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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 $64 SGD 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

  • Wifi availability

    30 of Santa Maria a Monte holiday rentals include wifi 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 favourite
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.
Apartment in Noce
5.0 out of 5 average rating, 352 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

FamilyKitchenLong stay

Guest favourite
A rustic home is nestled amidst lush greenery, featuring warm yellow walls and dark window shutters. Climbing vines and foliage surround the property, enhancing the serene landscape. The sky above is bright with white clouds, creating a tranquil setting.
Farm stay in Vicopisano
4.92 out of 5 average rating, 107 reviews

17th Century converted convent with olive grove

Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins

KitchenFamilyComfort

Guest favourite
Holiday home in Santa Maria a Monte
4.91 out of 5 average rating, 32 reviews

Melone Tuscany House - Piscina & Idromassaggio

Pace&natura 35' dal mare! 5' dalla super strada! 30' da Pisa, Lucca e Livorno e 45/50' da Firenze e Volterra. IDROMASSAGGIO caldo e privato per 4 persone disponibile h 24 tutto l'anno & piscina privata estiva + parcheggio! Rilassati e ricaricati in quest oasi di quiete ed eleganza! Goditi un bagno rilassante in piscina e un dolce abbraccio del sole della Toscana! Deliziati con un barbecue o leggi un libro su un'amaca da sogno! Location ideale per chi fugge dalla città in cerca privacy e relax!

Indoor spacesFamilyCondition

Top guest favourite
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
5.0 out of 5 average rating, 47 reviews

Casa Falleri

Casa sviluppata interamente a piano terra, con parcheggio privato coperto e ampio giardino ad uso esclusivo degli ospiti. Dispone di un letto matrimoniale e tre singoli; cucina attrezzata; bagno con doccia. L'alloggio è ubicato in una posizione strategica che consente di raggiungere facilmente città e borghi storici: Firenze, Lucca, Pisa, Volterra, Vinci, Vicopisano Tassa di soggiorno di € 1.50 a notte per adulto, con esenzione per bambini fino a 12 anni, da pagare in contanti al check in.

KitchenFamilyOutdoor spaces

Top guest favourite
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.
Flat in Santa Maria a Monte
4.93 out of 5 average rating, 43 reviews

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

I nuovi appartamenti "Le Querce" si trovano al piano terra di una villa situata in un podere di tre ettari con oliveto e frutteto, caratterizzata dalla presenza di boschetti di alte querce. Gli alloggi sono appartamenti di circa 60 mq ognuno dei quali ha un portico antistante, ad uso personale di circa 20 mq vista piscina a sfioro, questa di uso comune(di 50 mq), disponibili lettini prendisole e ombrellone . Gli ospiti potranno usufruire di un parcheggio privato non custodito e gratuito.

FamilyIndoor spacesView

Guest favourite
A refreshing swimming pool is featured, surrounded by neatly trimmed shrubs and flowering plants. A couple is seated at the edge, enjoying the clear blue water. The backdrop includes a charming yellow building, emphasizing the outdoor space and inviting atmosphere.
Flat in Santa Maria a Monte
4.89 out of 5 average rating, 37 reviews

Casale I Lecci - Papavero

Appartamento 75 mq, piano primo, cucina/soggiorno con divano letto, camera con letto matrimoniale, camera tripla con un letto matrimoniale e un letto singolo, bagno con doccia. La proprietà, recentemente ristrutturata si trova sulla collina a circa 1 km dal piccolo centro storico medievale di Santa Maria a Monte, in posizione molto favorevole per visitare le più importanti città d'arte della Toscana. Il casale è racchiude 4 appartamenti indipendenti, dotati di tutti i confort necessari.

Indoor spacesFamilyLocation

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
4.85 out of 5 average rating, 106 reviews

Charming villa on Tuscan hills with private pool

Tenuta Albereta is a charming villa nestled in the green Tuscan hills, at the foot of the picturesque village of Montecarlo, famous for its fine wines. The estate features a private pool and is surrounded by a large park with a pine forest, extensive vineyards and olive groves. Ideally located close to Florence, Siena, Montecatini, and the stunning beaches of Versilia. Nearby, you’ll find horse riding stables, tennis and golf courts, as well as cycling excursions and cooking classes.

Indoor spacesFamilyWalkability

Top guest favourite
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
4.98 out of 5 average rating, 127 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

FamilyKitchenEV charging

Guest favourite
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
4.97 out of 5 average rating, 116 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.

KitchenIndoor spacesAmenities

Top guest favourite
Home in Montaione
4.96 out of 5 average rating, 146 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Indoor spacesFamilyParks

Top guest favourite
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
4.98 out of 5 average rating, 200 reviews

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.

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Top guest favourite
Villa in Lucca
4.98 out of 5 average rating, 119 reviews

Villa Barsocchini intera

Villa del 1500 sviluppata su 3 piani con una superficie totale di 1200 metri quadri immersa nel verde delle colline lucchesi ! Molte sale, 9 camere, 9 bagni , piscina immersa nell’uliveto . Location ideale per godersi la pace e la tranquillità della campagna con un gruppo numeroso di parenti e/o amici a soli pochi chilometri dal centro

KitchenFamilyCheck-in

Popular amenities for Santa Maria a Monte family-friendly rentals