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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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    50 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.

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Guest favourite
Townhouse
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
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.
Flat
4.97 out of 5 average rating, 292 reviews

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...

Guest favourite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa
4.94 out of 5 average rating, 131 reviews

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!

Top guest favourite
Villa
5 out of 5 average rating, 84 reviews

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.

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
4.92 out of 5 average rating, 38 reviews

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.

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
5 out of 5 average rating, 226 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.
Apartment
5 out of 5 average rating, 61 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.”

Guest favourite
Castle
5 out of 5 average rating, 25 reviews

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.

Top guest favourite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home
4.96 out of 5 average rating, 140 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.

Guest favourite
Dome
4.97 out of 5 average rating, 141 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
An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.
Flat
4.96 out of 5 average rating, 134 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

Top guest favourite
A softly lit living area is presented, featuring a plush sofa adorned with orange and patterned cushions. A round coffee table displays an assortment of fruits, and a floor lamp stands beside a decorative wall mirror. Natural light filters through a window with white drapes.
Flat
4.95 out of 5 average rating, 164 reviews

Casa Clarabella

Enjoy a stylish holiday in this charming apartment in the historic centre of Lucca, within walking distance of the city walls, the botanical garden, and the Duomo di San Martino. Elegant and equipped with all the amenities, it will welcome you after a day spent exploring the beautiful city. You can relax on the bouclé sofa after freshening up in the magnificent shower that will amaze 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 apartment rentals in Santa Maria a Monte have wifi?

    Absolutely! We offer over 20 apartment 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 free parking, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.