Family-friendly vacation rentals in Castiglioncello

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Top-rated family-friendly rentals in Castiglioncello

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Superhost

The villa features a charming brick and stone facade with large arched windows and green wooden shutters. In front, orange and white striped loungers are arranged around a small table under a green umbrella, set on a lush lawn surrounded by olive trees.

Cottage in Pescia

4.83 out of 5 average rating, 99 reviews

Cozy villa in Tuscany countryside

Cozy and comfortable stone and brick villa located in the middle of olive trees and vineyards. Maximum quiet and relaxation with the perfect location: only a few miles from Lucca, Pisa and Florence, the beach and other major attractions. Two bedrooms with king or twin beds. Extra bed for child. Sleeps four+1. Spacious living room with satellite TV and DVD player. Large eat in kitchen with brand new appliances, dishwasher. Outdoor furniture to BBQ outside or lay in the sun. Parking for up to three cars. In unit washer. Tons of sunlight. Recently renovated old typical Tuscan villa. The train station is only 10 minute drive and allows you to get to anywhere you want to visit on a convenient day trip so you don't have to deal with traffic. My husband and I are from Milan but spend most of the summer the villa next door and when we are there we are always up for showing you around, share produce from the garden, and come up with suggestions of fun things to do. Available only for weekly rentals or long weekends. Before we have rented the house for a few years through an agency, so I posted the reviews from the house book as images, hoping they can be helpful (last names and addresses have been omitted for privacy reasons).

Guest favorite

A scenic view captures a hillside vineyard with neatly arranged rows of grapevines. Olive trees dot the landscape, leading to a rustic farmhouse in the foreground, while the skyline of San Gimignano rises against a clear blue sky in the background.

Farm stay in San Gimignano

4.83 out of 5 average rating, 231 reviews

Montegonfoli 5 apartment in farmhouse, 4+2 guests

Comfortable apartment for 4 adults and 2 babies under 12yo, in San Gimignano countryside, in a resort/farmhouse. Here in Montegonfoli you can spend a vacation in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful attractions of the world. First floor with amazing views on San Gimignano and Chianti Hills. No aircon, but every bedroom has a large fan for the few hot nights we are getting in July/August. We usually have 15°C!

Superhost

A charming stone house is covered in lush greenery, with colorful flowers enhancing its facade. Comfortable loungers are positioned on a stone patio, complemented by a shaded seating area featuring draped fabric. The landscape includes surrounding olive trees and a clear blue sky above.

Home in San Giuliano Terme

4.88 out of 5 average rating, 76 reviews

Pisa / Lucca-Superb Location-Leaning Tower views!

Welcome to La Lucertola ! Two spacious & comfortable vacation holiday homes that can be rented separately or together. Superb views over The Leaning Tower & City of Pisa, just 7kms away. The houses at La Lucertola offer big rooms, cool furniture, verandas, great decor & a beautiful sun terrace. At La Lucertola, there is a fabulous salt water pool, relax area & poolside shower set into an olive tree!! Top pizza oven! Wi fi. Near to good beaches & the historic cities of Pisa, Lucca & Florence.

Superhost

A quaint cottage with a rustic pink exterior is set against a backdrop of green, rolling hills. The well-manicured lawn is dotted with olive trees and garden features, while a stone wall frames the property, creating a peaceful outdoor space.

Vacation home in Nocchi

4.89 out of 5 average rating, 9 reviews

Olivo - Tuscan country house w pool & gardens

Stay at Grandpa's hunting house turned into a cosy holiday home with two bedrooms. Has 1 double bedroom and another with 2 single beds, plus a nice and airy living/dining area. All renovated and furnished in the typical rustic tuscan style, with original antique furniture and artwork from the ancestors of the owner noble family. It has its own sunny private garden part within the magical gardens of the 400 years old Villa Unis. The property has a shared pool too for cooling off on summer days.

Superhost

A spacious bedroom features a wooden bed with a colorful blanket. Natural light cascades through a window beside a wooden shelf displaying books. Elegant lamps provide soft illumination, while terracotta tiles and exposed beams enhance the rustic charm.

