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Family-friendly holiday rentals in Santa Maria a Monte

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Santa Maria a Monte

  • Total holiday rentals

    Explore 30 holiday rentals in Santa Maria a Monte

  • Nightly prices starting at

    Santa Maria a Monte holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Santa Maria a Monte holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Maria a Monte rentals

  • 4.8 Average rating

    Santa Maria a Monte stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Santa Maria a Monte

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

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Guest favourite
Holiday home in Santa Maria a Monte
4.9 out of 5 average rating, 31 reviews

Melone Tuscany House - Swimming Pool & Jacuzzi

Peace & nature 35 minutes from the sea! 5 minutes from the main road! 30 minutes from Pisa, Lucca and Livorno and 45/50 minutes from Florence and Volterra. A warm, private WHIRLPOOL for 4 people available 24 hours a day all year round & a private summer swimming pool + parking! Relax and recharge in this oasis of tranquillity and elegance! Enjoy a relaxing swim in the pool and the gentle embrace of the Tuscan sun! Treat yourself to a barbecue or read a book in a heavenly hammock! The ideal location for those escaping the city in search of privacy and relaxation!

Top Guest favourite
Holiday home in Quattro Strade
4.98 out of 5 average rating, 48 reviews

"The Lost Lake" Family Home The ideal point 0.

Welcome to "Lago Perduto", a brand new apartment in the hills of Valdinievole. From here you can easily reach Pisa in 20 minutes, Lucca in 25 minutes, Florence in 45 minutes, Volterra in 60 minutes, or Vicopisano, Peccioli, Lari, Terricciola, Calci, Vinci, San Miniato and Collodi. The apartment is a three-room apartment of about 60 square meters,fully furnished, ideal for couples and families who want to enjoy tranquility immersed in the Tuscan countryside. But you'll be at the center of all services in a matter of minutes.

Top Guest favourite
The garden features a well-manicured lawn complemented by flowering plants and shrubs. A pathway is illuminated by a globe light, enhancing the serene outdoor environment. Lush greenery and colorful blooms create a tranquil setting for relaxation.
Home in Montecalvoli
5.0 out of 5 average rating, 46 reviews

Casa Falleri

House developed entirely on the ground floor, with private covered parking and large garden for the exclusive use of guests. It has a double bed and three single beds; equipped kitchen; bathroom with shower. The accommodation is located in a strategic position that allows you to easily reach cities and historic villages: Florence, Lucca, Pisa, Volterra, Vinci, Vicopisano Accommodation tax of €1.50 per night per adult, with exemption for children up to 12 years old, to be paid in cash at check-in.

Top Guest favourite
A leaf, overlaying a serene landscape, prominently displays the name 'Le Querce.' The background features an open space with trees, hinting at a lush environment. A gravel pathway is visible, leading through the grounds of the property.
Apartment in Santa Maria a Monte
4.93 out of 5 average rating, 42 reviews

Le Querce, 'Rosmarino' apartment – relaxation in Tuscany!

The new "Le Querce" apartments are located on the ground floor of a villa located on a three-hectare farm with olive grove and orchard, characterized by the presence of groves of tall oaks. The accommodations are apartments of about 60 square meters each, with a front porch for personal use of about 20 square meters overlooking the infinity pool, which is for common use (50 square meters), with sun loungers and umbrella available. Guests can enjoy free, unattended private parking.

Guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano
4.97 out of 5 average rating, 115 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. We can also provide cots, cribs, baby bed, high chairs at the cost 10 euro each per day to be paid in cash locally.

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.
Condo in Noce
5.0 out of 5 average rating, 349 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Guest favourite
A refreshing swimming pool is featured, surrounded by neatly trimmed shrubs and flowering plants. A couple is seated at the edge, enjoying the clear blue water. The backdrop includes a charming yellow building, emphasizing the outdoor space and inviting atmosphere.
Apartment in Santa Maria a Monte
4.89 out of 5 average rating, 35 reviews

Casale I Lecci – Papavero

75 sqm apartment, first floor, kitchen/living room with sofa bed, bedroom with double bed, triple bedroom with a double bed and a single bed, bathroom with shower. The property, recently renovated, is located on the hill about 1 km from the small medieval historic center of Santa Maria a Monte, in a very favorable position to visit the most important art cities of Tuscany. The farmhouse contains 4 independent apartments, equipped with all the necessary amenities.

Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top Guest favourite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.96 out of 5 average rating, 143 reviews

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 199 reviews

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Superhost
A private rectangular swimming pool is surrounded by a stone terrace, featuring lounge chairs for relaxation. Lush greenery and trees provide a natural backdrop, while a two-story villa and adjoining loggia frame the space, offering multiple shaded areas for outdoor seating.
Villa in Santa Maria a Monte
4.67 out of 5 average rating, 12 reviews

Villa, fenced pool & garden

Property for exclusive use Villa from the 1970s, 250 sq mt with a fenced swimming pool, holding up to 10 persons in 4 double bedrooms, one bedroom with two beds, 4 bathrooms plus one smaller bathroom. Guests can use the garden with barbecue and parking within the property. The property has internet GSM 4G router and is the ideal solution for families with children.

Superhost
Villa in Lucca
4.98 out of 5 average rating, 118 reviews

Entire Villa Barsocchini

Villa from the 1500s spread over 3 floors with a total area of 1200 square meters surrounded by the green hills of Lucca! Many rooms, 9 bedrooms, 9 bathrooms, swimming pool surrounded by olive groves. Ideal location to enjoy the peace and quiet of the countryside with a large group of relatives and/or friends just a few kilometers from the center

Popular amenities for Santa Maria a Monte family-friendly rentals