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Family-friendly vacation rentals in Santa Maria a Monte

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 30 vacation rentals in Santa Maria a Monte

  • Nightly prices starting at

    Santa Maria a Monte vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Vacation 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 vacation 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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Top guest favorite
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 an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.

5.0 out of 5 average rating, 350 reviews
Top guest favorite
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.

5.0 out of 5 average rating, 47 reviews
Top guest favorite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Apartment in San Miniato

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

4.99 out of 5 average rating, 173 reviews
Top guest favorite
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

4.98 out of 5 average rating, 126 reviews
Top guest favorite
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, ap. "Rosmarino", relax 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, 42 reviews
Guest favorite
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.

4.97 out of 5 average rating, 116 reviews
Top guest favorite
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.

4.98 out of 5 average rating, 105 reviews
Superhost
A serene outdoor area features a rectangular pool surrounded by tiled flooring. Several loungers and umbrellas are arranged on one side, while a well-maintained lawn and lush hedges border the space, providing a tranquil setting. The charming property and trees are visible in the background.
Apartment in Santa Maria a Monte

Casale I Lecci, Sunflower

65-square-meter apartment, ground floor, kitchen/living room with sofa bed, bedroom with double bed, bedroom with 2 single beds, bathroom with shower. The recently renovated property is located on the hill about 1 km from the small medieval town of Santa Maria a Monte, in a very favorable position to visit the most important art cities of Tuscany. The farmhouse contains a total of 4 independent apartments, equipped with all the necessary amenities.

4.55 out of 5 average rating, 20 reviews
Top guest favorite
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

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, 145 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 199 reviews
Top guest favorite
Villa in Lucca

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

4.98 out of 5 average rating, 119 reviews
Top guest favorite
Farm stay in Pisa

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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.

4.99 out of 5 average rating, 337 reviews

Popular amenities for Santa Maria a Monte family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
The pink villa is framed by neatly trimmed hedges and vibrant greenery. A sunbathing area features a private hot tub beneath a wooden pergola, with sun loungers positioned nearby. The surrounding landscape showcases rolling hills and tall cypress trees against a clear blue sky.
Farm stay in Cerreto Guidi

Country home near Florence and Pisa

4.79 out of 5 average rating, 166 reviews
Guest favorite
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

4.94 out of 5 average rating, 133 reviews
Guest favorite
Dome in Volterra

Green Dome @ The Land Before Time Retreats

4.95 out of 5 average rating, 170 reviews
Superhost
The exterior of a two-story house is portrayed, featuring a brick facade and white window shutters. A small garden with manicured bushes and a decoration resembling a turtle can be seen in the foreground. A cozy bench with cushions sits on the porch.
Home in Gabella

Villetta Sbrana

4.81 out of 5 average rating, 110 reviews
Guest favorite
A charming entrance is framed by lush greenery, leading to a secluded patio area adorned with wrought iron furniture. Stone steps rise gently, with rustic arches visible overhead, creating a serene transition into the garden space.
Villa in Capannori

La Dimora Dei Conti: Indulge in a Country Farmhous

4.93 out of 5 average rating, 216 reviews
Top guest favorite
A spacious living area is highlighted by a light leather sectional sofa and a matching ottoman. A decorative rug covers the tiled floor, while a coffee table sits centrally. Large windows allow natural light and a painting is displayed on the wall.
Apartment in Cascina

CASA MARTELLUCCI

4.97 out of 5 average rating, 656 reviews
Guest favorite
A sunlit wooden deck features a sparkling pool surrounded by a wooden railing. A canopy provides shade over a seating area with chairs, offering sweeping views of the lush green mountains in the background. Colorful flowers are visible in the foreground.
Villa in Corsagna

