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Holiday houses in Castiglione della Pescaia

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Top-rated holiday rentals in Castiglione della Pescaia

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Guest favourite
A bright and airy bedroom is presented, featuring a spacious bed with a yellow coverlet and decorative pillows. Art prints adorn the wall above the bed. Natural light filters through sheer curtains, creating a warm ambiance in the room.
Condo in Castiglione della Pescaia
5 out of 5 average rating, 10 reviews

new apartment Castiglione

Bright apartment within walking distance of the center and the sea! Nice two-room apartment of about 40 sqm just renovated, located in the central area of Castiglione della Pescaia Its central location offers the possibility of having all the services at your fingertips... bars, restaurants, laundry, tobacconists, post office, bike rental service, playground, summer events, beach resorts. The apartment lends itself to both short and long stays, accommodating 2 people. For those seeking comfort and relaxation

Guest favourite
An outdoor terrace area features a wooden dining table set with cups and utensils, complemented by folding chairs. Two lounge chairs are positioned nearby, and a green plant adds a touch of nature. The space is shaded and showcases sliding wooden doors leading into the apartment.
Apartment in Castiglione della Pescaia
5 out of 5 average rating, 9 reviews

Lovely new apartment close to the beach

Luminoso appartamento appena ristrutturato al secondo piano di un complesso residenziale immerso in un ampio parco. 1 posto auto, 2 camere, 2 bagni, sala con angolo cottura e divano letto, WIFI, 3 TV, AC, 2 terrazze (di cui una ampia e attrezzata). Zona tranquilla, 50 metri dal mare, di fronte al Pinetina Sud e a una spiaggia libera che prosegue per Km. Biancheria su richiesta (15 euro/persona). 3 biciclette. 15 minuti a piedi dal centro. No animali. Mesi estivi affitto settimanale da domenica

Top Guest favourite
Apartment in Caminino
4.91 out of 5 average rating, 184 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top Guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 97 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Guest favourite
A scenic view features a tranquil landscape with rolling hills in the distance. Tall trees frame the image, providing shade to a stone patio. The outdoor area includes comfortable seating, inviting guests to relax while enjoying the surrounding natural beauty.
Home in Castiglione della Pescaia
5 out of 5 average rating, 16 reviews

Casa Vista Sea and Maremma

Welcome to your peaceful oasis in Castiglione della Pescaia! Located in a quiet residential area, our house offers a magnificent view of the Maremma and is just a 15-minute walk from the historic center and a 5-minute drive from the beautiful beaches. Enjoy the perfect balance between relaxing in nature and seaside adventures, with the convenience of having all the attractions of the village at your fingertips. Your ideal getaway to discover the wonders of Tuscany awaits you.

Top Guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Apartment in Castiglione della Pescaia
4.96 out of 5 average rating, 103 reviews

Casetta Venere relaxing Tuscan 3 km from the sea

Venus cottage: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with animals. The house offers curated spaces, a beautiful private garden, and an intimate and welcoming atmosphere. We are waiting for you for a slow, authentic and beautiful stay in the middle of nature.

Guest favourite
A dining space is highlighted by a table adorned with a patterned tablecloth, offering a view of the sea and distant coastline through large glass doors. A retractable awning provides shade, while light filters softly into the interior.
Apartment in Castiglione della Pescaia
4.9 out of 5 average rating, 21 reviews

Apartment with amazing views

Apartment located in a quiet and residential panoramic area with beautiful views of the castle and the gulf, about 600 meters from the sea. Composed of living room with sofa bed, double bedroom, bathroom and kitchen, with refrigerator and freezer, microwave, washing machine, plus private parking space. It is provided with linen and towels.

Top Guest favourite
A light-filled living area features large glass windows, offering views of the surrounding nature. An orange armchair and a minimal dining table are visible, complemented by wooden cabinetry and kitchen appliances. Natural light illuminates the space, enhancing the warm tones of the decor.
Home in Marrucheti
4.98 out of 5 average rating, 163 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Guest favourite
A cozy bedroom features a spacious bed with a blue patterned coverlet and towels neatly arranged on top. Two bedside lamps illuminate the space, complemented by framed sea-themed art on the wall. A window draped with light blue curtains provides natural light.
Apartment in Castiglione della Pescaia
4.89 out of 5 average rating, 9 reviews

50m from sea, near center, with garden, AC & WiFi

Very close to the sea and just a stone's throw from the center, this newly furnished apartment is the ideal choice for a relaxing holiday. Its strategic location allows you to enjoy the beaches, the village, and all the services within easy reach. Perfect for families or couples seeking tranquility, immersed in the beauty of the Maremma.

Top Guest favourite
A spacious living area features a green-patterned couch and a wooden coffee table. Natural light enters through large windows, illuminating the stone wall and wooden beams above. An open kitchen is equipped with appliances, while a dining area is visible in the background.
Condo in Castiglione della Pescaia
4.88 out of 5 average rating, 105 reviews

Little Jewel in the center of CDP

Typical bi-level studio right in the center of Castiglione della Pescaia with all the facilities at hand (restaurants, bars, shops, gelaterie, pharmacy ..) With stone walls, terracotta floors, beamed ceiling, wooden mezzanine and finishes, it has the typical tuscan atmosphere! Only 5 minutes walking distance from the sea

Superhost
A panoramic view of a coastal area showcases sandy beaches, clear blue waters, and a marina filled with boats. The town features historic buildings with red rooftops nestled against green hills in the background, extending toward a mountainous landscape.
Apartment in Castiglione della Pescaia
4.78 out of 5 average rating, 174 reviews

Apartment in Castiglione della Pescaia

First-floor apartment located along the main road, thirty meters from the beach and a few steps from the historic center. It consists of a living room, kitchen with sofa bed, double bedroom, another bedroom with bunk bed, bathroom.

