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Family-friendly holiday rentals in Guardistallo

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Guardistallo

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

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5 out of 5 average rating, 293 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 473 reviews

Old Farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Guest favourite
A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.
Home in Montescudaio
4.96 out of 5 average rating, 122 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Guest favourite
The image showcases a historic property set in a well-maintained garden. Statues line a central flower bed filled with red blooms, surrounded by greenery. The elegant architecture of the building is visible in the background, framed by lush foliage and designed in a classic style.
Apartment in Lucca
4.9 out of 5 average rating, 164 reviews

Amazing apartment in Palazzo Pfanner

Situated on the first floor of Palazzo Pfanner, a charming baroque Palazzo and building of historical interest in the centre of the town of Lucca, the apartment recreates perfectly the atmosphere of the antique noble residences for visitors who wish to try this unique experience. The apartment, which has frescoes dating back to the 18th and 19th centuries and the original ceiling with beams and ‘seminato alla veneziana’ flooring, offers a splendid panoramic view over the garden.

Top guest favourite
A modern kitchen and dining area feature sleek cabinetry and a spacious dining table. White chairs surround the table, complemented by a vase of flowers. Large windows enhance the room's brightness, while neutral-colored tiles create a clean and inviting atmosphere.
Flat in Montescudaio
4.93 out of 5 average rating, 163 reviews

Elegant and bright apartment in Montescudaio

The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Top guest favourite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Flat in Poggibonsi
4.99 out of 5 average rating, 303 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Top guest favourite
A rustic stone house blends with the natural surroundings, situated on a hillside. The pathway, composed of natural stones, leads to the entrance. Lush greenery envelops the home, and a shaded area with wooden seating is visible nearby.
Home in Stazzema
4.97 out of 5 average rating, 177 reviews

The Fox's Lair

The house is a rustic stone and wood house in the park of the Apuan Alps, an ideal place for those who want to take walks in the woods and get to know and visit the attractions of Versilia and Tuscany between the sea and the mountains. The house consists of a full kitchen with gas stove, wi-fi, sofa bed and for heating for the winter season it has a wood stove and preset heat pumps, a bedroom with full bathroom with shower, a wooden loft with a single bed.

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 434 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
A rustic dining area features a large wooden table set for meals, complemented by transparent chairs. A cozy fireplace, built into a stone wall, adds warmth to the space. Soft lighting is provided by hanging fixtures, enhancing the inviting atmosphere.
Flat in Sorana
4.95 out of 5 average rating, 212 reviews

Casa Gave - Nature and relax in Tuscany

The house consists of two apartments obtained from a wing of the "Gave" manor house located in Sorana, a small village in the heart of "Svizzera Pesciatina" in Tuscany. The house is ideal for those looking for relax in an atmosphere impossible to find in the most famous tourist locations. Surrounded by terraces where the olive trees are grown and open on the hillside offers a large fenced garden to allow you and your pets to spend a pleasant holiday.

Guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.93 out of 5 average rating, 160 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Superhost
A bright interior features large double windows, allowing natural light to fill the space. The view displays the sea and a nearby promenade, with soft, flowing curtains framing the scenic outlook. A simple white bed is positioned close to the windows.
Loft in Livorno
4.8 out of 5 average rating, 497 reviews

the sunset loft

Ideal for enjoying the magnificent climate of our city and its endless waterfront of the nineteenth century, SUNSET LOFT is a romantic studio apartment overlooking the iconic "TERRAZZA MASCAGNI" with a unique view of the Mediterranean sunset. Private parking, wireless internet, smart TV, full kitchen with dishwasher, ceiling / floor, wooden floors and large bathroom with ceiling light complete the picture for a romantic and relaxing stay.

Top guest favourite
A spacious garden area showcases well-maintained green grass, surrounded by trees and blooming flowers. A children's play structure and swings are visible, providing play opportunities. The rustic two-story house serves as a backdrop, complemented by a clear sky with soft clouds.
Townhouse in Agliana
4.98 out of 5 average rating, 321 reviews

Near Florence, Podere Lischeto

Portion of farmhouse of mq.110, located in the heart of Tuscany; it is ideal for those who want to relax in the countryside a few steps from the main tourist resorts: Florence (25 min), Pistoia (10 min), Pisa (60 min), Lucca (30 min), Siena (75 min), Cinque terre (75min). 1 km from Montale-Agliana railway station.

Popular amenities for Guardistallo family-friendly rentals

When is the best time to visit Guardistallo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$246 SGD$247 SGD$231 SGD$209 SGD$199 SGD$222 SGD$247 SGD$293 SGD$213 SGD$149 SGD$250 SGD$250 SGD
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Quick stats about holiday rentals that are family-friendly in Guardistallo

  • Total holiday rentals

    Explore 120 holiday rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    90 of Guardistallo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guardistallo rentals

  • 4.6 Average rating

    Guardistallo stays receive an average rating of 4.6 out of 5 from guests

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