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Holiday rentals in Castiglione della Pescaia

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Top-rated holiday rentals in Castiglione della Pescaia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A bright kitchen area features a round table surrounded by four chairs, complemented by placemats. A stove and hood are positioned against one wall, while a window allows natural light to enter, providing views of the surroundings.
Apartment
4.94 out of 5 average rating, 16 reviews

New two-room apartment within walking distance of the center and the sea

Bright apartment within walking distance of the center and the sea! Beautiful two-room apartment of about 45 square meters, newly 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, tobacco, post office, bike rental service, playground, summer events, bathing establishments. The apartment is suitable for both short and long stays, accommodating 2 people. For those seeking comfort and relaxation

Top guest favourite
Flat
4.91 out of 5 average rating, 185 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
5 out of 5 average rating, 98 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
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.
Flat
5 out of 5 average rating, 9 reviews

Lovely new apartment close to the beach

Bright, newly renovated apartment on the second floor of a residential complex surrounded by a large park. 1 parking space, 2 bedrooms, 2 bathrooms, living room with kitchenette and sofa bed, WIFI, 3 TVs, AC, 2 terraces (one of which is large and equipped). Quiet area, 50 meters from the sea, in front of the Pinetina Sud and a free beach that continues for Km. Linen on request (15 euros/person). 3 bicycles. 15-minute walk from downtown. No pets. Summer months weekly rent from Sunday

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
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.

Guest favourite
A wooden deck offers a serene view of rolling green hills extending into the distance. Two sun loungers are placed on the deck, inviting relaxation amid the natural surroundings. Trees frame the scene, creating a peaceful atmosphere, ideal for enjoying the landscape.
Cottage
4.96 out of 5 average rating, 126 reviews

La Dolce Vita Romantic Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

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.
Flat
4.96 out of 5 average rating, 106 reviews

Casetta Venere Tuscan relaxation 3 km from the sea

Casetta Venere: 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 pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

Guest favourite
A ceramic vase filled with vibrant yellow flowers is prominently displayed on a table. Soft light from a lamp illuminates the rustic stone wall in the background, enhancing the warm ambiance of the space. Two mugs sit beside the vase, adding a touch of comfort.
Flat
4.92 out of 5 average rating, 112 reviews

Leo's porch

Stay in this unique place and spend unforgettable evenings gazing at the horizon. Breathe clean air and enjoy the relaxation offered by the village of Scarlino. Ideal for couples or small families who want functional and comfortable accommodation. FROM MAY 1 TO AUGUST 31, a tourist tax of €1.00 per night/person is applied for each day of stay. Bed linen and towels are NOT INCLUDED in the final price of the accommodation.

Top guest favourite
The exterior of the small house is framed by tall cacti and blooming plants, creating a vibrant setting. A terracotta-tiled roof complements the design, while a clear blue sky provides a bright backdrop. Paved pathways lead to the entrance, enhancing accessibility.
Townhouse
5 out of 5 average rating, 26 reviews

The House of Lemons

It's a small house with 2 bedrooms, a living room, a kitchenette and a bathroom. From the external stairs you can reach the solarium, furnished with a table, chairs, umbrella, and deckchair. Below the house, with access from the external stairs, is my laundry area that I will use with the utmost respect for my guests. The outdoor courtyard is shared and, during high season, will house 2 of our cars.

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.
Flat
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. Consisting of a living room with a sofa bed, a double bedroom, a bathroom and a kitchen, with a refrigerator and freezer, a microwave, a washing machine, plus a private parking space. It comes with linens and towels.

Guest favourite
The spacious living area features a modern, angled sofa in dark grey, accompanied by a dining table with black chairs. Natural light enters through large windows, covered by sheer curtains. A kitchen is visible, equipped with white cabinetry and appliances, and a wall-mounted TV is present.
Flat
4.94 out of 5 average rating, 17 reviews

Large three-room apartment in the center of Castiglione della Pescaia

Elegantly renovated apartment, 2nd floor, located in the vibrant historic center of Castiglione della Pescaia. All amenities within walking distance: leave your car behind and relax. Equipped with air conditioning/heating, microwave, washing machine, and soundproof windows. Bed linen and towels not included; available upon request (€25 per person).

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.
Apartment
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

Popular amenities for Castiglione della Pescaia holiday rentals

When is the best time to visit Castiglione della Pescaia?

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Avg. price£89£92£81£89£87£104£131£139£96£91£92£96
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

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 £22 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    280 of Castiglione della Pescaia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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