Apartment in Riparbella

4.92 out of 5 average rating, 24 reviews

Holiday apartment in Tuscany Villa near the coast

Welcome to Casale Pundarika! An oasis of peace and silence on the Tuscan hills of Riparbella (Pisa) only 20 minutes drive from the Etruscan Coast and its great beaches. The self-catering apartment is part of a larger country house set on a dominant position overlooking the Cecina Valley and surrounded by a magic Mediterranean forest. The views over the valley and, within walking distance, over the Tuscan Archipelago and Corsica are breathtaking! We also have a panoramic outdoor hot tub!

Guest favorite

A landscaped garden features a swimming pool surrounded by sun loungers and umbrellas. A stone pathway leads through the greenery, with trees and potted plants visible. The scenic view showcases rolling hills and distant mountains, under a bright blue sky.

Home in Fibbiano

4.96 out of 5 average rating, 146 reviews

House in Tuscany with pool

Casa Rosina è una casa completamente ristrutturata ma che conserva ancora un'atmosfera di altri tempi. Situata in collina , si trova in un borgo medievale con pochissimi abitanti ,dove si può godere del silenzio, immersi nella natura e con una splendida vista sulle montagne. Potrete trascorrere un bellissimo soggiorno, godendo di tutti i confort e soprattutto godervi il giardino molto curato e la piscina. In pochissimo tempo potete raggiungere le bellissime città di Lucca e Pisa .

Superhost

A panoramic view of Sasso Pisano is captured, featuring historic stone buildings nestled among lush green hills. The clock tower stands prominently, while tree-covered slopes provide a natural backdrop, highlighting the town's rustic charm and tranquil setting.

Apartment in Sasso Pisano

4.78 out of 5 average rating, 189 reviews

La Maison di Monica & Simona

La Maison delle Sorelle Angeli Located in the historic center of Sasso Pisano in the province of Pisa boasts a wonderful 360° panoramic view being the highest house in the country. In addition to the Maison, in addition to the Maison, they run a farm with products of their own production at Km 0, such as: oil, honey, fruit, vegetables and jams. Don't miss the opportunity to a relaxing vacation immersed in the greenery of the Sasserini chestnut trees.

Guest favorite

A spacious bedroom features a large bed with a neutral coverlet, illuminated by bedside lamps on either side. The room includes a desk and chair, with framed photographs adorning the wall. A doorway leads to a small kitchen area visible in the background.

Apartment in Lucca

4.9 out of 5 average rating, 20 reviews

La Chiave di Sol - 300 m from the Walls of Lucca

The apartment, located in the Borgo Giannotti district 300 meters from the Walls of Lucca, is set in an elegant, quiet and private residential setting, with a common gate and free private parking just below the apartment. Equipped with free air conditioning, heating and WiFi. Fully equipped kitchen with double sofa bed, bedroom with 1 double bed and 2 single beds, hallway with washing machine and storage area, and bathroom with shower.

Guest favorite

A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Top guest favorite

Villa in Orentano

4.96 out of 5 average rating, 100 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Superhost

An outdoor patio area is showcased, featuring two wrought-iron chairs positioned near a small table. Potted plants and climbing greenery add a natural touch to the brick pathway, while a rustic stone wall forms the backdrop, offering a serene space for relaxation.

Apartment in Chianni

4.77 out of 5 average rating, 213 reviews

Small Courtyard

Romantic typical Tuscan accommodation with outdoor space for soft dinners. Available for couples and small families. Central to the medieval Etruscan village village. All shops and main amenities nearby (bank, mail, gas station) . Typical products: Quality wine and oil. Close to the theater of silence of Bocelli ,Volterra 30 km, Pisa 45 km ,sea at 35 km.

Guest favorite

A private swimming pool is framed by lush greenery and lounge chairs, with umbrellas providing shade. A well-maintained garden surrounds the area, and the distant mountains create a serene backdrop, while a barbecue station is visible in the corner.

Villa in Camaiore

4.98 out of 5 average rating, 40 reviews

La Pitorina, SWIMMING POOL, 7/8 beds, WiFi, A/C, 9 km from the sea

A beautiful house with a garden, 12x5m swimming pool with child safety, whirlpool, gas barbecue, ping pong, table soccer, bicycles, sleeps up to 8 people. Supermarket, bakery, butcher, bar 100 meters from home. It is 9 km from the sea and only 1 km from the center of Camaiore.