Family-friendly vacation rentals in Province of Grosseto

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Top-rated family-friendly rentals in Province of Grosseto

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

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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, 162 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.

Guest favorite

A calm bay scene at sunset is depicted, featuring two individuals on a stand-up paddleboard, one holding a paddle high. Nearby boats are anchored, and the shoreline is dotted with trees, creating a serene and tranquil atmosphere.

Home in Monte Argentario

4.76 out of 5 average rating, 37 reviews

Beach villa great view, chill space, dogs welcome

Beautiful contemporary beach house, furnished in a warm beach style accommodates up to 8 guests. Fully modernized with heating and cooling. Parking available. - Extra deep cleaning and a day in between our guests :) two independent levels in one villa with over 100m2. On a lovely sandy beach but also on the road so except some noise. Loads of parking. Extra large outdoor living room, hot outdoor shower, hammock, marble dining table & grill to eat alfresco amongst other comforts.

Guest favorite

An aerial view of the property reveals a serene landscape with neatly organized buildings surrounded by lush greenery. A clear swimming pool is situated within a well-maintained garden, and expansive fields stretch into the distance, providing a tranquil atmosphere.

Apartment in Grosseto

5 out of 5 average rating, 8 reviews

Il Granaio apartment La Scuderia 6 km from the sea

The holiday apartments of “Il Granaio” are located in the countryside of the Maremma Toscana about 6 km from the beach. They were built at the beginning of the 20th century as stables for the Quadruped Breeding Center and completely renovated and transformed into rustic apartments (Scuderia) in 1999, leaving the original architectural features intact. In 2003 the renovation was completed by completely rebuilding the barn and transforming it into comfortable two-room apartments (Fienile).

Superhost

A cozy living area features a light blue sofa complemented by a neutral throw pillow. Natural light enters through two wooden windows, revealing views of greenery outside. A small glass-top table sits beside a soft lamp and a vase of fresh flowers on the coffee table.

Apartment in Montepulciano

4.82 out of 5 average rating, 121 reviews

Stuart Mint Tea: central, romantic, top location

Nestled in a charming setting, a lovely and cosy apartment awaits. With one double bedroom, a living room, fully equipped kitchen, and bathroom, it is a perfect sanctuary for one or two guests seeking peace and tranquility. Step onto the romantic balcony, where the view of a serene garden and the ancient walls of the town’s Fortress unfold before you. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable breakfast

Superhost

Four refreshing drinks are arranged on a wooden table near a swimming pool, with three tall glasses and one short glass, each garnished with lime. The serene blue waters of the pool reflect the clear sky and distant coastline.

Loft in Isola del Giglio

4.88 out of 5 average rating, 113 reviews

Villa le Rocce – Blue Apartment

Wonderful, finely furnished Open Space with pool. From the terrace of the apartment, you can enjoy a wonderful view that starts from the promontory of the Argentario up to the nearby island of Giannutri. Guests have at their disposal a Scooter and two helmets for free. The apartment is 320 meters from the Cannelle beach and 1,500 meters from the marina. "Only one word can be used to describe the stay ... AMAZING!!! In my opinion it is the most beautiful Villa on the Island "

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.

Superhost

The charming cottage is set against a backdrop of lush greenery, featuring a natural stone facade and a tiled roof. A swimming pool is visible in the foreground, accompanied by sun loungers and umbrellas, while well-maintained gardens and trees surround the property.

Cottage in Radicofani

4.84 out of 5 average rating, 127 reviews

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

Guest favorite

A balcony overlooks a bustling street, featuring a table surrounded by dark chairs. The railing is adorned with natural materials, offering an open view of nearby buildings and vehicles below. Bright sunlight illuminates the area, enhancing the inviting atmosphere.

Apartment in Marina di Grosseto

4.89 out of 5 average rating, 91 reviews

Central apartment, close to the beach

Newly built building, central area, well finished and comfortable, indoor parking. My place is good for couples, solo adventurers, business travelers, families with kids, and pets. For those who are allergic to mites, I sterilize the rooms with UVC + Ozone lamps, I did it before Covid 19, now even more so.

Guest favorite

An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.

