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Holiday rentals in Castiglione della Pescaia

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Castiglione della Pescaia

  • Total holiday rentals

    Explore 450 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 7,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    290 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

Top-rated holiday rentals in Castiglione della Pescaia

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

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Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 285 reviews

Casa al Gianni - Hut

Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

Guest favourite
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 in Castiglione della Pescaia
4.96 out of 5 average rating, 24 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

Guest favourite
A scenic view of the villa's exterior is captured, featuring a terracotta roof and lush greenery. The vibrant colors of blooming flowers are visible alongside a panoramic view of the sea and coastal town below, enhancing the natural beauty of the surroundings.
Holiday home in Castiglione della Pescaia
4.81 out of 5 average rating, 26 reviews

Panoramic villa with a terrace overlooking the sea

Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 137 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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
5.0 out of 5 average rating, 115 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 bright and airy dining area features a small table surrounded by four chairs. Natural light enters through two large windows, with scenic views visible outside. A kitchenette is situated nearby, equipped with modern cabinetry and appliances, providing convenience for meal preparation.
Apartment in Castiglione della Pescaia
4.97 out of 5 average rating, 31 reviews

The most beautiful apartment in front of the sea

Come see this beautiful and exclusive 5 beds 2 bath seaside. This home features all New recently. Kitchen has Newer Appliances and Cabinets. Spacious light Living Room with 4 windows. Master Suite leads to a private bathroom. Updated Master Bath features Walk-in Shower. All rooms are equipped with TV and air conditioning. High speed WiFi included. City Center, Shopping are close by and easy access by feet or bike. Sailing and Kitesurfing available nearby. Animals and smoking not allowed.

Superhost
The sandy beach area is framed by rustic wooden structures that provide shade, leading towards gentle ocean waves. The clear sky above complements the serene coastal scenery, enhancing the space for relaxation and recreation by the water.
Home in Roccamare
5.0 out of 5 average rating, 5 reviews

La Casa di Carla

Villa Carla (sleeps 7+3) consists of 2 double bedrooms, 1 bedroom with a bunk bed, 1 single bedroom, 2 bathrooms with a shower, a kitchen and a living room with a single sofa bed and a sofa with a peninsula (bed 150 x 180), a very large and exclusive garden, shaded by a centuries-old pine forest, equipped with a table, umbrella and chairs for eating outside. Kitchen equipped with 4 electric plates, electric oven and microwave, dishwasher, wifi. The sea is 300m away with a private beach.

Guest favourite
An outdoor seating area is presented, featuring colorful chairs on a wooden deck overlooking a calm bay. The landscape showcases distant mountains and shoreline, where the turquoise water meets the greenery, creating a peaceful atmosphere for relaxation.
Villa in Naregno
5.0 out of 5 average rating, 34 reviews

La Guardiola - Cape Pearl

In the past, La Guardiola was placed to defend the entrance to Porto Azzurro from the sea. It had two key features: an extensive and dominant view and immediate access to the sea. The view of rare beauty, the sea that pervades every environment, the peace and scents of the Mediterranean scrub, make this place magical. Currently the property, owned by our family since 1994, is a 130 sqm independent villa, surrounded by a park of over 1,000 sqm.

Guest favourite
An outdoor dining area is set on a terrace with a sea view, featuring a wooden table surrounded by metallic chairs. Soft lighting from candles and lanterns creates a warm ambiance. The horizon is illuminated by the fading light of dusk, while palm trees and moored boats are visible in the background.
Flat in San Vincenzo
4.95 out of 5 average rating, 20 reviews

La Torre-Luxury attic - BEACH FRONT - Tuscany

La Torre is a unique apartment, selected from travel magazines throughout Italy. On the beach and in the centre. It has 2 bedrooms (one double and one single), a bathroom, a kitchen and a living room with sea view. The terrace is habitable, with a table, chairs and a relaxation area with sofas. The house is located on the second and top floor, without a lift. A 2-minute walk from the house there is a private garage to book, €12/night.

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 in Castiglione della Pescaia
4.95 out of 5 average rating, 143 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
Home in Castiglione della Pescaia
5.0 out of 5 average rating, 8 reviews

Beach villa with parking

Exclusive villa in Castiglione della Pescaia, just 500 meters from the sea. It boasts private parking on site, designer kitchen, a large garden with refined outdoor furnishings. It offers 4 comfortable beds divided into 2 bedrooms, air conditioning and Wi-Fi connection. Ideal for families or couples looking for a charming stay. Just a short drive to gourmet restaurants and lively locals.

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 in Castiglione della Pescaia
4.88 out of 5 average rating, 110 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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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.