Vacation rentals in Massa Marittima

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Top-rated vacation rentals in Massa Marittima

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Guest favourite

Loft in Massa Marittima

4.88 out of 5 average rating, 154 reviews

Authentic Cave House in the heart of the Village!

The house is in the heart of Massa Marittima, a medieval village which is setting on the top of a hill in the Maremma countryside. This authentic historical small town is short driving distance from many amazing beaches of the Mediterranean coast: Cala Violina, Torre Mozza, the Baratti Etruscan Riviera.. Ideal for a romantic escape but also for those who are looking for a local experience in a relaxed, suggestive, historical context far away from mass tourist routes. PLEASE READ ALL DESCRIPTION!

Oct. 9 – 16

$145 CAD per night

Guest favourite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Mar. 26 – Apr. 2

$160 CAD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Nov. 9 – 16

$762 CAD per night

Guest favourite

Apartment in Manarola

4.95 out of 5 average rating, 549 reviews

Open Heart Apartment sea view

Namaste human brother. I willingly share my beloved little house with human beings from all over the world, but I am aware that I am not a tourist agency that rents apartments, I am not a hotel, I am not a Bed and Breakfast, I am just a simple inhabitant of Manarola (a kind of hermit monk) I live right next to the little two houses I rent, I just rent a simple private furnished house, nothing more and I check in personally. Check-in from 2 pm not before - Gay friendly - peace and love

Jan. 13 – 20

$135 CAD per night

Guest favourite

Apartment in Caminino

4.92 out of 5 average rating, 129 reviews

Pieve di Caminino Historic Farm

The ancient Pieve di Caminino farm, now organic, is an important historical site: a former medieval village at the intersection of two ancient Roman streets, it hosted two saints (the 12th century church is now a private museum, which can be visited by guests by appointment). Today it covers 200 acres of gated private property, located on a scenic hill. Seven homes share an estate with a (seasonal) pool, two ponds, a century-old olive grove, vineyard, and a cork forest.

Mar. 14 – 21

$222 CAD per night

Guest favourite

Condo in Massa Marittima

4.99 out of 5 average rating, 154 reviews

Casa Vecchio Forno

The apartment is on the ground floor, in the old town of Massa Marittima, just 100 meters from Piazza del Duomo. It is easily accessible from all the car parks in the old town and within walking distance you can find: bars, restaurants, banks, groceries, a bakery and a pharmacy. The recently renovated house has an independent entrance and consists of a kitchen with a kitchenette, a double bedroom, a living room with a sofa bed and a bathroom.

Feb. 28 – Mar. 7

$123 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov. 30 – Dec. 7

$219 CAD per night

Guest favourite

Condo in Riomaggiore

4.99 out of 5 average rating, 138 reviews

Loft "Il Castello" with terraces overlooking the sea

Elegant open space in the historic center of Riomaggiore, at the foot of the 13th-century Castle, equipped with three private terraces overlooking the sea, overlooking the "Via dell 'Amore" and the sunsets of the 5 Terre. The apartment is located a short walk from the train station, the sea, the entrance to the trails, restaurants and bars. CITRA: 011024-LT-0414

Dec. 12 – 19

$590 CAD per night

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar. 19 – 26

$192 CAD per night

Guest favourite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 439 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

Jan. 21 – 28

$312 CAD per night

Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Aug. 4 – 11

$449 CAD per night

Guest favourite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Apr. 17 – 24

$350 CAD per night