
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.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
Indoor spacesFamilyCheck-in

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.
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The Gegia Matta
In the green of Tuscany La Gegia Matta is the guesthouse of Villa Ruschi, a magnificent eighteenth-century property characterized by the typical Tuscan style. It is located in the center of Calci, in Val Graziosa and is easily accessible both by car and motorcycle. Nearby you will find restaurants, wine bars, groceries and you can also visit the beautiful Certosa di Calci. It is 10 minutes from Pisa, 20 minutes from Lucca , 1 hour from Florence and 20 minutes from the beaches of the Tyrrhenian coast.
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Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
KitchenFamilyHeating

Florentine Hills "Le Scalette"
The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.
FamilyIndoor spacesGrill

Giglio Blu Charming Loft + Air Conditioning
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...
Indoor spacesFamilyLaundry

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.
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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
KitchenFamilyAccess

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
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Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Indoor spacesFamilyOutdoor spaces

Cottage near Pisa Lucca Florence #1
Cottage surrounded by greenery, woods and olive trees and a wonderful panoramic view. A short walk from the town center and close to the cities of Lucca, Pisa S.Gimignano, and Florence. A very large and bright bedroom and a fully equipped kitchen.
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Farmhouse , pool, 13 px. Lucca 10km
Our ancient farmhouse has been recently converted in a magnificent Holiday Home with private pool by very talented architects. Original Cotto floor, wood beamed ceiling, and the original Tuscan furnishings offer our guests the true tuscany feeling.
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Popular amenities for Santa Maria a Monte family-friendly rentals
Family-friendly home rentals with a hot tub

Farm in the Tuscan hills
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La Dimora Dei Conti: Indulge in a Country Farmhous
KitchenFamilyHot tub

Tuscany Country House Villa Claudia
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Country House w/ heated Pool near the City Centre
Indoor spacesFamilyNearby

"La Casa di Gigi" (GG House)
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
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Country home near Florence and Pisa
Indoor spacesFamilyAir conditioning

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
KitchenIndoor spacesLong stay
Family- and pet-friendly home rentals

Tuscan cottages in an ancient villa with a garden
FamilyIndoor spacesBreakfast

17th Century converted convent with olive grove
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Charming Villa in Stone in Tuscany, Borgo ai Lecci
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Il Sartino
KitchenFamilyHiking

TREEhouse/casaBARTHEL
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Casa Clarabella
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Podere Le Murella "Sunset"
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The Fox's Lair
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Family-friendly home rentals with a pool

Podere Tignano, 4-bedroom villa in the Chianti!
Indoor spacesKitchenAir conditioning

Countryside Dream farm in Tuscany
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Cercis - La Palmierina
Indoor spacesKitchenParks

La Lucertola Pisa/Lucca - Pool, Views LeaningTower
KitchenFamilyAir conditioning

Amazing view, pool and relax, 5 adults
KitchenIndoor spacesGrill

Le Querce, ap. "Rosmarino", relax in Tuscany!
Indoor spacesFamilyValue

Casale I Lecci – Papavero
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Melone Tuscany House - Pool & Hot Tub
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Parco dell'Orecchiella





