
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 $57 AUD 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.

Melone Tuscany House - Swimming Pool & Jacuzzi
Peace & nature 35 minutes from the sea! 5 minutes from the main road! 30 minutes from Pisa, Lucca and Livorno and 45/50 minutes from Florence and Volterra. A warm, private WHIRLPOOL for 4 people available 24 hours a day all year round & a private summer swimming pool + parking! Relax and recharge in this oasis of tranquillity and elegance! Enjoy a relaxing swim in the pool and the gentle embrace of the Tuscan sun! Treat yourself to a barbecue or read a book in a heavenly hammock! The ideal location for those escaping the city in search of privacy and relaxation!

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

"The Lost Lake" Family Home The ideal point 0.
Welcome to "Lago Perduto", a brand new apartment in the Valdinievole hills. From here, you can easily reach Pisa (20 min), Lucca (25 min), Florence (45 min), Volterra (60 min) or Peccioli, Lari, Terricciola, Calci, Vinci, San Miniato and Collodi. The apartment is a three-room apartment of about 60 square metres, fully furnished, ideal for couples and families who want to enjoy tranquillity immersed in the Tuscan countryside. But you will be in the centre of all amenities in just a few minutes.

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...

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!

Church of the Vaioni
An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

Le Querce, 'Rosmarino' apartment – relaxation in Tuscany!
The new "Le Querce" apartments are located on the ground floor of a villa located on a three-hectare farm with olive grove and orchard, characterized by the presence of groves of tall oaks. The accommodations are apartments of about 60 square meters each, with a front porch for personal use of about 20 square meters overlooking the infinity pool, which is for common use (50 square meters), with sun loungers and umbrella available. Guests can enjoy free, unattended private parking.

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option 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 unique sunsets.

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.”

Luxury Medieval Tower • Exclusive Chianti Stay
Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Casale I Lecci – Papavero
75 sqm apartment, first floor, kitchen/living room with sofa bed, bedroom with double bed, triple bedroom with a double bed and a single bed, bathroom with shower. The property, recently renovated, is located on the hill about 1 km from the small medieval historic center of Santa Maria a Monte, in a very favorable position to visit the most important art cities of Tuscany. The farmhouse contains 4 independent apartments, equipped with all the necessary amenities.
Popular amenities for Santa Maria a Monte holiday rentals
Other great holiday rentals in Santa Maria a Monte

Luxury Medieval Tower - Penthouse

Elegant ancient villa Lucca

Villa Holm stunning view 10 mn walk to city centre

Fienile Olivo, apartment for 2 people

Villa sii felice

Casa Falleri

Casa Frediano Holidays

Palazzina Maresa - Loft 4
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)
- Mugello Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Pisa Centrale Railway Station
- Spiagge Bianche
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Piazzale Michelangelo
- Gorgona
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Medici Chapel





