
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 spacesKitchenLong stay

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 spacesParking

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.
KitchenFamilyLaundry

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
Indoor spacesKitchenCondition

“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.
KitchenFamilyOutdoor spaces

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...
FamilyIndoor spacesLaundry

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.
KitchenIndoor spacesOutdoor spaces

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
KitchenFamilyCleanliness

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.
KitchenFamilyAmenities

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.
KitchenFamilyWalkability

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

[Near Florence] Nautilus loft
FamilyKitchenHot tub

SuiteLouise.pool, Hot Tub,homeGym & private Garden
Indoor spacesFamilyWalkability

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
KitchenIndoor spacesLaundry

Country home near Florence and Pisa
FamilyIndoor spacesComfort

Nada Home
Indoor spacesKitchenAccess

"Gigi's House" (GG House)
FamilyIndoor spacesEV charging

Breath-taking View Jacuzzi, Pool, Sauna 1772 House
KitchenIndoor spacesHot tub

Farm in the Tuscan hills
Indoor spacesKitchenLong stay
Family- and pet-friendly home rentals

Private pool & panoramic garden on the countryside
Indoor spacesKitchenWalkability

Hilltop Views From a Historic Tuscan Home
Indoor spacesFamilyCleanliness

Belforti Tower
FamilyIndoor spacesWalkability

Casa Clarabella
Indoor spacesKitchenAmenities

The Fox's Lair
FamilyIndoor spacesView

17th Century converted convent with olive grove
FamilyKitchenCleanliness

Michelangelo: entire space in the heart of Tuscany
KitchenFamilyWifi

TREEhouse / casaBARTHEL
FamilyKitchenCheck-in
Family-friendly home rentals with a pool

Cercis - La Palmierina
KitchenFamilyAccuracy

Rivolta Home – Tuscan Panorama with Pool
Indoor spacesKitchenView

Tuscan Villa with Private Pool & Countryside Views
FamilyHospitalityBathroom

Amazing view, pool and relax, 5 adults
FamilyIndoor spacesSleep quality

Podere Tignano, 4-bedroom villa in the Chianti!
KitchenFamilyCheck-in

Countryside Dream farm in Tuscany
FamilyKitchenAccess

Le Querce, “Rosmarino” apartment – relaxation in Tuscany!
FamilyKitchenSleep quality

Villa "Colle di San Gemignano"
FamilyKitchenLong stay
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





