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Family-friendly holiday rentals in Castiglione della Pescaia

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Castiglione della Pescaia

  • Total holiday rentals

    Explore 270 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at £59 per night before taxes and fees

  • Verified guest reviews

    Over 3,510 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    170 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 family-friendly rentals in Castiglione della Pescaia

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

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, 27 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
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
A comfortable living area features high wooden beams and large windows allowing natural light. A dining table with seating for four, surrounded by flowers, is seen near a cozy seating arrangement with a lamp and artwork adorning the walls.
Home in Castiglione della Pescaia
4.66 out of 5 average rating, 96 reviews

Lovely seasidehouse with new air condition !

Charming house with new air conditioning in the heart of Maremma on the Tuscan coast in Castiglione della Pescaia with free public parking 1-minute walk from the house. Experience the magic of an ancient medieval village away from the chaotic modern life! Choose a different beach every day (walk a few minutes downtown or drive along the coast - you'll have loads of different beaches to explore, both private and public). To get around: walk or rent a bike or drive a few minutes in Maremma.

Top guest favourite
A modern kitchen area is integrated with a cozy living space, featuring light-colored cabinetry and gray tile flooring. A comfortable seating arrangement includes a plush sofa. Two high stools are positioned beside a sleek table, creating an inviting space for meals or casual gatherings.
Home in Castiglione della Pescaia
5.0 out of 5 average rating, 58 reviews

Charming Salicornia near beach and town centre

Bright and brand new, this apartment is in a quiet location close to both the sea and the town centre, so you can forget about your car—everything is just steps away. This fully equipped 2-bedroom apartment has it all: a modern kitchen, mosquito nets, comfortable air conditioning, and even a cot and high chair for your little one. We’ve thought of every detail, including beach toys for added fun. Everything you need for a carefree stay is already here; just bring your personal belongings.

Superhost
A well-lit kitchen area showcases modern cabinetry and appliances, including a stove and oven. A dining table with four chairs is positioned nearby, set with plates and drinks. A beige sofa with blue accent pillows adds comfort to the open living space.
Flat in Castiglione della Pescaia
4.83 out of 5 average rating, 109 reviews

Apartment on Corso di Castiglione 2

Bright apartment on the main street of Castiglione, Piazza della Repubblica 28, in front of the Casty restaurant, 200 meters from the sea. It comprises a double bedroom, a bathroom with a washing machine, and a living room with a kitchenette and a double sofa bed. Tastefully renovated in 2019, it is fitted with soundproof windows and air conditioning. It is located on the second floor without an elevator. The city tax of 1.2 euros per night per person is excluded.

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.

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 in Castiglione della Pescaia
5.0 out of 5 average rating, 29 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.

Superhost
Home in Castiglione della Pescaia
4.9 out of 5 average rating, 10 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.

Guest favourite
A view from the entrance, featuring a gate leading to a sandy beach. Flanking the pathway are greenery and trees, while the ocean can be seen in the distance under a clear blue sky. The scene captures a peaceful coastal atmosphere.
Apartment in Castiglione della Pescaia
4.83 out of 5 average rating, 113 reviews

Beach apartment with private parking space

From the living room to the beach in a leap. From the window overlooking the pedestrian promenade, you can immerse yourself in the sound of the waves while watching the sunset over the Tyrrhenian Sea. In the private back garden, you can spend unforgettable evenings away from prying eyes, perhaps with a nice candlelit dinner, enjoying the scents of wild Maremma 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.
Flat in Castiglione della Pescaia
4.93 out of 5 average rating, 28 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.

Top 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.
Flat in Castiglione della Pescaia
4.93 out of 5 average rating, 15 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.

Popular amenities for Castiglione della Pescaia family-friendly rentals

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