
Holiday rentals 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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 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 holiday rentals in Santa Maria a Monte
Guests agree: these stays are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. 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 will find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards with unique sunsets.

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

"La Torre al 7 - Leaning Tower View, Pisa"
Private terrace with direct views of the Leaning Tower — just 80 metres away. Wake up, step outside, and find one of the world's most iconic monuments waiting in silence. While other visitors photograph it from below, you take in the view from above, coffee in hand. Original paintings and sculptures by your Tuscan host fill every corner in a dialogue between ancient and contemporary. Not just a place to stay — an experience you carry with you. Pisa is not just a stop. From here, it becomes home.

Tuscan House with Private Jacuzzi in Chianti
An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

Giglio Blu Charming Loft
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...

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.

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

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.

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.

"Quercia" Glamping Tent with Whirlpool
The beautiful setting of this romantic place surrounded by nature will leave you speechless. In the most scenic area of the property, there is a beautiful 50-square-meter Glamping structure with a double bedroom, bathroom, kitchen and a beautiful terrace overlooking the entire hill. The property was created for couples who want to spend unforgettable moments in tranquility and surrounded by nature, but with all the comforts.

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.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded 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.
Popular amenities for Santa Maria a Monte holiday rentals
Other great holiday rentals in Santa Maria a Monte

AnticaVista, Luxury Apartment with Tower Views

Casa Billi

Church of the Vaioni

Rosa: Tuscan Views & Pool, Walk to Town

Luxury Medieval Tower • Exclusive Chianti Stay

Relax in Tuscany Country Home with a Stunning View

Casa Falleri

Palazzina Maresa - Loft 4
Frequently Asked Questions
How much does it cost to stay in house rentals in Santa Maria a Monte?
Experience the best of Santa Maria a Monte with our house rentals, starting at about $30 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 apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 apartment rentals 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 apartment rentals in Santa Maria a Monte have a kitchen?
Absolutely! We offer over 20 apartment 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 house rentals in Santa Maria a Monte have free parking?
Absolutely! We offer over 10 house 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 a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
Destinations to explore
- Flat rentals Santa Maria a Monte
- House rentals Santa Maria a Monte
- Rentals with a washing machine and dryer Santa Maria a Monte
- Rentals with pools Santa Maria a Monte
- Family-friendly rentals Santa Maria a Monte
- Rentals with outdoor seating Santa Maria a Monte
- Rentals with a fireplace Santa Maria a Monte
- Rentals with a patio Santa Maria a Monte
- Pet-friendly rentals Santa Maria a Monte
- 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
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Gorgona
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Basilica of Santa Croce