Farm stay in Pienza

4.94 out of 5 average rating, 170 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

Farmhouse Palazzo del Papa, with an apartment with 3 double bedrooms, 2 bathrooms, 1 fully equipped kitchen, a large living room, equipped with air conditioning, to spend time with friends or family. On request breakfast and dinner with the products of our farm. Pool and garden wi-fi for our guests.

Superhost

An orange exterior structure features green shutters and a sloped roof. A small garden area with a table and chairs is visible, offering a space for outdoor meals. Surrounding trees provide shade and contribute to the serene landscape.

Farm stay in Montepulciano

4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

Agriturismo La Manonera apartment "La Casa Rosa 4 guests" to enjoy a holiday with family or friends. The apartment can accommodate 4 people with 2 bedrooms and 2 bathrooms and it will be nice to meet and relax with family or friends and enjoy the pleasures of life.

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What guests are saying

agriturismo Torribasse

5 out of 5 average rating, 30 reviews7 months ago

The property is very nicely located in the middle of the countryside, the sea can be reached in about 20 minutes by car. Enrico gives many tips for excursions and activities nearby upon arrival. The place itself was clean and well equipped, you have everything you need.

Farm stay in Magliano in Toscana

What guests are saying

Geraneo apartment in Valdorcia

5 out of 5 average rating, 10 reviews6 months ago

Poggio al Vento is absolutely stunning. The accommodation is set within a working vineyard and olive farm on the Tuscan hillside. It doesn’t get more picturesque than that! The accommodation has everything you’d need to be self-sustainable, while keeping the Tuscan feel (beams, tiled floor etc). Roberto is an excellent host - he made us feel part of the family from the moment we arrived. Nothing was too much trouble. We’d highly recommend a vineyard tour and tasting - great value and the perfect insight into how his wine is produced. Short journeys to Pienza, Montalcino & Montepulciano, among others, will keep you busy in the day, then settle down to a bottle of wine, overlooking the vines it came from - heaven!

Apartment in Castiglione d'Orcia

What guests are saying

Apartment within walking distance of the sea

4.86 out of 5 average rating, 49 reviews6 months ago

We felt comfortable in Laura's apartment right away. It was nice to get to the beach so quickly and with a short walk to the village. The beds were comfortable, the two bathrooms very practical. Communication with Laura was easy and she had time to greet us personally and lead us into your apartment. We would book the apartment again immediately, the location was excellent.

Condo in Castiglione della Pescaia

What guests are saying

Poggio Bestiale Vacation Home

4.98 out of 5 average rating, 44 reviews8 months ago

The accommodation is as described and perfect for a relaxing vacation. Optimal location for reaching Argentario and at the same time enjoying silence and a fantastic view on the way back. The apartment is very well maintained and clean, Denise is a superlative host, we were very, very satisfied.

Apartment in Montiano

What guests are saying

Cerro di sotto

5 out of 5 average rating, 6 reviews31 months ago

For our group, the apartment was perfect - 4 adults and 1 child. Due to the great pool, you can also spend the day in the complex, if you don't feel like driving down the gravel road every day. We were there with the mountain bikes and could start directly from the house towards trails, which was of course great. The tranquility is really unique, not even the otherwise annoying dog barking from the region could be heard.

Apartment in Scarlino

What guests are saying

Casa Renato

4.89 out of 5 average rating, 85 reviews7 months ago

We stayed in this house surrounded by greenery for 6 days, we really felt at home, together with our little dog. Strategic point for visiting different locations and at the same time being in total tranquility, we also enjoyed the beautiful pool. Very well-kept and clean house and really kind and helpful hosts.

Apartment in Massa Marittima

What guests are saying

Villino with dependance with spectacular sea view

4.89 out of 5 average rating, 9 reviews34 months ago

Our stay at Alessandra´s place has been fantastic. The house and the terrace are gorgeous. Stitting there in the late afternoon and evenings, watching the sun set is a dream - no need to move much. A nice beach with pebble stone can be reached in walking distance. The house has everything you need and is spacy and comfortable. The mosquito nets in front of doors and windows are pretty useful. For everyone enjoying a great view over the sea it is highly recommended. The communication has been easy and fast. Nothing to complain. Thanks for the great time we had.

Home in Porto Santo Stefano