
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.

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

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.

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!

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...

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.

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.

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.

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.”

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.

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.

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!

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
Other great holiday rentals in Santa Maria a Monte

"Il Lago Perduto" Family Home Il punto 0 ideale.

Casa Torre medievale centro storico

Casa Frediano Holidays

Casa Falleri

Fienile Olivo, apartment for 2 people

Historic Tuscan Home - Terrace & Private Garage

Il Frantoio (Idromassaggio + Piscina)

favolosa villa nel chianti, giardino panoramico
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.
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)
- Stazione Santa Maria Novella
- Mugello Circuit
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Parco dell'Orecchiella
- Val di Luce





