Family-friendly vacation rentals in Castiglione della Pescaia

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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 favorite

An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.

Apartment in Caminino

4.91 out of 5 average rating, 176 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 favorite

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 out of 5 average rating, 46 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.

Guest favorite

A serene outdoor space features a shared pool extending 6 x 14 meters, surrounded by lush greenery and ancient trees. Wooden lounge chairs are positioned nearby, offering a place to relax. The tranquil setting is enhanced by the distant view of rustic stone structures and a clear blue sky.

Farm stay in Sovicille

4.94 out of 5 average rating, 122 reviews

Agriturismo La Villa - Il Ciliegio, Pool & Garden.

We are pleased to welcome you to our Cherry Tree House, the last newly renovated jewel of the Agriturismo La Villa. Located on second floor, built among the rocks of the typical Senese countryside, our new home will be ready to lull you into all kinds of comforts: free wifi, swimming pool, barbecue area, air conditioning, smart TV. private parking, wood and private garden, just 40 steps away, overlooking our lavender and olive grove.

Top guest favorite

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.

Apartment in Scarlino

4.93 out of 5 average rating, 94 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.

Guest favorite

A serene sleeping area features a spacious double bed and a single bed, both dressed in subtle striped bedding. A light blue wall complements the room, while natural light filters through soft, sheer curtains. A decorative piece hangs above the double bed.

Apartment in Castiglione della Pescaia

5 out of 5 average rating, 11 reviews

Two-room apartment very close to the sea

Two-room apartment located in an independent building, just 50 meters from the beach and the old town . It has a living room with kitchen with induction stove, 1 double bed, 1 single bed and 1 double sofa bed, for a total of 5 beds and a large bathroom. Located on the top floor, it enjoys a view of the sea. Possibility to use a washing machine for common use. It has air conditioning, free Wi-Fi internet and a TV.

Top guest favorite

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 out of 5 average rating, 23 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.

Top guest favorite

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

4.91 out of 5 average rating, 222 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favorite

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, 156 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.

Top guest favorite

A compact living area features a sofa bed dressed with a light cover, set against a backdrop of wooden beams and warm parquet flooring. A round table with two chairs is positioned nearby, complemented by various shelves and a wall clock, creating a functional space.

Loft in Grosseto

4.87 out of 5 average rating, 204 reviews

Studio 1700 historic center Top for Singles

28 sqm small loft. CHECK-IN FROM 16h00 pm CHECK-OUT MAX 11hoo am SELF CHECK-IN Wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)

Guest favorite

A light-filled living area features a comfortable sofa adorned with decorative cushions. Adjacent, glass doors open to a terrace illuminated by natural light, where a small table and chairs invite outdoor dining. Wall art adds a subtle touch of design to the space.

Apartment in Castiglione della Pescaia

4.94 out of 5 average rating, 18 reviews

Brand new apartment “Summer Wind”

Brand new apartment located in a cool and strategic area, where you can enjoy a relaxing vacation with every comfort. Looking out from the terrace you can admire the Diaccia Botrona Nature Reserve and the sea in the background. Beaches and downtown are easily reached on foot or by bike.