
House holiday rentals in Santa Maria a Monte
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Top-rated house rentals in Santa Maria a Monte
Guests agree: these houses are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

The Gegia Matta
In the green of Tuscany La Gegia Matta is the guesthouse of Villa Ruschi, a magnificent eighteenth-century property characterized by the typical Tuscan style. It is located in the center of Calci, in Val Graziosa and is easily accessible both by car and motorcycle. Nearby you will find restaurants, wine bars, groceries and you can also visit the beautiful Certosa di Calci. It is 10 minutes from Pisa, 20 minutes from Lucca , 1 hour from Florence and 20 minutes from the beaches of the Tyrrhenian coast.

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with an amazing view, where you can enjoy breathtaking sunsets. The complete independence of the house, the cosy garden and the large loggia allow you to enjoy your stay in total tranquillity. Our reviews are your best guarantee.

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.

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.

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.

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
Popular amenities for house rentals in Santa Maria a Monte
House rentals with a pool

Volare

Hilltop Views From a Historic Tuscan Home

Infinity pool in Chianti area

Private Chianti Cottage, Garden & Vineyard Views

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Nada Home

Borgo Ripostena – no. 8 Casa Vecchia

Casa Luigi Suite with exclusive pool
Weekly house rentals

Casa Conte Martini

Tuscany .Countryhouse on the Florence's hills

picturesque farmhouse, Chianti, panoramic garden

Relaxing Country Home in Tuscany with View

Casa Dante – Authentic Chianti Stay | Views & Relaxation

Il Fienile di Tigliano (former barn in Vinci-Florence)

Charming Cottage with Splendid Private Pool

Chalet i Poggetti,
Private house rentals

Montecatini Alto Art View

"Il Campanile" House

I Palpiti - Dream Villa in the heart of Florence

House in the Apuan Alps

Castel San Giorgio

"Le Casette" holiday home

Poggiolo

"IRIS" Secret Nature Retreat
Quick stats about house rentals in Santa Maria a Monte

Total holiday rentals
Explore 10 holiday rentals in Santa Maria a Monte

Nightly prices starting at
Santa Maria a Monte holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

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

Wifi availability
10 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

4.9 Average rating
Santa Maria a Monte stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a fireplace Santa Maria a Monte
- Rentals with a patio Santa Maria a Monte
- Family-friendly rentals Santa Maria a Monte
- Flat rentals Santa Maria a Monte
- Pet-friendly rentals Santa Maria a Monte
- Rentals with pools Santa Maria a Monte
- Rentals with outdoor seating Santa Maria a Monte
- Rentals with a washing machine and dryer Santa Maria a Monte
- House rentals Pisa
- House rentals Tuscany
- House rentals Italy
- 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
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Gorgona
- Piazzale Michelangelo
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Basilica of Santa Croce





