
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 $87 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.

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!
4.91 out of 5 average rating, 33 reviews
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!
4.94 out of 5 average rating, 134 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.
5.0 out of 5 average rating, 47 reviewsLe 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!
4.98 out of 5 average rating, 142 reviews
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.
5.0 out of 5 average rating, 352 reviews
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
4.98 out of 5 average rating, 127 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.
4.93 out of 5 average rating, 43 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.
4.97 out of 5 average rating, 116 reviews
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.
4.98 out of 5 average rating, 42 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.
4.89 out of 5 average rating, 38 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.
4.98 out of 5 average rating, 107 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.
4.96 out of 5 average rating, 147 reviewsPopular amenities for Santa Maria a Monte family-friendly rentals
Family-friendly home rentals with a hot tub

Country home near Florence and Pisa
4.79 out of 5 average rating, 167 reviews
Agriturismo PURO - Charming Design House in Tuscany
5.0 out of 5 average rating, 197 reviews
Farm in the Tuscan hills
4.94 out of 5 average rating, 102 reviews
Casa Luna-Splendida overlooking the pool and Tuscan nature
4.97 out of 5 average rating, 151 reviews
Villetta Sbrana
4.8 out of 5 average rating, 116 reviews
CASA MARTELLUCCI
4.97 out of 5 average rating, 663 reviews
Green Dome @ The Land Before Time Retreats
4.95 out of 5 average rating, 189 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.91 out of 5 average rating, 128 reviewsFamily- and pet-friendly home rentals

Charming villa on Tuscan hills with private pool
4.85 out of 5 average rating, 107 reviews
Hilltop Views From a Historic Tuscan Home
4.99 out of 5 average rating, 110 reviews
La Rocca Tourist Rental
4.94 out of 5 average rating, 185 reviews
Belforti Tower
4.99 out of 5 average rating, 138 reviews
Charming cottage on Lucca hills
4.94 out of 5 average rating, 141 reviews
HistoricVilla-6km from Luccacentre-Villa Zambaldi
4.93 out of 5 average rating, 116 reviews
Lovely house in a scenic and paiceful location
4.93 out of 5 average rating, 124 reviews
Cottage near Pisa Lucca Florence #1
4.84 out of 5 average rating, 160 reviewsFamily-friendly home rentals with a pool

Charming house in the hills of Lucca, with a sauna
4.94 out of 5 average rating, 142 reviews
Podere Cerbaie, in the heart of Tuscany
4.86 out of 5 average rating, 7 reviews
Villa sii felice
4.96 out of 5 average rating, 56 reviews
Iris vacation home with pool
4.96 out of 5 average rating, 93 reviews
Tuscan farmhouse with panoramic views and pool
5.0 out of 5 average rating, 6 reviews
Rivolta Home – Oasis with a View and Pool
5.0 out of 5 average rating, 4 reviews
Villa Pescheto with private pool close to Lucca
4.79 out of 5 average rating, 52 reviews
La Furbina charm, pool & olive groves & games
4.93 out of 5 average rating, 56 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mercato Centrale
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Parco dell'Orecchiella
- Gorgona
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Val di Luce
- Pitti Palace





