
House vacation rentals in Massa Marittima
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Top-rated house rentals in Massa Marittima
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

La casa dei remi, discover Tuscany near the sea
La mia casa si trova a Livorno, nel caratteristico quartiere di Antignano, vicino al centro e a due passi dalle splendide calette del Lungomare, perfette per un tuffo ed un bagno di sole. Base ideale per scoprire i tesori della nostra citta' e delle famose città d'arte toscane. Potrai godere del nostro mare e della cucina a base di pesce fresco . Caffè, tè, tisane, latte e biscotti sono offerti. Il quartiere, tranquillo e pittoresco, è a 10 min di macchina o 20 min in bicicletta dal Centro.

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

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.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

"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 & Chianti view
Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.
Gorgeous Villa with Postcard Views in Historical Florence
Share a bottle of Chianti on a flagstone terrace with a view of cypresses on rolling hills. This classic private villa is steeped in Old World charm—and inside it's a showpiece of contemporary design with an ultramodern kitchen and marble-tiled bathrooms. Enjoy the best of both worlds in Florence, close enough to walk to everything, far enough away to have solitude.
Popular amenities for Massa Marittima house rentals
House rentals with a pool

Design loft with private SPA in Tuscany

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Leonardo - Chianti/Siena, Firenze, San Gimignano.

Country House in the Crete Senesi

Casa di Lyndall - Entire house with exclusive pool

Collina Power

Antico Borgo Ripostena – n. 8 Old House
Weekly house rentals

The house in the Castle and the secret garden

Family Forest - Pool in the Crete Senesi

Il Camino: cosy & artfully inspired country house

Tuscany .Countryhouse on the Florence's hills

Captain's House | Monte Grosso, Elba

Relaxing Tuscan country home with views

Le Porrine IV

L'Uva Fragolina. Haus, Garten & Jacuzzi
Private house rentals

Apartment in country house with panoramic view

Casa "Il Campanile"

Capezzuolo 33

fabulous farmhouse in the Chianti panoramic garden

Relaxation and charm in the Chianti hills

Beachfront Tuscany

Bel Casale with sea view and the mediaeval village

Tosco Suite "Solis"
Quick stats about house rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at G$6,266 GYD per night before taxes and fees

Verified guest reviews
Over 100 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Massa Marittima rentals

4.9 Average rating
Massa Marittima stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Massa Marittima
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- Rentals with a fireplace Massa Marittima
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