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 $88 NZD 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, Wi-Fi 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

Melone Tuscany House - Pool & Whirlpool

Peace & nature 35 minutes from the sea! 5 minutes from the super highway! 30 minutes from Pisa, Lucca and Livorno and 45/50 minutes from Florence and Volterra. A warm, private WHIRLPOOL for 4 people is available 24 hours a day all year round, plus a private summer pool and parking! Kick back and relax in this oasis of calm and elegance! Enjoy a relaxing dip in the pool and the warm embrace of the Tuscan sun! Enjoy a barbecue or read a book in a dreamy hammock! Ideal location for those looking to escape the city in search of privacy and relaxation!

FamilyKitchenGetting around

4.91 out of 5 average rating, 33 reviews

Guest favourite

An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.

Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat for regeneration. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!

Indoor spacesKitchenTV

4.94 out of 5 average rating, 134 reviews

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

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.

KitchenIndoor spacesAmenities

5.0 out of 5 average rating, 47 reviews

Guest favourite

A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.

Villa in Monsummano Terme

Le Maggioline Your Tuscany country house

Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

Indoor spacesFamilyQuiet

4.98 out of 5 average rating, 142 reviews

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

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange 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.

KitchenIndoor spacesAccuracy

5.0 out of 5 average rating, 352 reviews

Top Guest favourite

A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.

Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Indoor spacesFamilyPets

4.98 out of 5 average rating, 127 reviews

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

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.

KitchenIndoor spacesCondition

4.93 out of 5 average rating, 43 reviews

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

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.

KitchenFamilyAccuracy

4.97 out of 5 average rating, 116 reviews

Guest favourite

An inviting swimming pool is bordered by lush greenery, with sun loungers and a shaded seating area nearby. The elegant villa stands in the background, featuring large windows and a traditional design, surrounded by tall cypress trees against a clear blue sky.

Villa in Castelfranco di Sotto

Villa Montefalcone: Charm, Private Pool, and Chef

Escape from the daily routine and immerse yourself in the luxury of Villa Montefalcone, a hidden gem in the hills of Lucca. Here, in the beating heart of Tuscany, you can create unforgettable memories with your loved ones. Let yourself be seduced by the elegance of Art Nouveau architecture and the lush gardens that embrace the villa, a perfect blend of history and modernity. Relax by the pool and enjoy our fully equipped outdoor kitchen, perfect for festive or intimate evenings.

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 42 reviews

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

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.

FamilyIndoor spacesAccuracy

4.89 out of 5 average rating, 38 reviews

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

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.

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 107 reviews

Top Guest favourite

Home in Montaione

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.

Indoor spacesKitchenLaundry

4.96 out of 5 average rating, 147 reviews