Breath-taking View Jacuzzi, Pool, Sauna 1772 House

4.92 out of 5 average rating, 150 reviews
Top guest favorite
A serene outdoor area features a clear swimming pool surrounded by lush green grass and vibrant planters filled with colorful flowers. Stone steps lead down from the terrace, providing access to the inviting garden space and stunning views of the rolling hills.
Condo in Morrona

Casa Luna-Splendida overlooking the pool and Tuscan nature

4.97 out of 5 average rating, 149 reviews

Family- and pet-friendly home rentals

Guest favorite
Townhouse in Scandicci

Florence Sunset Hills • Giogoli

4.88 out of 5 average rating, 338 reviews
Top guest favorite
A modern kitchen features a wooden dining table set for six with elegant glassware. A large gold vase holds dried foliage as a centerpiece. The kitchen area, equipped with dark cabinetry and a stovetop, showcases a blend of rustic and contemporary design elements.
Home in Calci

The Gegia Matta

4.95 out of 5 average rating, 189 reviews
Guest favorite
A historic villa from the 19th century is framed by lush greenery, featuring a serene private bio lake. Surrounding the water, vibrant flowers and shrubbery enhance the natural setting. The structure is complemented by clear blue skies and well-maintained garden areas.
Villa in Lucca

HistoricVilla-6km from Luccacentre-Villa Zambaldi

4.93 out of 5 average rating, 114 reviews
Guest favorite
A rustic villa features large glass panels that offer views of the surrounding greenery. The spacious outdoor patio area is equipped with a dining set and lounge chairs. Towering trees and well-maintained grass frame the property under a bright blue sky, enhancing the serene countryside setting.
Home in San Miniato

Lovely house in a scenic and paiceful location

4.93 out of 5 average rating, 122 reviews
Guest favorite
A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.
Home in San Miniato

Private villa/swimming pool in Tuscany

4.93 out of 5 average rating, 162 reviews
Superhost
A charming villa with a vibrant orange façade is surrounded by lush greenery, featuring tall trees and a spacious garden area. A cozy annex is positioned nearby, offering additional accommodation. The outdoor seating area is visible, inviting gatherings in a serene natural setting.
Villa in Marginone

Charming villa on Tuscan hills with private pool

4.85 out of 5 average rating, 105 reviews
Top guest favorite
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.
Apartment in Sorana

Casa Gave - Nature and relax in Tuscany

4.96 out of 5 average rating, 231 reviews
Top guest favorite
The exterior of a charming countryside house is surrounded by a lush green lawn and trees. Large arched windows offer glimpses of the interior, and a glass-enclosed area extends from the base of the structure, allowing for natural light to fill the space.
Cottage in Lucca

Charming cottage on Lucca hills

4.94 out of 5 average rating, 138 reviews

Family-friendly home rentals with a pool

Guest favorite
Vacation home in Santa Maria a Monte

Melone Tuscany House - Pool & Hot Tub

4.91 out of 5 average rating, 32 reviews
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

Villa, fenced pool & garden

4.67 out of 5 average rating, 12 reviews
Superhost
Villa in Cerretti

Podere Cerbaie, in the heart of Tuscany

4.86 out of 5 average rating, 7 reviews
Superhost
Home in Capannori

Tuscan Villa with Private Pool & Countryside Views

5.0 out of 5 average rating, 4 reviews
Guest favorite
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

4.98 out of 5 average rating, 42 reviews
Top guest favorite
A large swimming pool is surrounded by lush greenery and stone pathways. Olive trees and well-maintained shrubs are visible around the pool area. Steps lead from the pool to a higher terrace, where additional outdoor spaces and the holiday house are positioned.
Home in Marti

Iris vacation home with pool

4.97 out of 5 average rating, 90 reviews
Top guest favorite
Vacation home in Marti

The perfect home to experience authentic Tuscany

5.0 out of 5 average rating, 10 reviews
Top guest favorite
Villa in Montaione

Private Villa with semi-Olympic pool and Tennis

4.98 out of 5 average rating, 50 reviews

Destinations to explore