A swimming pool, flanked by two umbrellas and lounge chairs, invites relaxation under the clear blue sky, with a palm tree adding a touch of tropical ambiance.
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 with Kety. Everything is perfect in this apartment. A jewel and bijoux, furnished with a lot of heart and love, is quiet and beautiful with views of the sea, vineyards and olive fields. There are also many restaurants, shops and celaterias. We will be back and will be sure to recommend it.
Superhost
A serene outdoor scene features a swimming pool surrounded by green lawn and lounge chairs. The stone building in the background has multiple windows, showcasing its rustic style. The landscape includes trees and an olive tree, contributing to the tranquil atmosphere.
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 favorite
A saltwater swimming pool is set within a paved sun terrace, surrounded by lounge chairs and shaded by a wooden gazebo. Lush greenery and a brick wall create a serene backdrop, while the farmhouse structure is visible in the distance under clear blue skies.
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 favorite
A serene infinity pool stretches across the image, featuring water that reflects the sky. Olive trees and a rustic stone house are visible in the background against a gentle hillside. The area is framed by warm stone coping and a tranquil landscape.
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.
Top guest favorite
A spacious bedroom is highlighted by a decorative sunburst headboard. Soft lighting from two bedside lamps creates a gentle glow. A mirror is mounted on one wall, and a coat rack stands nearby. The tiled floor and exposed wooden beams contribute to the overall design.
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

    G$12,560 GYD 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

Destinations to explore