
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.

Podere Vergianoni immerso nelChianti con piscina
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.
FamilyIndoor spacesLocation

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
FamilyIndoor spacesWifi

“Le Scalette,” Florentine Hills
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.
KitchenFamilyCleanliness

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
FamilyIndoor spacesHospitality

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.
FamilyIndoor spacesLong stay

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
KitchenFamilyGrill

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.
FamilyIndoor spacesParking

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 spacesFamilyWifi

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 spacesFamilyCheck-in

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
KitchenIndoor spacesTV

Lovely countryhouse on Chiant hills
Lovely view on the valley, sweet relax in the smelling garden under a very old tree tasting a good wine and then to visit Firenze, Pisa, Siena only 30 km far from here and medieval castles,little churchs ,winery,across the beautiful Chianti road.....
KitchenIndoor spacesLayout

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.
FamilyIndoor spacesBreakfast
Popular amenities for Santa Maria a Monte family-friendly rentals
Family-friendly home rentals with a hot tub

SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyKitchenPool

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
KitchenIndoor spacesValue

Country home near Florence and Pisa
FamilyIndoor spacesBeach

"Gigi's House" (GG House)
KitchenFamilyQuiet

Breath-taking View Jacuzzi, Pool, Sauna 1772 House
KitchenFamilyBathroom

Farm in the Tuscan hills
KitchenIndoor spacesBathroom

The Tower - Pistoia Apartments
Indoor spacesKitchenAmenities

Country House w/ heated Pool near the City Centre
FamilyKitchenCondition
Family- and pet-friendly home rentals

"IL FIENILE" rustic stone house
FamilyIndoor spacesLocation

Renaissance Residence In San Miniato with a view
Indoor spacesKitchenCheckout

Casa Clarabella
KitchenIndoor spacesLong stay

The Fox's Lair
KitchenFamilyAccess

17th Century converted convent with olive grove
FamilyIndoor spacesWifi

Charming cottage on Lucca hills
Indoor spacesFamilyOutdoor spaces

Michelangelo: entire space in the heart of Tuscany
FamilyKitchenValue

TREEhouse / casaBARTHEL
FamilyIndoor spacesWalkability
Family-friendly home rentals with a pool

Cercis - La Palmierina
Indoor spacesKitchenCheckout

Stone House with Exclusive Pool Codilungo in Chianti
KitchenIndoor spacesAccuracy

Tuscan Villa with Private Pool & Countryside Views
FamilyHospitalityOutdoor spaces

Independent Villa in Tuscany - Montecatini Terme
Indoor spacesFamilyDecor

Relaxation and charm in the Chianti hills
FamilyKitchenCleanliness

Countryside Dream farm in Tuscany
FamilyKitchenComfort

Villa sii felice
KitchenFamilyHospitality

Le Querce, “Rosmarino” apartment – relaxation in Tuscany!
KitchenFamilyLong stay
Destinations 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
- Mugello Circuit
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- 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





