
Vacation rentals in Santa Maria a Monte
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Top-rated vacation rentals in Santa Maria a Monte
Guests agree: these stays are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti 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'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

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.

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.

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

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.”

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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.

Rosa: Tuscan Views & Pool, Walk to Town
Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

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 vacation rentals
Other great vacation rentals in Santa Maria a Monte

Casale I Lecci - Rose

Casa Billi

Luxury Medieval Tower • Exclusive Chianti Stay

picturesque farmhouse, Chianti, panoramic garden

Podere Tignano, 4-bedroom villa in the Chianti!

Relaxing Country Home in Tuscany with View

Glamping "Oak" tent with Jacuzzi

"The Lost Lake" Family Home The ideal point 0.
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 30 vacation homes with pools in Santa Maria a Monte, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Santa Maria a Monte have air conditioning?
Absolutely! We offer over 10 house 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 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 free parking, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Santa Maria a Monte

Total vacation rentals
Explore 60 vacation rentals in Santa Maria a Monte

Nightly prices starting at
Santa Maria a Monte vacation rentals start at G$6,277 GYD per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Santa Maria a Monte vacation 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!
Destinations to explore
- Apartment rentals Santa Maria a Monte
- House rentals Santa Maria a Monte
- Rentals with a washer 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
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Basilica of Santa Croce





