Vacation rentals in Monte Sante Marie

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Top-rated vacation rentals in Monte Sante Marie

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Top guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 422 reviews

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. An Italian basic breakfast (coffee, tea, milk, cookies, etc.) is included, if you prefer a richer and served breakfast at the table, the cost is €10 per person (€6 from 5 to 15 years, free less than 5 years old). Wallbox EV available.

Top guest favorite

The view from the window highlights a lush garden with a swimming pool surrounded by tall cypress trees. A grassy area features shaded seating, inviting relaxation in a serene landscape. The sky is bright with scattered clouds, enhancing the peaceful atmosphere.

Apartment in Asciano

4.97 out of 5 average rating, 152 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

Top guest favorite

A serene swimming pool is surrounded by lush greenery and tall cypress trees. Several lounge chairs are placed along the poolside, offering ample space for relaxation. The water's clear blue hue reflects the bright sky, creating a tranquil outdoor setting.

Guesthouse in Macciano

4.96 out of 5 average rating, 165 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favorite

A white ceramic dish holds pasta topped with melted cheese, surrounded by a fresh salad of leafy greens on a wooden table. In the background, a bowl contains various fruits, including apples and oranges, while another bowl features eggs and nuts.

Farm stay in Rapolano Terme

4.79 out of 5 average rating, 149 reviews

Capannacce more than a Farmhouse: La Casetta

Capannacce is a special place for us. Farm, but not only. It is home. For us and for the animals that live here, horses, chickens, cows, felines and canids. Indeed, the heart of the farm is the breeding of racehorses, English thoroughbreds. And of the Pontremolese cow, a native heritage breed. We are immersed in the Crete Senesi, where every summer sunset is a delight. The countryside made of quietness that soothes, but not far from the town of Rapolano Terme and all related comforts.

Top guest favorite

A wine bottle is being poured into a glass, catching the warm hues of a sunset. The landscape of rolling hills and trees is visible in the background, creating a serene atmosphere enhanced by the vibrant colors of dusk.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 103 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Guest favorite

A wooden balcony table is set for tea, featuring delicate china cups accompanied by cookies. A simple vase holds fresh flowers. The stunning countryside view stretches across rolling hills under a clear sky, enhancing the serene atmosphere of the outdoor space.

Apartment in Montepulciano

4.94 out of 5 average rating, 196 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

Top guest favorite

A view from the entrance features a winding gravel road bordered by tall cypress trees and olive groves. Rolling hills stretch into the distance, creating a gentle and inviting landscape under a partly cloudy sky.

Condo in Asciano

4.97 out of 5 average rating, 290 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

Guest favorite

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Guest favorite

A balcony is adorned with blooming flowers and greenery, offering a scenic view of the rolling hills and vineyards. Small outdoor furniture is positioned for relaxation, while the sky features scattered clouds, enhancing the tranquil atmosphere of the surrounding landscape.

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Guest favorite

A stone patio is seen outside a rustic building, featuring a table set for two. Lush greenery surrounds the area, including tall trees and shrubs. A tranquil countryside view is visible in the background, contributing to the serene outdoor setting.

Farm stay in Simignano

4.89 out of 5 average rating, 198 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

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Other great vacation rentals in Monte Sante Marie

Top guest favorite

A stone farmhouse is framed by lush greenery and a vibrant sky. Outdoor seating is provided under a wide umbrella, surrounded by potted plants. Steps lead down from the patio area, enhancing accessibility to the garden.

Home in Castelnuovo Berardenga

4.97 out of 5 average rating, 35 reviews

Casa il Cipresso

DebbieRating, 5 stars3 weeks ago

Guilia, Donatella & Antonio were excellent to deal with responding very quickly to any questions. This is the cleanest air b & b I have ever stayed in and very well equipped (lots of coat hangers!!) The view from the patio at the rear of the property is so beautiful and peaceful. All we wanted to do was sit and enjoy the nature. Village centre only 5 minutes by car where there is several restaurants (best to make reservation) of varying price ranges. You can also walk into village. If you cross the main road at the bottom of the track to the air b & b you can walk on a track through the olive trees and come out in the village centre save walking on road). Small but excellent supermarket (closed on Sunday) 10 minute by car. Lots of interesting places to visit nearby. Enjoy your stay.

