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Holiday houses in Santa Maria a Monte

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Santa Maria a Monte

  • Total holiday rentals

    Explore 60 holiday rentals in Santa Maria a Monte

  • Nightly prices starting at

    Santa Maria a Monte holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Santa Maria a Monte holiday 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 holiday rentals in Santa Maria a Monte

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 336 reviews

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

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.
Condo in Noce
5.0 out of 5 average rating, 343 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.

Guest favourite
Holiday home in Santa Maria a Monte
4.9 out of 5 average rating, 29 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!

Top Guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 294 reviews

Giglio Blu Loft di Charme+ 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...

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.
Apartment in Santa Maria a Monte
4.92 out of 5 average rating, 38 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.

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.
Apartment in Santa Maria a Monte
4.91 out of 5 average rating, 33 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.

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 227 reviews

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.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 62 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Top Guest favourite
Villa in Pistoia
5.0 out of 5 average rating, 84 reviews

Chiesino Dei Vaioni

Antica chiesa sconsacrata risalente ai primi del 900, originariamente costruita come cappella privata di Villa Philipson. Chiesino Dei Vaioni ha una struttura a loft con due camere matrimoniali su due soppalchi distinti. All’esterno cucina con forno a legna, giardini privato con viale alberato ed oliveto. I cancelli e le scale interne furono costruiti dalla Antica Fonderia Michelucci. Chiesino Dei Vaioni è immerso nella campagna toscana a pochi minuti dalla città.

Guest favourite
Dome in Volterra
4.97 out of 5 average rating, 144 reviews

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.

Top Guest favourite
Loft in Buti
4.99 out of 5 average rating, 99 reviews

Nido nel bosco toscano tra Pisa-Lucca

Appartamento parte del Cottage, nella valle di Pietra d'Acqua immersa nel bosco del Monte Serra. Dall'anima vintage e i colori dell' acqua di sorgente, a pochi km dalle città d'arte di Pisa e Lucca. Pietra d'Acqua è un openspace in due piani, con bagno ensuite, collegati da scala a chiocciola. Sono Alessandra, host celiaca golosa di torte fatte in casa: sarò felice di ospitarvi!

Guest favourite
A charming wooden cabin is nestled amidst greenery, featuring a spacious deck with seating. Large windows provide ample natural light. The surrounding landscape showcases lush plants and trees, enhancing the connection to nature.
Tent in Monsummano Terme
4.92 out of 5 average rating, 63 reviews

Luxury tent in the countryside

The splendid setting of this romantic place surrounded by nature will leave you speechless, you can immerse yourself in a Finnish tub with heatable water while enjoying a breathtaking view and sunset. In our tent you can also enjoy a private internal bathroom and an exclusive external patio If you are looking for relaxation this is the best location for you!

Popular amenities for Santa Maria a Monte holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Santa Maria a Monte?

    Santa Maria a Monte has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Santa Maria a Monte?

    Experience the best of Santa Maria a Monte with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Santa Maria a Monte?

    Four-legged friends are welcome in Santa Maria a Monte. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Santa Maria a Monte?

    Yes! Work meets play with ease at over 20 vacation rentals in Santa Maria a Monte featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Santa Maria a Monte vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Santa Maria a Monte, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Santa Maria a Monte have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Santa Maria a Monte. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Santa Maria a Monte have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Santa Maria a Monte. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Santa Maria a Monte have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Santa Maria a Monte. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Santa Maria a Monte have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Santa Maria a Monte. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Santa Maria a Monte?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 10 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.