Popular amenities for Castiglione della Pescaia holiday rentals

When is the best time to visit Castiglione della Pescaia?

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Avg. price$207 NZD$216 NZD$190 NZD$209 NZD$202 NZD$242 NZD$306 NZD$326 NZD$225 NZD$190 NZD$185 NZD$198 NZD
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Frequently Asked Questions

  • What are the best places to stay in Castiglione della Pescaia?

    Castiglione della Pescaia has a variety of welcoming stays, from beachfront apartments to cozy homes nestled near the historic center. Many travelers choose accommodations around the marina, pine forests, or countryside for relaxing views and local character.

  • What are the best things to do in Castiglione della Pescaia with kids?

    Families often explore sandy beaches with gentle waves, wander the medieval town walls, or visit nature reserves where kids can spot wildlife. Around town, you will find local gelato shops and playful seaside promenades.

  • What are some of the best things to do in Castiglione della Pescaia?

    You can explore the historic Castello Aragonese, relax on popular beaches, or stroll scenic promenades. The nature reserve nearby frequently suggests birdwatching, while local markets showcase Tuscan flavors.

  • How is the weather in Castiglione della Pescaia?

    Castiglione della Pescaia has mild winters around 37–56°F (3–13°C) with occasional rain. Summers are warm and dry, reaching up to 89°F (32°C); lightweight layers and sun protection are helpful during the warmer months.

  • What are the best places to visit in Castiglione della Pescaia?

    Visitors frequently suggest the historic center, Castello Aragonese, and the scenic marina. The Diaccia Botrona Nature Reserve is known for walks and wildlife observation.

  • What are some hiking trails in Castiglione della Pescaia?

    You can explore trails winding through pine forests, coastal dunes, and the Diaccia Botrona Nature Reserve. Some paths lead to hilltop views, rural landscapes, and birdwatching spots.

  • What are some family activities we can do in Castiglione della Pescaia?

    Spend time on gentle beaches, ride bikes along seaside paths, or visit interactive local museums. Families also enjoy boat excursions and nature walks in nearby reserves.

  • What are some of the best day trip ideas from Castiglione della Pescaia?

    Explore neighboring medieval towns, coastal villages, or nearby Tuscan countryside with vineyards and olive groves. Regional parks and nature reserves around the area are frequently suggested for outdoor excursions.

  • Are there any pet friendly accommodations available in Castiglione della Pescaia?

    Many accommodations in Castiglione della Pescaia welcome pets, especially homes near beaches or green spaces. Properties around the pine forest or marina often provide outdoor areas for companion animals.

  • What are some local tips for visiting Castiglione della Pescaia?

    Consider exploring less crowded beaches early in the day and sampling fresh seafood at family-run trattorias. Locals often enjoy sunset walks along the promenade and recommend comfortable shoes for cobblestone streets.

  • What is Castiglione della Pescaia known for?

    Castiglione della Pescaia is known for its sandy beaches, historic castle, and vibrant fishing traditions. Its medieval town center and surrounding nature are often highlighted by visitors.

  • What are the best hidden gems to explore in Castiglione della Pescaia?

    Discover quiet pine forest trails, small local art galleries, and traditional countryside trattorias. Less crowded areas of the Diaccia Botrona Nature Reserve often provide peaceful nature experiences.

  • What are the best foods to try in Castiglione della Pescaia?

    Sample freshly caught seafood such as grilled fish and local shellfish, alongside regional Tuscan dishes like wild boar stew and panzanella. Handmade gelato is a favorite treat for many visitors.

  • What should I bring for a trip to Castiglione della Pescaia?

    Pack lightweight, breathable clothing for the warm months, and a jacket for cooler evenings. Sun protection, swimwear, and comfortable walking shoes are useful for exploring beaches and the historic center.

  • What is the nightlife in Castiglione della Pescaia like?

    Castiglione della Pescaia has easygoing nightlife, with beachfront bars, relaxed pubs, and trattorias. In summer, many visitors gather along the marina and promenade for evening drinks and live music.

  • What are the most popular events or festivals in Castiglione della Pescaia?

    Seasonal celebrations often feature local seafood, music, and historical reenactments centered around the medieval castle. In summer, beach festivals and cultural fairs are frequently suggested for experiencing community spirit.

  • Are there family friendly vacation rentals in Castiglione della Pescaia?

    Castiglione della Pescaia has many family-friendly rentals, from spacious apartments near the beach to homes close to parks and promenades. These stays typically provide amenities for children and convenient access to outdoor activities.

  • When is the best time to visit Castiglione della Pescaia?

    Late spring and summer months are often recommended for pleasant beach days and outdoor activities. If you prefer fewer crowds and milder temperatures, early autumn brings comfortable weather and vibrant local culture.

Quick stats about holiday rentals in Castiglione della Pescaia

  • Total holiday rentals

    Explore 440 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 220 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Castiglione della Pescaia holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Castiglione della Pescaia rentals

  • 4.7 Average rating

    Castiglione della Pescaia stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Castiglione della Pescaia