Family-friendly vacation rentals in Massa Marittima

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Top-rated family-friendly 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

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

Home in Vaiano

5.0 out of 5 average rating, 199 reviews

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 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.

Feb. 2 – 9

$241 CAD per night

Guest favourite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Dec. 12 – 19

$152 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

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 238 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.

Apr. 21 – 28

$214 CAD per night

Guest favourite

Apartment in Vernazza

5.0 out of 5 average rating, 152 reviews

Carattino 12: Idyllic Seafront Retreat

CARATTINO 12 is an enchanting seafront vacation home with sweeping views of the Mediterranean Sea and Vernazza’s colorful houses and terraced vineyards from this penthouse apartment's three private terraces. Close to everything, yet in a tucked-away location where you will enjoy peace and tranquility. Natural light, sea breezes and the sound of waves fill each refreshingly modern room.

Nov. 18 – 25

$1,346 CAD per night

Guest favourite

Loft in Riomaggiore

4.97 out of 5 average rating, 407 reviews

A window to the sea - Free wi-fi

nice apartment in "studio style" , facing the sea and with its well-equipped kitchen and comfortable king size double bed. Ideal for a couple, you can also adapt to families with a child or three friends thanks to the additional bed pouf. CODICE CITRA RILASCIATO DALLA REGIONE LIGURIA NR 011024-LT-0200

Mar. 7 – 14

$204 CAD per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Jan. 8 – 15

$1,300 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