
House vacation rentals in Massa Marittima
Find and book unique houses on Airbnb
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!

Garden House
"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

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.

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!

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

Cottage in Toscana in antica Villa con giardino
Il Cottage è parte di una proprietà della famiglia Bernocchi, già presente nelle mappe della zona del 1500 ed e' situata proprio su di una antica via Romana che attraversava i monti della Calvana. Distante circa 9 km da Prato e 20 da Firenze. Il Cottage, liberi su tre lati, e' situato in posizione panoramica circondato da un parco privato, ideale per camminate e sport. Una vera e propria casa, con cucina, salotto, camera e bagno. Ampi spazi esterni, giardino e orto botanico.

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.

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.

The Fox's Lair
The house is a stone and wood cottage in the park of the Apuan Alps, an ideal place for those who want to walk in the woods and get to know and visit the attractions of Versilia and Tuscany between the sea and the mountains. The house consists of a full kitchen with a gas stove, wifi, sofa bed, and for heating for the winter season it has a wood-burning stove and preset heat pumps, a bedroom with a full bathroom with a shower, and a wooden loft with a single bed.

"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.
Popular amenities for Massa Marittima house rentals
House rentals with a pool

Infinity pool in Chianti area

Casa Bada - Barn

Private villa/swimming pool in Tuscany

Explore Chianti from a Charming Stone House

Casa di Lyndall - Entire house with exclusive pool

Collina Power

Casa Luigi Suite with exclusive pool

Paluffo Stillo House
Weekly house rentals

The house in the Castle and the secret garden

Loft SPA

Captain's House | Monte Grosso, Elba

Enjoy Fantastic Tuscany in Our Country House

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

L'Uva Fragolina. Haus, Garten & Jacuzzi

Jenny's Barn

Casa Pancole
Private house rentals

Hidden gem in Tuscany

Montecatini Alto Art View

Family Forest - Pool in the Crete Senesi

The Bandita dei Bovi

Beautiful farmhouse in the Chianti panoramic garden

Le Porrine V

Tosco Suite "Solis"

La Cipressina Relax in Tuscany
Quick stats about house rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at G$6,276 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
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Cannes Vacation rentals
- Bologna Vacation rentals
- Family-friendly rentals Massa Marittima
- Rentals with a washer and dryer Massa Marittima
- Rentals with a patio Massa Marittima
- Villa rentals Massa Marittima
- Smoking-friendly rentals Massa Marittima
- Rentals with outdoor seating Massa Marittima
- Pet-friendly rentals Massa Marittima
- Rentals with breakfast Massa Marittima
- Rentals with a fireplace Massa Marittima
- Condo rentals Massa Marittima
- Apartment rentals Massa Marittima
- Chalet rentals Massa Marittima
- House rentals Tuscany
- House rentals Italy
- Elba
- Giglio Island
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Libera
- Spiaggia Di Barbarossa
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiagge bianche
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Spiaggia di Patresi
- Castiglion del Bosco Winery
- Golf Club Toscana
- Marina di Grosseto beach
- Riva del Marchese
- Spiaggia di Marina Di Campo
- Spiaggia di Cavo
- Le Cannelle