Guest favorite

The rustic exterior of a historic building is highlighted, featuring a red-tiled roof and weathered stone walls. Surrounded by lush greenery and fruit trees, the structure reflects a traditional Tuscan architectural style, with a sense of tranquility emanating from the landscape.

Condo in Monte San Savino

4.96 out of 5 average rating, 51 reviews

La Foresteria | Granary House

RhiannonRating, 5 stars2 weeks ago

This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!

Condo in Sinalunga

5 out of 5 average rating, 4 reviews

The Secret

JonathanRating, 5 stars3 days ago

We had a wonderful time in this charming accommodation in Tuscany! Everything was just like in the pictures – clean, tastefully furnished and with a lot of love for detail. The host and his wife were incredibly friendly and helpful, which made our stay even more enjoyable. We felt completely comfortable and can wholeheartedly recommend this place!

A spacious outdoor pool area is surrounded by green hills, complemented by lounge chairs and shaded umbrellas. A pathway leads to the pool, creating a serene atmosphere suitable for relaxation and enjoying the natural landscape.

Condo in Asciano

4.82 out of 5 average rating, 34 reviews

CORBEZZOLO Dependance in the Sant'Antonio Farm

IgorRating, 5 stars1 month ago

Amazing hidden gem in Crete Senesi

An aerial view of the property captures a spacious building surrounded by lush greenery. A swimming pool can be seen adjacent to the house, with umbrellas and loungers arranged nearby. Additional structures in the garden are visible, alongside well-maintained landscaping including tall trees and a small pond.

Farm stay in Serre di Rapolano

4.88 out of 5 average rating, 24 reviews

La Cantina Apartment

BiankaRating, 5 stars1 week ago

Beautiful stone farmhouse tucked away in the Tuscan hills. Staff is very friendly and helpful! Restaurant is super romantic and of high quality (only open for dinner). The apartment is nice and cool even during warm weather. We'd love to come back 😊

Guest favorite

An aerial view captures the expansive landscape surrounding the medieval convent, highlighting the gently rolling hills. The two seasonal pools are visible, accompanied by lounge chairs. Cypress trees line the pathways, leading towards the charming buildings of Palazzo Monaci, set against a backdrop of vibrant greenery.

Home in Asciano

4.92 out of 5 average rating, 79 reviews

Palazzo Monaci - Crete Senesi - home

SaraRating, 5 stars1 month ago

Our experience at Manuela's home in Tuscany was simply fantastic. The house met expectations, immersed in a breathtaking landscape that offers peace and relaxation. Manuela was a super helpful, kind and easy-going host, always ready to help us and give us great advice. An unforgettable stay, we never wanted to leave, we will definitely be back!

Top guest favorite

A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.

Tower in San Quirico d'Orcia

5 out of 5 average rating, 87 reviews

Luxurious Medieval Tower & Private Concierge

MatthewRating, 5 stars2 weeks ago

Can’t recommend this enough. Beautiful and unique accommodations in a picturesque setting. Leonie and Nico and their family are wonderful, and make you feel like part of a local family in Tuscany. We will definitely be back one day.

Top guest favorite

A dining table is set for a meal, featuring plates and glasses neatly arranged. Large glass doors offer a view of the surrounding landscape, including green hills and distant mountains. Natural light fills the space, enhancing the rustic wooden details.

Cottage in Osteria delle Noci

5 out of 5 average rating, 95 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

SamRating, 5 stars4 days ago

This beautiful, private, peaceful property is a must-stay if you're in the area. Breathtaking views out of every window. Short drive to a few nearby towns with great food and wine.

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Vacation rentals in Monte Sante Marie

Top-rated vacation rentals in Monte Sante Marie

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